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Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

5 Beds ⋅ 4 Baths

Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

328 Bentons Pleasure Rd, Chester

Listing courtesy of HomeZu by Simple Choice. Contact:

Selling Office: Coldwell Banker Realty.

$640,000

Impeccably finished and immediately available, this corner residence provides the ease and comfort of luxury condo living surrounded by the natural beauty of the Chesapeake Bay landscape. Windows on three sides fill more than 2600 square feet with natural light, while the peaceful pond-to-river setting creates a backdrop of fountains, wildlife, and winter water views beyond. Secure building access and elevator service lead to the unit level, where a residents-only club room provides additional gathering space just steps from the home. Inside, wide-plank luxury vinyl flooring, decorator-selected paint colors, and plantation shutters throughout reflect the care and attention given to making this home feel welcoming, polished, and customized far beyond typical builder-grade finishes. The well-appointed kitchen features crisp white cabinetry, white quartz countertops, under-cabinet lighting, stainless steel appliances, gas cooking, and a seamless 8-foot island with breakfast bar seating for up to eight. A separate beverage center adds additional serving and storage space between the kitchen and dining area. The open floorplan extends to the spacious living and dining areas, anchored by crown molding, upgraded lighting, and a stacked stone fireplace with French sliders leading to the balcony with a peaceful, private view of the immaculately kept landscape and tree-lined shore. Privately positioned at the rear of the residence, the oversized primary suite includes a separate sitting room with balcony access, two large walk-in closets, and a spacious spa-style bath with dual vanities, step-in shower, private water closet, and generous storage. Bedrooms two and three each include two walk-in closets and share a Jack-and-Jill bath with dual vanities and tub shower. Four additional closets, a powder room, a large laundry room with built-ins, a climate controlled storage room on the garage level, an attached one-car garage, and keyless entry to the unit and garage make day-to-day living feel remarkably effortless, organized, and secure. The Four Seasons at Kent Island lifestyle centers around resort-style amenities, waterfront living, outdoor recreation, and community gatherings that make this one of the Eastern Shore’s most active 55+ communities. Residents enjoy a 24,000 square foot waterfront clubhouse with indoor heated pool and spa, fitness center, lounge, ballroom, library, gathering spaces, and an outdoor beach-entry pool and lounge overlooking the Chester River. Outdoor amenities include pickleball, tennis, basketball, and bocce courts, walking and biking trails, kayak and paddleboard launch and storage, a fishing pier and boat dock, dog park, beachy fire pits, tiki bar, and a waterfront amphitheater for concerts and events. A full-time activities director coordinates clubs, fitness classes, social events, and community celebrations throughout the year. All of this is moments from the Cross Island Trail, Kent Narrows waterfront dining and marinas, and easy access to Annapolis, Baltimore, Washington, and the Eastern Shore. Easy living, thoughtful entertaining, and everyday connection to the Chesapeake waterfront come together in a home designed for comfort without compromise. More photos and videos are available at the virtual tour link.

3 Beds ⋅ 3 Baths

Impeccably finished and immediately available, this corner residence provides the ease and comfort of luxury condo living surrounded by the natural beauty of the Chesapeake Bay landscape. Windows on three sides fill more than 2600 square feet with natural light, while the peaceful pond-to-river setting creates a backdrop of fountains, wildlife, and winter water views beyond. Secure building access and elevator service lead to the unit level, where a residents-only club room provides additional gathering space just steps from the home. Inside, wide-plank luxury vinyl flooring, decorator-selected paint colors, and plantation shutters throughout reflect the care and attention given to making this home feel welcoming, polished, and customized far beyond typical builder-grade finishes. The well-appointed kitchen features crisp white cabinetry, white quartz countertops, under-cabinet lighting, stainless steel appliances, gas cooking, and a seamless 8-foot island with breakfast bar seating for up to eight. A separate beverage center adds additional serving and storage space between the kitchen and dining area. The open floorplan extends to the spacious living and dining areas, anchored by crown molding, upgraded lighting, and a stacked stone fireplace with French sliders leading to the balcony with a peaceful, private view of the immaculately kept landscape and tree-lined shore. Privately positioned at the rear of the residence, the oversized primary suite includes a separate sitting room with balcony access, two large walk-in closets, and a spacious spa-style bath with dual vanities, step-in shower, private water closet, and generous storage. Bedrooms two and three each include two walk-in closets and share a Jack-and-Jill bath with dual vanities and tub shower. Four additional closets, a powder room, a large laundry room with built-ins, a climate controlled storage room on the garage level, an attached one-car garage, and keyless entry to the unit and garage make day-to-day living feel remarkably effortless, organized, and secure. The Four Seasons at Kent Island lifestyle centers around resort-style amenities, waterfront living, outdoor recreation, and community gatherings that make this one of the Eastern Shore’s most active 55+ communities. Residents enjoy a 24,000 square foot waterfront clubhouse with indoor heated pool and spa, fitness center, lounge, ballroom, library, gathering spaces, and an outdoor beach-entry pool and lounge overlooking the Chester River. Outdoor amenities include pickleball, tennis, basketball, and bocce courts, walking and biking trails, kayak and paddleboard launch and storage, a fishing pier and boat dock, dog park, beachy fire pits, tiki bar, and a waterfront amphitheater for concerts and events. A full-time activities director coordinates clubs, fitness classes, social events, and community celebrations throughout the year. All of this is moments from the Cross Island Trail, Kent Narrows waterfront dining and marinas, and easy access to Annapolis, Baltimore, Washington, and the Eastern Shore. Easy living, thoughtful entertaining, and everyday connection to the Chesapeake waterfront come together in a home designed for comfort without compromise. More photos and videos are available at the virtual tour link.

190 Harrier Way Unit 21, Chester

Listing courtesy of The KW Collective. Contact:

Selling Office: Engel & Volkers Annapolis.

$2,375,000

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

4 Beds ⋅ 4 Baths

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

111 Petrie Way, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: One Percent Lists Mid-Atlantic.

$925,000

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

4 Beds ⋅ 4 Baths

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

132 Kestrel Ln, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$650,000

Updated and Renovated Victorian (UC zoned) urban commercial building on over 1 full acre. Many uses come with a UC zoning such as but not limited to; Retail: Small-scale retail businesses, farmers market, -Office: General or professional offices - Services: Animal clinics, bakeries, convenience plazas, day care centers, financial institutions, carry-out food services, coffee shop, deli, -Multifamily residential: Can create market demand for retail and walkable environments, commercial apartments, hotel. See entire list of many permitted uses under document section of the listing, listed at 18:1-22 of the Queen Annes County list of permitted uses. The building has numerous rooms, including a brand new exam room, a full kitchen and 4 bathrooms. The updates include a new half bathroom, new LVP flooring, new lighting, new HVAC in 2025, new hot water heaters, professional designed drainage system, professional landscaping, multiple parking areas with room enough to park trailers , trucks and large equipment.

211 Love Point Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Keller Williams Lucido Agency.

$567,500

Just Reduced! Best value in Gibsons Grant. Welcome home to this beautifully maintained three-bedroom, two-and-a-half-bath home in the sought-after waterfront community of Gibson’s Grant, where lifestyle and a prime Kent Island location come together effortlessly. A welcoming front porch sets the tone, leading into an open-concept main level designed for both everyday living and entertaining. The spacious living room with propane fireplace flows seamlessly into the dining area and kitchen featuring stainless steel appliances, propane stove with double oven, granite countertops, and ample cabinetry. Rich wood flooring extends throughout the main level, adding warmth and continuity. Just inside off the one-car garage, you’ll find a convenient powder room and two additional storage closets. Step outside to a fenced brick paver patio just off the kitchen, an ideal setting for outdoor dining, gardening, or simply relaxing in a private, low-maintenance space. Upstairs, the primary suite offers a peaceful retreat with walk-in closets complete with built-ins and a spacious en suite bath featuring a large jetted tub, double vanities, shower, and a private water closet. Two additional bedrooms, a full bathroom with double sinks, and a dedicated laundry area complete the second level. Additional highlights include a one-car garage with built-in storage and a generous parking pad accessible from the rear alley. Enjoy all that Gibson’s Grant has to offer, including a nearby community pier with grills, fire pits, and covered seating - perfect for waterfront evenings and neighborhood gatherings. Just down the street, you’ll find access to the community small craft launch/storage area and direct access to the scenic Cross Island Trail, while community amenities such as the clubhouse, fitness center, pool, playground, and bocce court provide a resort-style living experience year-round. This is coastal community living at its finest - thoughtfully designed, beautifully maintained, and ideally located off Route 50 for quick access to Annapolis, Washington DC, Baltimore, Saint Michaels, and beyond.

