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Welcome to 450 Web Foot Lane, a beautifully updated retreat on Kent Island that checks every box! This stunning 4-bedroom, 2.5-bath home has been thoughtfully updated and is truly move-in ready. The main level is designed for effortless living with a wonderfully open floor plan connecting the living room, sunroom, and kitchen. A cozy pellet stove anchors the living room with warmth and charm. The den tucked off the kitchen offers the perfect space for relaxing or entertaining, while a separate dining area provides an elegant setting for meals. A private study just off the main entrance is ideal for working from home or a quiet retreat. The outdoor living spaces are second to none. Enjoy summer days in your private pool, gather around the fire pit on cool evenings, and entertain with ease on the elegant paver stone patio. Everyday living is effortless with a dedicated laundry room featuring two washers and two dryers, a rare and practical luxury that busy families will love. Conveniently located just minutes from the Chesapeake Bay Bridge and close to Kent Island High School, with easy access to all the shopping, dining, and waterfront charm that Stevensville and Kent Island have to offer. This one won't last, schedule your showing today!

450 Web Foot Ln, Stevensville

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

This exceptional property checks all the boxes in real estate! Location, condition, and price! Nestled in the highly sought-after, amenity-rich community of Cloverfields right on Kent Island, it truly offers the complete package. 4BR, 2.5BA, and a spacious primary suite with a generously sized en-suite bath and a tremendous bonus room off primary that serves as a expansive walk in closet with the possibility of fully converting it into a dressing room or any other feature you need! The main level offers multiple living spaces, perfect for everyone. Enjoy a great size kitchen that opens seamlessly to the family and dining rooms, along with multiple sliders leading to an expansive deck and large backyard where the possibilities are endless. Grow a garden, add a pool, or expand the patio. It's YOUR HOME, do what you have been dreaming of!! Cloverfields is known for its exceptional amenities and low HOA fees...residents enjoy access to a community pool, beach, clubhouse, marina, playground, and even a swim team. All that PLUS the LOCATION - just minutes the Chesapeake Bay Bridge, historic Stevensville, waterfront dining, shopping, and more - YOUR HOME AWAITS!!

$580,000

This exceptional property checks all the boxes in real estate! Location, condition, and price! Nestled in the highly sought-after, amenity-rich community of Cloverfields right on Kent Island, it truly offers the complete package. 4BR, 2.5BA, and a spacious primary suite with a generously sized en-suite bath and a tremendous bonus room off primary that serves as a expansive walk in closet with the possibility of fully converting it into a dressing room or any other feature you need! The main level offers multiple living spaces, perfect for everyone. Enjoy a great size kitchen that opens seamlessly to the family and dining rooms, along with multiple sliders leading to an expansive deck and large backyard where the possibilities are endless. Grow a garden, add a pool, or expand the patio. It's YOUR HOME, do what you have been dreaming of!! Cloverfields is known for its exceptional amenities and low HOA fees...residents enjoy access to a community pool, beach, clubhouse, marina, playground, and even a swim team. All that PLUS the LOCATION - just minutes the Chesapeake Bay Bridge, historic Stevensville, waterfront dining, shopping, and more - YOUR HOME AWAITS!!

705 Davol Rd, Stevensville

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

Selling Office: Coldwell Banker Realty.

$800,000

New Construction in Willow Branch Community - Only 5 Lots Left! Build your dream home with Mike's Custom Homes in the sought after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftmanship, and modern finishes, these homes offer the best of the Eastern Shore living. Don't miss this opportunity to build in a prime location with easy access to local amenities, schools and major routes. Secure your lot today - contact us for more details! **Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply.

New Construction in Willow Branch Community - Only 5 Lots Left! Build your dream home with Mike's Custom Homes in the sought after Willow Branch Community in Centreville, MD! Choose from three stunning models or bring your own custom floor plan to create the perfect home tailored to your needs. Nestled in a serene setting with spacious lots, high-quality craftmanship, and modern finishes, these homes offer the best of the Eastern Shore living. Don't miss this opportunity to build in a prime location with easy access to local amenities, schools and major routes. Secure your lot today - contact us for more details! **Photos are of a previously sold model and may feature options that are upgrades. *Additional lot premium fees will apply.

107 Thicket Ct, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

$632,500

Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. The composite deck with vinyl rails allows for a seamless transition from the indoor living space to the outdoors. LVP flooring runs throughout the entire first floor as well as the spacious master suite and bathrooms. Master suite has a sumptuous walk in closet with some killer waterviews as does the master bedroom. Sit on the front porch, enjoy your coffee, and enjoy the transquility of the Chesapeake Bay. Some of the best sunsets you'll ever see can be had as you pull into your driveway after day's work. Or walk down to the water's edge and cast your line into the bay as the sun sets. Front picture shows grass and landscaping that does not exist. Sod and landscaping can be installed for additional cost. Lawn has been seeded and strawed. Public sewer. Private well. Home is nearly complete! Cleaners scheduled for next week! Call today for more details!

Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. The composite deck with vinyl rails allows for a seamless transition from the indoor living space to the outdoors. LVP flooring runs throughout the entire first floor as well as the spacious master suite and bathrooms. Master suite has a sumptuous walk in closet with some killer waterviews as does the master bedroom. Sit on the front porch, enjoy your coffee, and enjoy the transquility of the Chesapeake Bay. Some of the best sunsets you'll ever see can be had as you pull into your driveway after day's work. Or walk down to the water's edge and cast your line into the bay as the sun sets. Front picture shows grass and landscaping that does not exist. Sod and landscaping can be installed for additional cost. Lawn has been seeded and strawed. Public sewer. Private well. Home is nearly complete! Cleaners scheduled for next week! Call today for more details!

102 Lagorce Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Home Towne Real Estate.

$365,000

Romancoke on the Bay - This wonderful rancher is located on .83 of an acre to give you additional outdoor living space. The 3-bedroom, 2 bath home has been recently painted, new carpet and lighting fixtures. The oversized two car garage is a nice feature as well. It is in move in ready condition. Close to the water will a slight view from the home. Call today for your showing appointment.

Romancoke on the Bay - This wonderful rancher is located on .83 of an acre to give you additional outdoor living space. The 3-bedroom, 2 bath home has been recently painted, new carpet and lighting fixtures. The oversized two car garage is a nice feature as well. It is in move in ready condition. Close to the water will a slight view from the home. Call today for your showing appointment.

211 Long Point Rd, Stevensville

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

Just minutes over the Chesapeake Bay Bridge, this beautifully maintained end-unit townhome in Bayside offers the perfect Eastern Shore escape. Spectacular water views overlooking Castle Harbor Marina, the home features multiple decks, updated finishes, and, if you choose Castle Harbor Marina, easy access to your boat slip, only steps away. With approximately 2,100 square feet on three finished levels, highlights include a gourmet kitchen with granite counters, a center island with prep sink, gas cooking, double ovens, an expanded great room with fireplace and hardwood floors, a spacious primary suite with a deck and sitting area, and a versatile top level with a great room, living area that has plenty of room for bunk beds and more. Water views again from your picture window. Community amenities include a clubhouse, pool, tennis courts, and volleyball courts.

