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Discover a lifestyle of coastal relaxation and modern independence in this four-bedroom colonial. Perfectly situated in the water-oriented community of Cox Creek Landing, this home offers a rare combination of premium amenities and exceptional energy efficiency thanks to a massive 20 kW solar system. The interior is designed for those who value open space and effortless gathering. The kitchen features a breakfast bar and central island, opening directly into a family room anchored by a custom stone fireplace. An adjacent morning room, wrapped in windows, offers a panoramic view of your private backyard retreat: a refreshing in-ground pool set against a serene backdrop of open farm fields. The primary suite serves as a quiet retreat with vaulted ceilings and a generous bathroom. Beyond your private lot, you have access to the exclusive community dock and dedicated boat storage, placing the best of the Chesapeake Bay just moments from your front door.

479 Creeks End Ln, Stevensville

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$820,000

This charming ranch-style home in the desirable Prospect Bay community offers a perfect blend of comfort and elegance. With 4 spacious bedrooms and 3 full baths, the traditional floor plan features a cozy family room off the gourmet kitchen, ideal for gatherings. Enjoy upgraded countertops and a pantry, complemented by modern stainless steel appliances and huge center island. The large 3 Season room offers great flex space and views of the course. Enjoy the benefits of a tankless hot water, too! Step outside to a serene 1.01-acre lot with a rear yard, perfect for outdoor activities. The expansive deck invites you to relax while taking in stunning views of the nearby golf course. Community amenities include a refreshing pool and easy access to Prospect Bay, where you can enjoy canoeing, kayaking, and fishing. Conveniently located less than 10 miles from the airport, this home also boasts an oversized attached garage and ample driveway parking. Experience the warmth of this inviting residence, where every detail is designed for comfort and enjoyment.

This charming ranch-style home in the desirable Prospect Bay community offers a perfect blend of comfort and elegance. With 4 spacious bedrooms and 3 full baths, the traditional floor plan features a cozy family room off the gourmet kitchen, ideal for gatherings. Enjoy upgraded countertops and a pantry, complemented by modern stainless steel appliances and huge center island. The large 3 Season room offers great flex space and views of the course. Enjoy the benefits of a tankless hot water, too! Step outside to a serene 1.01-acre lot with a rear yard, perfect for outdoor activities. The expansive deck invites you to relax while taking in stunning views of the nearby golf course. Community amenities include a refreshing pool and easy access to Prospect Bay, where you can enjoy canoeing, kayaking, and fishing. Conveniently located less than 10 miles from the airport, this home also boasts an oversized attached garage and ample driveway parking. Experience the warmth of this inviting residence, where every detail is designed for comfort and enjoyment.

5 Prospect Bay Dr W, Grasonville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

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

$925,000

New construction that must be seen to be fully appreciated!

New construction that must be seen to be fully appreciated!

307 Columbia Ln, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Coldwell Banker Realty.

$499,500

**Still available to TOUR!** Looking for home that offers room to grow, work and relax? 107 Meadowcroft Drive is the spacious Colonial you've been waiting to tour! The main level offers two versatile bonus rooms that can easily function as a home office, playroom, den or hobby space. At the heart of the home, the large kitchen features a center island, pantry and plenty of cabinetry, making it both functional and inviting for everyday living and gathering. The living area features a cozy gas fireplace with a beautiful stone accent, creating a warm focal point for the space. Upstairs, you’ll find five bedrooms, providing flexibility for family, guests or additional work from home needs. Step outside to the large rear deck overlooking the fully fenced backyard. Perfect for relaxing, playtime or entertaining. An attached two-car garage and abundant storage throughout the home add to the everyday convenience. A comfortable home with generous space and endless potential to make it your own. Community offers concrete sidewalks, playground, soccer field, walking path and pavilion with picnic tables! Moments to Downtown Centreville with coffee shops, pizza parlors, delicious drinks, bookstore and pharmacy!

5 Beds ⋅ 3 Baths

**Still available to TOUR!** Looking for home that offers room to grow, work and relax? 107 Meadowcroft Drive is the spacious Colonial you've been waiting to tour! The main level offers two versatile bonus rooms that can easily function as a home office, playroom, den or hobby space. At the heart of the home, the large kitchen features a center island, pantry and plenty of cabinetry, making it both functional and inviting for everyday living and gathering. The living area features a cozy gas fireplace with a beautiful stone accent, creating a warm focal point for the space. Upstairs, you’ll find five bedrooms, providing flexibility for family, guests or additional work from home needs. Step outside to the large rear deck overlooking the fully fenced backyard. Perfect for relaxing, playtime or entertaining. An attached two-car garage and abundant storage throughout the home add to the everyday convenience. A comfortable home with generous space and endless potential to make it your own. Community offers concrete sidewalks, playground, soccer field, walking path and pavilion with picnic tables! Moments to Downtown Centreville with coffee shops, pizza parlors, delicious drinks, bookstore and pharmacy!

