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Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View Community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre lot, this well-maintained property combines comfort, convenience, and is priced to sell. Inside, you'll find a bright and inviting floor plan featuring a kitchen with a stylish tile backsplash, ample cabinetry, and luxury vinyl plank flooring. Thoughtfully maintained and updated over the years, this home offers peace of mind with a roof replaced within the last five years, replacement windows, siding, storm doors, and sliding glass door, as well as a recently replaced well pressure tank. Fresh interior paint and included appliances, including the washer and dryer, make moving in easy. Outdoor living is equally appealing with a charming front patio perfect for morning coffee and a large rear patio ideal for entertaining, grilling, or relaxing with family and friends. The beautifully maintained yard offers plenty of space for gardening, outdoor activities, or simply enjoying the outdoors. Two storage sheds provide ample room for tools, lawn equipment, and recreational gear. Located just minutes from Kent Island's popular restaurants, shopping, marinas, parks, and the Cross Island Trail, this home offers convenient access to everything the Eastern Shore lifestyle has to offer. Commuters will appreciate being less than 10 minutes from the Chesapeake Bay Bridge, while Harbor View residents enjoy a strong sense of community with neighborhood gatherings, holiday celebrations, yard sales, and other neighborhood events throughout the year. Whether you're searching for your first home, looking to downsize, or seeking a move-in ready property in a convenient Kent Island location, 2645 Cox Neck Road is an opportunity you won't want to miss.

2645 Cox Neck Rd, Chester

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$379,000

Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior features neutral tones, modern finishes, and a functional layout ideal for everyday living. The light-filled dining area overlooks the backyard and flows into the galley kitchen, complete with stainless steel appliances, ample cabinetry, and an efficient workspace for meal preparation. The living room features durable LVP flooring and large windows that bring in abundant natural light. The primary bedroom includes direct access to a private en-suite bath, while two additional bedrooms offer flexibility for guests, a home office, or hobbies and share a conveniently located full hall bath. Sliding glass doors lead to a private deck overlooking the fully fenced backyard—perfect for relaxing, entertaining, or creating your own outdoor retreat with space for a garden, play area, or future pool. A one-car attached garage and private driveway provide off-street parking and additional storage space for tools, hobbies, or outdoor equipment. Located in a quiet, friendly neighborhood just minutes from Route 50, this home offers easy access to Annapolis, Kent Island, shopping, dining, and Chesapeake Bay waterfronts.

Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior features neutral tones, modern finishes, and a functional layout ideal for everyday living. The light-filled dining area overlooks the backyard and flows into the galley kitchen, complete with stainless steel appliances, ample cabinetry, and an efficient workspace for meal preparation. The living room features durable LVP flooring and large windows that bring in abundant natural light. The primary bedroom includes direct access to a private en-suite bath, while two additional bedrooms offer flexibility for guests, a home office, or hobbies and share a conveniently located full hall bath. Sliding glass doors lead to a private deck overlooking the fully fenced backyard—perfect for relaxing, entertaining, or creating your own outdoor retreat with space for a garden, play area, or future pool. A one-car attached garage and private driveway provide off-street parking and additional storage space for tools, hobbies, or outdoor equipment. Located in a quiet, friendly neighborhood just minutes from Route 50, this home offers easy access to Annapolis, Kent Island, shopping, dining, and Chesapeake Bay waterfronts.

1838 Sherman Dr, Chester

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Realty Navigator.

$379,000

Fully remodeled by reputable licensed contractor and subcontractors, 104 Iris has had a glow-up and is ready for showing! The clean lines of the new quartz countertops, the weight of soft golden Amerock hardware, Moen fixtures, Wolf two-tone shaker style cabinetry and well-appointed subway tile set the stage in the beautiful new Kitchen and bathrooms. Where a modern feel is met with the softness and simplicity of Neutrals as you move throughout the rooms that offer a timeless yet 2026 vibe! High-quality, low-maintenance LVP flooring has been installed in all high-traffic areas, along with carpet to quiet the bedroom spaces. Many new energy-saving features include architectural shingles, R38 insulation in the attic, crawl encapsulation, new HVAC unit & dehumidifier. Entry from the rear deck and hall to the large laundry area, is conveniently located adjacent to the hub of the home; the kitchen, where it balances aesthetics with functionality. Ample storage, Stainless steel appliances, an "L" shaped counter with seating area, giving all the practical space for your family's needs on one level. Electric has been modernized with new fixtures, premium touch mirrors, multiple remote-operated ceiling fans, USB outlets & recessed lighting. New doors, hardware and keypad entry locks, round out another set of upgrades. Solar lighting, fresh landscaping, and new treated decking enhance the exterior. It's large lot with mature trees, sits back off the road, in a quiet cul-de-sac, offering privacy, safety, and comfort. Backing up to acres of farmland, an extended outdoor living space great for entertaining also provides opportunity for viewing wildlife and sunsets alike. 104 Iris brings rural community living with the convenience of being close to town. Located in the Chester Harbor community in Queen Anne's county, where a 5-minute drive will have you centered in the town of Chestertown, known for its historic charm, river access, and boating opportunities, offering convenient commutes and amenities. Within walking distance of a private community water access and playground, this home has every detail ironed out and waiting for you! Easy to show! Join the Community Association, which is very reasonable and provides water access.