$550,000

3 Beds ⋅ 4 Baths

Just minutes over the Chesapeake Bay Bridge, this beautifully maintained end-unit townhome in Bayside offers the perfect Eastern Shore escape. Spectacular water views overlooking Castle Harbor Marina, the home features multiple decks, updated finishes, and, if you choose Castle Harbor Marina, easy access to your boat slip, only steps away. With approximately 2,100 square feet on three finished levels, highlights include a gourmet kitchen with granite counters, a center island with prep sink, gas cooking, double ovens, an expanded great room with fireplace and hardwood floors, a spacious primary suite with a deck and sitting area, and a versatile top level with a great room, living area that has plenty of room for bunk beds and more. Water views again from your picture window. Community amenities include a clubhouse, pool, tennis courts, and volleyball courts.

200 Schooner Way, Chester

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

Selling Office: RE/MAX Leading Edge.

$450,000

Welcome to 118 Stewart Lane in Grasonville — a beautifully maintained 3-bedroom, 2.5-bath home with a 1-car garage, ideally situated on a quiet cul-de-sac. This move-in ready home offers a charming front porch, spacious fenced yard, and numerous updates that make everyday living both comfortable and convenient. Inside, you'll find luxury vinyl plank flooring, brand-new carpet on the stairs and in the primary bedroom, fresh paint in the stairwell and upstairs hallway, and a functional layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, and a new dishwasher, while the primary bath offers a double sink vanity and the half bath has been tastefully updated. Recent improvements provide peace of mind, including a crawl space encapsulation by Master Kleen in 2023, new sump pump and French drain system in 2026, tankless hot water heater (2021), added attic insulation following a 2025 energy audit, new garage door and openers (2025), paved driveway (2025), new well tank and pump (2022), water softener and filtration system (2021), and washer and dryer (2023). The HVAC has been regularly maintained for continued efficiency. Conveniently located just minutes from everything Kent Island has to offer, including shopping, restaurants, marinas, and easy access to Route 50 for an easy commute.

Welcome to 118 Stewart Lane in Grasonville — a beautifully maintained 3-bedroom, 2.5-bath home with a 1-car garage, ideally situated on a quiet cul-de-sac. This move-in ready home offers a charming front porch, spacious fenced yard, and numerous updates that make everyday living both comfortable and convenient. Inside, you'll find luxury vinyl plank flooring, brand-new carpet on the stairs and in the primary bedroom, fresh paint in the stairwell and upstairs hallway, and a functional layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, and a new dishwasher, while the primary bath offers a double sink vanity and the half bath has been tastefully updated. Recent improvements provide peace of mind, including a crawl space encapsulation by Master Kleen in 2023, new sump pump and French drain system in 2026, tankless hot water heater (2021), added attic insulation following a 2025 energy audit, new garage door and openers (2025), paved driveway (2025), new well tank and pump (2022), water softener and filtration system (2021), and washer and dryer (2023). The HVAC has been regularly maintained for continued efficiency. Conveniently located just minutes from everything Kent Island has to offer, including shopping, restaurants, marinas, and easy access to Route 50 for an easy commute.

118 Stewart Ln, Grasonville

Listing courtesy of Samson Properties. Contact:

Selling Office: Compass.

$299,900

Property is a combination of an Estate Sale (being sold As-Is) and a pre-approved short sale. 3Bd/2ba rancher on approximately .4 acres. Well and septic. Livrm, dinrm, famrm w/electric fireplace and kitchen. Off of the kitchen there is an enclosed room, concrete patio, and an additional screened-in patio. Backyard is partially fenced and has an in-ground pool (drained and in as-is condition) Convenient to Rte 50, Bay Bridge, and Annapolis. PR requests property be on the market for 7 days before reviewing any offer(s). PR and Asset Manager prefer using Gemini Title.

Property is a combination of an Estate Sale (being sold As-Is) and a pre-approved short sale. 3Bd/2ba rancher on approximately .4 acres. Well and septic. Livrm, dinrm, famrm w/electric fireplace and kitchen. Off of the kitchen there is an enclosed room, concrete patio, and an additional screened-in patio. Backyard is partially fenced and has an in-ground pool (drained and in as-is condition) Convenient to Rte 50, Bay Bridge, and Annapolis. PR requests property be on the market for 7 days before reviewing any offer(s). PR and Asset Manager prefer using Gemini Title.

1914 Anchorage Dr, Chester

Listing courtesy of Century 21 Downtown. Contact:

Selling Office: Rosendale Realty.

$575,000

Welcome to Bay Bridge Cove! This highly desired, 55+ luxury, waterfront community is known for its gorgeous setting, beautifully maintained grounds, exceptional amenities, and a true easy, low-maintenance lifestyle. This thoughtfully designed and updated 2BR/2BA villa offers a warm, inviting layout with bonus living space that truly sets it apart. Inside, hardwood flooring and an open floor plan create a seamless flow throughout the main living areas. The beautifully updated kitchen features quartz countertops, crisp cabinetry, and a spacious center island, opening to a large living room/dining room combo space anchored by a stunning gas fireplace - ideal for both everyday living and entertaining. At the rear of the home, a bright and sunny bonus room (den, office, reading room?) extends the living space and leads to a custom screened-in porch—perfect for enjoying the outdoors in comfort, whether it’s for morning coffee or a quiet evening respite. The elegant primary suite offers a comfortable retreat with two walk-in closets and an updated bath featuring a tiled shower. A second bedroom and full hall bath with a tub/shower combination provide flexibility for guests or a home office. The two-car garage is a must-have! This home offers an abundance of storage on the main level, along with a unique lower-level storage space that spans nearly the full footprint of the home. Bay Bridge Cove residents enjoy a vibrant lifestyle with a clubhouse, outdoor pool, tennis court, fitness center, stylish indoor gathering spaces, and beautifully maintained common grounds, plus lawn care, snow removal, and exterior maintenance for each villa! Conveniently located on Kent Island, with easy access to Annapolis, BWI, Washington, D.C., and more. Come enjoy this elevated blend of comfort, convenience, and community. Bay Bridge Cove can’t wait to welcome you home!

2 Beds ⋅ 2 Baths

Welcome to Bay Bridge Cove! This highly desired, 55+ luxury, waterfront community is known for its gorgeous setting, beautifully maintained grounds, exceptional amenities, and a true easy, low-maintenance lifestyle. This thoughtfully designed and updated 2BR/2BA villa offers a warm, inviting layout with bonus living space that truly sets it apart. Inside, hardwood flooring and an open floor plan create a seamless flow throughout the main living areas. The beautifully updated kitchen features quartz countertops, crisp cabinetry, and a spacious center island, opening to a large living room/dining room combo space anchored by a stunning gas fireplace - ideal for both everyday living and entertaining. At the rear of the home, a bright and sunny bonus room (den, office, reading room?) extends the living space and leads to a custom screened-in porch—perfect for enjoying the outdoors in comfort, whether it’s for morning coffee or a quiet evening respite. The elegant primary suite offers a comfortable retreat with two walk-in closets and an updated bath featuring a tiled shower. A second bedroom and full hall bath with a tub/shower combination provide flexibility for guests or a home office. The two-car garage is a must-have! This home offers an abundance of storage on the main level, along with a unique lower-level storage space that spans nearly the full footprint of the home. Bay Bridge Cove residents enjoy a vibrant lifestyle with a clubhouse, outdoor pool, tennis court, fitness center, stylish indoor gathering spaces, and beautifully maintained common grounds, plus lawn care, snow removal, and exterior maintenance for each villa! Conveniently located on Kent Island, with easy access to Annapolis, BWI, Washington, D.C., and more. Come enjoy this elevated blend of comfort, convenience, and community. Bay Bridge Cove can’t wait to welcome you home!

