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Charming American Foursquare on a half-acre corner lot, just one block from the Chester River on the Queen Anne's County side of Historic Chestertown. The home features a welcoming front porch, 3 bedrooms, 2 full baths, an office on the main level, hardwood floors, and many original details. Recent updates include a new upstairs bathroom, new electric panel, and a 2-year-old roof. The walk-up attic and large shed/garage provide ample storage. Walk over the bridge to downtown and the Farmer's Market. Would make a great primary or second home.

221 Old Bridge Rd, Chestertown

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

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

Welcome to this adorable cottage on a quarter acre lot that was completely renovated inside and out last year! TURN KEY AND A MUST-SEE! 2 bedroom, 2 full baths, PLUS DEN/ office that can be used as a 3rd bedroom; currently fits a queen size bed! (den has a closet but no window to call it a bedroom). This beautiful home features: open floor plan/ modern updates/ spacious kitchen with granite countertops/ family room off of the kitchen that leads to the large laundry room and mudroom/ natural light throughout/ primary bedroom with full ensuite bath and walk-in closet/ storage space/ inviting front porch/ driveway/ spacious yard.. and so much more! Entire home was fully renovated just last year! Updates include: roof, hvac, windows, electrical, plumbing, appliances, kitchen, bathrooms, floors, porches; a re-design of the layout to offer an open floor plan...everything is less than a year old! Great location, only minutes from dining, shopping, outlets, golfing, and easy access to the Bay Bridge. Schedule your showing today!

2 Beds ⋅ 2 Baths

Welcome to this adorable cottage on a quarter acre lot that was completely renovated inside and out last year! TURN KEY AND A MUST-SEE! 2 bedroom, 2 full baths, PLUS DEN/ office that can be used as a 3rd bedroom; currently fits a queen size bed! (den has a closet but no window to call it a bedroom). This beautiful home features: open floor plan/ modern updates/ spacious kitchen with granite countertops/ family room off of the kitchen that leads to the large laundry room and mudroom/ natural light throughout/ primary bedroom with full ensuite bath and walk-in closet/ storage space/ inviting front porch/ driveway/ spacious yard.. and so much more! Entire home was fully renovated just last year! Updates include: roof, hvac, windows, electrical, plumbing, appliances, kitchen, bathrooms, floors, porches; a re-design of the layout to offer an open floor plan...everything is less than a year old! Great location, only minutes from dining, shopping, outlets, golfing, and easy access to the Bay Bridge. Schedule your showing today!

108 Wall St, Queenstown

Listing courtesy of The KW Collective. Contact:

Selling Office: Redfin Corp.

Welcome to 213 Elm Street in Centreville. Be Sure to Click the Virtual Tour!! This property has been meticulously cared for by the current owners, and it shows! The property sits on .23 acres. Pride of ownership shines through in this gem of a home. This property gives you plenty of space both inside and out. You will be welcomed home every day by your screened in, front porch and its classic brick floor. There is hardwood flooring throughout the first and second floor. The living room includes a wood burning fireplace that was serviced and repaired in 2024 and has worked beautifully since. The property backs up to a nice, wooded area with plenty of peace and quiet. Enjoy tons of natural light in the spacious kitchen where granite countertops are partnered with a modern backsplash, Refrigerator, built-in microwave and stove. This home has three spacious bedrooms, 1 full and recently updated bathroom and an additional half-bathroom upstairs. The second floor could serve as a spacious owner’s suite with its very own sitting room, walk-in closet, updated half-bath and bedroom. The sitting area upstairs comes with custom-made built-in shelving. The unfinished lower level provides you with even more space for storage or it can be your very own blank canvas to finish and increase your living space. The laundry area is on the main floor, and the washer and dryer will stay with the home. The roof was replaced in 2020. The deck was updated and stained in 2025. The storage shed stays with the property, which has even more space. High Speed Talkie internet is available. It is in the town of Centreville, and it is minutes away from local shops. This is an Amazing Home! It is turn-key and ready to Welcome its New Owners.