Fully remodeled by reputable licensed contractor and subcontractors, 104 Iris has had a glow-up and is ready for showing! The clean lines of the new quartz countertops, the weight of soft golden Amerock hardware, Moen fixtures, Wolf two-tone shaker style cabinetry and well-appointed subway tile set the stage in the beautiful new Kitchen and bathrooms. Where a modern feel is met with the softness and simplicity of Neutrals as you move throughout the rooms that offer a timeless yet 2026 vibe! High-quality, low-maintenance LVP flooring has been installed in all high-traffic areas, along with carpet to quiet the bedroom spaces. Many new energy-saving features include architectural shingles, R38 insulation in the attic, crawl encapsulation, new HVAC unit & dehumidifier. Entry from the rear deck and hall to the large laundry area, is conveniently located adjacent to the hub of the home; the kitchen, where it balances aesthetics with functionality. Ample storage, Stainless steel appliances, an "L" shaped counter with seating area, giving all the practical space for your family's needs on one level. Electric has been modernized with new fixtures, premium touch mirrors, multiple remote-operated ceiling fans, USB outlets & recessed lighting. New doors, hardware and keypad entry locks, round out another set of upgrades. Solar lighting, fresh landscaping, and new treated decking enhance the exterior. It's large lot with mature trees, sits back off the road, in a quiet cul-de-sac, offering privacy, safety, and comfort. Backing up to acres of farmland, an extended outdoor living space great for entertaining also provides opportunity for viewing wildlife and sunsets alike. 104 Iris brings rural community living with the convenience of being close to town. Located in the Chester Harbor community in Queen Anne's county, where a 5-minute drive will have you centered in the town of Chestertown, known for its historic charm, river access, and boating opportunities, offering convenient commutes and amenities. Within walking distance of a private community water access and playground, this home has every detail ironed out and waiting for you! Easy to show! Join the Community Association, which is very reasonable and provides water access.

104 Iris Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: RE/MAX Executive.

$377,000

Experience effortless one-level living in this charming home, perfectly situated on a desirable corner lot with a private driveway. Freshly painted throughout, the home features beautiful hardwood floors that add warmth and character to every room. Enjoy additional living space in the huge sunroom addition—perfect for relaxing, entertaining, or soaking in natural light year-round. A shed provides extra storage, offering both convenience and functionality. The flexible third bedroom can easily serve as a home office, guest space, or bonus room (note: no closet). Step outside and take in the lifestyle this location offers—just a short walk to the water with peaceful views. You’ll love being within walking distance to Romancoke Fishing Pier and Kayak Launch, ideal for fishing, kayaking, or enjoying a picnic by the water. This home combines comfort, convenience, and a scenic setting—don’t miss your chance to make it yours!

Experience effortless one-level living in this charming home, perfectly situated on a desirable corner lot with a private driveway. Freshly painted throughout, the home features beautiful hardwood floors that add warmth and character to every room. Enjoy additional living space in the huge sunroom addition—perfect for relaxing, entertaining, or soaking in natural light year-round. A shed provides extra storage, offering both convenience and functionality. The flexible third bedroom can easily serve as a home office, guest space, or bonus room (note: no closet). Step outside and take in the lifestyle this location offers—just a short walk to the water with peaceful views. You’ll love being within walking distance to Romancoke Fishing Pier and Kayak Launch, ideal for fishing, kayaking, or enjoying a picnic by the water. This home combines comfort, convenience, and a scenic setting—don’t miss your chance to make it yours!

101 Queen Anne Rd, Stevensville

Listing courtesy of Maryland Residential Management Co. Contact:

Immaculate 3-bedroom, 2-bath home set on a breathtaking, oversized lot with exquisite mature landscaping and a truly picturesque setting. Surrounded by lush greenery and stunning trees, including a graceful willow, this property offers a serene, park-like atmosphere, with views from nearly every window resembling beautiful landscape artwork. Inside, the home features a bright, open floor plan designed for modern living. A spacious family room flows seamlessly into the generous kitchen, while a separate dining room remains open to the main living areas—perfect for everyday living and entertaining. The kitchen is highlighted by beautiful French doors leading to the back patio, offering easy access for cooking, grilling, and hosting—perfect for summer barbecues and outdoor entertaining. Palladium windows throughout enhance the home with natural light and showcase the spectacular views. The thoughtfully designed layout offers a private primary suite on one side of the home with its own attached bath. Just off the kitchen and near the primary bedroom is a separate laundry room for added convenience. Two additional bedrooms are situated on the opposite side and share a well-appointed full hall bath. Additional features include fresh paint throughout, a side-entry one-car garage, and an extra-large driveway providing ample off-street parking. Tucked away on a quiet cul-de-sac with no through traffic, this home offers a rare combination of privacy, beauty, and tranquility.

$376,000

Immaculate 3-bedroom, 2-bath home set on a breathtaking, oversized lot with exquisite mature landscaping and a truly picturesque setting. Surrounded by lush greenery and stunning trees, including a graceful willow, this property offers a serene, park-like atmosphere, with views from nearly every window resembling beautiful landscape artwork. Inside, the home features a bright, open floor plan designed for modern living. A spacious family room flows seamlessly into the generous kitchen, while a separate dining room remains open to the main living areas—perfect for everyday living and entertaining. The kitchen is highlighted by beautiful French doors leading to the back patio, offering easy access for cooking, grilling, and hosting—perfect for summer barbecues and outdoor entertaining. Palladium windows throughout enhance the home with natural light and showcase the spectacular views. The thoughtfully designed layout offers a private primary suite on one side of the home with its own attached bath. Just off the kitchen and near the primary bedroom is a separate laundry room for added convenience. Two additional bedrooms are situated on the opposite side and share a well-appointed full hall bath. Additional features include fresh paint throughout, a side-entry one-car garage, and an extra-large driveway providing ample off-street parking. Tucked away on a quiet cul-de-sac with no through traffic, this home offers a rare combination of privacy, beauty, and tranquility.

136 Hilltop Dr, Chestertown

Listing courtesy of Northrop Realty. Contact:

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!

$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!