932 Moorings Cir, Stevensville

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

Selling Office: Taylor Properties.

$665,600

**OPEN HOUSE SATURDAY MAY 16th from 10am to 12pm** CHESTER RIVER WATER VIEWS! Enjoy Beautiful Water Views of the scenic Chester River from this bright and inviting Home designed for comfortable everyday living and effortless entertaining. Offering a total of 2.5 Baths, a Primary En-suite and two large additional Bedrooms complete with new carpet. This thoughtfully designed Custom Home spans three finished Levels, including a Huge Bonus room to use an Office space ideal for working from home, as a 4th Bedroom or a recreation/game room! The main level features gleaming Hardwood Floors, Ceramic Tile, fresh Paint throughout and a Gas Fireplace anchoring the light-filled Living Room. The Eat-In Kitchen shines with newer stainless-steel appliances, Corian countertops and a Bay Window which allows abundant natural light. A wet bar in the formal Dining Room is the perfect place for entertaining and family gatherings. Outdoor living is just as impressive with a welcoming wrap-around front porch to enjoy your morning coffee as you gaze at the water and a screened rear porch overlooking the spacious back yard where you can enjoy a drink to wind down the day! A newly paved driveway and attached two-car garage provide ample parking. Take a short stroll to the community landing where you’ll find a fishing and crabbing Pier, Boat ramp, Beaches, Kayak & SUP Rack, Tot Lot and a Pavilion... everything you need to enjoy the very best of Eastern Shore waterfront living! A rare opportunity to combine water views, community amenities and generous living space in one EXCEPTIONAL Property! Located just minutes from the Kent Island Cross Trail, local Marinas, Waterfront Dining and Boutique shopping! 959 Chester River Drive is ready to WELCOME YOU HOME!

**OPEN HOUSE SATURDAY MAY 16th from 10am to 12pm** CHESTER RIVER WATER VIEWS! Enjoy Beautiful Water Views of the scenic Chester River from this bright and inviting Home designed for comfortable everyday living and effortless entertaining. Offering a total of 2.5 Baths, a Primary En-suite and two large additional Bedrooms complete with new carpet. This thoughtfully designed Custom Home spans three finished Levels, including a Huge Bonus room to use an Office space ideal for working from home, as a 4th Bedroom or a recreation/game room! The main level features gleaming Hardwood Floors, Ceramic Tile, fresh Paint throughout and a Gas Fireplace anchoring the light-filled Living Room. The Eat-In Kitchen shines with newer stainless-steel appliances, Corian countertops and a Bay Window which allows abundant natural light. A wet bar in the formal Dining Room is the perfect place for entertaining and family gatherings. Outdoor living is just as impressive with a welcoming wrap-around front porch to enjoy your morning coffee as you gaze at the water and a screened rear porch overlooking the spacious back yard where you can enjoy a drink to wind down the day! A newly paved driveway and attached two-car garage provide ample parking. Take a short stroll to the community landing where you’ll find a fishing and crabbing Pier, Boat ramp, Beaches, Kayak & SUP Rack, Tot Lot and a Pavilion... everything you need to enjoy the very best of Eastern Shore waterfront living! A rare opportunity to combine water views, community amenities and generous living space in one EXCEPTIONAL Property! Located just minutes from the Kent Island Cross Trail, local Marinas, Waterfront Dining and Boutique shopping! 959 Chester River Drive is ready to WELCOME YOU HOME!

959 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

Brand New Construction – Nearing Completion! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

$399,900

Brand New Construction – Nearing Completion! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

4606 Main St, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Coveted Bay City has a new opening, and this lovingly maintained 3 Bedroom, 2.5 Bath Colonial w/ den- or opt. 4th Bedroom, near end of quiet cul-de-sac won't last!! Just minutes from Bay Bridge- Matapeake Schools- Move-in-ready w/ updated flooring, fresh paint, NEW Kitchen open to spacious family room, separate dining room & den make for easy everyday living- Attached one-car garage for ample storage- Welcoming front porch greets guests to a cheery home ready for her lucky new owners! Community amenities include: boat ramp, dock, playground, pavilion, fire pit & Bayfront park. Hurry- this beauty won't last! Check out THIS virtual tour- Kent Island living is calling!!

$529,000

Coveted Bay City has a new opening, and this lovingly maintained 3 Bedroom, 2.5 Bath Colonial w/ den- or opt. 4th Bedroom, near end of quiet cul-de-sac won't last!! Just minutes from Bay Bridge- Matapeake Schools- Move-in-ready w/ updated flooring, fresh paint, NEW Kitchen open to spacious family room, separate dining room & den make for easy everyday living- Attached one-car garage for ample storage- Welcoming front porch greets guests to a cheery home ready for her lucky new owners! Community amenities include: boat ramp, dock, playground, pavilion, fire pit & Bayfront park. Hurry- this beauty won't last! Check out THIS virtual tour- Kent Island living is calling!!

308 Wallman Way, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: 4th Colony Realty.

$592,000

Price improvement. Now listed under recent appraisal, offering immediate value. Flexible one-hour open house windows scheduled regularly for easy, convenient access. Don't miss the full property video for an enhanced look before stepping inside. Welcome to 102 Fair Brook Way, an exceptional 2012 colonial nestled on a premium corner lot in the highly sought-after North Brook community. Offering approximately 3,402 total square feet including the fully finished basement, this residence is privately positioned toward the rear of the neighborhood and showcases an ideal blend of sophistication, comfort, and refined living. This impressive home features 4 expansive bedrooms, 3.5 bathrooms, and a rare fully finished lower level complete with a full bath, theatre room, recreation space, and a versatile bonus area ideal for a private office or potential 5th bedroom—creating incredible flexibility for today’s lifestyle. Designed with both elegance and functionality in mind, the interior showcases rich hardwood flooring, custom trim work, a striking brick-faced fireplace, and a sun-drenched sunroom. The well-appointed kitchen opens seamlessly to the main living areas, creating an inviting space for both everyday living and upscale entertaining. Recent enhancements include fresh designer paint on the main level and new carpeting on the upper level, offering a truly turnkey experience. The spacious primary suite serves as a private retreat, featuring a tray ceiling, walk-in closet, and a luxurious en-suite bath complete with a soaking tub and walk-in shower. Bonus features - permanent Holiday lights and theater equipment included! Step outside to your private outdoor oasis situated on a fabulous, oversized corner lot, fully fenced and thoughtfully designed with an expansive paver patio and fire pit—perfect for entertaining or enjoying peaceful Eastern Shore evenings. Residents of North Brook enjoy access to community amenities including walking paths, scenic ponds, playground, soccer field, and pavilion. Ideally located near local dining, shopping, schools, and waterfront attractions with convenient access to Annapolis, Baltimore, Washington, D.C., and Delaware beaches. Homes of this caliber, square footage, and setting—especially with a finished basement and premium lot—are rarely available. Schedule your private showing today.