107 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Benson & Mangold, LLC.

$230,000

Price improvement and ready to move in! Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

1 Beds ⋅ 1 Baths

Price improvement and ready to move in! Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

3 Queen Victoria Ct, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!

$639,900

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!

200 Harrier Way Unit 21, Chester

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

Selling Office: RE/MAX Leading Edge.

$1,200,000

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. For a full list of features for this home 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.

2 Beds ⋅ 3 Baths

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. For a full list of features for this home 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.

216 Kingfisher Ln, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience. The lot is perc approved and has site plans—see documents for details. With close proximity to Chestertown’s shops, galleries, and restaurants, it’s the perfect setting for those looking to enjoy small-town living with easy access to Middletown, Easton, and Annapolis.

$75,000

East Street, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact:

Selling Office: Doug Ashley Realtors, LLC.

$200,000

28.49 Acre Build-able Lot to build your dream house! Located just down the road from Downtown Centreville MD. 3,000 sq foot minimum building restriction in community. Stream runs through this mature wooded lot!! Current owner has building plans and old building permit. Lot subject to covenants and restrictions. Located within minutes from Centreville restaurants and stores!

7 Cody Ln, Centreville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Searching for a property that truly stands out? This fully upgraded custom designed home offers the perfect blend of luxury and privacy. From the moment you turn onto the driveway, you'll already be in love! Greeted by a long gravel driveway, oversized parking area and breathtaking curb appeal that only gets better as you head to your grand entrance front covered porch. Set on a large lot with thoughtfully planted trees for future privacy, rows of whimsical wildflowers, scenic farmland views and extensive landscaping, the setting feels both peaceful and refined. Inside, the wide open floorplan is anchored by a stunning gas fireplace that creates a warm focal point for the main living space, while the oversized kitchen island is perfect for everyday dining or weekend entertaining. A butler’s pantry provides exceptional storage for appliances and kitchen essentials, and the luxurious primary suite features an elevated bathroom and enormous walk in closet that conveniently wraps around to the main level laundry room. Just beyond the main living area, the attached three seasons room showcases floor to ceiling glass views, creating the perfect space to enjoy the Eastern Shore of Maryland’s changing seasons in year round comfort. Downstairs, the unfinished basement with a walk out staircase offers endless potential for future living space, recreation or storage, while the detached building with its own electric meter, concrete pad and covered lean to adds incredible flexibility for hobbies, equipment or workshop space.

$790,000

Searching for a property that truly stands out? This fully upgraded custom designed home offers the perfect blend of luxury and privacy. From the moment you turn onto the driveway, you'll already be in love! Greeted by a long gravel driveway, oversized parking area and breathtaking curb appeal that only gets better as you head to your grand entrance front covered porch. Set on a large lot with thoughtfully planted trees for future privacy, rows of whimsical wildflowers, scenic farmland views and extensive landscaping, the setting feels both peaceful and refined. Inside, the wide open floorplan is anchored by a stunning gas fireplace that creates a warm focal point for the main living space, while the oversized kitchen island is perfect for everyday dining or weekend entertaining. A butler’s pantry provides exceptional storage for appliances and kitchen essentials, and the luxurious primary suite features an elevated bathroom and enormous walk in closet that conveniently wraps around to the main level laundry room. Just beyond the main living area, the attached three seasons room showcases floor to ceiling glass views, creating the perfect space to enjoy the Eastern Shore of Maryland’s changing seasons in year round comfort. Downstairs, the unfinished basement with a walk out staircase offers endless potential for future living space, recreation or storage, while the detached building with its own electric meter, concrete pad and covered lean to adds incredible flexibility for hobbies, equipment or workshop space.

117 Woodfield Ct, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: TTR Sotheby's International Realty.

$535,000

Welcome to your own slice of Kent Island paradise in the highly sought-after Cloverfields waterfront community. This beautifully updated 3-bedroom, 2.5-bath home perfectly blends modern comfort with the relaxed lifestyle the Eastern Shore is known for. Step inside to a bright, open-concept floor plan filled with natural light, creating an inviting space that’s perfect for everyday living and effortless entertaining. Thoughtful updates throughout the home provide both style and peace of mind, including a high-efficiency HVAC system and updated appliances. Outside, you’ll love the private backyard retreat featuring mature landscaping, a full vinyl privacy fence, and a spacious composite deck with maintenance-free vinyl railings—ideal for grilling, entertaining, or simply unwinding after a day on the water. The oversized 2½-car garage and large detached shed offer exceptional storage for vehicles, tools, hobbies, kayaks, boats, and all your outdoor equipment. Living in Cloverfields means embracing one of Kent Island’s most desirable waterfront lifestyles. Residents enjoy exclusive access to a private marina, sandy beach, community pool, playground, fishing pier, and a variety of waterfront recreational amenities just minutes from home. Whether you’re enjoying your morning coffee on the deck, spending weekends boating on the Chesapeake Bay, or hosting family and friends in the spacious open living area, this home offers the perfect balance of comfort, convenience, and coastal charm. Beautifully maintained, move-in ready, and located in one of Kent Island’s premier water-privileged communities, this is a rare opportunity you won’t want to miss. Come experience the Cloverfields lifestyle and make this exceptional property your next home.