1150 Little Creek Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Flagship.

$375,000

Welcome to this beautifully updated rancher in the sought-after Romancoke on the Bay community on Kent Island. This is where coastal charm meets modern comfort. Nestled on a rare double lot, this home offers space, privacy, and access to one of the area’s most loved water-oriented communities, complete with a waterfront clubhouse and community amenities. Inside, you’ll find fresh paint, LVP flooring, and a bright, inviting layout anchored by a white kitchen with updated cabinetry. The home features three comfortable bedrooms and a large, updated bathroom, perfect for easy one-level living. A screened-in porch extends your living space outdoors—ideal for relaxing evenings and coastal breezes. Recent upgrades provide peace of mind and efficiency, including a fully encapsulated crawlspace (2025), new HVAC (2025), additional attic insulation (2025), and a roof and siding approximately 5 years young. The detached building adds excellent storage or workshop potential. Enjoy an unbeatable location near the Kent Island Cross Trail, Romancoke Pier, and waterfront lifestyle amenities, all while being minutes from shopping, dining, and commuter routes. This move-in-ready home offers the perfect blend of updates, space, and coastal living—a true Romancoke gem you won’t want to miss.

3 Beds ⋅ 1 Baths

Welcome to this beautifully updated rancher in the sought-after Romancoke on the Bay community on Kent Island. This is where coastal charm meets modern comfort. Nestled on a rare double lot, this home offers space, privacy, and access to one of the area’s most loved water-oriented communities, complete with a waterfront clubhouse and community amenities. Inside, you’ll find fresh paint, LVP flooring, and a bright, inviting layout anchored by a white kitchen with updated cabinetry. The home features three comfortable bedrooms and a large, updated bathroom, perfect for easy one-level living. A screened-in porch extends your living space outdoors—ideal for relaxing evenings and coastal breezes. Recent upgrades provide peace of mind and efficiency, including a fully encapsulated crawlspace (2025), new HVAC (2025), additional attic insulation (2025), and a roof and siding approximately 5 years young. The detached building adds excellent storage or workshop potential. Enjoy an unbeatable location near the Kent Island Cross Trail, Romancoke Pier, and waterfront lifestyle amenities, all while being minutes from shopping, dining, and commuter routes. This move-in-ready home offers the perfect blend of updates, space, and coastal living—a true Romancoke gem you won’t want to miss.

217 Ackerman Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chaney Homes, LLC.

$375,000

Beautifully updated Counrty Home on 1 Acre Near Sudlersville. This fully renovated 4 bedroom ,2.5 Bath Home offers the perfect blend of modern updates and peacful country living. The property offer a large yard and deattached garage. The home has a basement for added storage and living space. Home offer many recent upgrades and improvements , New roof, Hvac, ,Flooring ,Kitchen cabients and granite countertop and Spetic System. This home is move-in ready.

4 Beds ⋅ 3 Baths

Beautifully updated Counrty Home on 1 Acre Near Sudlersville. This fully renovated 4 bedroom ,2.5 Bath Home offers the perfect blend of modern updates and peacful country living. The property offer a large yard and deattached garage. The home has a basement for added storage and living space. Home offer many recent upgrades and improvements , New roof, Hvac, ,Flooring ,Kitchen cabients and granite countertop and Spetic System. This home is move-in ready.

2005 Stulltown Rd, Sudlersville

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

Selling Office: Samson Properties of DE, LLC.

$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.

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.

$374,000

Cloverfields, A water privileged community with beach access, pool, clubhouse, and a dock. Only a few minutes from the Bay Bridge for the commuters. This 2 bed room 2 bath home is original and is in need of updating. This allows you to make this property updates that fit your tastes. Short distance to the water and marina.

2 Beds ⋅ 2 Baths

Cloverfields, A water privileged community with beach access, pool, clubhouse, and a dock. Only a few minutes from the Bay Bridge for the commuters. This 2 bed room 2 bath home is original and is in need of updating. This allows you to make this property updates that fit your tastes. Short distance to the water and marina.

914 Petinot Pl, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: RE/MAX Executive.

$374,000

This triplex backs to Roosevelt Park in the town of Queen Anne MD. Centrally located on the mid-shore 2 minutes from route 404, provides tenants the ability to reach, Easton in 15 min, Centreville in 15 min, Denton in 10 min and Annapolis in 30. As with most rental properties in the region occupancy has been near 100%. The building consists of a 1 bed 1 bath apartment in the rear of the building, a larger 1 bed 1 bath located on the second floor, and in the main portion of the house is a 2 bed 1 bath. The neighboring property is a duplex and is also for sale (13511 1st St). Call today for more details

13513 1st St, Queen Anne

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

Selling Office: Samson Properties.

$370,000

Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in addition the seller encapsulated the crawl space. Located in a wonderful community with an array of amenities, including a community pool, beach, boat launch, and more. A community marina is also available for a separate fee, making this an ideal location for those who enjoy spending time on the water. Conveniently located with an easy commute to the Bay Bridge, shopping, dining, and other everyday conveniences. This is a wonderful opportunity to own a home with a great yard, desirable community amenities, and plenty of potential—all at a reasonable price. Don’t miss your chance to make this home your own!

3 Beds ⋅ 1 Baths

Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in addition the seller encapsulated the crawl space. Located in a wonderful community with an array of amenities, including a community pool, beach, boat launch, and more. A community marina is also available for a separate fee, making this an ideal location for those who enjoy spending time on the water. Conveniently located with an easy commute to the Bay Bridge, shopping, dining, and other everyday conveniences. This is a wonderful opportunity to own a home with a great yard, desirable community amenities, and plenty of potential—all at a reasonable price. Don’t miss your chance to make this home your own!

719 Old Love Point Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$370,000

122 E Main Street brings timeless colonial architecture to the heart of Historic Stevensville. Thoughtful updates, natural light, and generous room sizes create a home that feels both polished and comfortable. The kitchen is bright and efficient, offering extensive cabinet and counter space. A wide living and dining area anchors the main level, providing one cohesive space for gathering and entertaining. Upstairs, three full-sized bedrooms and two well-appointed baths ensure convenience and privacy, with storage in all the places you hope for. Sitting on a level corner lot with access from both Main Street and East Main Street, the property offers an easy, walkable lifestyle in one of Stevensville’s most beloved locations. With nearly 1,700 finished square feet, this home delivers a surprising amount of space in a setting that feels calm, welcoming, and distinctly “Stevensville.”