Welcome to 213 Elm Street in Centreville. Be Sure to Click the Virtual Tour!! This property has been meticulously cared for by the current owners, and it shows! The property sits on .23 acres. Pride of ownership shines through in this gem of a home. This property gives you plenty of space both inside and out. You will be welcomed home every day by your screened in, front porch and its classic brick floor. There is hardwood flooring throughout the first and second floor. The living room includes a wood burning fireplace that was serviced and repaired in 2024 and has worked beautifully since. The property backs up to a nice, wooded area with plenty of peace and quiet. Enjoy tons of natural light in the spacious kitchen where granite countertops are partnered with a modern backsplash, Refrigerator, built-in microwave and stove. This home has three spacious bedrooms, 1 full and recently updated bathroom and an additional half-bathroom upstairs. The second floor could serve as a spacious owner’s suite with its very own sitting room, walk-in closet, updated half-bath and bedroom. The sitting area upstairs comes with custom-made built-in shelving. The unfinished lower level provides you with even more space for storage or it can be your very own blank canvas to finish and increase your living space. The laundry area is on the main floor, and the washer and dryer will stay with the home. The roof was replaced in 2020. The deck was updated and stained in 2025. The storage shed stays with the property, which has even more space. High Speed Talkie internet is available. It is in the town of Centreville, and it is minutes away from local shops. This is an Amazing Home! It is turn-key and ready to Welcome its New Owners.

213 Elm St, Centreville

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

Selling Office: Chesapeake Real Estate Associates, LLC.

Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!!

2 Beds ⋅ 2 Baths

Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!!

2008 Bridgepointe Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

Beautifully Updated Townhome-Style Condo in Creekside Commons — Water Access Nearby! Move-in ready and full of upgrades, this 2-bedroom, 3-bath townhome-style condo in Stevensville’s sought-after Creekside Commons community combines modern living with Chesapeake Bay convenience. Just one mile from the public boat launch, it’s perfect for buyers who want both comfort and water access. Inside, you’ll find a bright, open layout with durable LVP flooring and a fully renovated kitchen with quartz countertops. Upstairs, each spacious bedroom features its own en-suite bath, complete with brand-new vanities and updated tile flooring. Step outside to enjoy a private deck and custom-built paver patio overlooking a community grass area, ideal for entertaining. The home’s exterior also showcases a new ProVia custom entry door and low-maintenance landscaping, including a perennial pollinator garden and blooming Crepe Myrtle for year-round curb appeal. With the privacy of a townhouse, the ease of condo ownership, and a price well below the $550,000 average Kent Island home, this property is a rare find. Located minutes from Route 50 and walkable to local shops, restaurants, and trails, it offers the perfect blend of lifestyle, location, and value for anyone looking to enjoy the best of Eastern Shore living.

2 Beds ⋅ 3 Baths

Beautifully Updated Townhome-Style Condo in Creekside Commons — Water Access Nearby! Move-in ready and full of upgrades, this 2-bedroom, 3-bath townhome-style condo in Stevensville’s sought-after Creekside Commons community combines modern living with Chesapeake Bay convenience. Just one mile from the public boat launch, it’s perfect for buyers who want both comfort and water access. Inside, you’ll find a bright, open layout with durable LVP flooring and a fully renovated kitchen with quartz countertops. Upstairs, each spacious bedroom features its own en-suite bath, complete with brand-new vanities and updated tile flooring. Step outside to enjoy a private deck and custom-built paver patio overlooking a community grass area, ideal for entertaining. The home’s exterior also showcases a new ProVia custom entry door and low-maintenance landscaping, including a perennial pollinator garden and blooming Crepe Myrtle for year-round curb appeal. With the privacy of a townhouse, the ease of condo ownership, and a price well below the $550,000 average Kent Island home, this property is a rare find. Located minutes from Route 50 and walkable to local shops, restaurants, and trails, it offers the perfect blend of lifestyle, location, and value for anyone looking to enjoy the best of Eastern Shore living.

116 Creekside Commons Ct, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

This property features a 3-bedroom, 1-full-bathroom home with a detached 3-car garage and sits on 2.08 acres. The primary bedroom opens out to a new covered deck. The seller has completed several updates including a new roof, encapsulated crawlspace, updated back deck, regraded and add new stone to the driveway, and installed a new HVAC system. The property also features a 50-amp camper hookup. This property is zoned village center zoned. Conveniently located, it is in close proximity to Chestertown and Route 301, with easy access to Middletown and Annapolis.