3 Beds ⋅ 3 Baths

Just Reduced! Best value in Gibsons Grant. Welcome home to this beautifully maintained three-bedroom, two-and-a-half-bath home in the sought-after waterfront community of Gibson’s Grant, where lifestyle and a prime Kent Island location come together effortlessly. A welcoming front porch sets the tone, leading into an open-concept main level designed for both everyday living and entertaining. The spacious living room with propane fireplace flows seamlessly into the dining area and kitchen featuring stainless steel appliances, propane stove with double oven, granite countertops, and ample cabinetry. Rich wood flooring extends throughout the main level, adding warmth and continuity. Just inside off the one-car garage, you’ll find a convenient powder room and two additional storage closets. Step outside to a fenced brick paver patio just off the kitchen, an ideal setting for outdoor dining, gardening, or simply relaxing in a private, low-maintenance space. Upstairs, the primary suite offers a peaceful retreat with walk-in closets complete with built-ins and a spacious en suite bath featuring a large jetted tub, double vanities, shower, and a private water closet. Two additional bedrooms, a full bathroom with double sinks, and a dedicated laundry area complete the second level. Additional highlights include a one-car garage with built-in storage and a generous parking pad accessible from the rear alley. Enjoy all that Gibson’s Grant has to offer, including a nearby community pier with grills, fire pits, and covered seating - perfect for waterfront evenings and neighborhood gatherings. Just down the street, you’ll find access to the community small craft launch/storage area and direct access to the scenic Cross Island Trail, while community amenities such as the clubhouse, fitness center, pool, playground, and bocce court provide a resort-style living experience year-round. This is coastal community living at its finest - thoughtfully designed, beautifully maintained, and ideally located off Route 50 for quick access to Annapolis, Washington DC, Baltimore, Saint Michaels, and beyond.

134 Mchenny Ct, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented.

$630,000

Your second chance is here! Back on the market through no fault of the home; the previous buyer's home sale contingency fell through. Stunning updated colonial situated on over 4 private acres off coveted Dulin Clark Road in Centreville, just down the street from the Queen Anne’s County 4H facilities! This exceptional property offers the perfect blend of modern updates, flexible living space, and incredible outdoor amenities. The beautifully renovated kitchen features custom cabinetry, butcher block countertops, shiplap accents, stainless steel appliances, crown molding, custom pantry storage, custom built-ins, updated lighting, and an open layout ideal for entertaining. The home has been extensively improved throughout with fresh paint, updated outlets and switches, new hardware, refinished stairs, upgraded lighting and fans, substantial attic storage (not shown in floor plan), and thoughtful custom touches in nearly every room. Cozy up by the gas fireplace or pellet stove while enjoying the spacious and functional floor plan. Attached in-law/au-pair suite includes its own private entrance, full kitchen, full bath, separate living space, updated finishes, and private amenities — perfect for multi-generational living, guests, rental potential, or a private office setup. Step outside to your own backyard retreat complete with a screened gazebo area, patio, custom firepit seating area, hot tub, in-ground pool with new liner and cover (2025), chicken coop, rebuilt shed with electric and loft storage, extensive landscaping, mature trees, custom drainage systems, walking paths, and fully fenced areas with endless room to roam, entertain, or simply relax. Sellers have invested heavily into grading, clearing trees, drainage improvements, stonework, and outdoor living enhancements to maximize usability of the property. Major system updates include a new well system and constant pressure tank (2023), whole-house water filtration system, new water softener (2026), encapsulated crawlspace with dehumidifier, all new HVAC and ductwork, attic fan motors, and septic recently pumped in 2025. A rare opportunity to own a meticulously improved property offering privacy, flexibility, and modern comforts in one of the most desirable locations!

4 Beds ⋅ 4 Baths

Your second chance is here! Back on the market through no fault of the home; the previous buyer's home sale contingency fell through. Stunning updated colonial situated on over 4 private acres off coveted Dulin Clark Road in Centreville, just down the street from the Queen Anne’s County 4H facilities! This exceptional property offers the perfect blend of modern updates, flexible living space, and incredible outdoor amenities. The beautifully renovated kitchen features custom cabinetry, butcher block countertops, shiplap accents, stainless steel appliances, crown molding, custom pantry storage, custom built-ins, updated lighting, and an open layout ideal for entertaining. The home has been extensively improved throughout with fresh paint, updated outlets and switches, new hardware, refinished stairs, upgraded lighting and fans, substantial attic storage (not shown in floor plan), and thoughtful custom touches in nearly every room. Cozy up by the gas fireplace or pellet stove while enjoying the spacious and functional floor plan. Attached in-law/au-pair suite includes its own private entrance, full kitchen, full bath, separate living space, updated finishes, and private amenities — perfect for multi-generational living, guests, rental potential, or a private office setup. Step outside to your own backyard retreat complete with a screened gazebo area, patio, custom firepit seating area, hot tub, in-ground pool with new liner and cover (2025), chicken coop, rebuilt shed with electric and loft storage, extensive landscaping, mature trees, custom drainage systems, walking paths, and fully fenced areas with endless room to roam, entertain, or simply relax. Sellers have invested heavily into grading, clearing trees, drainage improvements, stonework, and outdoor living enhancements to maximize usability of the property. Major system updates include a new well system and constant pressure tank (2023), whole-house water filtration system, new water softener (2026), encapsulated crawlspace with dehumidifier, all new HVAC and ductwork, attic fan motors, and septic recently pumped in 2025. A rare opportunity to own a meticulously improved property offering privacy, flexibility, and modern comforts in one of the most desirable locations!

314 Dulin Clark Rd, Centreville

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: May Realty.

$297,000

Island living anyone? Make a splash in the community pool, fitness center & tennis- just steps from your door! Spacious, GROUND/MAIN-LEVEL coastal inspired condo in coveted Bayside on Kent Island. This 2 BR/2 Bath home is greeted with sunny patio area overlooking a lush lawn and water views. Inside you will notice plenty of windows, abundance of natural light, and an open-concept design that creates the perfect mood for that "laid back" coastal lifestyle you crave. This home features a well designed kitchen with granite counter tops and eating bar. There is plenty of space for entertaining! Relax in the large living/family room with a cozy fireplace and spacious dining area that opens to a private balcony. The large, primary bedroom suite features a spacious walk-in closet and full bath. The second bedroom is bright with light conveniently located next to the second full, hall bath. There is so much to do living the Bayside lifestyle! Your new community offers a beautiful pool, clubhouse, fitness center, and tennis courts, all just a few steps from your door...and stay healthy, happy, and fit taking your morning walk along the Cross Island Trail, offering miles of nature's beauty along the pathways.

2 Beds ⋅ 2 Baths

Island living anyone? Make a splash in the community pool, fitness center & tennis- just steps from your door! Spacious, GROUND/MAIN-LEVEL coastal inspired condo in coveted Bayside on Kent Island. This 2 BR/2 Bath home is greeted with sunny patio area overlooking a lush lawn and water views. Inside you will notice plenty of windows, abundance of natural light, and an open-concept design that creates the perfect mood for that "laid back" coastal lifestyle you crave. This home features a well designed kitchen with granite counter tops and eating bar. There is plenty of space for entertaining! Relax in the large living/family room with a cozy fireplace and spacious dining area that opens to a private balcony. The large, primary bedroom suite features a spacious walk-in closet and full bath. The second bedroom is bright with light conveniently located next to the second full, hall bath. There is so much to do living the Bayside lifestyle! Your new community offers a beautiful pool, clubhouse, fitness center, and tennis courts, all just a few steps from your door...and stay healthy, happy, and fit taking your morning walk along the Cross Island Trail, offering miles of nature's beauty along the pathways.

102 Merganser Ct Unit 102, Chester

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Real Broker, LLC - Chester.