122 E Main Street brings timeless colonial architecture to the heart of Historic Stevensville. Thoughtful updates, natural light, and generous room sizes create a home that feels both polished and comfortable. The kitchen is bright and efficient, offering extensive cabinet and counter space. A wide living and dining area anchors the main level, providing one cohesive space for gathering and entertaining. Upstairs, three full-sized bedrooms and two well-appointed baths ensure convenience and privacy, with storage in all the places you hope for. Sitting on a level corner lot with access from both Main Street and East Main Street, the property offers an easy, walkable lifestyle in one of Stevensville’s most beloved locations. With nearly 1,700 finished square feet, this home delivers a surprising amount of space in a setting that feels calm, welcoming, and distinctly “Stevensville.”

122 E Main St, Stevensville

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Coldwell Banker Realty.

$370,000

Adorable Coastal A-Frame in Romancoke on the Bay. Fall in love with this charming coastal-inspired A-frame nestled in the heart of Romancoke on the Bay on beautiful Kent Island! Bursting with character and natural light, this delightful home offers the perfect blend of comfort, style, and laid-back island living. Step inside to a bright and airy main level featuring a cozy living area, an inviting all-season room ideal for morning coffee or sunset unwinding, a convenient main-level bedroom, and a half bath. Upstairs, two additional bedrooms and a full bath provide a peaceful retreat with peekaboo water views. Enjoy the coastal breeze from your front deck, entertain in the spacious yard, and take advantage of the shed and ample driveway parking. With serene water views and community access to the Bay, this is your opportunity to embrace the Kent Island lifestyle in an adorable A-frame escape that feels like a vacation every day. Whether you're looking for a weekend getaway or a full-time residence, this one has it all. Come see what makes this gem so special!

Adorable Coastal A-Frame in Romancoke on the Bay. Fall in love with this charming coastal-inspired A-frame nestled in the heart of Romancoke on the Bay on beautiful Kent Island! Bursting with character and natural light, this delightful home offers the perfect blend of comfort, style, and laid-back island living. Step inside to a bright and airy main level featuring a cozy living area, an inviting all-season room ideal for morning coffee or sunset unwinding, a convenient main-level bedroom, and a half bath. Upstairs, two additional bedrooms and a full bath provide a peaceful retreat with peekaboo water views. Enjoy the coastal breeze from your front deck, entertain in the spacious yard, and take advantage of the shed and ample driveway parking. With serene water views and community access to the Bay, this is your opportunity to embrace the Kent Island lifestyle in an adorable A-frame escape that feels like a vacation every day. Whether you're looking for a weekend getaway or a full-time residence, this one has it all. Come see what makes this gem so special!

136 Allegany Rd, Stevensville

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

Selling Office: Keller Williams Realty.

Welcome to this beautifully situated two-story townhome overlooking a tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient access to Route 50, and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of comfort, convenience, and the relaxed Eastern Shore lifestyle. Inside, the bright and open floor plan seamlessly connects the kitchen, dining area, and living room, featuring a cozy gas fireplace that creates a warm and inviting gathering space. The spacious adjoining sunroom showcases tranquil pond views—the perfect spot for morning coffee, quiet evenings, or entertaining guests.The main level features a desirable first-floor primary suite with: Walk-in closet, Private access to the sunroom, En-suite bath, Relaxing Jacuzzi tub, Separate walk-in shower. A flexible bonus room with laundry area - offers endless possibilities as a home office, additional bedroom or fitness space. Upstairs, you'll find two generously sized bedrooms and a full bath. Peace of Mind: Brand NEW Roof & Skylights! Whether you're searching for a full-time residence, weekend getaway, or low-maintenance Eastern Shore retreat, this exceptional pond-front home offers the very best of Kent Island living! Don’t miss this rare opportunity—it’s more than a home, it’s a lifestyle!

Welcome to this beautifully situated two-story townhome overlooking a tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient access to Route 50, and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of comfort, convenience, and the relaxed Eastern Shore lifestyle. Inside, the bright and open floor plan seamlessly connects the kitchen, dining area, and living room, featuring a cozy gas fireplace that creates a warm and inviting gathering space. The spacious adjoining sunroom showcases tranquil pond views—the perfect spot for morning coffee, quiet evenings, or entertaining guests.The main level features a desirable first-floor primary suite with: Walk-in closet, Private access to the sunroom, En-suite bath, Relaxing Jacuzzi tub, Separate walk-in shower. A flexible bonus room with laundry area - offers endless possibilities as a home office, additional bedroom or fitness space. Upstairs, you'll find two generously sized bedrooms and a full bath. Peace of Mind: Brand NEW Roof & Skylights! Whether you're searching for a full-time residence, weekend getaway, or low-maintenance Eastern Shore retreat, this exceptional pond-front home offers the very best of Kent Island living! Don’t miss this rare opportunity—it’s more than a home, it’s a lifestyle!

6010 Bridgepointe Dr, Chester

Listing courtesy of Rosendale Realty. Contact:

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:

Charming and thoughtfully updated rancher in the heart of Grasonville! This adorable home features an open-concept living and dining area with vaulted ceilings, creating a bright and airy feel throughout. The updated kitchen offers granite countertops, stainless steel appliances, and overlooks a spacious, fully fenced backyard—perfect for entertaining, pets, or relaxing evenings outdoors. Enjoy easy one-level living with two generously sized bedrooms, a full bath, and an additional half bath conveniently located off the kitchen. Home offers a full Reverse Osmosis system. Ideally situated close to shopping, dining, and major commuter routes (less than 15 minutes to the Bay Bridge), this home also offers a lifestyle bonus—walkable access to Cabin Creek Public Landing, perfect for fishing, kayaking, or paddleboarding. A wonderful opportunity for comfortable living in a great location!