$354,900

This property features a 3-bedroom, 1-full-bathroom home with a detached 3-car garage and sits on 2.08 acres. The primary bedroom opens out to a new covered deck. The seller has completed several updates including a new roof, encapsulated crawlspace, updated back deck, regraded and add new stone to the driveway, and installed a new HVAC system. The property also features a 50-amp camper hookup. This property is zoned village center zoned. Conveniently located, it is in close proximity to Chestertown and Route 301, with easy access to Middletown and Annapolis.

2010 Mcginnes Rd, Chestertown

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

Selling Office: RE/MAX Components.

$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.

Adorable is the perfect word to describe this beautifully maintained townhome! Freshly painted and featuring a new roof and skylights (2025), this inviting home offers over 1,600 square feet of comfortable living space with three bedrooms, two full baths, and one-half bath. The main level showcases vaulted ceilings with skylights that fill the home with natural light, creating a bright and airy atmosphere. The open-air plan seamlessly connects the spacious living room and dining area, with room to comfortably accommodate four to six guests, making it ideal for both everyday living and entertaining. Step outside to the private porch overlooking a picturesque pond, where you can relax and enjoy the peaceful sound of the fountain. The main-level primary suite offers a walk-in closet, walk-in shower, and private access to the porch—your own tranquil retreat. The bright, open kitchen features abundant windows and space for a cozy breakfast table, creating the perfect spot to enjoy your morning coffee while taking in the views. Additional highlights include a one-car garage, convenient storage space off the porch, and low HOA fees compared to most communities. Ideally located just minutes from shopping, restaurants, churches, the Bay Bridge, and everyday conveniences, this charming townhome offers the perfect combination of comfort, style, and convenience. Don't miss the opportunity to make this wonderful home your own!

3 Beds ⋅ 3 Baths

Adorable is the perfect word to describe this beautifully maintained townhome! Freshly painted and featuring a new roof and skylights (2025), this inviting home offers over 1,600 square feet of comfortable living space with three bedrooms, two full baths, and one-half bath. The main level showcases vaulted ceilings with skylights that fill the home with natural light, creating a bright and airy atmosphere. The open-air plan seamlessly connects the spacious living room and dining area, with room to comfortably accommodate four to six guests, making it ideal for both everyday living and entertaining. Step outside to the private porch overlooking a picturesque pond, where you can relax and enjoy the peaceful sound of the fountain. The main-level primary suite offers a walk-in closet, walk-in shower, and private access to the porch—your own tranquil retreat. The bright, open kitchen features abundant windows and space for a cozy breakfast table, creating the perfect spot to enjoy your morning coffee while taking in the views. Additional highlights include a one-car garage, convenient storage space off the porch, and low HOA fees compared to most communities. Ideally located just minutes from shopping, restaurants, churches, the Bay Bridge, and everyday conveniences, this charming townhome offers the perfect combination of comfort, style, and convenience. Don't miss the opportunity to make this wonderful home your own!

7013 Bridgepointe Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

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

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

112 Walnut St, Centreville

Listing courtesy of Maryland's Property Team. Contact:

Nestled in a peaceful wooded setting, this charming 2-bedroom, 1-bath rancher offers comfort, character, and thoughtful updates throughout. The home features attractive cedar siding, warm hardwood floors, and an inviting open kitchen equipped with stainless steel appliances and Corian countertops—perfect for everyday living and entertaining alike. Unwind by the cozy gas fireplace or enjoy the spa-like large tiled shower. Recent upgrades provide peace of mind, including a new roof (2023), gutter leaf guards, a brand-new HVAC system installed in 2025 and a encapsulated craw space. Outside, you’ll find a convenient 2-car carport, two additional storage sheds, and a serene backyard where deer are frequent visitors. Located just footsteps from the local park, close to Rt301 and only a few miles outside the town of Centreville, this home offers the ideal blend of privacy, nature, and accessibility. A rare opportunity to enjoy quiet country living with modern comforts—don’t miss it.

2 Beds ⋅ 1 Baths

Nestled in a peaceful wooded setting, this charming 2-bedroom, 1-bath rancher offers comfort, character, and thoughtful updates throughout. The home features attractive cedar siding, warm hardwood floors, and an inviting open kitchen equipped with stainless steel appliances and Corian countertops—perfect for everyday living and entertaining alike. Unwind by the cozy gas fireplace or enjoy the spa-like large tiled shower. Recent upgrades provide peace of mind, including a new roof (2023), gutter leaf guards, a brand-new HVAC system installed in 2025 and a encapsulated craw space. Outside, you’ll find a convenient 2-car carport, two additional storage sheds, and a serene backyard where deer are frequent visitors. Located just footsteps from the local park, close to Rt301 and only a few miles outside the town of Centreville, this home offers the ideal blend of privacy, nature, and accessibility. A rare opportunity to enjoy quiet country living with modern comforts—don’t miss it.