Price improvement. Now listed under recent appraisal, offering immediate value. Flexible one-hour open house windows scheduled regularly for easy, convenient access. Don't miss the full property video for an enhanced look before stepping inside. Welcome to 102 Fair Brook Way, an exceptional 2012 colonial nestled on a premium corner lot in the highly sought-after North Brook community. Offering approximately 3,402 total square feet including the fully finished basement, this residence is privately positioned toward the rear of the neighborhood and showcases an ideal blend of sophistication, comfort, and refined living. This impressive home features 4 expansive bedrooms, 3.5 bathrooms, and a rare fully finished lower level complete with a full bath, theatre room, recreation space, and a versatile bonus area ideal for a private office or potential 5th bedroom—creating incredible flexibility for today’s lifestyle. Designed with both elegance and functionality in mind, the interior showcases rich hardwood flooring, custom trim work, a striking brick-faced fireplace, and a sun-drenched sunroom. The well-appointed kitchen opens seamlessly to the main living areas, creating an inviting space for both everyday living and upscale entertaining. Recent enhancements include fresh designer paint on the main level and new carpeting on the upper level, offering a truly turnkey experience. The spacious primary suite serves as a private retreat, featuring a tray ceiling, walk-in closet, and a luxurious en-suite bath complete with a soaking tub and walk-in shower. Bonus features - permanent Holiday lights and theater equipment included! Step outside to your private outdoor oasis situated on a fabulous, oversized corner lot, fully fenced and thoughtfully designed with an expansive paver patio and fire pit—perfect for entertaining or enjoying peaceful Eastern Shore evenings. Residents of North Brook enjoy access to community amenities including walking paths, scenic ponds, playground, soccer field, and pavilion. Ideally located near local dining, shopping, schools, and waterfront attractions with convenient access to Annapolis, Baltimore, Washington, D.C., and Delaware beaches. Homes of this caliber, square footage, and setting—especially with a finished basement and premium lot—are rarely available. Schedule your private showing today.

102 Fair Brook Way, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: EXP Realty, LLC.

$349,500

This charming 3 bedroom, 2 bathroom home offers the perfect blend of comfort, convenience, and functionality that has major upgrades including Fresh Paint throughout, Renovated Primary Bath and New carpet. The bonus office room is an essential for remote work! The property also features a large 2-car garage/workshop, you’ll have plenty of room for vehicles, projects, or storage. Step inside to a spacious living room that flows seamlessly into the kitchen, complete with gorgeous granite countertops and newer stainless-steel appliances. The cozy primary bedroom is complete with a wood-burning fireplace ideal for relaxing evenings. Enjoy your morning coffee on the welcoming front porch just across the street from views of the Chester River, or host gatherings in the fenced-in backyard with space for play and gardening. You also have peace of mind with a newer HVAC system (2023) and solar panels for a more energy efficient home! Located towards the end of this peaceful street, you’re close to Chestertown’s historic charm, Washington College, a nearby boat ramp, and tax-free shopping just across the Delaware line and still located in Queen Anne's County!

This charming 3 bedroom, 2 bathroom home offers the perfect blend of comfort, convenience, and functionality that has major upgrades including Fresh Paint throughout, Renovated Primary Bath and New carpet. The bonus office room is an essential for remote work! The property also features a large 2-car garage/workshop, you’ll have plenty of room for vehicles, projects, or storage. Step inside to a spacious living room that flows seamlessly into the kitchen, complete with gorgeous granite countertops and newer stainless-steel appliances. The cozy primary bedroom is complete with a wood-burning fireplace ideal for relaxing evenings. Enjoy your morning coffee on the welcoming front porch just across the street from views of the Chester River, or host gatherings in the fenced-in backyard with space for play and gardening. You also have peace of mind with a newer HVAC system (2023) and solar panels for a more energy efficient home! Located towards the end of this peaceful street, you’re close to Chestertown’s historic charm, Washington College, a nearby boat ramp, and tax-free shopping just across the Delaware line and still located in Queen Anne's County!

126 Char Nor Manor Blvd, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

OPPORTUNITY KNOCKS!! This home is being sold as-is and is ready for someone with vision and plenty of elbow grease. Located in Queen Anne's County on Pear Tree Point Rd, the property sits on a generous 2.08-acre lot bordered by farmland on one side of the road, offering peaceful views, and room to breathe. With wood floors, a spacious living room and a living/dining area, the bones are here -- just bring your ideas and your tools and make it shine again. Close to Chestertown while enjoying the benefits of Queen Anne's County living!

$175,000

3 Beds ⋅ 1 Baths

OPPORTUNITY KNOCKS!! This home is being sold as-is and is ready for someone with vision and plenty of elbow grease. Located in Queen Anne's County on Pear Tree Point Rd, the property sits on a generous 2.08-acre lot bordered by farmland on one side of the road, offering peaceful views, and room to breathe. With wood floors, a spacious living room and a living/dining area, the bones are here -- just bring your ideas and your tools and make it shine again. Close to Chestertown while enjoying the benefits of Queen Anne's County living!

113 Pear Tree Point Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Welcome to this charming 3-bedroom, 1.5-bath Cape Cod, thoughtfully remodeled from top to bottom. Priced under appraised value, this home offers instant equity. With its traditional exterior, the interior has been beautifully updated and offers approximately 1,600 sq. ft. of comfortable living space. Major updates include a new roof and siding, luxury vinyl plank flooring, stainless steel appliances, and newly added central air conditioning. The newly updated kitchen opens to a welcoming main living area, centered around a beautiful fireplace that draws you in. Every detail has been carefully refreshed, creating a warm, move-in-ready home. The first-floor primary bedroom features a versatile sitting area, perfect for a nursery, office space, or just a cozy spot to curl up with a good book. Enjoy your morning coffee on the screened-in porch, entertain guests on the large deck, and relax in the fenced-in yard for privacy. For those who like to tinker or need extra space, there is a workshop in the backyard. Conveniently located just minutes from the Kent Narrows, this home provides easy access to shopping, hospitals, beaches, fishing, hunting, top restaurants, parks, boat landings, and marinas. Easy access to Route 50 and 301.

$374,600

Welcome to this charming 3-bedroom, 1.5-bath Cape Cod, thoughtfully remodeled from top to bottom. Priced under appraised value, this home offers instant equity. With its traditional exterior, the interior has been beautifully updated and offers approximately 1,600 sq. ft. of comfortable living space. Major updates include a new roof and siding, luxury vinyl plank flooring, stainless steel appliances, and newly added central air conditioning. The newly updated kitchen opens to a welcoming main living area, centered around a beautiful fireplace that draws you in. Every detail has been carefully refreshed, creating a warm, move-in-ready home. The first-floor primary bedroom features a versatile sitting area, perfect for a nursery, office space, or just a cozy spot to curl up with a good book. Enjoy your morning coffee on the screened-in porch, entertain guests on the large deck, and relax in the fenced-in yard for privacy. For those who like to tinker or need extra space, there is a workshop in the backyard. Conveniently located just minutes from the Kent Narrows, this home provides easy access to shopping, hospitals, beaches, fishing, hunting, top restaurants, parks, boat landings, and marinas. Easy access to Route 50 and 301.