$825,000

Discover an exquisite blend of modern luxury and serene living in this stunning home nestled within the prestigious Willow Branch East community. Built in 2022, this exceptional home boasts 3,011 square feet of meticulously designed space, offering an unparalleled lifestyle for those who appreciate the finer things in life. There is also approximately 1478sf of unfinished basement. Step inside to find an open floor plan that seamlessly integrates the living, dining, and kitchen areas, creating an inviting atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a chef's dream, featuring high-end stainless steel appliances, including a built-in microwave, down-draft cooktop, and wall oven, all complemented by a spacious island and ample table space. The elegant dining area and formal dining/office room provide the perfect backdrop for memorable gatherings. The heart of the home is the family room, where a stunning gas fireplace with glass doors and a stylish mantel creates a warm and inviting focal point. Recessed lighting and ceiling fans enhance the ambiance, while luxury vinyl plank flooring adds a touch of sophistication throughout. This residence offers four generously sized bedrooms, including a main-level bedroom for convenience. The primary suite is a true retreat, featuring a lavish en-suite bathroom and expansive walk-in closets. Step outside to your own personal oasis, where a spacious deck overlooks a beautiful yard that backs to tranquil trees, providing a serene escape from the hustle and bustle of daily life. The 1.42-acre lot offers ample space for outdoor activities and gatherings, while the attached side-entry garage and asphalt driveway provide convenience and curb appeal. Additional highlights include a main-floor laundry room, a tankless water heater for endless hot water, and an unfinished walkout basement with a Sauna and endless potential for customization. Enjoy relaxing in the outdoor Hot Tub located just steps away from the Sauna. This home is not just a residence; it's a lifestyle choice that embodies luxury, comfort, and tranquility. Also included are 6 wall mounted TV’s, Sauna, Hot Tub and a one year home warranty. Easy commute to DC, the Western Shore and the Eastern Shore beaches. Sellers are offering a $5000.00 allowance for paint.

4 Beds ⋅ 4 Baths

Discover an exquisite blend of modern luxury and serene living in this stunning home nestled within the prestigious Willow Branch East community. Built in 2022, this exceptional home boasts 3,011 square feet of meticulously designed space, offering an unparalleled lifestyle for those who appreciate the finer things in life. There is also approximately 1478sf of unfinished basement. Step inside to find an open floor plan that seamlessly integrates the living, dining, and kitchen areas, creating an inviting atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a chef's dream, featuring high-end stainless steel appliances, including a built-in microwave, down-draft cooktop, and wall oven, all complemented by a spacious island and ample table space. The elegant dining area and formal dining/office room provide the perfect backdrop for memorable gatherings. The heart of the home is the family room, where a stunning gas fireplace with glass doors and a stylish mantel creates a warm and inviting focal point. Recessed lighting and ceiling fans enhance the ambiance, while luxury vinyl plank flooring adds a touch of sophistication throughout. This residence offers four generously sized bedrooms, including a main-level bedroom for convenience. The primary suite is a true retreat, featuring a lavish en-suite bathroom and expansive walk-in closets. Step outside to your own personal oasis, where a spacious deck overlooks a beautiful yard that backs to tranquil trees, providing a serene escape from the hustle and bustle of daily life. The 1.42-acre lot offers ample space for outdoor activities and gatherings, while the attached side-entry garage and asphalt driveway provide convenience and curb appeal. Additional highlights include a main-floor laundry room, a tankless water heater for endless hot water, and an unfinished walkout basement with a Sauna and endless potential for customization. Enjoy relaxing in the outdoor Hot Tub located just steps away from the Sauna. This home is not just a residence; it's a lifestyle choice that embodies luxury, comfort, and tranquility. Also included are 6 wall mounted TV’s, Sauna, Hot Tub and a one year home warranty. Easy commute to DC, the Western Shore and the Eastern Shore beaches. Sellers are offering a $5000.00 allowance for paint.

115 Thicket Ct, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Samson Properties.

$629,000

Welcome to 123 Pixie Court at Perry's Retreat, where this beautifully upgraded Hudson model offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT backing to the woods. This home presents a rare opportunity to own one of the community's most desirable models on a premium lot on a cud de sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional flex room offers endless possibilities as a playroom, guest room, second office, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring throughout the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a fully fenced backyard overlooking mature woods, creating a private setting for relaxation and entertaining. The outdoor living space includes a large hardscaped patio. Community amenities include a playground, open green space, neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

4 Beds ⋅ 3 Baths

Welcome to 123 Pixie Court at Perry's Retreat, where this beautifully upgraded Hudson model offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT backing to the woods. This home presents a rare opportunity to own one of the community's most desirable models on a premium lot on a cud de sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional flex room offers endless possibilities as a playroom, guest room, second office, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring throughout the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a fully fenced backyard overlooking mature woods, creating a private setting for relaxation and entertaining. The outdoor living space includes a large hardscaped patio. Community amenities include a playground, open green space, neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

123 Pixie Ct, Grasonville

Listing courtesy of Samson Properties. Contact:

Selling Office: CENTURY 21 New Millennium.

$1,400,000

Wake up every day to breathtaking views of the Chesapeake Bay and the iconic Bay Bridge at this exceptional waterfront-inspired home in Stevensville! 702 Bayside Drive is truly one-of-a-kind, offering stunning water views from nearly every room and an incredible setting that captures the beauty of Maryland’s Eastern Shore lifestyle! This beautifully maintained home combines comfort, elegance, and unforgettable scenery. Enjoy relaxing mornings watching the sunrise over the bay, entertaining with panoramic water views, and peaceful evenings with the Bay Bridge glowing in the distance. The open and airy layout was designed to maximize the views, creating a seamless connection between indoor living and the surrounding waterfront beauty. ✨ Spectacular Chesapeake Bay & Bay Bridge views ✨ Water views from throughout the home ✨ Desirable Bayside location ✨ Bright, open-concept living spaces ✨ Perfect for entertaining or relaxing ✨ Minutes to shopping, dining, marinas, and the Bay Bridge Homes with views like this rarely come available — this is your chance to own a special piece of the Eastern Shore!

4 Beds ⋅ 4 Baths

Wake up every day to breathtaking views of the Chesapeake Bay and the iconic Bay Bridge at this exceptional waterfront-inspired home in Stevensville! 702 Bayside Drive is truly one-of-a-kind, offering stunning water views from nearly every room and an incredible setting that captures the beauty of Maryland’s Eastern Shore lifestyle! This beautifully maintained home combines comfort, elegance, and unforgettable scenery. Enjoy relaxing mornings watching the sunrise over the bay, entertaining with panoramic water views, and peaceful evenings with the Bay Bridge glowing in the distance. The open and airy layout was designed to maximize the views, creating a seamless connection between indoor living and the surrounding waterfront beauty. ✨ Spectacular Chesapeake Bay & Bay Bridge views ✨ Water views from throughout the home ✨ Desirable Bayside location ✨ Bright, open-concept living spaces ✨ Perfect for entertaining or relaxing ✨ Minutes to shopping, dining, marinas, and the Bay Bridge Homes with views like this rarely come available — this is your chance to own a special piece of the Eastern Shore!

702 Bayside Dr, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Coldwell Banker Realty.

$566,900

First Time Offered on the Market - Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm. Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases quality craftsmanship throughout. Enjoy peace of mind with a brand-new roof just installed, adding significant value and curb appeal. Enjoy outdoor living in the large, fully fenced backyard featuring a spacious deck overlooking a serene wooded area—perfect for relaxing or entertaining. Step onto the inviting front porch and into a two-story foyer. The main level features a bright and open layout, including a living and dining area that flows seamlessly into the kitchen with a breakfast bar. The sunny breakfast area opens directly to the deck and overlooks the backyard, while the expansive family room offers a cozy gas fireplace. Upstairs, the spacious primary suite boasts two walk-in closets and a luxurious en-suite bath—your own private retreat. Three additional generously sized bedrooms, a full hall bath, and a conveniently located laundry room complete the upper level. Residents of Greenwood Community enjoy fantastic amenities, including a large playground, pavilion, sports field, and boat/RV storage. Whether you're looking for spacious living, a desirable neighborhood, or a home that has been lovingly maintained from day one, this Greenwood gem is a rare opportunity you won't want to miss.

4 Beds ⋅ 3 Baths

First Time Offered on the Market - Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm. Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases quality craftsmanship throughout. Enjoy peace of mind with a brand-new roof just installed, adding significant value and curb appeal. Enjoy outdoor living in the large, fully fenced backyard featuring a spacious deck overlooking a serene wooded area—perfect for relaxing or entertaining. Step onto the inviting front porch and into a two-story foyer. The main level features a bright and open layout, including a living and dining area that flows seamlessly into the kitchen with a breakfast bar. The sunny breakfast area opens directly to the deck and overlooks the backyard, while the expansive family room offers a cozy gas fireplace. Upstairs, the spacious primary suite boasts two walk-in closets and a luxurious en-suite bath—your own private retreat. Three additional generously sized bedrooms, a full hall bath, and a conveniently located laundry room complete the upper level. Residents of Greenwood Community enjoy fantastic amenities, including a large playground, pavilion, sports field, and boat/RV storage. Whether you're looking for spacious living, a desirable neighborhood, or a home that has been lovingly maintained from day one, this Greenwood gem is a rare opportunity you won't want to miss.