2 Beds ⋅ 2 Baths

Charming and thoughtfully updated rancher in the heart of Grasonville! This adorable home features an open-concept living and dining area with vaulted ceilings, creating a bright and airy feel throughout. The updated kitchen offers granite countertops, stainless steel appliances, and overlooks a spacious, fully fenced backyard—perfect for entertaining, pets, or relaxing evenings outdoors. Enjoy easy one-level living with two generously sized bedrooms, a full bath, and an additional half bath conveniently located off the kitchen. Home offers a full Reverse Osmosis system. Ideally situated close to shopping, dining, and major commuter routes (less than 15 minutes to the Bay Bridge), this home also offers a lifestyle bonus—walkable access to Cabin Creek Public Landing, perfect for fishing, kayaking, or paddleboarding. A wonderful opportunity for comfortable living in a great location!

604 Perrys Corner Rd, Grasonville

Listing courtesy of Compass. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

Meticulously maintained and full of charm, this delightful three-bedroom, two-bath rambler is perfectly situated on an oversized double lot, offering both comfort and exceptional outdoor space. From the moment you arrive, you’ll appreciate the care and attention this home has received, making it truly move-in ready. Step inside to a bright and inviting open floor plan designed for easy living and entertaining. The spacious living room features a soaring cathedral ceiling and a ceiling fan, creating an airy and welcoming atmosphere. This space flows seamlessly into the kitchen and dining area, allowing for effortless gatherings with family and friends. The dining area is enhanced by a beautiful custom chair rail molding detail that adds character and elegance, while sliding glass doors provide abundant natural light and direct access to the backyard, perfect for indoor-outdoor living. The kitchen is both functional and stylish, offering warm wood cabinetry, recessed lighting, and a vaulted ceiling that adds to the home’s open and spacious feel. The bedroom area includes a comfortable primary suite complete with a private ensuite bath, along with two additional bedrooms, each featuring ceiling fans for year-round comfort. A well-appointed hall bath conveniently serves the two additional bedrooms, providing both functionality and privacy for family members or guests. Step outside and discover an incredible backyard retreat that truly sets this property apart. Fully enclosed with a privacy fence, the expansive yard offers plenty of room to relax, play, or entertain. Enjoy evenings on the patio, stroll along the walking paths, or unwind under the beautiful gazebo. A cozy fire pit creates the perfect gathering spot for cooler nights. One of the standout features of this property is the impressive three-bay workshop with electric, ideal for hobbyists, craftsmen, or anyone in need of substantial workspace and storage. With its thoughtful updates, inviting layout, and exceptional outdoor amenities, this home offers a rare opportunity to enjoy both comfort and versatility in a peaceful setting.

Meticulously maintained and full of charm, this delightful three-bedroom, two-bath rambler is perfectly situated on an oversized double lot, offering both comfort and exceptional outdoor space. From the moment you arrive, you’ll appreciate the care and attention this home has received, making it truly move-in ready. Step inside to a bright and inviting open floor plan designed for easy living and entertaining. The spacious living room features a soaring cathedral ceiling and a ceiling fan, creating an airy and welcoming atmosphere. This space flows seamlessly into the kitchen and dining area, allowing for effortless gatherings with family and friends. The dining area is enhanced by a beautiful custom chair rail molding detail that adds character and elegance, while sliding glass doors provide abundant natural light and direct access to the backyard, perfect for indoor-outdoor living. The kitchen is both functional and stylish, offering warm wood cabinetry, recessed lighting, and a vaulted ceiling that adds to the home’s open and spacious feel. The bedroom area includes a comfortable primary suite complete with a private ensuite bath, along with two additional bedrooms, each featuring ceiling fans for year-round comfort. A well-appointed hall bath conveniently serves the two additional bedrooms, providing both functionality and privacy for family members or guests. Step outside and discover an incredible backyard retreat that truly sets this property apart. Fully enclosed with a privacy fence, the expansive yard offers plenty of room to relax, play, or entertain. Enjoy evenings on the patio, stroll along the walking paths, or unwind under the beautiful gazebo. A cozy fire pit creates the perfect gathering spot for cooler nights. One of the standout features of this property is the impressive three-bay workshop with electric, ideal for hobbyists, craftsmen, or anyone in need of substantial workspace and storage. With its thoughtful updates, inviting layout, and exceptional outdoor amenities, this home offers a rare opportunity to enjoy both comfort and versatility in a peaceful setting.

2032 Pondtown Rd, Chestertown

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

Price Improvement! This pristine rancher is barely three and a half years old and still looks brand new! Exceptionally well maintained and move-in ready! The home sits on nearly one-half acre (.457) and is one of the largest lots in the neighborhood. The lot is shaped in such a manner this it's like getting two for the price of one! There is plenty of space for play and entertaining immediately behind the house, while another equally large section of land branches off and runs behind the neighboring homes. The second section of the property can also be accessed from Cee-Jay Rd. The owner has spoken with the county and understands that a 30x40 detached garage can be built on the property. The widened driveway will easily accomodate your cars, boats, campers, and trailers. Moving inside, the kitchen features granite counter tops and stainless steel appliances. Gorgeous luxury vinyl plank flooring runs throughout the kitchen, laundry room, family room, hallway, and the two full bathrooms. All four bedrooms are carpeted. The home features an efficient heat pump system, a conditioned crawl space, and a tankless hot water heater for those long showers. The roof is protected with long-life Architectural Shingles. A new 12x16 storage shed (2025) with loft storage is included.