Welcome to your own slice of Kent Island paradise in the highly sought-after Cloverfields waterfront community. This beautifully updated 3-bedroom, 2.5-bath home perfectly blends modern comfort with the relaxed lifestyle the Eastern Shore is known for. Step inside to a bright, open-concept floor plan filled with natural light, creating an inviting space that’s perfect for everyday living and effortless entertaining. Thoughtful updates throughout the home provide both style and peace of mind, including a high-efficiency HVAC system and updated appliances. Outside, you’ll love the private backyard retreat featuring mature landscaping, a full vinyl privacy fence, and a spacious composite deck with maintenance-free vinyl railings—ideal for grilling, entertaining, or simply unwinding after a day on the water. The oversized 2½-car garage and large detached shed offer exceptional storage for vehicles, tools, hobbies, kayaks, boats, and all your outdoor equipment. Living in Cloverfields means embracing one of Kent Island’s most desirable waterfront lifestyles. Residents enjoy exclusive access to a private marina, sandy beach, community pool, playground, fishing pier, and a variety of waterfront recreational amenities just minutes from home. Whether you’re enjoying your morning coffee on the deck, spending weekends boating on the Chesapeake Bay, or hosting family and friends in the spacious open living area, this home offers the perfect balance of comfort, convenience, and coastal charm. Beautifully maintained, move-in ready, and located in one of Kent Island’s premier water-privileged communities, this is a rare opportunity you won’t want to miss. Come experience the Cloverfields lifestyle and make this exceptional property your next home.

807 Petinot Pl, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Chaney Homes, LLC.

$699,900

Back on the market at no fault of the seller. The previous contract was contingent upon the buyer's home sale, and the buyer was unable to secure a contract on their current home within the 60-day contingency period. Inspections and appraisal had been completed. This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront community—golf, boating, dining, and social events are just steps from your door. The community features a welcoming clubhouse with a restaurant and event space, a pool, and courts for pickleball and tennis. Enjoy a pro shop and driving range, plus a private marina and boat ramp providing direct access to Prospect Bay!

Back on the market at no fault of the seller. The previous contract was contingent upon the buyer's home sale, and the buyer was unable to secure a contract on their current home within the 60-day contingency period. Inspections and appraisal had been completed. This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront community—golf, boating, dining, and social events are just steps from your door. The community features a welcoming clubhouse with a restaurant and event space, a pool, and courts for pickleball and tennis. Enjoy a pro shop and driving range, plus a private marina and boat ramp providing direct access to Prospect Bay!

12 Fairway Is, Grasonville

Listing courtesy of RE/MAX Advantage Realty. Contact:

Welcome to 550 Bolton Woods Road in Sudlersville, Maryland — a stunning new construction rancher that perfectly blends modern comfort with peaceful country charm. This beautifully built home features 3 spacious bedrooms, 2 full bathrooms, and an attached 1-car garage, offering both functionality and style. Step inside to an open floor plan filled with natural light and luxury vinyl plank flooring throughout, creating a seamless flow from room to room. Whether you're hosting guests or enjoying a quiet evening in, the layout is designed for effortless living. The large front porch sets the tone for relaxed mornings and rocking chair evenings, all with a serene farm backdrop that truly captures the essence of rural living. Set on a quiet country road, this property delivers the tranquility you crave with the convenience of brand-new construction. If you’ve been searching for space, simplicity, and style all in one place — this is your moment.

$300,000

3 Beds ⋅ 2 Baths

Welcome to 550 Bolton Woods Road in Sudlersville, Maryland — a stunning new construction rancher that perfectly blends modern comfort with peaceful country charm. This beautifully built home features 3 spacious bedrooms, 2 full bathrooms, and an attached 1-car garage, offering both functionality and style. Step inside to an open floor plan filled with natural light and luxury vinyl plank flooring throughout, creating a seamless flow from room to room. Whether you're hosting guests or enjoying a quiet evening in, the layout is designed for effortless living. The large front porch sets the tone for relaxed mornings and rocking chair evenings, all with a serene farm backdrop that truly captures the essence of rural living. Set on a quiet country road, this property delivers the tranquility you crave with the convenience of brand-new construction. If you’ve been searching for space, simplicity, and style all in one place — this is your moment.