112 Rilian Ct, Grasonville

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$525,199

Introducing an immaculate, fully renovated home in the heart of Stevensville, Maryland, beautifully situated within the highly desirable Cloverfield community. This stunning property has been transformed from top to bottom with craftsmanship and thoughtful design at every turn. The seller added a spacious new bedroom, replaced every window, reconfigured interior walls to create a more open and functional layout, and installed fresh tile in all bathrooms. The home now features central air for year‑round comfort, brand‑new LVP flooring throughout, and a fully finished lower level with a drywalled ceiling that elevates the space far beyond the typical drop‑ceiling basement. The kitchen is a true showpiece, offering a new microwave and stove, gleaming granite countertops, a large island perfect for gatherings, and a modern layout ideal for cooking and entertaining. Additional upgrades include new vinyl siding, a new washer and dryer, and increased finished square footage that enhances both livability and value. Outside, the property continues to impress with a fully fenced, expansive backyard—perfect for barbecues, family gatherings, pets, or simply enjoying the outdoors in privacy. A charming picket fence surrounds the yard, and a convenient shed provides extra storage for tools, bikes, or seasonal items. The yard has been fully cleaned up and refreshed, offering a welcoming outdoor retreat. As part of the Cloverfield Home Association, residents enjoy an array of community amenities that elevate the lifestyle: a sparkling pool for summer fun, a private community beach where you can dip your toes in the sand, a playground and tot lot, a marina that has boat rental slips available, and additional recreational spaces that make this neighborhood one of the most sought‑after on the Eastern Shore. With an easy commute to anywhere on the Eastern Shore, as well as quick access to Annapolis and even Washington, D.C., this location blends convenience with coastal charm. This is a rare opportunity to step into a beautifully renovated home and immerse yourself in one of the finest, most welcoming communities Stevensville has to offer. Sellers are installing a new primary bathroom sink and updating the two cabinet doors above the stove so they align seamlessly with the home’s recent renovations. *Seller is accepting back-up offers.*

4 Beds ⋅ 3 Baths

Introducing an immaculate, fully renovated home in the heart of Stevensville, Maryland, beautifully situated within the highly desirable Cloverfield community. This stunning property has been transformed from top to bottom with craftsmanship and thoughtful design at every turn. The seller added a spacious new bedroom, replaced every window, reconfigured interior walls to create a more open and functional layout, and installed fresh tile in all bathrooms. The home now features central air for year‑round comfort, brand‑new LVP flooring throughout, and a fully finished lower level with a drywalled ceiling that elevates the space far beyond the typical drop‑ceiling basement. The kitchen is a true showpiece, offering a new microwave and stove, gleaming granite countertops, a large island perfect for gatherings, and a modern layout ideal for cooking and entertaining. Additional upgrades include new vinyl siding, a new washer and dryer, and increased finished square footage that enhances both livability and value. Outside, the property continues to impress with a fully fenced, expansive backyard—perfect for barbecues, family gatherings, pets, or simply enjoying the outdoors in privacy. A charming picket fence surrounds the yard, and a convenient shed provides extra storage for tools, bikes, or seasonal items. The yard has been fully cleaned up and refreshed, offering a welcoming outdoor retreat. As part of the Cloverfield Home Association, residents enjoy an array of community amenities that elevate the lifestyle: a sparkling pool for summer fun, a private community beach where you can dip your toes in the sand, a playground and tot lot, a marina that has boat rental slips available, and additional recreational spaces that make this neighborhood one of the most sought‑after on the Eastern Shore. With an easy commute to anywhere on the Eastern Shore, as well as quick access to Annapolis and even Washington, D.C., this location blends convenience with coastal charm. This is a rare opportunity to step into a beautifully renovated home and immerse yourself in one of the finest, most welcoming communities Stevensville has to offer. Sellers are installing a new primary bathroom sink and updating the two cabinet doors above the stove so they align seamlessly with the home’s recent renovations. *Seller is accepting back-up offers.*

225 Nichols Manor Dr, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

111 Beach Harbor Dr Unit 11F, Grasonville

$44,000

Welcome to your perfect Eastern Shore escape in the highly sought-after Beach Harbor Camper Cooperative! This is your opportunity to own a true waterfront lifestyle without the waterfront price tag. Located just steps from Jackson Creek with access out to the Chester River, this property is ideal for boating, kayaking, paddleboarding, or simply relaxing by the water all season long. Beach Harbor is known as one of the best-kept secrets on the Shore—a gated, amenity-rich community offering a private beach, boat ramps, marina access, pool, clubhouse, playground, and more. Whether you’re looking for a weekend getaway, summer retreat, or an affordable place to enjoy 3-season living, this community delivers. Spend your days on the water, your evenings with friends and family, and your weekends escaping the stress of everyday life. With easy access on and off Kent Island and just a short drive from the bridge, this location makes getting away effortless. Properties like this don’t come around often—especially with limited availability in Beach Harbor. Don’t miss your chance to own your own slice of the Eastern Shore lifestyle.

2 Beds ⋅ 1 Baths

Welcome to your perfect Eastern Shore escape in the highly sought-after Beach Harbor Camper Cooperative! This is your opportunity to own a true waterfront lifestyle without the waterfront price tag. Located just steps from Jackson Creek with access out to the Chester River, this property is ideal for boating, kayaking, paddleboarding, or simply relaxing by the water all season long. Beach Harbor is known as one of the best-kept secrets on the Shore—a gated, amenity-rich community offering a private beach, boat ramps, marina access, pool, clubhouse, playground, and more. Whether you’re looking for a weekend getaway, summer retreat, or an affordable place to enjoy 3-season living, this community delivers. Spend your days on the water, your evenings with friends and family, and your weekends escaping the stress of everyday life. With easy access on and off Kent Island and just a short drive from the bridge, this location makes getting away effortless. Properties like this don’t come around often—especially with limited availability in Beach Harbor. Don’t miss your chance to own your own slice of the Eastern Shore lifestyle.

111 Beach Harbor Dr Unit 11F, Grasonville

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

Selling Office: Century 21 Downtown.

$350,000

Open House Saturday June 13th 11am-2pm!!! Turn-Key Rancher in Established Centreville Heights with Updates Throughout! Home features 3 bedrooms, 2 baths, open floor plan, gleaming flooring, flat fully fenced backyard, tons of storage, unfinished basement and more! No HOA. Minutes to local shopping, entertainment & major highways. 3D virtual walkthrough, professional photos, floor plans and dimensions available in Virtual Tour. Contact agent to schedule showing or for additional information.

3 Beds ⋅ 2 Baths

Open House Saturday June 13th 11am-2pm!!! Turn-Key Rancher in Established Centreville Heights with Updates Throughout! Home features 3 bedrooms, 2 baths, open floor plan, gleaming flooring, flat fully fenced backyard, tons of storage, unfinished basement and more! No HOA. Minutes to local shopping, entertainment & major highways. 3D virtual walkthrough, professional photos, floor plans and dimensions available in Virtual Tour. Contact agent to schedule showing or for additional information.

112 Walnut St, Centreville

Listing courtesy of Maryland's Property Team. Contact:

Selling Office: Coldwell Banker Realty.