241 White Marsh Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: RE/MAX Executive.

MAJOR REDUCTION! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, hardwood flooring throughout, a modern kitchen with ample cabinetry, center island, extra counter spaces and stainless appliances. Relax in the spacious and cozy extra family room with fireplace, hearth and convenient built-ins. The adjacent spare room is the perfect spot for a home office or gym and the home is equipped with a separate convenient laundry/mudroom. Plenty of parking for family and guests in the 5 car driveway. Harbor View offers easy access to great area amenities, recreation, waterfront dining and more.

4 Beds ⋅ 2 Baths

MAJOR REDUCTION! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, hardwood flooring throughout, a modern kitchen with ample cabinetry, center island, extra counter spaces and stainless appliances. Relax in the spacious and cozy extra family room with fireplace, hearth and convenient built-ins. The adjacent spare room is the perfect spot for a home office or gym and the home is equipped with a separate convenient laundry/mudroom. Plenty of parking for family and guests in the 5 car driveway. Harbor View offers easy access to great area amenities, recreation, waterfront dining and more.

1839 Harbor Dr, Chester

Listing courtesy of Taylor Properties. Contact:

Selling Office: Realty Navigator.

$349,900

Discover the charm of this beautiful LIKE NEW cottage, set to impress with its thoughtful design, modern upgrades and convenient location. This home has undergone a complete renovation, including a redesigned floor plan. Everything in the property is brand new, with no expense spared. The updates include -New roof, windows, siding, gutters, insulation, electric, plumbing, HVAC and the list goes on and on!! This two-bedroom, two-bath home features an open floor plan with a spacious kitchen equipped with SS appliances, granite countertops and a connecting dining area that flows seamlessly into the cozy living room. The primary bedroom boasts a full ensuite bath and a walk-in closet. The layout also includes a versatile office and/or playroom, a large laundry/mudroom, and generous storage space provided by an attic and a partial basement. And, the inviting porch is the perfect spot for enjoying morning coffee or evening relaxation. The location is excellent, situated just minutes from shopping, dining, golfing, waterfront dining options, the Kent Island walking trail, and easy access to the Bay Bridge. Embrace the opportunity to make this cottage your own and enjoy a lifestyle of comfort and convenience. Don't miss out on this gem!

2 Beds ⋅ 2 Baths

Discover the charm of this beautiful LIKE NEW cottage, set to impress with its thoughtful design, modern upgrades and convenient location. This home has undergone a complete renovation, including a redesigned floor plan. Everything in the property is brand new, with no expense spared. The updates include -New roof, windows, siding, gutters, insulation, electric, plumbing, HVAC and the list goes on and on!! This two-bedroom, two-bath home features an open floor plan with a spacious kitchen equipped with SS appliances, granite countertops and a connecting dining area that flows seamlessly into the cozy living room. The primary bedroom boasts a full ensuite bath and a walk-in closet. The layout also includes a versatile office and/or playroom, a large laundry/mudroom, and generous storage space provided by an attic and a partial basement. And, the inviting porch is the perfect spot for enjoying morning coffee or evening relaxation. The location is excellent, situated just minutes from shopping, dining, golfing, waterfront dining options, the Kent Island walking trail, and easy access to the Bay Bridge. Embrace the opportunity to make this cottage your own and enjoy a lifestyle of comfort and convenience. Don't miss out on this gem!

108 Wall St, Queenstown

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: The KW Collective.

$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:

Selling Office: RE/MAX Executive.