550 Bolton Woods Rd, Sudlersville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chaney Homes, LLC.

$475,000

Resting on 1+ acres of partially wooded property, this beautiful Cape Cod is awaiting it's next owner. As you arrive at this home, you'll feel the peace and quiet atmosphere that surrounds you. Park on the oversized driveway and walk along the rustic brick sidewalk to the front door. As you enter the home you'll find the living and dining area, kitchen and family room with propane fireplace, bedroom and full bath. Passing through the family room, you'll enter the rear oversized three season room that leads to the heated pool and hot tub, patio and pergola for your relaxation. Recent updates to this home include two new mini splits air/heat units 2025 & 2026, new roof 2022, new doors (front, side and 18' garage door) 2025, new Anderson windows (main house and garage) 2025, fresh paint 2025, new carpet 2026, new dishwasher 2024 also added was a Rinnai Tankless Water Heater. The oversized garage also has a studio/storage area with stair above.

3 Beds ⋅ 2 Baths

Resting on 1+ acres of partially wooded property, this beautiful Cape Cod is awaiting it's next owner. As you arrive at this home, you'll feel the peace and quiet atmosphere that surrounds you. Park on the oversized driveway and walk along the rustic brick sidewalk to the front door. As you enter the home you'll find the living and dining area, kitchen and family room with propane fireplace, bedroom and full bath. Passing through the family room, you'll enter the rear oversized three season room that leads to the heated pool and hot tub, patio and pergola for your relaxation. Recent updates to this home include two new mini splits air/heat units 2025 & 2026, new roof 2022, new doors (front, side and 18' garage door) 2025, new Anderson windows (main house and garage) 2025, fresh paint 2025, new carpet 2026, new dishwasher 2024 also added was a Rinnai Tankless Water Heater. The oversized garage also has a studio/storage area with stair above.

814 Wrights Neck Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Rosendale Realty.

$247,500

Welcome to country living ! Nestled on over an acre, this solid brick rancher offers nearly 2,000 square feet of living space with many possibilities. Enjoy the peace and privacy of a rural setting while still being conveniently located near Chestertown, Millington, and major commuter routes. The spacious lot provides room for gardening, recreation, hobbies, or simply enjoying the outdoors. Features include a garage, generous living areas, and the opportunity to customize and make this property your own. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this property offers potential in an Eastern Shore setting.

3 Beds ⋅ 1 Baths

Welcome to country living ! Nestled on over an acre, this solid brick rancher offers nearly 2,000 square feet of living space with many possibilities. Enjoy the peace and privacy of a rural setting while still being conveniently located near Chestertown, Millington, and major commuter routes. The spacious lot provides room for gardening, recreation, hobbies, or simply enjoying the outdoors. Features include a garage, generous living areas, and the opportunity to customize and make this property your own. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this property offers potential in an Eastern Shore setting.

1904 Pondtown Rd, Chestertown

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$2,350,000

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

4 Beds ⋅ 5 Baths

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

2832 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$555,000

Price Drop in the sought after community of Symphony Village in Centreville 55+ Active Adult Community. This beautiful Beethoven model home consisting of 4 bedrooms and 3 and one half bath is awaiting it's next owner. As you enter this home, you'll notice the hardwood flooring, wainscoting, chair rail moldings, crown molding and trey ceiling. in the large living and dining areas with Retractable Shades in these rooms and the office. To the right, you'll find the office located on the front of the home and the staircase leading to the upper level of the home. As you make your way through, you'll enter the family room and the garden room with fireplace located on the rear of the home. You must take a moment to see the Gourmet Kitchen with granite counters, new induction cooktop 2025, new wall oven and microwave 2025, new range hood 2025, new garbage disposal 2025 and new refrigerator 2023. The oversized master suite, with his and her walk-in closets and master bath featuring split vanity sinks, walk-in shower and corner soaking tub, 2nd bedroom, full bath, half bath and laundry room complete the main level. The upper level features 2 large bedrooms, a sitting area and a Jack and Jill full bath. For additional storage there is a room sized closet also located on the upper level and a Sky Basement above the garage. To finish off this home, you must experience the rear paver patio, tree line for privacy and Retractable Awning installed in 2024.

4 Beds ⋅ 4 Baths

Price Drop in the sought after community of Symphony Village in Centreville 55+ Active Adult Community. This beautiful Beethoven model home consisting of 4 bedrooms and 3 and one half bath is awaiting it's next owner. As you enter this home, you'll notice the hardwood flooring, wainscoting, chair rail moldings, crown molding and trey ceiling. in the large living and dining areas with Retractable Shades in these rooms and the office. To the right, you'll find the office located on the front of the home and the staircase leading to the upper level of the home. As you make your way through, you'll enter the family room and the garden room with fireplace located on the rear of the home. You must take a moment to see the Gourmet Kitchen with granite counters, new induction cooktop 2025, new wall oven and microwave 2025, new range hood 2025, new garbage disposal 2025 and new refrigerator 2023. The oversized master suite, with his and her walk-in closets and master bath featuring split vanity sinks, walk-in shower and corner soaking tub, 2nd bedroom, full bath, half bath and laundry room complete the main level. The upper level features 2 large bedrooms, a sitting area and a Jack and Jill full bath. For additional storage there is a room sized closet also located on the upper level and a Sky Basement above the garage. To finish off this home, you must experience the rear paver patio, tree line for privacy and Retractable Awning installed in 2024.