$555,000

KENT ISLAND ** CUSTOM RANCHER ** Welcome to the sought-after neighborhood of Castle Marina. There are No HOA or Association fees in this established community. You can walk to your boat in the marina, stroll to the local pub for dinner or hit the Cross Island Trail to get in your steps for the day. So close to all of the amenities Kent Island has to offer, yet tucked away behind Four Seasons, with mature landscaping and friendly neighbors. ** This single level home with 2,470 sq ft, offers plenty of living space and is perfect for entertaining. Beyond the welcoming foyer is the living room with large bay window, skylights and comforting wood stove, opening to the spacious kitchen with recently updated appliances, plenty of cabinetry and leads to the open dining room and heading out to the delightful sunroom, surrounded by windows and nestled in the landscaped back yard. The home offers a large primary bedroom with double closets and bathroom with double sink vanity and large tile shower. There are two more large bedrooms each with a skylight and oversized closets and a hall bath with double vanity and tiled tub/shower. Plus there is the Bonus Rom (guest room, homeschool room, craft room, gym, library or whatever you need it to be) with french doors for privacy and a separate laundry/mud room. ** Outside is a 2 car garage, concrete driveway, and large Amish built shed. All of this sits on a 1/2 acre landscaped, fenced yard with fig trees, magnolias, evergreens, crape mrytles and more. ** The owners have made all of the expensive updates within the past few years- New Roof 2017, New Water Heater 2019, New HVAC 2021, New Washer & Dryer 2022, New Shed 2024, New Garage Door 2026, New Windows 2026. ** The property is serviced by the public sewer system. Water is accessed by the private well and run through the homes water conditioning system. This home is built on a slab, so no wet, moldy crawl space to maintain. In 2019, the owners had the plumbing in the slab abandoned and all new plumbing run through the attic and walls with access throughout. ** If you are ready to live the Island Lifestyle in a low maintainence home in a great neighborhood with ameneties close by, call for your showing today.

3 Beds ⋅ 2 Baths

KENT ISLAND ** CUSTOM RANCHER ** Welcome to the sought-after neighborhood of Castle Marina. There are No HOA or Association fees in this established community. You can walk to your boat in the marina, stroll to the local pub for dinner or hit the Cross Island Trail to get in your steps for the day. So close to all of the amenities Kent Island has to offer, yet tucked away behind Four Seasons, with mature landscaping and friendly neighbors. ** This single level home with 2,470 sq ft, offers plenty of living space and is perfect for entertaining. Beyond the welcoming foyer is the living room with large bay window, skylights and comforting wood stove, opening to the spacious kitchen with recently updated appliances, plenty of cabinetry and leads to the open dining room and heading out to the delightful sunroom, surrounded by windows and nestled in the landscaped back yard. The home offers a large primary bedroom with double closets and bathroom with double sink vanity and large tile shower. There are two more large bedrooms each with a skylight and oversized closets and a hall bath with double vanity and tiled tub/shower. Plus there is the Bonus Rom (guest room, homeschool room, craft room, gym, library or whatever you need it to be) with french doors for privacy and a separate laundry/mud room. ** Outside is a 2 car garage, concrete driveway, and large Amish built shed. All of this sits on a 1/2 acre landscaped, fenced yard with fig trees, magnolias, evergreens, crape mrytles and more. ** The owners have made all of the expensive updates within the past few years- New Roof 2017, New Water Heater 2019, New HVAC 2021, New Washer & Dryer 2022, New Shed 2024, New Garage Door 2026, New Windows 2026. ** The property is serviced by the public sewer system. Water is accessed by the private well and run through the homes water conditioning system. This home is built on a slab, so no wet, moldy crawl space to maintain. In 2019, the owners had the plumbing in the slab abandoned and all new plumbing run through the attic and walls with access throughout. ** If you are ready to live the Island Lifestyle in a low maintainence home in a great neighborhood with ameneties close by, call for your showing today.

206 Anchor Ln, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,240,000

Tucked behind mature trees on a private 1.02-acre lot with a creek glimpse from the home, this 4,000+ sq ft coastal home sits inside Prospect Bay, Grasonville's premier golf communities — and it lives every bit as well as it looks. The kitchen is the showpiece. Built for the cook who loves to entertain, it's outfitted with high-end commercial-grade appliances, including a commercial range, anchored by a center island and a walk-in pantry — ready for everything from weeknight dinners to holidays with a full house. Rich hardwood floors run throughout, framed by 9'+ ceilings, crown molding, and recessed lighting that give every room a warm, finished feel. There's room to spread out and room to unwind. A spacious living room addition and a screened-in porch extend the everyday living space, while out back the deck, fenced in-ground saltwater pool, and dedicated pool house turn the private yard into a true retreat. The primary suite is its own escape, with an attached bathroom that features double sinks and luxury shower, walk-in closet, and private deck access. Three bedrooms, 3.5 baths, a formal dining room, a dedicated office, and a side-entry two-car garage complete the floor plan — all behind a classic hardiplank exterior built to last. Then there's the lifestyle. Prospect Bay is a resort-style community wrapped around an 18-hole golf course, with access to a community pool, tennis and pickleball courts, and a clubhouse with casual and fine dining. A private community waterfront adds a marina, boat ramp, pier, and kayak launch with available storage. You're roughly ten minutes from the Bay Bridge, 25 minutes from Annapolis, Easton, and St. Michael's, and about an hour from Baltimore and D.C. Homes of this size rarely come available here. If you've been waiting for the right home on the Shore — this is it.

3 Beds ⋅ 3 Baths

Tucked behind mature trees on a private 1.02-acre lot with a creek glimpse from the home, this 4,000+ sq ft coastal home sits inside Prospect Bay, Grasonville's premier golf communities — and it lives every bit as well as it looks. The kitchen is the showpiece. Built for the cook who loves to entertain, it's outfitted with high-end commercial-grade appliances, including a commercial range, anchored by a center island and a walk-in pantry — ready for everything from weeknight dinners to holidays with a full house. Rich hardwood floors run throughout, framed by 9'+ ceilings, crown molding, and recessed lighting that give every room a warm, finished feel. There's room to spread out and room to unwind. A spacious living room addition and a screened-in porch extend the everyday living space, while out back the deck, fenced in-ground saltwater pool, and dedicated pool house turn the private yard into a true retreat. The primary suite is its own escape, with an attached bathroom that features double sinks and luxury shower, walk-in closet, and private deck access. Three bedrooms, 3.5 baths, a formal dining room, a dedicated office, and a side-entry two-car garage complete the floor plan — all behind a classic hardiplank exterior built to last. Then there's the lifestyle. Prospect Bay is a resort-style community wrapped around an 18-hole golf course, with access to a community pool, tennis and pickleball courts, and a clubhouse with casual and fine dining. A private community waterfront adds a marina, boat ramp, pier, and kayak launch with available storage. You're roughly ten minutes from the Bay Bridge, 25 minutes from Annapolis, Easton, and St. Michael's, and about an hour from Baltimore and D.C. Homes of this size rarely come available here. If you've been waiting for the right home on the Shore — this is it.

43 Greenwood Shls, Grasonville

Listing courtesy of Real Broker, LLC - Chester. Contact:

Selling Office: Coldwell Banker Realty.

$470,000

Nestled in the award-winning Symphony Village Active Adult 55+ community, this well-maintained contemporary home offers the perfect size for living, entertaining, and relaxing, featuring 2 bedrooms, 2 full baths, and a versatile den/office. Thoughtfully designed spaces and an exceptional array of amenities make this home both comfortable and functional. Recent updates include fresh interior paint and new carpet in the bedrooms, reflecting the care and attention given to the property. A spacious three-season sunroom with Eze-Breeze windows extends the living space, creating the perfect setting to relax and enjoy the changing seasons in comfort. Outdoor living continues with a beautifully designed paver patio, ideal for entertaining, dining, or simply enjoying the peaceful surroundings. The home also features a sky basement over the garage, providing valuable additional storage or flexible space to accommodate a variety of needs. Residents enjoy access to scenic walking trails, indoor and outdoor pools, fitness center, clubhouse, game room, tennis courts, pickleball, bocce, putting green, picnic areas, and a variety of community activities. Ideally located just minutes from downtown Centreville, you’ll enjoy nearby restaurants, the bay for boating and waterfront picnics, and easy access to Chestertown, Easton, and Annapolis. Maryland and Delaware beaches are also within convenient driving distance.

2 Beds ⋅ 2 Baths

Nestled in the award-winning Symphony Village Active Adult 55+ community, this well-maintained contemporary home offers the perfect size for living, entertaining, and relaxing, featuring 2 bedrooms, 2 full baths, and a versatile den/office. Thoughtfully designed spaces and an exceptional array of amenities make this home both comfortable and functional. Recent updates include fresh interior paint and new carpet in the bedrooms, reflecting the care and attention given to the property. A spacious three-season sunroom with Eze-Breeze windows extends the living space, creating the perfect setting to relax and enjoy the changing seasons in comfort. Outdoor living continues with a beautifully designed paver patio, ideal for entertaining, dining, or simply enjoying the peaceful surroundings. The home also features a sky basement over the garage, providing valuable additional storage or flexible space to accommodate a variety of needs. Residents enjoy access to scenic walking trails, indoor and outdoor pools, fitness center, clubhouse, game room, tennis courts, pickleball, bocce, putting green, picnic areas, and a variety of community activities. Ideally located just minutes from downtown Centreville, you’ll enjoy nearby restaurants, the bay for boating and waterfront picnics, and easy access to Chestertown, Easton, and Annapolis. Maryland and Delaware beaches are also within convenient driving distance.