4 Beds ⋅ 2 Baths

Price Improvement! This pristine rancher is barely three and a half years old and still looks brand new! Exceptionally well maintained and move-in ready! The home sits on nearly one-half acre (.457) and is one of the largest lots in the neighborhood. The lot is shaped in such a manner this it's like getting two for the price of one! There is plenty of space for play and entertaining immediately behind the house, while another equally large section of land branches off and runs behind the neighboring homes. The second section of the property can also be accessed from Cee-Jay Rd. The owner has spoken with the county and understands that a 30x40 detached garage can be built on the property. The widened driveway will easily accomodate your cars, boats, campers, and trailers. Moving inside, the kitchen features granite counter tops and stainless steel appliances. Gorgeous luxury vinyl plank flooring runs throughout the kitchen, laundry room, family room, hallway, and the two full bathrooms. All four bedrooms are carpeted. The home features an efficient heat pump system, a conditioned crawl space, and a tankless hot water heater for those long showers. The roof is protected with long-life Architectural Shingles. A new 12x16 storage shed (2025) with loft storage is included.

148 Step Rd, Chestertown

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

Charming one-level home featuring refinished hardwood floors, fresh paint, Updated Kitchen 2020, Updated Bath 2022, New Roof 2020, New AC 2021, Newer Boiler Heat, New Deck, New Gutters and a 50 amp service for electric cars This well-maintained property offers a spacious yard complete with storage sheds and ample off-street parking. Ideally located just outside the charming town of Centreville, you’ll enjoy the best of small-town living with convenient access to local restaurants, waterfront parks, and a public boat ramp perfect for kayaking or enjoying scenic walks along the water. An easy drive to Annapolis, Easton, St. Michaels, and Delaware makes this home a perfect blend of peaceful living and accessibility.

Charming one-level home featuring refinished hardwood floors, fresh paint, Updated Kitchen 2020, Updated Bath 2022, New Roof 2020, New AC 2021, Newer Boiler Heat, New Deck, New Gutters and a 50 amp service for electric cars This well-maintained property offers a spacious yard complete with storage sheds and ample off-street parking. Ideally located just outside the charming town of Centreville, you’ll enjoy the best of small-town living with convenient access to local restaurants, waterfront parks, and a public boat ramp perfect for kayaking or enjoying scenic walks along the water. An easy drive to Annapolis, Easton, St. Michaels, and Delaware makes this home a perfect blend of peaceful living and accessibility.

708 Church Hill Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

End-unit three-level townhome overlooking the pond in Bayside community. Freshly painted, new LVP on lower level. Engineered wood floors on main level. Living room has propane fireplace and built-in bookcases/shelves. Most windows have plantation shutters. Sliding door overlooks rear deck, lower level sliding door overlooks rear patio; both with pond views! Amenity-rich Bayside Community offers residents access to a large clubhouse with meeting spaces, a fully equipped fitness center, outdoor swimming pool, hot tub, and tennis courts. Community walking paths provide convenient access to the Cross Island Trail, Terrapin Nature Park, neighborhood and Kent Narrows restaurants.

3 Beds ⋅ 4 Baths

End-unit three-level townhome overlooking the pond in Bayside community. Freshly painted, new LVP on lower level. Engineered wood floors on main level. Living room has propane fireplace and built-in bookcases/shelves. Most windows have plantation shutters. Sliding door overlooks rear deck, lower level sliding door overlooks rear patio; both with pond views! Amenity-rich Bayside Community offers residents access to a large clubhouse with meeting spaces, a fully equipped fitness center, outdoor swimming pool, hot tub, and tennis courts. Community walking paths provide convenient access to the Cross Island Trail, Terrapin Nature Park, neighborhood and Kent Narrows restaurants.

402 Blenny Ln, Chester

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

Selling Office: Hyatt & Company Real Estate, LLC.

Welcome to easy Eastern Shore living in this beautifully renovated 3 Bedroom, 2.5 Bath Townhouse Condo with water privileges, just minutes from the Bay Bridge! Updated top to bottom in 2023, this home is truly move-in ready! Enjoy peaceful mornings on the spacious screened-in porch, complete with bonus storage space, and spend afternoons at the community pier on scenic Piney Creek—perfect for launching your kayak or canoe! Inside, you’ll find new premium laminate flooring, new carpet, fresh paint, updated light fixtures & ceiling fans, renovated bathrooms, and a stylish kitchen with new stainless steel appliances. Major updates include new HVAC, new water conditioner, conditioned crawl space, gutter guards, and more—just bring your suitcase! Being sold fully furnished (yes, including kitchenware and linens!) with an acceptable offer, this home is truly the definition of turn-key. All this just 4 miles to the Bay Bridge, and close to The Narrows & Kent Island’s best restaurants, bars, shopping, and commuter routes. Don’t miss this one—it’s the total package!

Welcome to easy Eastern Shore living in this beautifully renovated 3 Bedroom, 2.5 Bath Townhouse Condo with water privileges, just minutes from the Bay Bridge! Updated top to bottom in 2023, this home is truly move-in ready! Enjoy peaceful mornings on the spacious screened-in porch, complete with bonus storage space, and spend afternoons at the community pier on scenic Piney Creek—perfect for launching your kayak or canoe! Inside, you’ll find new premium laminate flooring, new carpet, fresh paint, updated light fixtures & ceiling fans, renovated bathrooms, and a stylish kitchen with new stainless steel appliances. Major updates include new HVAC, new water conditioner, conditioned crawl space, gutter guards, and more—just bring your suitcase! Being sold fully furnished (yes, including kitchenware and linens!) with an acceptable offer, this home is truly the definition of turn-key. All this just 4 miles to the Bay Bridge, and close to The Narrows & Kent Island’s best restaurants, bars, shopping, and commuter routes. Don’t miss this one—it’s the total package!