$349,500

This beautifully updated and move-in ready home has been well-maintained and features extensive recent improvements both inside and out. The primary en suite bathroom was completely renovated in May 2025, showcasing a walk-in shower and an impressive Toto Washlet toilet. The kitchen has received several upgrades, including new flooring (2022), freshly painted cabinets with updated hardware (2023), a stylish tile backsplash (2023), and a new faucet (2022). Additional enhancements consist of a freestanding utility tub (2022), a new hall bath vanity and lighting (2022), and a cozy gas fireplace insert (2023). Interior improvements feature oak hardwood flooring in the primary bedroom (2022), whole-house painting (2023), new lighting throughout (2022), and all-new interior and exterior doors (2022). For added peace of mind, several mechanical and structural updates have been made, including a new heat pump (2022), a Rinnai tankless hot water heater (2023), sewer line replacement (2023), and a connection to the Barclay Sewer System (2024). The exterior boasts a newer metal roof, fresh exterior paint, a privacy fence, gutter protection with Gutter Helmet and Louvre Leaf Guard, a resealed blacktop driveway, and a bright sunroom addition featuring Andersen sliding glass doors. Utilities include Delmarva Power and Breezeline internet and TV services. This home combines modern comfort with thoughtful upgrades, offering a turnkey opportunity in Barclay.

This beautifully updated and move-in ready home has been well-maintained and features extensive recent improvements both inside and out. The primary en suite bathroom was completely renovated in May 2025, showcasing a walk-in shower and an impressive Toto Washlet toilet. The kitchen has received several upgrades, including new flooring (2022), freshly painted cabinets with updated hardware (2023), a stylish tile backsplash (2023), and a new faucet (2022). Additional enhancements consist of a freestanding utility tub (2022), a new hall bath vanity and lighting (2022), and a cozy gas fireplace insert (2023). Interior improvements feature oak hardwood flooring in the primary bedroom (2022), whole-house painting (2023), new lighting throughout (2022), and all-new interior and exterior doors (2022). For added peace of mind, several mechanical and structural updates have been made, including a new heat pump (2022), a Rinnai tankless hot water heater (2023), sewer line replacement (2023), and a connection to the Barclay Sewer System (2024). The exterior boasts a newer metal roof, fresh exterior paint, a privacy fence, gutter protection with Gutter Helmet and Louvre Leaf Guard, a resealed blacktop driveway, and a bright sunroom addition featuring Andersen sliding glass doors. Utilities include Delmarva Power and Breezeline internet and TV services. This home combines modern comfort with thoughtful upgrades, offering a turnkey opportunity in Barclay.

1631 Barclay Rd, Barclay

Listing courtesy of CR Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$349,000

Welcome to easy, one-level living in a location that truly gives you the best of both worlds! Just minutes from the charm and downtown, walkable, waterfront lifestyle of Chestertown, yet tucked within the highly sought-after Queen Anne’s County School District, this beautifully updated 3-bedroom, 2-bath home is ready to impress. Step inside to find a spacious, open feel highlighted by a massive living room—perfect for gathering, relaxing, and entertaining. The heart of the home is the stunning, renovated kitchen, offering plenty of space to cook, host, and make everyday living feel a little more special. Both bathrooms have been tastefully updated, giving the home a fresh, modern feel throughout. Enjoy the ease of all one-level living, along with a screened-in porch that’s perfect for morning coffee, evening unwinding, or hosting friends without the bugs. Outside, you’ll love the great yard—ideal for play, pets, or simply enjoying the peaceful setting. Need extra space? The large detached 2-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop setup. This water-oriented community offers private access to the Chester River just a couple of blocks away—perfect for kayaking, fishing, or soaking in those Eastern Shore sunsets. There’s also a voluntary property owners association at just $30/year if you’d like to participate. If you’ve been looking for space, updates, and that relaxed Eastern Shore lifestyle—all in a convenient location—this one checks all the boxes!

Welcome to easy, one-level living in a location that truly gives you the best of both worlds! Just minutes from the charm and downtown, walkable, waterfront lifestyle of Chestertown, yet tucked within the highly sought-after Queen Anne’s County School District, this beautifully updated 3-bedroom, 2-bath home is ready to impress. Step inside to find a spacious, open feel highlighted by a massive living room—perfect for gathering, relaxing, and entertaining. The heart of the home is the stunning, renovated kitchen, offering plenty of space to cook, host, and make everyday living feel a little more special. Both bathrooms have been tastefully updated, giving the home a fresh, modern feel throughout. Enjoy the ease of all one-level living, along with a screened-in porch that’s perfect for morning coffee, evening unwinding, or hosting friends without the bugs. Outside, you’ll love the great yard—ideal for play, pets, or simply enjoying the peaceful setting. Need extra space? The large detached 2-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop setup. This water-oriented community offers private access to the Chester River just a couple of blocks away—perfect for kayaking, fishing, or soaking in those Eastern Shore sunsets. There’s also a voluntary property owners association at just $30/year if you’d like to participate. If you’ve been looking for space, updates, and that relaxed Eastern Shore lifestyle—all in a convenient location—this one checks all the boxes!