105 Concerto Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact:

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

$430,000

4 Beds ⋅ 2 Baths

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

1906 Harbor Dr, Chester

Listing courtesy of Five Star Real Estate. Contact:

Selling Office: Douglas Realty LLC.

$1,054,000

A Peaceful Waterfront Retreat Set along the quiet shores of Northwest Creek, this beautifully maintained single-story brick home offers sweeping 180-degree water views and a sense of calm from the moment you arrive. The back deck offers an escape to bird watch for eagles, osprey, blue heron, egrets and more during the day and stargaze at night. A gently winding walkway leads through lush, thoughtfully landscaped gardens filled with colorful blooms throughout the year. A Warm Welcome Step inside the foyer and the view immediately takes center stage. Straight ahead, past the living room is the sunlit three-season room. The sparkling water creates a stunning backdrop that draws you through the home. Living Areas & Kitchen The formal dining room and spacious living area feature warm wood floors, large windows, and plenty of natural light, all designed to showcase the peaceful waterfront setting. The kitchen is both functional and inviting, with upgraded appliances, Corian countertops, under-cabinet lighting, a tile backsplash, and generous cabinet space. Whether preparing meals or enjoying your morning coffee, the uninterrupted creek views make this space especially enjoyable. Private Bedroom Layout The split-bedroom floor plan provides privacy and comfort for both owners and guests. The primary suite is tucked away on the left side of the home and offers beautiful water views through oversized windows, along with rich wood flooring and a relaxing atmosphere. The spacious en-suite bath includes dual vanities, two walk-in closets, a walk-in shower, and a soaking tub. On the opposite side of the home, a separate hallway leads to two spacious guest bedrooms filled with natural light, a full guest bathroom with a shower, a convenient half bath and laundry room, and direct access to the oversized two-car garage. Additional Living Space Just beyond the kitchen, the home opens into a cozy den and library area. Built-in bookcases and a gas fireplace create the perfect setting for relaxing evenings, reading, or gathering with family and friends. The Three-Season Room French doors off the kitchen, Living room, or primary bed room lead into a large three-season room stretching across the back of the home. This room has both heat and a/c provided by a mini split. Surrounded by natural light and panoramic water views, this versatile space is ideal for morning coffee, casual dining, yoga, entertaining, or simply enjoying the peaceful scenery year-round. The roof was replaced in 2024 with 50 Year architectural shingles, and a transferrable warranty. Blending indoor comfort with the beauty of the outdoors, this waterfront home offers a quiet retreat designed for everyday living and relaxing. This home is close to many recreational amenities including parks, with bike trails, pickleball courts, fishing piers and a public golf course.

A Peaceful Waterfront Retreat Set along the quiet shores of Northwest Creek, this beautifully maintained single-story brick home offers sweeping 180-degree water views and a sense of calm from the moment you arrive. The back deck offers an escape to bird watch for eagles, osprey, blue heron, egrets and more during the day and stargaze at night. A gently winding walkway leads through lush, thoughtfully landscaped gardens filled with colorful blooms throughout the year. A Warm Welcome Step inside the foyer and the view immediately takes center stage. Straight ahead, past the living room is the sunlit three-season room. The sparkling water creates a stunning backdrop that draws you through the home. Living Areas & Kitchen The formal dining room and spacious living area feature warm wood floors, large windows, and plenty of natural light, all designed to showcase the peaceful waterfront setting. The kitchen is both functional and inviting, with upgraded appliances, Corian countertops, under-cabinet lighting, a tile backsplash, and generous cabinet space. Whether preparing meals or enjoying your morning coffee, the uninterrupted creek views make this space especially enjoyable. Private Bedroom Layout The split-bedroom floor plan provides privacy and comfort for both owners and guests. The primary suite is tucked away on the left side of the home and offers beautiful water views through oversized windows, along with rich wood flooring and a relaxing atmosphere. The spacious en-suite bath includes dual vanities, two walk-in closets, a walk-in shower, and a soaking tub. On the opposite side of the home, a separate hallway leads to two spacious guest bedrooms filled with natural light, a full guest bathroom with a shower, a convenient half bath and laundry room, and direct access to the oversized two-car garage. Additional Living Space Just beyond the kitchen, the home opens into a cozy den and library area. Built-in bookcases and a gas fireplace create the perfect setting for relaxing evenings, reading, or gathering with family and friends. The Three-Season Room French doors off the kitchen, Living room, or primary bed room lead into a large three-season room stretching across the back of the home. This room has both heat and a/c provided by a mini split. Surrounded by natural light and panoramic water views, this versatile space is ideal for morning coffee, casual dining, yoga, entertaining, or simply enjoying the peaceful scenery year-round. The roof was replaced in 2024 with 50 Year architectural shingles, and a transferrable warranty. Blending indoor comfort with the beauty of the outdoors, this waterfront home offers a quiet retreat designed for everyday living and relaxing. This home is close to many recreational amenities including parks, with bike trails, pickleball courts, fishing piers and a public golf course.