717 Harmony Way, Centreville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$1,300,000

Escape the ordinary in this one-of-a-kind waterfront masterpiece on Cox Creek. Designed for those who refuse to settle for "cookie-cutter," this residence seamlessly blends sophisticated daily living with an unparalleled entertaining layout. The ground-level "Party Zone" is a showstopper, featuring a full bar and lounge with dual garage doors that open directly to a private oasis complete with a pool, hot tub, and patio. Just steps away, your private dock awaits, equipped with two boat lifts, water, and electric. Inside, the craftsmanship shines through extensive custom built-ins and exquisite trim work. The heart of the home is the chef’s kitchen, recently remodeled with stunning Taj Mahal Quartzite, marble backsplash, and a hidden wine cellar. The top-floor primary retreat is a destination of its own, boasting a private viewing deck, a spa-like bath with a rain shower/jetted tub, a massive custom closet, and a dedicated morning bar (fridge/microwave/laundry) for ultimate convenience. With two additional ensuite guest suites and a flexible loft space, this home offers luxury at every turn. Live the life you’ve imagined—schedule your private tour today.

3 Beds ⋅ 5 Baths

Escape the ordinary in this one-of-a-kind waterfront masterpiece on Cox Creek. Designed for those who refuse to settle for "cookie-cutter," this residence seamlessly blends sophisticated daily living with an unparalleled entertaining layout. The ground-level "Party Zone" is a showstopper, featuring a full bar and lounge with dual garage doors that open directly to a private oasis complete with a pool, hot tub, and patio. Just steps away, your private dock awaits, equipped with two boat lifts, water, and electric. Inside, the craftsmanship shines through extensive custom built-ins and exquisite trim work. The heart of the home is the chef’s kitchen, recently remodeled with stunning Taj Mahal Quartzite, marble backsplash, and a hidden wine cellar. The top-floor primary retreat is a destination of its own, boasting a private viewing deck, a spa-like bath with a rain shower/jetted tub, a massive custom closet, and a dedicated morning bar (fridge/microwave/laundry) for ultimate convenience. With two additional ensuite guest suites and a flexible loft space, this home offers luxury at every turn. Live the life you’ve imagined—schedule your private tour today.

1719 Harbor Dr, Chester

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$545,000

Here's is your chance to make it yours before someone else does! Welcome to 108 Meadowcroft Drive, Centreville Located in the highly sought-after NorthBrook community, this beautifully maintained home offers the perfect blend of space and comfort. Featuring 4 bedrooms, 2.5 baths, and over 3,200 square feet of living space, it sits on an oversized .28-acre lot with no homes directly behind. This is not your standard NorthBrook lot! Step inside to a thoughtfully designed main level with room for both everyday living and entertaining. You’ll find a formal living room and dining room, along with a warm and inviting family room anchored by a propane fireplace—perfect for cozy evenings. The open-concept kitchen flows seamlessly into the main living areas, while a dedicated study/den offers the ideal space for working from home or a quiet retreat. Upstairs, the spacious primary suite is a true escape, complete with a private sitting room, a well-appointed en-suite bath, and an oversized walk-in closet. Three additional generously sized bedrooms and a full bath provide ample space for family or guests. The upper-level laundry room adds everyday convenience. Enjoy outdoor living at its best with a charming covered front porch—perfect for morning coffee—and a large 16.5’ x 25.5’ rear deck ideal for entertaining or relaxing. A 10’ x 16’ shed offers additional storage for tools and outdoor essentials. Recent updates include a brand-new roof (2026) and a main-level furnace (2022), giving you added peace of mind. Located in the desirable North Brook community—featuring a playground, soccer field, pavilion, and scenic walking trails—this home is just minutes from Historic Centreville, the Centreville Wharf & Public Landing, parks, and local restaurants. Enjoy the charm of small-town living with the convenience of a quick 25-minute drive to the Bay Bridge. Spacious and move-in ready—108 Meadowcroft Drive is ready to welcome you home.

4 Beds ⋅ 3 Baths

Here's is your chance to make it yours before someone else does! Welcome to 108 Meadowcroft Drive, Centreville Located in the highly sought-after NorthBrook community, this beautifully maintained home offers the perfect blend of space and comfort. Featuring 4 bedrooms, 2.5 baths, and over 3,200 square feet of living space, it sits on an oversized .28-acre lot with no homes directly behind. This is not your standard NorthBrook lot! Step inside to a thoughtfully designed main level with room for both everyday living and entertaining. You’ll find a formal living room and dining room, along with a warm and inviting family room anchored by a propane fireplace—perfect for cozy evenings. The open-concept kitchen flows seamlessly into the main living areas, while a dedicated study/den offers the ideal space for working from home or a quiet retreat. Upstairs, the spacious primary suite is a true escape, complete with a private sitting room, a well-appointed en-suite bath, and an oversized walk-in closet. Three additional generously sized bedrooms and a full bath provide ample space for family or guests. The upper-level laundry room adds everyday convenience. Enjoy outdoor living at its best with a charming covered front porch—perfect for morning coffee—and a large 16.5’ x 25.5’ rear deck ideal for entertaining or relaxing. A 10’ x 16’ shed offers additional storage for tools and outdoor essentials. Recent updates include a brand-new roof (2026) and a main-level furnace (2022), giving you added peace of mind. Located in the desirable North Brook community—featuring a playground, soccer field, pavilion, and scenic walking trails—this home is just minutes from Historic Centreville, the Centreville Wharf & Public Landing, parks, and local restaurants. Enjoy the charm of small-town living with the convenience of a quick 25-minute drive to the Bay Bridge. Spacious and move-in ready—108 Meadowcroft Drive is ready to welcome you home.

108 Meadowcroft Dr, Centreville

Listing courtesy of Compass. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$625,000

No waiting on the Builder for 8+ months!! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full bathroom are located across the home which offers privacy for you and your guests. Barn doors open to a bonus room which easily can be used for a 3rd bedroom or home office! Bright and open kitchen with gleaming white Quartz countertops, shiny stainless-steel appliances, Gas cooking, wall oven, cabinetry to the ceiling for all of your storage needs and a walk-in pantry to die for is every chef's dream! The large center Quartz Island hosts your sink, additional cabinets and is poised to entertain all your family and friends! The Dining Room area is the perfect spot for hosting Holidays and there is nothing more inviting than the floor to ceiling shiplap wall that hosts the cozy gas fireplace. The screened porch extends your living space and is the perfect spot to enjoy coffee in the morning and a cocktail at night along with a crab feast here and there! Customized upgraded touches include plantation shutters and roman shades by that create a designer feel as soon as you step through the door! Four Seasons at Kent Island is truly a one-of-a-kind place to live for the 55-year-old and Better!! Want to start your day with yoga or go for a paddle on the Chester River, maybe meet friends at the outdoor bar to watch the Sunset by the firepit? Enjoy the new 24,000 sq ft clubhouse, indoor pool and outdoor infinity pool, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating on the Chester River, a kayak launch, and even a dog park! The community is tucked away, peaceful and private, but you're just minutes from restaurants, golfing, marinas, shopping and close to Annapolis and Easton for health care needs. This is a place where life slows down in the best way, where neighbors become friends, where the "to do" list gets shorter and the “want to do” list gets longer! Come enjoy the tranquility of Eastern Shore living at its finest- welcome home to 249 Warbler Way!

2 Beds ⋅ 2 Baths

No waiting on the Builder for 8+ months!! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full bathroom are located across the home which offers privacy for you and your guests. Barn doors open to a bonus room which easily can be used for a 3rd bedroom or home office! Bright and open kitchen with gleaming white Quartz countertops, shiny stainless-steel appliances, Gas cooking, wall oven, cabinetry to the ceiling for all of your storage needs and a walk-in pantry to die for is every chef's dream! The large center Quartz Island hosts your sink, additional cabinets and is poised to entertain all your family and friends! The Dining Room area is the perfect spot for hosting Holidays and there is nothing more inviting than the floor to ceiling shiplap wall that hosts the cozy gas fireplace. The screened porch extends your living space and is the perfect spot to enjoy coffee in the morning and a cocktail at night along with a crab feast here and there! Customized upgraded touches include plantation shutters and roman shades by that create a designer feel as soon as you step through the door! Four Seasons at Kent Island is truly a one-of-a-kind place to live for the 55-year-old and Better!! Want to start your day with yoga or go for a paddle on the Chester River, maybe meet friends at the outdoor bar to watch the Sunset by the firepit? Enjoy the new 24,000 sq ft clubhouse, indoor pool and outdoor infinity pool, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating on the Chester River, a kayak launch, and even a dog park! The community is tucked away, peaceful and private, but you're just minutes from restaurants, golfing, marinas, shopping and close to Annapolis and Easton for health care needs. This is a place where life slows down in the best way, where neighbors become friends, where the "to do" list gets shorter and the “want to do” list gets longer! Come enjoy the tranquility of Eastern Shore living at its finest- welcome home to 249 Warbler Way!