119 Watkins Rd, Grasonville

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Crown Homes Real Estate.

$799,500

Like-new luxury living in Four Seasons at Kent Island. Completed in August and only lightly lived in, this 2,800 sq ft home offers 4 bedrooms and 3 baths with a pristine, move-in-ready feel. Highlights include luxury vinyl plank flooring, quartz countertops, and over $20,000 in custom window treatments, can you say "plantation shutters". Professionally decorated throughout—with the option to purchase furnishings—this home is truly turn-key and ready today. Enjoy peek-a-boo Chester River views and an unbeatable location so close to the clubhouse you can see it. Plus, the builder’s full warranty remains in place through August 2026 for added peace of mind. Residents enjoy Four Seasons’ resort-style amenities: waterfront clubhouse, indoor & outdoor pools, fitness center, pickleball & tennis, walking trails, and a vibrant social calendar. Effortless luxury, prime location, island living at its best.

Like-new luxury living in Four Seasons at Kent Island. Completed in August and only lightly lived in, this 2,800 sq ft home offers 4 bedrooms and 3 baths with a pristine, move-in-ready feel. Highlights include luxury vinyl plank flooring, quartz countertops, and over $20,000 in custom window treatments, can you say "plantation shutters". Professionally decorated throughout—with the option to purchase furnishings—this home is truly turn-key and ready today. Enjoy peek-a-boo Chester River views and an unbeatable location so close to the clubhouse you can see it. Plus, the builder’s full warranty remains in place through August 2026 for added peace of mind. Residents enjoy Four Seasons’ resort-style amenities: waterfront clubhouse, indoor & outdoor pools, fitness center, pickleball & tennis, walking trails, and a vibrant social calendar. Effortless luxury, prime location, island living at its best.

528 Warbler Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Keller Williams Flagship.

$805,000

Welcome home to this beautifully custom-built home set on 2.5 acres, where thoughtful design and stylish upgrades come together for everyday comfort and easy living. The spacious first-floor primary suite offers the convenience you’ve been looking for, while a dedicated home office provides the perfect spot for working remotely, studying, or simply having a quiet flex space. At the heart of the home, the bright and inviting kitchen features upgraded appliances and flows seamlessly into the main living areas—ideal for entertaining or relaxed nights in. You’ll love the LVP flooring throughout and the abundance of upgrades that elevate every space. Step outside and unwind on the large covered back porch, a favorite place to enjoy morning coffee, evening sunsets, or gatherings with friends and family—surrounded by the privacy and open space that 2.5 acres provides. Upstairs, you’ll find two comfortable bedrooms connected by a convenient Jack-and-Jill bath, plus an additional room that can easily serve as a playroom, media room, hobby space, or extra bedroom—whatever fits your lifestyle. Above the garage, you’ll appreciate the unfinished storage space with an already framed-in doorway—perfect for extra storage now or ready to be finished into another room in the future. This one truly checks all the boxes: space, quality, upgrades, and that unmistakable “welcome home” feeling.

Welcome home to this beautifully custom-built home set on 2.5 acres, where thoughtful design and stylish upgrades come together for everyday comfort and easy living. The spacious first-floor primary suite offers the convenience you’ve been looking for, while a dedicated home office provides the perfect spot for working remotely, studying, or simply having a quiet flex space. At the heart of the home, the bright and inviting kitchen features upgraded appliances and flows seamlessly into the main living areas—ideal for entertaining or relaxed nights in. You’ll love the LVP flooring throughout and the abundance of upgrades that elevate every space. Step outside and unwind on the large covered back porch, a favorite place to enjoy morning coffee, evening sunsets, or gatherings with friends and family—surrounded by the privacy and open space that 2.5 acres provides. Upstairs, you’ll find two comfortable bedrooms connected by a convenient Jack-and-Jill bath, plus an additional room that can easily serve as a playroom, media room, hobby space, or extra bedroom—whatever fits your lifestyle. Above the garage, you’ll appreciate the unfinished storage space with an already framed-in doorway—perfect for extra storage now or ready to be finished into another room in the future. This one truly checks all the boxes: space, quality, upgrades, and that unmistakable “welcome home” feeling.

114 Piper Ct, Church Hill

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: RLAH @properties.

$710,000

We are accepting backup offers and will allow showings. Perfectly situated on over an acre in a peaceful Centreville setting, this expansive custom-built home offers more than 4,000 square feet of beautifully designed living space across three finished levels, combining comfort, functionality, and exceptional value. The main level is ideal for both everyday living and entertaining, featuring a formal dining room and a gourmet kitchen with center island, dual wall ovens, induction cooktop, walk-in pantry, and sunlit breakfast nook. Just off the kitchen, the inviting family room includes a pellet stove, wet bar, and oversized sliding doors that open to a screened-in porch and spacious deck, creating seamless indoor-outdoor living. Upstairs, the oversized primary suite serves as a private retreat, complete with a propane fireplace, dual walk-in closets, and a spa-inspired bathroom featuring a jacuzzi soaking tub and rainfall shower. This level also includes two additional bedrooms, a large bonus room with pellet stove, a full bathroom, and a conveniently located laundry room. The third floor offers two additional versatile bedrooms and another full bathroom, perfect for guests, home offices, or hobby spaces. Outside, the property truly shines. Enjoy a fully fenced yard on over an acre, an oversized attached two-car garage, a detached two-car garage/workshop, storage shed, and a partial whole-house generator. With no HOA, you have the freedom to fully enjoy the property while still being just minutes from downtown Centreville, local shops and dining, Route 301, and only 13 miles from the Bay Bridge for an easy commute. A solar energy system is installed on the home, helping offset utility costs. This exceptional property offers size, privacy, and versatility rarely found at this price point in Centreville.

5 Beds ⋅ 4 Baths

We are accepting backup offers and will allow showings. Perfectly situated on over an acre in a peaceful Centreville setting, this expansive custom-built home offers more than 4,000 square feet of beautifully designed living space across three finished levels, combining comfort, functionality, and exceptional value. The main level is ideal for both everyday living and entertaining, featuring a formal dining room and a gourmet kitchen with center island, dual wall ovens, induction cooktop, walk-in pantry, and sunlit breakfast nook. Just off the kitchen, the inviting family room includes a pellet stove, wet bar, and oversized sliding doors that open to a screened-in porch and spacious deck, creating seamless indoor-outdoor living. Upstairs, the oversized primary suite serves as a private retreat, complete with a propane fireplace, dual walk-in closets, and a spa-inspired bathroom featuring a jacuzzi soaking tub and rainfall shower. This level also includes two additional bedrooms, a large bonus room with pellet stove, a full bathroom, and a conveniently located laundry room. The third floor offers two additional versatile bedrooms and another full bathroom, perfect for guests, home offices, or hobby spaces. Outside, the property truly shines. Enjoy a fully fenced yard on over an acre, an oversized attached two-car garage, a detached two-car garage/workshop, storage shed, and a partial whole-house generator. With no HOA, you have the freedom to fully enjoy the property while still being just minutes from downtown Centreville, local shops and dining, Route 301, and only 13 miles from the Bay Bridge for an easy commute. A solar energy system is installed on the home, helping offset utility costs. This exceptional property offers size, privacy, and versatility rarely found at this price point in Centreville.