123 Heath Rd, Chestertown

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

Selling Office: Chesapeake Real Estate Associates, LLC.

$349,000

Welcome to your storybook cottage in Bay City, Stevensville—just steps from the shimmering waters of the Chesapeake. This isn’t just a house; it’s a lifestyle. Imagine morning coffee on the inviting, breezy front porch, evening strolls by the pier, and sunsets that look like they belong on a postcard. Bay City is one of Kent Island’s most sought-after neighborhoods for a reason. Enjoy two waterfront parks—one with a brand-new playground within walking distance, and the other offering a sandy beach, boat ramp, picnic pavilion, kayak racks, and a pier perfect for launching small craft or simply soaking in the views. Shopping, dining, and outdoor recreation are just minutes away, and with Routes 50/301 nearby, the Bay Bridge commute is a breeze. This 3-bedroom gem has been refreshed top to bottom with approximately $50,000 in recent upgrades, including: A dream kitchen with quartz counters, a farmhouse sink, custom cabinetry, and an oversized LG refrigerator. A spa-inspired renovated bath featuring ocean-blue tile, marble floors, and all-new fixtures Fresh flooring and paint, plus a welcoming front porch. The 3rd bedroom is currently used as awalk-in closet, for some that may be the best use. Still leaves you with 2 good-size bedrooms, on opposite sides ofnthe house. Natural light fills the versatile floor plan. Want more? The front porch could potentially be converted into additional living space, or you could add a rear deck overlooking the spacious backyard (buyer to verify any desired improvements with the county). Set on nearly one-third of an acre, the property features majestic, approximately 200-year-old trees at the front and ample open space at the back—ideal for a future garage, garden, or private retreat. A long driveway accommodates multiple vehicles and may also accommodate an RV. The home also offers a durable metal roof and a fully finished attic. *Seller and agent make no warranties, expressed or implied, as to the condition or structural integrity of the shed.* Why wait? This Bay City cottage blends timeless charm with thoughtful updates in a water-privileged community where the sunsets will stop you in your tracks. Schedule your private showing today and start your Chesapeake chapter.

Welcome to your storybook cottage in Bay City, Stevensville—just steps from the shimmering waters of the Chesapeake. This isn’t just a house; it’s a lifestyle. Imagine morning coffee on the inviting, breezy front porch, evening strolls by the pier, and sunsets that look like they belong on a postcard. Bay City is one of Kent Island’s most sought-after neighborhoods for a reason. Enjoy two waterfront parks—one with a brand-new playground within walking distance, and the other offering a sandy beach, boat ramp, picnic pavilion, kayak racks, and a pier perfect for launching small craft or simply soaking in the views. Shopping, dining, and outdoor recreation are just minutes away, and with Routes 50/301 nearby, the Bay Bridge commute is a breeze. This 3-bedroom gem has been refreshed top to bottom with approximately $50,000 in recent upgrades, including: A dream kitchen with quartz counters, a farmhouse sink, custom cabinetry, and an oversized LG refrigerator. A spa-inspired renovated bath featuring ocean-blue tile, marble floors, and all-new fixtures Fresh flooring and paint, plus a welcoming front porch. The 3rd bedroom is currently used as awalk-in closet, for some that may be the best use. Still leaves you with 2 good-size bedrooms, on opposite sides ofnthe house. Natural light fills the versatile floor plan. Want more? The front porch could potentially be converted into additional living space, or you could add a rear deck overlooking the spacious backyard (buyer to verify any desired improvements with the county). Set on nearly one-third of an acre, the property features majestic, approximately 200-year-old trees at the front and ample open space at the back—ideal for a future garage, garden, or private retreat. A long driveway accommodates multiple vehicles and may also accommodate an RV. The home also offers a durable metal roof and a fully finished attic. *Seller and agent make no warranties, expressed or implied, as to the condition or structural integrity of the shed.* Why wait? This Bay City cottage blends timeless charm with thoughtful updates in a water-privileged community where the sunsets will stop you in your tracks. Schedule your private showing today and start your Chesapeake chapter.

410 Stafford Rd, Stevensville

Listing courtesy of Realty Navigator. Contact:

Selling Office: Rosendale Realty.