110 Carville Ct, Stevensville

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$180,000

Opportunity Knocks in Sudlersville! Situated on 1.41 acres, this 3-bedroom, 1-bath home presents a rare chance to create value in an area where renovated homes are selling for significantly more. This property is in need of extensive renovation, but the upside potential makes it an excellent opportunity for investors, renovators, or buyers looking to design a home on a spacious lot. The former garage has been converted to storage space, offering flexibility for future use or redesign. With the right vision, this property can be transformed into something truly special. Sold strictly AS-IS, WHERE-IS. Seller has never occupied the property. Buyer responsible for verifying all utilities, systems, and property condition. Bring your vision and make it your own!

3 Beds ⋅ 1 Baths

Opportunity Knocks in Sudlersville! Situated on 1.41 acres, this 3-bedroom, 1-bath home presents a rare chance to create value in an area where renovated homes are selling for significantly more. This property is in need of extensive renovation, but the upside potential makes it an excellent opportunity for investors, renovators, or buyers looking to design a home on a spacious lot. The former garage has been converted to storage space, offering flexibility for future use or redesign. With the right vision, this property can be transformed into something truly special. Sold strictly AS-IS, WHERE-IS. Seller has never occupied the property. Buyer responsible for verifying all utilities, systems, and property condition. Bring your vision and make it your own!

1826 Sudlersville Rd, Sudlersville

Listing courtesy of 212 Degrees Realty, LLC. Contact:

Selling Office: Rosendale Realty.

$685,000

The seller welcomes non-contingent offers! Please schedule a showing! Welcome to easy coastal living in the sought-after 55+ community of Bay Bridge Cove! Perfectly positioned on a premium pond-front lot, this beautifully maintained 3 Bedroom, 3 Bath home offers the lifestyle buyers dream about — peaceful, social, and low maintenance with resort-style amenities just moments away. Inside, the bright and inviting kitchen is truly the heart of the home, featuring stunning marble countertops, a spacious bump-out dining area, and the perfect vantage point to enjoy glowing sunsets over the pond while preparing dinner. The thoughtfully designed floor plan includes a convenient first-floor guest bedroom and full bath, ideal for visiting family and friends. The spacious screened porch and outdoor living spaces take full advantage of the home’s quiet setting, where the largest pond in Bay Bridge Cove — complete with a lighted fountain — creates a serene backdrop and evening ambiance. Thanks to the unique positioning of the homes, a natural breeze flows beautifully through the north-facing windows and porch spaces, making outdoor living even more enjoyable. Additional highlights include propane hard-wired for grilling, an irrigation system with five watering zones for easy lawn maintenance, and energy efficiency benefits from the attached duplex design helping absorb summer heat. Upstairs, the expansive owner’s suite offers a relaxing retreat, while additional guest accommodations provide flexibility for hobbies, visitors, or office space. And perhaps one of the sellers’ favorite features of all? The fantastic neighbors and incredibly peaceful atmosphere tucked away from road and traffic noise. Bay Bridge Cove residents enjoy an unmatched lifestyle with a stunning clubhouse, outdoor pool, fitness center, tennis and pickleball courts, dog park, community garden club, walking trails, and an active social calendar full of clubs, gatherings, and events. This is more than a home — it’s a lifestyle. A rare opportunity to own a private, pond-view home in one of the area's most desirable communities.

The seller welcomes non-contingent offers! Please schedule a showing! Welcome to easy coastal living in the sought-after 55+ community of Bay Bridge Cove! Perfectly positioned on a premium pond-front lot, this beautifully maintained 3 Bedroom, 3 Bath home offers the lifestyle buyers dream about — peaceful, social, and low maintenance with resort-style amenities just moments away. Inside, the bright and inviting kitchen is truly the heart of the home, featuring stunning marble countertops, a spacious bump-out dining area, and the perfect vantage point to enjoy glowing sunsets over the pond while preparing dinner. The thoughtfully designed floor plan includes a convenient first-floor guest bedroom and full bath, ideal for visiting family and friends. The spacious screened porch and outdoor living spaces take full advantage of the home’s quiet setting, where the largest pond in Bay Bridge Cove — complete with a lighted fountain — creates a serene backdrop and evening ambiance. Thanks to the unique positioning of the homes, a natural breeze flows beautifully through the north-facing windows and porch spaces, making outdoor living even more enjoyable. Additional highlights include propane hard-wired for grilling, an irrigation system with five watering zones for easy lawn maintenance, and energy efficiency benefits from the attached duplex design helping absorb summer heat. Upstairs, the expansive owner’s suite offers a relaxing retreat, while additional guest accommodations provide flexibility for hobbies, visitors, or office space. And perhaps one of the sellers’ favorite features of all? The fantastic neighbors and incredibly peaceful atmosphere tucked away from road and traffic noise. Bay Bridge Cove residents enjoy an unmatched lifestyle with a stunning clubhouse, outdoor pool, fitness center, tennis and pickleball courts, dog park, community garden club, walking trails, and an active social calendar full of clubs, gatherings, and events. This is more than a home — it’s a lifestyle. A rare opportunity to own a private, pond-view home in one of the area's most desirable communities.