112 Browning Ln, Centreville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Taylor Properties.

$381,400

This is an Estate sale and selling all "as is." Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter.

This is an Estate sale and selling all "as is." Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter.

106 Utah Rd, Stevensville

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

Selling Office: Coldwell Banker Realty.

$1,300,000

Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house cabana, pool, pergola, hardscape, and plenty of space for poolside entertaining. Natural light fills the home from sunrise over the Chester River throughout the day as the sun moves west. The main house is in excellent condition and offers multiple living spaces, including three sitting areas, a breakfast room, and a formal dining room. Beautiful finishes include hardwood floors, cherry kitchen cabinetry, stainless steel appliances, and a beverage bar. A stone fireplace adds warmth and ambiance to the open living areas. The home features five bedrooms, three full baths, and one-half bath, with hardwood flooring throughout both levels. A first-floor bedroom with a full bath provides flexibility for guests or multigenerational living. The primary suite is ideally positioned on the waterside and includes a private balcony. An indoor porch, outdoor porches, and a game room make this home especially well-suited for entertaining. Surrounded by mature trees, the property also offers a spacious yard with fencing already in place for children and pets.

5 Beds ⋅ 4 Baths

Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house cabana, pool, pergola, hardscape, and plenty of space for poolside entertaining. Natural light fills the home from sunrise over the Chester River throughout the day as the sun moves west. The main house is in excellent condition and offers multiple living spaces, including three sitting areas, a breakfast room, and a formal dining room. Beautiful finishes include hardwood floors, cherry kitchen cabinetry, stainless steel appliances, and a beverage bar. A stone fireplace adds warmth and ambiance to the open living areas. The home features five bedrooms, three full baths, and one-half bath, with hardwood flooring throughout both levels. A first-floor bedroom with a full bath provides flexibility for guests or multigenerational living. The primary suite is ideally positioned on the waterside and includes a private balcony. An indoor porch, outdoor porches, and a game room make this home especially well-suited for entertaining. Surrounded by mature trees, the property also offers a spacious yard with fencing already in place for children and pets.

110 Perrys Rd, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to this beautifully upgraded home at the Enclave in Prospect Bay, the Eastern Shore’s premier golf course community, offering main-level living, thoughtful design, and premium finishes throughout. Perfectly situated on a premium lot, this home blends comfort, style, and functionality both inside and out. Located on a private lot next to the golf cart path with access to Prospect Bay’s 18-hole golf course, you are greeted by a welcoming covered front porch as you arrive. The main level features a spacious primary suite along with two additional bedrooms and two full baths, providing convenient single-level living. The primary suite showcases elegant tray ceilings and a luxurious ensuite bath with a frameless glass shower. Upstairs, a versatile loft with LVP flooring and surround sound offers flexible living space and includes a third full bath, giving it the potential to serve as an office, guest suite, or recreation room. The upgraded kitchen is a standout, featuring enhanced cabinetry, KitchenAid appliances, under-cabinet lighting, and a stand-alone ice machine, making it as functional as it is beautiful. The kitchen opens to the living room and a dining area overlooking the paver patio and the 11th hole of Prospect Bay’s golf course. Also located on this level is a spacious office with barn doors. With direct access to the garage, the conveniently located laundry room continues the upscale finishes with upgraded cabinetry and granite countertops. Designed with both style and entertaining in mind, the home features luxury vinyl plank flooring throughout the main living areas and primary bedroom, tray ceilings in the primary bedroom, dining room, kitchen, and living room, and crown molding in all main-level bedrooms and living spaces. Stylish board and batten molding and a custom wall mural in the main hallway and main-level office add distinctive character. Smart and modern touches include motorized blinds and a surround sound system in both the living room and loft. The two car garage is fully finished and thoughtfully upgraded, featuring complete interior painting, custom epoxy flooring, a bump-out for your golf car and built-in shelving for additional storage. Above the garage, extended pull-down stairs provide convenient access to additional storage space. Outdoor living is just as impressive, with a sealed and coated front porch and a paver patio with a gas-lit fire pit, perfect for relaxing evenings or entertaining guests. The community maintains the gardens and lawn, offering a true turn-key experience. Located within the exclusive Enclave at Prospect Bay, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this golf course-view property offers an unmatched lifestyle in one of Maryland’s most prestigious communities.

$860,000

Welcome to this beautifully upgraded home at the Enclave in Prospect Bay, the Eastern Shore’s premier golf course community, offering main-level living, thoughtful design, and premium finishes throughout. Perfectly situated on a premium lot, this home blends comfort, style, and functionality both inside and out. Located on a private lot next to the golf cart path with access to Prospect Bay’s 18-hole golf course, you are greeted by a welcoming covered front porch as you arrive. The main level features a spacious primary suite along with two additional bedrooms and two full baths, providing convenient single-level living. The primary suite showcases elegant tray ceilings and a luxurious ensuite bath with a frameless glass shower. Upstairs, a versatile loft with LVP flooring and surround sound offers flexible living space and includes a third full bath, giving it the potential to serve as an office, guest suite, or recreation room. The upgraded kitchen is a standout, featuring enhanced cabinetry, KitchenAid appliances, under-cabinet lighting, and a stand-alone ice machine, making it as functional as it is beautiful. The kitchen opens to the living room and a dining area overlooking the paver patio and the 11th hole of Prospect Bay’s golf course. Also located on this level is a spacious office with barn doors. With direct access to the garage, the conveniently located laundry room continues the upscale finishes with upgraded cabinetry and granite countertops. Designed with both style and entertaining in mind, the home features luxury vinyl plank flooring throughout the main living areas and primary bedroom, tray ceilings in the primary bedroom, dining room, kitchen, and living room, and crown molding in all main-level bedrooms and living spaces. Stylish board and batten molding and a custom wall mural in the main hallway and main-level office add distinctive character. Smart and modern touches include motorized blinds and a surround sound system in both the living room and loft. The two car garage is fully finished and thoughtfully upgraded, featuring complete interior painting, custom epoxy flooring, a bump-out for your golf car and built-in shelving for additional storage. Above the garage, extended pull-down stairs provide convenient access to additional storage space. Outdoor living is just as impressive, with a sealed and coated front porch and a paver patio with a gas-lit fire pit, perfect for relaxing evenings or entertaining guests. The community maintains the gardens and lawn, offering a true turn-key experience. Located within the exclusive Enclave at Prospect Bay, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this golf course-view property offers an unmatched lifestyle in one of Maryland’s most prestigious communities.