Welcome to 1609 Crab Alley Drive, a charming three-bedroom, one-and-a-half-bath rancher offering comfortable one-level living and lovely water views. Inside, hardwood flooring adds warmth and character, while the oversized picture window fills the front living room with natural light. The spacious backyard is made for summertime enjoyment, featuring an above-ground pool with plenty of additional room for entertaining, gardening, pets, or play. A large detached two-car garage provides exceptional space for vehicles, storage, hobbies, or a workshop. With its classic curb appeal, generous outdoor space, and convenient Chester location, this inviting home is ready for its next chapter.

Welcome to 1609 Crab Alley Drive, a charming three-bedroom, one-and-a-half-bath rancher offering comfortable one-level living and lovely water views. Inside, hardwood flooring adds warmth and character, while the oversized picture window fills the front living room with natural light. The spacious backyard is made for summertime enjoyment, featuring an above-ground pool with plenty of additional room for entertaining, gardening, pets, or play. A large detached two-car garage provides exceptional space for vehicles, storage, hobbies, or a workshop. With its classic curb appeal, generous outdoor space, and convenient Chester location, this inviting home is ready for its next chapter.

1609 Crab Alley Dr, Chester

Listing courtesy of Paul Wesley Real Estate. Contact:

Selling Office: Non Subscribing Office.

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

317 Virginia Rd, Stevensville

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

Welcome home to this charming 3-bedroom, 1-bath rancher nestled in the heart of Centreville! This cozy home offers an inviting open-concept living and dining area, an eat-in kitchen with updated appliances, and comfortable carpeted bedrooms. Enjoy relaxing on the perfect front porch or entertaining in the spacious, private backyard, complete with a new vinyl privacy fence. Additional updates include a new HVAC system installed in 2022, providing peace of mind for years to come. Conveniently located near schools, shopping, restaurants, and everyday amenities, this home combines comfort, convenience, and charm. Don't miss your opportunity to make this adorable rancher your new home! Interior pictures will be available on 6/4/26

Welcome home to this charming 3-bedroom, 1-bath rancher nestled in the heart of Centreville! This cozy home offers an inviting open-concept living and dining area, an eat-in kitchen with updated appliances, and comfortable carpeted bedrooms. Enjoy relaxing on the perfect front porch or entertaining in the spacious, private backyard, complete with a new vinyl privacy fence. Additional updates include a new HVAC system installed in 2022, providing peace of mind for years to come. Conveniently located near schools, shopping, restaurants, and everyday amenities, this home combines comfort, convenience, and charm. Don't miss your opportunity to make this adorable rancher your new home! Interior pictures will be available on 6/4/26

458 Railroad Ave, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

PRICE REDUCTION!!! This charming and updated 3 Bedroom 1 Full bath rancher features LVP throughout. New sidewalk and front and rear steps/railing. Vinyl privacy fence surrounds back yard with patio area. Move in ready. New siding and cooktop and 3 year old washer and Dryer. Walking distance to downtown Centreville which offers dining and shopping and Acme Supermarket close by.

PRICE REDUCTION!!! This charming and updated 3 Bedroom 1 Full bath rancher features LVP throughout. New sidewalk and front and rear steps/railing. Vinyl privacy fence surrounds back yard with patio area. Move in ready. New siding and cooktop and 3 year old washer and Dryer. Walking distance to downtown Centreville which offers dining and shopping and Acme Supermarket close by.

127 Price St, Centreville

Listing courtesy of Douglas Realty LLC. Contact:

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

$342,500

Don't miss a 2nd chance to tour 208 Elm Street, a warm and inviting ranch-style home tucked into the friendly Centreville Heights neighborhood. Set on a lovely .37-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, character, and easy everyday living. Step inside and feel instantly at home in the sun-filled living room, where natural light and a welcoming layout set the tone. Just beyond, a spacious family room invites you to relax and unwind, featuring a cozy pellet stove that’s perfect for crisp evenings at home complete. A dining area flows effortlessly into the country kitchen, where a timeless gas cooking range make cooking a pleasure. A convenient mudroom with laundry adds thoughtful functionality to the space. Three bedrooms and two full baths provide flexibility for family, guests, or a home office. Recent updates include fresh interior paint, luxury vinyl flooring (with original hardwood beneath), a newer refrigerator (2022), and peace-of-mind upgrades such as newer windows and a roof—both replaced within the last 10 years. Central air conditioning and efficient propane heat ensure year-round comfort. Outside, the welcoming front porch is the perfect spot to enjoy morning coffee or quiet evenings. The large unfinished basement offers endless possibilities for storage, a workshop, or future living space, while the backyard shed provides room for tools and outdoor essentials. Ideally located just minutes from Historic Centreville, the Centreville Wharf & Public Landing, local parks, and restaurants—and only about 25 minutes to the Bay Bridge—this home offers small-town charm with convenient access. Offered at $360,000, 208 Elm Street is a wonderful opportunity for first-time buyers or those looking to downsize without giving up space or comfort. Full of warmth, character, and potential, this sweet home is ready to welcome its next chapter. Schedule your showing today and come see why it feels just right.