352 Topside Dr Unit 229, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Engel & Volkers Annapolis.

$412,000

Save up to $269/month with a Lender Paid 1 Point Buy Down with an accepted offer by 6/30/26 - ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

Save up to $269/month with a Lender Paid 1 Point Buy Down with an accepted offer by 6/30/26 - ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

200 Newtown Rd, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Waterman Realty.

$1,160,000

Luxury Waterfront Living in a Gated Community Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: • Cozy fireplace for chilly evenings • Jetted soaking tub for spa-like relaxation • Condo association will be putting a fresh coat of paint on the exterior in May • New roof • 2 car garage • Tankless water heater * New washer and dryer • Located just 20 minutes from Annapolis This exceptional home combines luxury, comfort, and unbeatable waterfront scenery—truly a must-see! And so much more!

3 Beds ⋅ 4 Baths

Luxury Waterfront Living in a Gated Community Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: • Cozy fireplace for chilly evenings • Jetted soaking tub for spa-like relaxation • Condo association will be putting a fresh coat of paint on the exterior in May • New roof • 2 car garage • Tankless water heater * New washer and dryer • Located just 20 minutes from Annapolis This exceptional home combines luxury, comfort, and unbeatable waterfront scenery—truly a must-see! And so much more!

430 Narrows Pointe Dr, Grasonville

Listing courtesy of RE/MAX United Real Estate. Contact:

Selling Office: RE/MAX Leading Edge.

$787,500

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

135 Nauset Ln, Chester

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

Selling Office: Real Broker, LLC.

$545,000

Enjoy the opportunity to create your own Eastern Shore retreat on 2 private acres surrounded by picturesque farmland. Conveniently located just a short drive from St. Michaels, Kent Island, and the Queenstown Premium Outlets, this spacious contemporary ranch home offers over 3,300 square feet of living space and exceptional potential. Priced accordingly, the property is being sold AS-IS and will benefit from repairs, updates, and cosmetic improvements, presenting an excellent opportunity for investors, renovators, or buyers looking to personalize a home to their tastes. With its desirable Eastern Shore location, substantial square footage, acreage and versatile outbuildings, this property offers the chance to create something truly special. The home features a flexible floor plan with a floor to ceiling stone fireplace in the family room, cathedral ceilings in family room, kitchen and primary bedroom, separate dining room, and eat-in kitchen with island. The previous owners' 2007 addition included 2 additional bedrooms and a full bath taking this home to a 5 Bedroom - 3.5 bath home and also converted the attached garage into a Rec Room all permitted with QA's County (see MLS docs). Outside, the property offers a variety of amenities ready for your TLC, including an in-ground pool (opened 2025 season pool pump is not operational), deck, a 30’ x 50’ pole barn built in 2020, and storage shed. The expansive grounds provide plenty of room for gardening, recreation, hobbies, or simply enjoying the peaceful rural setting and open views of the surrounding countryside. Bring your vision and discover the possibilities this unique country property has to offer.

5 Beds ⋅ 4 Baths

Enjoy the opportunity to create your own Eastern Shore retreat on 2 private acres surrounded by picturesque farmland. Conveniently located just a short drive from St. Michaels, Kent Island, and the Queenstown Premium Outlets, this spacious contemporary ranch home offers over 3,300 square feet of living space and exceptional potential. Priced accordingly, the property is being sold AS-IS and will benefit from repairs, updates, and cosmetic improvements, presenting an excellent opportunity for investors, renovators, or buyers looking to personalize a home to their tastes. With its desirable Eastern Shore location, substantial square footage, acreage and versatile outbuildings, this property offers the chance to create something truly special. The home features a flexible floor plan with a floor to ceiling stone fireplace in the family room, cathedral ceilings in family room, kitchen and primary bedroom, separate dining room, and eat-in kitchen with island. The previous owners' 2007 addition included 2 additional bedrooms and a full bath taking this home to a 5 Bedroom - 3.5 bath home and also converted the attached garage into a Rec Room all permitted with QA's County (see MLS docs). Outside, the property offers a variety of amenities ready for your TLC, including an in-ground pool (opened 2025 season pool pump is not operational), deck, a 30’ x 50’ pole barn built in 2020, and storage shed. The expansive grounds provide plenty of room for gardening, recreation, hobbies, or simply enjoying the peaceful rural setting and open views of the surrounding countryside. Bring your vision and discover the possibilities this unique country property has to offer.