167 Masters Way, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$400,000

Brand New Construction – Move-In Ready Soon! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

Brand New Construction – Move-In Ready Soon! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

4604 Main St, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Real Broker, LLC - Annapolis.

$1,350,000

This stunning 4,500+ sq ft home with 5 bedrooms and 4.5 baths is set on a private 1.25-acre lot in the sought-after water-privileged Tower Gardens community—just minutes from the Bay Bridge. Ideal for generational living, the home features primary suites on both the first and second floors, offering flexibility for a variety of lifestyles. At the heart of the home, the gourmet kitchen boasts a massive island, custom cabinetry, a hidden walk-in pantry, and a Viking appliance package—all accented with designer finishes. The open-concept layout flows seamlessly into multiple living areas, anchored by indoor and outdoor fireplaces that create inviting spaces to gather year-round. The second-floor primary suite includes a private balcony, with expansive windows throughout filling the home with natural light. Thoughtful upgrades like a high-efficiency 2-stage HVAC, Anderson 400 series casement windows, Hardie siding, and a tankless water heater ensure lasting quality and comfort. Tower Gardens residents enjoy a private community beach and pier with sweeping sunset views over the Chesapeake Bay, plus a boat ramp just around the corner for easy access to the water. From this tranquil setting, you’re only minutes from Annapolis or St. Michaels and just 45 minutes to Washington, D.C. or BWI Airport.

5 Beds ⋅ 5 Baths

This stunning 4,500+ sq ft home with 5 bedrooms and 4.5 baths is set on a private 1.25-acre lot in the sought-after water-privileged Tower Gardens community—just minutes from the Bay Bridge. Ideal for generational living, the home features primary suites on both the first and second floors, offering flexibility for a variety of lifestyles. At the heart of the home, the gourmet kitchen boasts a massive island, custom cabinetry, a hidden walk-in pantry, and a Viking appliance package—all accented with designer finishes. The open-concept layout flows seamlessly into multiple living areas, anchored by indoor and outdoor fireplaces that create inviting spaces to gather year-round. The second-floor primary suite includes a private balcony, with expansive windows throughout filling the home with natural light. Thoughtful upgrades like a high-efficiency 2-stage HVAC, Anderson 400 series casement windows, Hardie siding, and a tankless water heater ensure lasting quality and comfort. Tower Gardens residents enjoy a private community beach and pier with sweeping sunset views over the Chesapeake Bay, plus a boat ramp just around the corner for easy access to the water. From this tranquil setting, you’re only minutes from Annapolis or St. Michaels and just 45 minutes to Washington, D.C. or BWI Airport.

208 Tower Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$375,000

Start living the watermen dream! This charming home offers a thoughtfully designed layout with an open, airy flow and spacious rooms throughout. Situated on nearly one acre, you’ll enjoy both comfort and room to roam. The oversized living area is filled with natural sunlight streaming through the windows, creating a warm and inviting atmosphere. The first floor recently fresh coat of paint. Step outside to the private side deck — perfect for entertaining, hosting summer barbecues, or simply relaxing with friends and family. Featuring three bedrooms and 1.5 baths, this home includes a generously sized primary bedroom with vaulted ceilings and a walk-in closet. A storage shed provides extra space for tools and equipment, while the expansive yard offers endless possibilities for outdoor fun, gardening, or future enhancements. Bring your personal touches and make this home truly your own!

Start living the watermen dream! This charming home offers a thoughtfully designed layout with an open, airy flow and spacious rooms throughout. Situated on nearly one acre, you’ll enjoy both comfort and room to roam. The oversized living area is filled with natural sunlight streaming through the windows, creating a warm and inviting atmosphere. The first floor recently fresh coat of paint. Step outside to the private side deck — perfect for entertaining, hosting summer barbecues, or simply relaxing with friends and family. Featuring three bedrooms and 1.5 baths, this home includes a generously sized primary bedroom with vaulted ceilings and a walk-in closet. A storage shed provides extra space for tools and equipment, while the expansive yard offers endless possibilities for outdoor fun, gardening, or future enhancements. Bring your personal touches and make this home truly your own!

1150 Little Creek Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Flagship.

$500,000

First time offered! This 3-bedroom home with lower-level bonus rooms (4th BR) sits on one of the largest lots in the community—over an acre with mature trees and even a resident white squirrel adding to its charm. The upper-level features three bedrooms and two full baths, including a primary suite, along with a sunny living room, a nice sized kitchen, and the separate dining area flows into with direct access to a large, entertainment-ready deck overlooking the expansive yard. Downstairs, you’ll find incredible flexibility with a family room complete with a wood stove, a fourth bedroom/ bonus, third full bath, and additional space perfect for a home office or fitness area—ideal for today’s lifestyle needs. The oversized two-car garage with interior access provides ample room. Located in the desirable Tower Gardens community, residents enjoy a private sandy beach along the Chesapeake Bay, a boat ramp, ball fields, and a playground/tot lot—all for a low annual HOA fee. Outdoor adventures are just steps away, while the Bay Bridge and nearby shopping keep everyday conveniences within easy reach. Solidly constructed and ready for your vision, this home is the perfect opportunity to create your dream home. This property might be exactly what you have been waiting for!

First time offered! This 3-bedroom home with lower-level bonus rooms (4th BR) sits on one of the largest lots in the community—over an acre with mature trees and even a resident white squirrel adding to its charm. The upper-level features three bedrooms and two full baths, including a primary suite, along with a sunny living room, a nice sized kitchen, and the separate dining area flows into with direct access to a large, entertainment-ready deck overlooking the expansive yard. Downstairs, you’ll find incredible flexibility with a family room complete with a wood stove, a fourth bedroom/ bonus, third full bath, and additional space perfect for a home office or fitness area—ideal for today’s lifestyle needs. The oversized two-car garage with interior access provides ample room. Located in the desirable Tower Gardens community, residents enjoy a private sandy beach along the Chesapeake Bay, a boat ramp, ball fields, and a playground/tot lot—all for a low annual HOA fee. Outdoor adventures are just steps away, while the Bay Bridge and nearby shopping keep everyday conveniences within easy reach. Solidly constructed and ready for your vision, this home is the perfect opportunity to create your dream home. This property might be exactly what you have been waiting for!

203 Drovers Way, Stevensville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Northrop Realty.

$440,000

Enjoy the best of Eastern Shore Living at 711 Shi Lane! This charming 3 bedroom , 2 bath home offers 1,736 square feet of comfortable space, featuring an open floor plan with a seamless flow, perfect for both every day living and entertaining. The home boasts of hardwood flooring, brand new carpet, and vaulted ceilings that create a bright and airy feel throughout. You will love gathering around the spacious center island. The kitchen offers abundant storage, Corian countertops, a large center island, and double wall ovens, perfect for entertaining. Cozy up by the warm fireplace or take advantage of the attached garage for added convenience. Step outside to the spacious back deck, offering three access points and a partially screened in area. Idea for relaxing or hosting gatherings while enjoying the peaceful surroundings. Located in the desirable Cloverfield's community, residents enjoy access to an outdoor pool, private beach, boat ramp, clubhouse, pavilion, basketball courts, and playground. Offering a true waterfront lifestyle with exceptional amenities. Outdoor enthusiasts will appreciate being minutes from Terrapin Nature Park and Love Point Park, with easy access to the Cross Island Trail, and Kent Island South Trail. Explore the multi use flat trails while enjoying the natural beauty of the Eastern Shore. Just 15 mins drive, Kent Narrows offers a vibrant waterfront scene with dining, local crab shacks, and lively Tiki bar. Many waterfront restaurants offer dockside slips for boaters, enhancing the true Chesapeake Bay lifestyle experience. Welcome to Cloverfield on Kent Island. I look forward to introducing you to 711 Shi Lane, where comfort, community and coastal living come together.