249 Warbler Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Washington Fine Properties.

$655,000

Set on more than 5 tranquil acres with woods, open space, and a partially fenced yard, this inviting one-level home offers a peaceful setting along the Wye River with glimpses of the water. Enjoy morning coffee or evening cocktails from the welcoming front porch while taking in the serene surroundings. Inside, the thoughtfully designed floor plan features an open kitchen with granite countertops, a center island, and seamless flow into the spacious living room. A separate dining room sits just off the main living area, while the screened porch overlooks private farmland views and offers the perfect place to relax. The oversized primary suite includes a vaulted ceiling, walk-in closet, and private bath. Two additional bedrooms feature hardwood flooring and share a full bath, with a convenient half bath and laundry area nearby. This well-maintained home includes a brand-new roof, new heating and air units with warranty, a new nitrogen septic system designed for long-term use, and high-end vinyl siding for low-maintenance living. The bathrooms have been updated, and a screen porch was added when the roof was replaced. Additional highlights include minimal steps for easy accessibility, an attached two-car garage, a detached one-car garage, and comfortable spaces throughout. Full of possibilities and move-in ready, this is a home you can truly enjoy for years to come.

3 Beds ⋅ 3 Baths

Set on more than 5 tranquil acres with woods, open space, and a partially fenced yard, this inviting one-level home offers a peaceful setting along the Wye River with glimpses of the water. Enjoy morning coffee or evening cocktails from the welcoming front porch while taking in the serene surroundings. Inside, the thoughtfully designed floor plan features an open kitchen with granite countertops, a center island, and seamless flow into the spacious living room. A separate dining room sits just off the main living area, while the screened porch overlooks private farmland views and offers the perfect place to relax. The oversized primary suite includes a vaulted ceiling, walk-in closet, and private bath. Two additional bedrooms feature hardwood flooring and share a full bath, with a convenient half bath and laundry area nearby. This well-maintained home includes a brand-new roof, new heating and air units with warranty, a new nitrogen septic system designed for long-term use, and high-end vinyl siding for low-maintenance living. The bathrooms have been updated, and a screen porch was added when the roof was replaced. Additional highlights include minimal steps for easy accessibility, an attached two-car garage, a detached one-car garage, and comfortable spaces throughout. Full of possibilities and move-in ready, this is a home you can truly enjoy for years to come.

319 Wye Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$834,990

The Tuscaloosa home offers a thoughtfully designed layout with elevated finishes throughout, with a projected settlement of April 2026. Featuring 2 bedrooms, 2.5 baths, and a 3-car garage, this home blends everyday functionality with timeless style. Standout features include a dedicated home office, a screened patio perfect for outdoor relaxation, and a shiplap-accented fireplace paired with ceiling beams that add warmth and architectural character to the great room. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Luxury Vinyl Plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, HovHall, owner’s suite, and extra suite, while tile enhances all full baths. Carpeted secondary spaces provide comfort in additional bedrooms and the loft. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a relaxing retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

5 Beds ⋅ 5 Baths

The Tuscaloosa home offers a thoughtfully designed layout with elevated finishes throughout, with a projected settlement of April 2026. Featuring 2 bedrooms, 2.5 baths, and a 3-car garage, this home blends everyday functionality with timeless style. Standout features include a dedicated home office, a screened patio perfect for outdoor relaxation, and a shiplap-accented fireplace paired with ceiling beams that add warmth and architectural character to the great room. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Luxury Vinyl Plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, HovHall, owner’s suite, and extra suite, while tile enhances all full baths. Carpeted secondary spaces provide comfort in additional bedrooms and the loft. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a relaxing retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

110 Kinglet Ct, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

$3,000,000

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

4 Beds ⋅ 5 Baths

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

200 Mallard Cove Ln, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$470,000

HUGE PRICE IMPROVEMENT! This bright, custom Vivaldi model in Centreville's premier Symphony Village community perfectly balances luxury and comfort. Featuring gleaming hardwood floors throughout, it offers an updated kitchen with premium appliances, plus stunning professionally landscaped yards and a fabulous patio ideal for outdoor entertaining. Model: The highly sought-after Vivaldi floor plan, known for its spacious and functional 3-bedroom, 2-bathroom layout . Owners addition of a private formal area really creates a wonderful flow with 10 ft. ceilings! Flooring: Warm, continuous hardwood floors that flow seamlessly from room to room, creating a cohesive and elegant feel. The Kitchen: Beautifully updated with ample counter space for meal prep, plus brand-new modern appliances to make cooking a breeze. Outdoor Oasis: Professionally landscaped front and back yards that provide excellent curb appeal and privacy. Step out onto the fabulous paver patio—the perfect setting for morning coffee or evening dining. The Symphony Village community is well established, with mature trees throughout, and an impressive clubhouse with many amenities, including a concert hall for the many events organized by the various committees. The main gathering area is bright and welcoming, and is the location for semi-monthly social hours where you bring a dish to share and get to meet your neighbors. Several groups with varied interests meet in the clubhouse on a regular basis, and you might walk through the clubhouse and see folks learning to paint in the craft room, others playing pool, some playing mahjong in the concert hall, or committee meetings to keep things humming along. You can walk outside to the covered patio area and the pool beyond, where residents enjoy holiday picnics, quiet evening time, and fun with the kids during the day. The indoor pool is open every day from early morning until late at night, and you can show up for water aerobics every weekday morning at 9:00A.M. Currently there are Spanish classes offered, in addition to soul line dancing, and at any time you can learn how to play bridge or hand and foot, so there is plenty to keep everyone busy. However, there is no requirement to participate in any activities, and you can live a quiet life in Symphony Village enjoying retirement or still working. There are many areas to walk in around the neighborhood, and in the clubhouse grounds is a pergola to sit and watch the world go by, a kids' playground, a picnic area, bocce, a putting green (and active league) and a trail leading to Dunkin' Donuts and the shopping center just minutes away.

3 Beds ⋅ 2 Baths

HUGE PRICE IMPROVEMENT! This bright, custom Vivaldi model in Centreville's premier Symphony Village community perfectly balances luxury and comfort. Featuring gleaming hardwood floors throughout, it offers an updated kitchen with premium appliances, plus stunning professionally landscaped yards and a fabulous patio ideal for outdoor entertaining. Model: The highly sought-after Vivaldi floor plan, known for its spacious and functional 3-bedroom, 2-bathroom layout . Owners addition of a private formal area really creates a wonderful flow with 10 ft. ceilings! Flooring: Warm, continuous hardwood floors that flow seamlessly from room to room, creating a cohesive and elegant feel. The Kitchen: Beautifully updated with ample counter space for meal prep, plus brand-new modern appliances to make cooking a breeze. Outdoor Oasis: Professionally landscaped front and back yards that provide excellent curb appeal and privacy. Step out onto the fabulous paver patio—the perfect setting for morning coffee or evening dining. The Symphony Village community is well established, with mature trees throughout, and an impressive clubhouse with many amenities, including a concert hall for the many events organized by the various committees. The main gathering area is bright and welcoming, and is the location for semi-monthly social hours where you bring a dish to share and get to meet your neighbors. Several groups with varied interests meet in the clubhouse on a regular basis, and you might walk through the clubhouse and see folks learning to paint in the craft room, others playing pool, some playing mahjong in the concert hall, or committee meetings to keep things humming along. You can walk outside to the covered patio area and the pool beyond, where residents enjoy holiday picnics, quiet evening time, and fun with the kids during the day. The indoor pool is open every day from early morning until late at night, and you can show up for water aerobics every weekday morning at 9:00A.M. Currently there are Spanish classes offered, in addition to soul line dancing, and at any time you can learn how to play bridge or hand and foot, so there is plenty to keep everyone busy. However, there is no requirement to participate in any activities, and you can live a quiet life in Symphony Village enjoying retirement or still working. There are many areas to walk in around the neighborhood, and in the clubhouse grounds is a pergola to sit and watch the world go by, a kids' playground, a picnic area, bocce, a putting green (and active league) and a trail leading to Dunkin' Donuts and the shopping center just minutes away.