1033 Dundee Ct Unit 5, Chester

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

Live like you're on vacation every day in the highly desirable Queen's Landing community on Kent Island! Nestled along the Chester River, this charming lake-front townhome offers the perfect blend of comfort, style, and resort-style living. You'll love the gorgeous remodeled kitchen featuring granite countertops, a large center island, breakfast bar, custom built-ins, and a pass-through to the living room—perfect for cooking, entertaining, and everyday living! The spacious living room features a cozy fireplace and opens to a beautiful enclosed pond-front porch where you can relax with your morning coffee while taking in the peaceful water views. The primary suite offers incredible lake views and a private bath, plus you'll find two additional bedrooms and the convenience of second-floor laundry. Enjoy the incredible community amenities: Community pool, Pickleball & tennis courts, Fitness center, Clubhouse, Adjacent to Castle Harbor Marina Queen's Landing on Kent Island is the perfect getaway—whether you're looking for a second home or a primary residence. Enjoy resort-style living with beautiful surroundings and all the charm of the Eastern Shore.

$363,000

Live like you're on vacation every day in the highly desirable Queen's Landing community on Kent Island! Nestled along the Chester River, this charming lake-front townhome offers the perfect blend of comfort, style, and resort-style living. You'll love the gorgeous remodeled kitchen featuring granite countertops, a large center island, breakfast bar, custom built-ins, and a pass-through to the living room—perfect for cooking, entertaining, and everyday living! The spacious living room features a cozy fireplace and opens to a beautiful enclosed pond-front porch where you can relax with your morning coffee while taking in the peaceful water views. The primary suite offers incredible lake views and a private bath, plus you'll find two additional bedrooms and the convenience of second-floor laundry. Enjoy the incredible community amenities: Community pool, Pickleball & tennis courts, Fitness center, Clubhouse, Adjacent to Castle Harbor Marina Queen's Landing on Kent Island is the perfect getaway—whether you're looking for a second home or a primary residence. Enjoy resort-style living with beautiful surroundings and all the charm of the Eastern Shore.

29 Queen Mary Ct, Chester

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Samson Properties.

$363,000

Welcome Home! This beautifully designed townhome features a bright and sunny kitchen that invites natural light to fill the space, perfect for cooking and entertaining. The high ceilings create an airy atmosphere, enhancing the open feel of the main level. The primary bedroom suite is conveniently located on the main level, offering privacy and ease of access. A stylish powder room is also available for guests. Upstairs, you will find two generously sized bedrooms, providing ample space for family, guests, or a home office, along with a full bath that caters to their needs. Recently refreshed with new carpet and luxury vinyl flooring, this townhouse is ready for your personal touches. Freshly painted throughout, it offers a clean slate for you to make it your own.

Welcome Home! This beautifully designed townhome features a bright and sunny kitchen that invites natural light to fill the space, perfect for cooking and entertaining. The high ceilings create an airy atmosphere, enhancing the open feel of the main level. The primary bedroom suite is conveniently located on the main level, offering privacy and ease of access. A stylish powder room is also available for guests. Upstairs, you will find two generously sized bedrooms, providing ample space for family, guests, or a home office, along with a full bath that caters to their needs. Recently refreshed with new carpet and luxury vinyl flooring, this townhouse is ready for your personal touches. Freshly painted throughout, it offers a clean slate for you to make it your own.

7014 Bridgepointe Dr, Chester

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

Selling Office: Taylor Properties.

$362,500

Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

115 Cemetery Ln, Church Hill

Listing courtesy of Redfin Corp. Contact:

This one level home has been well maintained and is located in an established waterfront community, in close proximity to local amenities. The home features a desirable floor plan with an additional family room located off the kitchen area. The rear of the home is highlighted by an expansive paver patio and backs up to woods. The home offers ample parking in the enlarged paved driveway and is only steps away from the Kent Island South Trail, running from Matapeake State Park to Romancoke Pier, offering off-road biking and walking with scenic views of the Chesapeake Bay and Eastern Bay, approximately 6 miles in length. Additional local amenities include the Blue Heron Golf Course, multiple restaurants and marinas. 2018 Roof and gutters, 2016 HVAC.

$362,000

3 Beds ⋅ 1 Baths

This one level home has been well maintained and is located in an established waterfront community, in close proximity to local amenities. The home features a desirable floor plan with an additional family room located off the kitchen area. The rear of the home is highlighted by an expansive paver patio and backs up to woods. The home offers ample parking in the enlarged paved driveway and is only steps away from the Kent Island South Trail, running from Matapeake State Park to Romancoke Pier, offering off-road biking and walking with scenic views of the Chesapeake Bay and Eastern Bay, approximately 6 miles in length. Additional local amenities include the Blue Heron Golf Course, multiple restaurants and marinas. 2018 Roof and gutters, 2016 HVAC.

119 Kentmorr Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chaney Homes, LLC.

Practically brand new and just 2 years young with access to the Chester River, this beautifully maintained home is perfectly situated in a desirable water-oriented community—offering the best of Eastern Shore living! Located in the Queen Anne’s County school district and just minutes from downtown Chestertown, you’ll love the convenience paired with the peaceful setting. Enjoy easy access to the Chester River—you can drive your boat to the community ramp at the end of the street, or even take a nice short walk down to the water, to spend your days crabbing, fishing, kayaking, or simply soaking in the waterfront lifestyle. Inside, this 3-bedroom, 2 full bath home features durable and stylish LVP flooring throughout and a thoughtfully designed split floor plan. The spacious primary suite is privately situated on one side of the home and offers a walk-in shower, dual vanity, and a beautifully appointed bath. On the opposite side, you’ll find two additional bedrooms and a full bath with a tub/shower combo—ideal for guests or flexible living. The kitchen and living room are centrally located, creating an inviting and functional space for everyday living and entertaining. A standout bonus—an unfinished upstairs area of 544 additional SF, already in place and ready for your vision! Use it for storage now or finish it off for additional bedrooms, a home office, or recreation space. Step outside and enjoy both a charming front porch—perfect for morning coffee—and a massive back deck ideal for entertaining, grilling, or simply relaxing while taking in the peaceful surroundings. The generously sized yard with mature trees offers both privacy and room to enjoy the outdoors. Even more exciting—the county has indicated plans to pave the road in the near future. Added perk: fiber optic Talkie Internet is already available at the property, making working from home or streaming a breeze. Move-in ready, full of potential, and located in a charming waterfront community—this one checks all the boxes!