Enjoy the best of Eastern Shore Living at 711 Shi Lane! This charming 3 bedroom , 2 bath home offers 1,736 square feet of comfortable space, featuring an open floor plan with a seamless flow, perfect for both every day living and entertaining. The home boasts of hardwood flooring, brand new carpet, and vaulted ceilings that create a bright and airy feel throughout. You will love gathering around the spacious center island. The kitchen offers abundant storage, Corian countertops, a large center island, and double wall ovens, perfect for entertaining. Cozy up by the warm fireplace or take advantage of the attached garage for added convenience. Step outside to the spacious back deck, offering three access points and a partially screened in area. Idea for relaxing or hosting gatherings while enjoying the peaceful surroundings. Located in the desirable Cloverfield's community, residents enjoy access to an outdoor pool, private beach, boat ramp, clubhouse, pavilion, basketball courts, and playground. Offering a true waterfront lifestyle with exceptional amenities. Outdoor enthusiasts will appreciate being minutes from Terrapin Nature Park and Love Point Park, with easy access to the Cross Island Trail, and Kent Island South Trail. Explore the multi use flat trails while enjoying the natural beauty of the Eastern Shore. Just 15 mins drive, Kent Narrows offers a vibrant waterfront scene with dining, local crab shacks, and lively Tiki bar. Many waterfront restaurants offer dockside slips for boaters, enhancing the true Chesapeake Bay lifestyle experience. Welcome to Cloverfield on Kent Island. I look forward to introducing you to 711 Shi Lane, where comfort, community and coastal living come together.

711 Shi Ln, Stevensville

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

Estate sale, sold as-is. Calling investors and renovation-minded buyers. This home offers a strong starting point with a metal roof and full septic system both updated within the last 6 years. The remainder of the home is in need of a complete renovation and is best suited for cash or renovation financing. Set on over half an acre, the property offers a peaceful, private setting near Unicorn Lake. With the right vision, there is significant potential to create value in a desirable location.

$115,000

4 Beds ⋅ 1 Baths

Estate sale, sold as-is. Calling investors and renovation-minded buyers. This home offers a strong starting point with a metal roof and full septic system both updated within the last 6 years. The remainder of the home is in need of a complete renovation and is best suited for cash or renovation financing. Set on over half an acre, the property offers a peaceful, private setting near Unicorn Lake. With the right vision, there is significant potential to create value in a desirable location.

210 Groff Rd, Millington

Listing courtesy of Keller Williams Gateway LLC. Contact:

Selling Office: EXIT Preferred Realty.

$352,500

**HIGHEST & BEST DUE BY 12PM SUN 5/3/26 ** Hard-to-find value at $339,900! Located on a quiet cul-de-sac street in Grasonville, this 3-bedroom, 2-bath ranch-style home offers the convenience of primarily one-level living with 1,432 sq ft of comfortable space on a spacious 0.48-acre lot with mature trees adding natural character to the rear yard—all with no HOA. Inside, you’ll find a generously sized country kitchen with endless potential to redesign and make your own, along with a spacious living room offering comfortable everyday living and room to gather. Many of the major improvements have already been completed, including an encapsulated crawl space, added attic insulation/baffles, fresh paint throughout, brand new carpet, new water heater, and a heat pump just 4 years young that was recently serviced. Additional features include propane service for the water heater, dryer, and gas range, public sewer, and a dedicated laundry room for added convenience & storage potential. Move in comfortably today and update the kitchen and baths over time to match your style while building equity along the way. Opportunities offering this much space, land, key system updates, no HOA, and public sewer at this price point are becoming harder to find—don’t let this one slip by! Conveniently located just minutes to Rt. 50, Kent Narrows dining and marinas, and the Chesapeake Bay Environmental Center — a 510-acre preserve — offering trails, kayaking, birdwatching, nature programs, and waterfront recreation. Affordable, functional, and full of potential—schedule your showing today!

**HIGHEST & BEST DUE BY 12PM SUN 5/3/26 ** Hard-to-find value at $339,900! Located on a quiet cul-de-sac street in Grasonville, this 3-bedroom, 2-bath ranch-style home offers the convenience of primarily one-level living with 1,432 sq ft of comfortable space on a spacious 0.48-acre lot with mature trees adding natural character to the rear yard—all with no HOA. Inside, you’ll find a generously sized country kitchen with endless potential to redesign and make your own, along with a spacious living room offering comfortable everyday living and room to gather. Many of the major improvements have already been completed, including an encapsulated crawl space, added attic insulation/baffles, fresh paint throughout, brand new carpet, new water heater, and a heat pump just 4 years young that was recently serviced. Additional features include propane service for the water heater, dryer, and gas range, public sewer, and a dedicated laundry room for added convenience & storage potential. Move in comfortably today and update the kitchen and baths over time to match your style while building equity along the way. Opportunities offering this much space, land, key system updates, no HOA, and public sewer at this price point are becoming harder to find—don’t let this one slip by! Conveniently located just minutes to Rt. 50, Kent Narrows dining and marinas, and the Chesapeake Bay Environmental Center — a 510-acre preserve — offering trails, kayaking, birdwatching, nature programs, and waterfront recreation. Affordable, functional, and full of potential—schedule your showing today!

117 Rebel Rd, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Douglas Realty LLC.

$615,000

This home is the perfect blend of casual elegance and gracious living. It is in meticulous condition and situated on a premium parcel with mature landscaping. A stunning two-story foyer welcomes you into an open floor plan where rooms flow seamlessly across the main level. Quality craftsmanship is evident throughout, highlighted by soaring ceilings, hardwood flooring, and unique architectural details enhanced by abundant natural light. The MAIN LEVEL includes an oversized family room (with adjacent office) which features a propane fireplace plus a wall of windows overlooking the backyard and woods beyond. It adjoins a spacious chef’s kitchen equipped with marble countertops, extensive counter and cabinet space and updated appliances. The centrally located kitchen opens into a vaulted breakfast/sunroom, providing convenient access to the back deck through French doors. It also connects to the formal dining and living rooms. The hall to the garage is conveniently located next to the laundry room and half bath. The UPPER LEVEL includes four spacious bedrooms, ample closets, and two full baths. The spa-like primary suite features a tray ceiling, a large walk-in closet, and an ensuite bath with a double vanity, private water closet, soaking tub, and tile shower. The LOWER LEVEL is huge and is partially finished with a media room and generous storage areas plus roughed-in plumbing for a bathroom. Glass paneled doors lead out to the ground-level patio within the fully fenced backyard. The home is located on the edge of the charming town of Centreville in the desirable community of North Brook, with no HOA in this section.