313 Orchestra Pl, Centreville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Unrepresented.

$345,000

3 Beds ⋅ 2 Baths

317 Virginia Rd, Stevensville

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$435,000

Beautiful, Well-Maintained 3BR/2.5BA Home with Upgrades – 215 Fairview Drive Owner pride shines inside and out in this exceptional home located in the charming town of Chestertown, nestled in Queen Anne's County. Built in 2004 and offering 1,784 sq ft of living space, this property blends comfort, functionality, and thoughtful updates—perfect for today’s lifestyle. This inviting home features 3 bedrooms and 2.5 baths, along with a 2-car garage and a newly paved blacktop driveway. Inside, enjoy a bright, functional layout with brand-new carpet throughout the entire upstairs, giving the home a fresh, move-in-ready feel. Additional updates include a new roof, offering peace of mind for years to come. The spacious living areas flow seamlessly, making it ideal for both everyday living and entertaining. Step outside to a large backyard with plenty of space to relax and enjoy. The property includes a children’s play area and a vegetable garden, perfect for outdoor fun and homegrown produce. Highlights: 3 Bedrooms | 2.5 Bathrooms 1,784 Sq Ft | Built in 2004 2-Car Garage New Roof New Carpet Upstairs Blacktop Driveway Large Backyard Children’s Play Area Vegetable Garden Conveniently located just minutes from downtown Chestertown, Washington College, local shops, dining, and the waterfront, this home offers the perfect balance of peaceful living and accessibility. Schedule your showing today—this move-in-ready home won’t last long! Professional pictures coming 5/7 .

3 Beds ⋅ 3 Baths

Beautiful, Well-Maintained 3BR/2.5BA Home with Upgrades – 215 Fairview Drive Owner pride shines inside and out in this exceptional home located in the charming town of Chestertown, nestled in Queen Anne's County. Built in 2004 and offering 1,784 sq ft of living space, this property blends comfort, functionality, and thoughtful updates—perfect for today’s lifestyle. This inviting home features 3 bedrooms and 2.5 baths, along with a 2-car garage and a newly paved blacktop driveway. Inside, enjoy a bright, functional layout with brand-new carpet throughout the entire upstairs, giving the home a fresh, move-in-ready feel. Additional updates include a new roof, offering peace of mind for years to come. The spacious living areas flow seamlessly, making it ideal for both everyday living and entertaining. Step outside to a large backyard with plenty of space to relax and enjoy. The property includes a children’s play area and a vegetable garden, perfect for outdoor fun and homegrown produce. Highlights: 3 Bedrooms | 2.5 Bathrooms 1,784 Sq Ft | Built in 2004 2-Car Garage New Roof New Carpet Upstairs Blacktop Driveway Large Backyard Children’s Play Area Vegetable Garden Conveniently located just minutes from downtown Chestertown, Washington College, local shops, dining, and the waterfront, this home offers the perfect balance of peaceful living and accessibility. Schedule your showing today—this move-in-ready home won’t last long! Professional pictures coming 5/7 .

215 Fairview Dr, Chestertown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

$465,000

Highly motivated Seller! Prince improvement of $485,000- Welcome to 324 Kidwell Avenue! Looks can be deceiving! This home is much larger than it appears! Offering 3,146 sq. ft. of living space, this beautifully maintained ranch-style home with a fully finished walkout basement combines space, comfort, and charm in the heart of historic Centreville. Inside, you’ll find hardwood and ceramic tile flooring throughout, a warm country-style kitchen, a separate dining area, and a spacious family room perfect for entertaining. The primary suite features a relaxing soaking tub and separate stall shower, creating the perfect place to unwind. Two fireplaces add warmth and character, making the home feel cozy year-round.The main-level laundry room adds convenience, while the finished walkout basement offers flexible space for a recreation room, home office, gym, or guest area. Step outside to a peaceful backyard surrounded by mature trees, providing privacy and tranquil views. The front porch offers a perfect vantage point to enjoy Centreville’s beloved annual parades, bringing the charm of this historic town right to your doorstep.If you’re looking for more space than expected, small-town charm, and a move-in ready home, this one is a must-see. Homes like this in Centreville don’t last long—schedule your showing today!

4 Beds ⋅ 3 Baths

Highly motivated Seller! Prince improvement of $485,000- Welcome to 324 Kidwell Avenue! Looks can be deceiving! This home is much larger than it appears! Offering 3,146 sq. ft. of living space, this beautifully maintained ranch-style home with a fully finished walkout basement combines space, comfort, and charm in the heart of historic Centreville. Inside, you’ll find hardwood and ceramic tile flooring throughout, a warm country-style kitchen, a separate dining area, and a spacious family room perfect for entertaining. The primary suite features a relaxing soaking tub and separate stall shower, creating the perfect place to unwind. Two fireplaces add warmth and character, making the home feel cozy year-round.The main-level laundry room adds convenience, while the finished walkout basement offers flexible space for a recreation room, home office, gym, or guest area. Step outside to a peaceful backyard surrounded by mature trees, providing privacy and tranquil views. The front porch offers a perfect vantage point to enjoy Centreville’s beloved annual parades, bringing the charm of this historic town right to your doorstep.If you’re looking for more space than expected, small-town charm, and a move-in ready home, this one is a must-see. Homes like this in Centreville don’t last long—schedule your showing today!

324 Kidwell Ave, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$390,000

If you have been looking for a meticulously maintained and restored house in the center of historic Centreville, look no further. Tucked away on a quiet side street, 104 Windsor is the ultimate example of fine craftsmanship and pride of ownership. From the lush perennial flower gardens surrounding the house, to the careful and thoughtful restorations performed over decades of ownership, no detail has been overlooked. This classic farmhouse with a white picket fence offers original charm with modern upgrades. The millwork and original windows, many with the original glass, have been meticulously restored. The home's improvements include the incorporation of the original slate from the roof of the Centreville Courthouse, laid in the entryway, installation of new storm windows to improve energy efficiency for the original, restored, windows, a new roof, as well as the recent addition of a full bathroom and mudroom off of the kitchen. The house also has ductwork already installed, for easy installation of a central air conditioning system. For the hobby enthusiast, take your pick of workspaces in the basement, boat shed and rear accessory building. If you have been looking for a property where an ADU could be added, look no further as the outbuilding currently used as a workshop and for storage is the perfect size for tiny home living.

3 Beds ⋅ 2 Baths

If you have been looking for a meticulously maintained and restored house in the center of historic Centreville, look no further. Tucked away on a quiet side street, 104 Windsor is the ultimate example of fine craftsmanship and pride of ownership. From the lush perennial flower gardens surrounding the house, to the careful and thoughtful restorations performed over decades of ownership, no detail has been overlooked. This classic farmhouse with a white picket fence offers original charm with modern upgrades. The millwork and original windows, many with the original glass, have been meticulously restored. The home's improvements include the incorporation of the original slate from the roof of the Centreville Courthouse, laid in the entryway, installation of new storm windows to improve energy efficiency for the original, restored, windows, a new roof, as well as the recent addition of a full bathroom and mudroom off of the kitchen. The house also has ductwork already installed, for easy installation of a central air conditioning system. For the hobby enthusiast, take your pick of workspaces in the basement, boat shed and rear accessory building. If you have been looking for a property where an ADU could be added, look no further as the outbuilding currently used as a workshop and for storage is the perfect size for tiny home living.

104 Windsor Ave, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$1,198,526

Finley Creek Estates, an exclusive new community nestled in between Centreville and historic Chestertown situated on 1 plus acre lots. This luxurious estate like home is to be built by Red oak Properties, LLC, one of the Eastern Shore Premier builders. One lot remains with this builder. Call for additional details.

3 Beds ⋅ 3 Baths

Finley Creek Estates, an exclusive new community nestled in between Centreville and historic Chestertown situated on 1 plus acre lots. This luxurious estate like home is to be built by Red oak Properties, LLC, one of the Eastern Shore Premier builders. One lot remains with this builder. Call for additional details.

Lot 4 Finley Creek, Centreville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Douglas Realty LLC.

How much is your home worth?

How much is your home worth?