Practically brand new and just 2 years young with access to the Chester River, this beautifully maintained home is perfectly situated in a desirable water-oriented community—offering the best of Eastern Shore living! Located in the Queen Anne’s County school district and just minutes from downtown Chestertown, you’ll love the convenience paired with the peaceful setting. Enjoy easy access to the Chester River—you can drive your boat to the community ramp at the end of the street, or even take a nice short walk down to the water, to spend your days crabbing, fishing, kayaking, or simply soaking in the waterfront lifestyle. Inside, this 3-bedroom, 2 full bath home features durable and stylish LVP flooring throughout and a thoughtfully designed split floor plan. The spacious primary suite is privately situated on one side of the home and offers a walk-in shower, dual vanity, and a beautifully appointed bath. On the opposite side, you’ll find two additional bedrooms and a full bath with a tub/shower combo—ideal for guests or flexible living. The kitchen and living room are centrally located, creating an inviting and functional space for everyday living and entertaining. A standout bonus—an unfinished upstairs area of 544 additional SF, already in place and ready for your vision! Use it for storage now or finish it off for additional bedrooms, a home office, or recreation space. Step outside and enjoy both a charming front porch—perfect for morning coffee—and a massive back deck ideal for entertaining, grilling, or simply relaxing while taking in the peaceful surroundings. The generously sized yard with mature trees offers both privacy and room to enjoy the outdoors. Even more exciting—the county has indicated plans to pave the road in the near future. Added perk: fiber optic Talkie Internet is already available at the property, making working from home or streaming a breeze. Move-in ready, full of potential, and located in a charming waterfront community—this one checks all the boxes!

240 Merganser Dr, Chestertown

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

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

Welcome to Pine Cove. A small peaceful enclave of homes that sits oh so close to the Chester River and the Deep Landing Boat Launch. Surrounded by working farms and pastoral views this beautifully maintained home is just 9 years young. Boasting an open concept layout with soaring cathedral ceilings in the main living areas, a gourmet kitchen with granite counters, stainless-steel appliances, and hardwood floors throughout, you will fall in love with this idyllic rural retreat. One level living is the key to comfort and ease. Two bedrooms and a full bath on one side of the house and a gorgeous Owners suite on the other side with a generous walk-in closet and Spa like bath with stand-up shower and a soaking tub. A double vanity ensures room for all your needs. Laundry and mechanicals are just off the hallway by the owner's suite and garage access is just off the main foyer. Storage shelving in the double size garage will stay with the home and there is an additional storage shed in the back yard. The back yard is fully fenced with a pretty vinyl fence just the right size for small pets. You will also find garden beds and bird feeder poles. The rear of the house boasts a custom deck for your entertaining pleasure. Many perennials and lovely landscaping bring the front and back yards to life and attracts birds and pollinators alike. It's a short walk down to the local Boat ramp and the river for your summer activities. Come and see how this beautiful turnkey home can be yours!

Welcome to Pine Cove. A small peaceful enclave of homes that sits oh so close to the Chester River and the Deep Landing Boat Launch. Surrounded by working farms and pastoral views this beautifully maintained home is just 9 years young. Boasting an open concept layout with soaring cathedral ceilings in the main living areas, a gourmet kitchen with granite counters, stainless-steel appliances, and hardwood floors throughout, you will fall in love with this idyllic rural retreat. One level living is the key to comfort and ease. Two bedrooms and a full bath on one side of the house and a gorgeous Owners suite on the other side with a generous walk-in closet and Spa like bath with stand-up shower and a soaking tub. A double vanity ensures room for all your needs. Laundry and mechanicals are just off the hallway by the owner's suite and garage access is just off the main foyer. Storage shelving in the double size garage will stay with the home and there is an additional storage shed in the back yard. The back yard is fully fenced with a pretty vinyl fence just the right size for small pets. You will also find garden beds and bird feeder poles. The rear of the house boasts a custom deck for your entertaining pleasure. Many perennials and lovely landscaping bring the front and back yards to life and attracts birds and pollinators alike. It's a short walk down to the local Boat ramp and the river for your summer activities. Come and see how this beautiful turnkey home can be yours!

720 Deep Landing Rd, Chestertown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Move-in ready single-family home in Centreville! This well-maintained 3-bedroom home features an open-concept layout with spacious living and dining areas, creating a bright and welcoming atmosphere perfect for everyday living and entertaining. The home offers a newer HVAC system installed in 2024, providing comfort and efficiency year-round. Enjoy outdoor living in the fully fenced backyard with a back patio, ideal for relaxing, entertaining, or pets. The basement offers additional storage and potential for extra living space, giving buyers flexibility to customize. Conveniently located near shopping, dining, parks, and commuter routes, this home combines comfort, functionality, and location.

Move-in ready single-family home in Centreville! This well-maintained 3-bedroom home features an open-concept layout with spacious living and dining areas, creating a bright and welcoming atmosphere perfect for everyday living and entertaining. The home offers a newer HVAC system installed in 2024, providing comfort and efficiency year-round. Enjoy outdoor living in the fully fenced backyard with a back patio, ideal for relaxing, entertaining, or pets. The basement offers additional storage and potential for extra living space, giving buyers flexibility to customize. Conveniently located near shopping, dining, parks, and commuter routes, this home combines comfort, functionality, and location.

110 Holton St, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Bayside Realty.