101 Chestnut Ln, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Samson Properties.

$468,000

Bring all reasonable offers: Seller has found home of choice... Welcome home to this beautifully maintained property that blends comfort, functionality, and modern updates in a highly convenient location! Step onto the charming front porch and take in the inviting curb appeal, complemented by an expanded driveway offering ample parking. Inside, you’re greeted by a spacious open foyer that seamlessly connects the upper and main levels. The main floor features durable luxury vinyl plank flooring and a bright, stylish kitchen with crisp white cabinetry. The open-concept layout creates an ideal space for entertaining, while a tucked-away half bath adds convenience and privacy. Upstairs, you’ll find a private primary suite designed for relaxation, complete with a large walk-in closet and en suite bath. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. A full hall bath and conveniently located upper-level laundry make daily living effortless. The home also offers a fully cemented crawl space, perfect for clean and climate-controlled storage. Step outside to a spacious wooden deck that spans the rear of the home—an ideal extension of your living space for gatherings or quiet mornings. The property backs to a wooded county conservation area, offering the privacy and natural views you’ve been looking for. Enjoy the simple things in life: established Blueberry, Blackberry and Raspberry bushes. Additional highlights include a storage shed for outdoor equipment, a RainSoft water filtration and conditioning system, and a garage with a high-lift track and wall-mounted opener (installed in 2023) to maximize the impressive 12-foot ceiling height. Major system updates include a heat pump AC replaced in 2024, along with a furnace optimized for efficiency in colder temperatures. In 2025, the grinder pump was replaced. A NEW roof has just been installed, providing added peace of mind and long term savings. Ideally located for easy commuting to Annapolis, Baltimore, Washington, D.C., and Delaware, this home truly offers the best of comfort, convenience, and value. Don't miss out!

Bring all reasonable offers: Seller has found home of choice... Welcome home to this beautifully maintained property that blends comfort, functionality, and modern updates in a highly convenient location! Step onto the charming front porch and take in the inviting curb appeal, complemented by an expanded driveway offering ample parking. Inside, you’re greeted by a spacious open foyer that seamlessly connects the upper and main levels. The main floor features durable luxury vinyl plank flooring and a bright, stylish kitchen with crisp white cabinetry. The open-concept layout creates an ideal space for entertaining, while a tucked-away half bath adds convenience and privacy. Upstairs, you’ll find a private primary suite designed for relaxation, complete with a large walk-in closet and en suite bath. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. A full hall bath and conveniently located upper-level laundry make daily living effortless. The home also offers a fully cemented crawl space, perfect for clean and climate-controlled storage. Step outside to a spacious wooden deck that spans the rear of the home—an ideal extension of your living space for gatherings or quiet mornings. The property backs to a wooded county conservation area, offering the privacy and natural views you’ve been looking for. Enjoy the simple things in life: established Blueberry, Blackberry and Raspberry bushes. Additional highlights include a storage shed for outdoor equipment, a RainSoft water filtration and conditioning system, and a garage with a high-lift track and wall-mounted opener (installed in 2023) to maximize the impressive 12-foot ceiling height. Major system updates include a heat pump AC replaced in 2024, along with a furnace optimized for efficiency in colder temperatures. In 2025, the grinder pump was replaced. A NEW roof has just been installed, providing added peace of mind and long term savings. Ideally located for easy commuting to Annapolis, Baltimore, Washington, D.C., and Delaware, this home truly offers the best of comfort, convenience, and value. Don't miss out!

203 Brookfield Dr, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

$600,000

Nestled in the serene Hunters Ridge community, this charming Colonial home offers a perfect blend of comfort and elegance. With 3,185 square feet of thoughtfully designed living space, this residence features four spacious bedrooms and three full bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover inviting wood floors that flow throughout the main living areas. The formal dining room sets the stage for memorable gatherings, while the cozy living room, complete with a gas fireplace, creates a warm ambiance for those chilly evenings. The heart of the home is the kitchen, equipped with appliances including a wall oven, cooktop, and refrigerator. Enjoy the convenience of a main-floor laundry area, enhancing everyday living. Retreat to the luxurious primary suite with private balcony, bathroom features a jetted tub and a walk-in shower, perfect for unwinding after a long day. Outside, the expansive 0.92-acre lot boasts a personal in-ground pool, ideal for summer fun, and a gazebo that invites you to enjoy peaceful moments overlooking the tranquil pond view. With a side-entry three-car garage and an asphalt driveway, parking is a breeze. This home is not just a place to live; it's a sanctuary where cherished memories can be made. Experience the perfect blend of comfort, style, and outdoor enjoyment in this delightful property. Home & pool is being sold AS-IS. Priced with needed updates in mind.