Don't miss a 2nd chance to tour 208 Elm Street, a warm and inviting ranch-style home tucked into the friendly Centreville Heights neighborhood. Set on a lovely .37-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, character, and easy everyday living. Step inside and feel instantly at home in the sun-filled living room, where natural light and a welcoming layout set the tone. Just beyond, a spacious family room invites you to relax and unwind, featuring a cozy pellet stove that’s perfect for crisp evenings at home complete. A dining area flows effortlessly into the country kitchen, where a timeless gas cooking range make cooking a pleasure. A convenient mudroom with laundry adds thoughtful functionality to the space. Three bedrooms and two full baths provide flexibility for family, guests, or a home office. Recent updates include fresh interior paint, luxury vinyl flooring (with original hardwood beneath), a newer refrigerator (2022), and peace-of-mind upgrades such as newer windows and a roof—both replaced within the last 10 years. Central air conditioning and efficient propane heat ensure year-round comfort. Outside, the welcoming front porch is the perfect spot to enjoy morning coffee or quiet evenings. The large unfinished basement offers endless possibilities for storage, a workshop, or future living space, while the backyard shed provides room for tools and outdoor essentials. Ideally located just minutes from Historic Centreville, the Centreville Wharf & Public Landing, local parks, and restaurants—and only about 25 minutes to the Bay Bridge—this home offers small-town charm with convenient access. Offered at $360,000, 208 Elm Street is a wonderful opportunity for first-time buyers or those looking to downsize without giving up space or comfort. Full of warmth, character, and potential, this sweet home is ready to welcome its next chapter. Schedule your showing today and come see why it feels just right.

208 Elm St, Centreville

Listing courtesy of Compass. Contact:

Selling Office: Benson & Mangold, LLC.

$339,900

Open House Saturday May 30th 11am -1pm — Stop In and Take a Tour! New Price Alert!! Experience the simple pleasures of one-level living in this stylish rancher on a spacious 1/2 acre corner lot. Built just four years ago!! From morning coffee on the front porch to sunset boat rides on the Chester River (just a couple blocks away!), this home is designed for comfort and convenience. Step inside and you will see the well-designed open floor layout with beautiful LVP flooring, a sleek white kitchen boasting SS appliancNew Price Alert!!!es and granite countertops, a spacious living room and an adjoining dining area adorned with tons of natural light. The sleeping zone features a primary bedroom with an ensuite bathroom. there's also two additional bedrooms with a shared full bathroom and a separate laundry room. You’ll love the designer lighting, sun-drenched rooms, and the privacy of a fenced backyard. Within close proximity to shopping, dining and the delights of downtown Chestertown... Easy access to Route 301...20 minutes to Delaware...30 minutes to Bay Bridge...Why wait to build when you can own this nearly new and perfectly priced home?? Some images have been virtually staged and digitally enhanced.

Open House Saturday May 30th 11am -1pm — Stop In and Take a Tour! New Price Alert!! Experience the simple pleasures of one-level living in this stylish rancher on a spacious 1/2 acre corner lot. Built just four years ago!! From morning coffee on the front porch to sunset boat rides on the Chester River (just a couple blocks away!), this home is designed for comfort and convenience. Step inside and you will see the well-designed open floor layout with beautiful LVP flooring, a sleek white kitchen boasting SS appliancNew Price Alert!!!es and granite countertops, a spacious living room and an adjoining dining area adorned with tons of natural light. The sleeping zone features a primary bedroom with an ensuite bathroom. there's also two additional bedrooms with a shared full bathroom and a separate laundry room. You’ll love the designer lighting, sun-drenched rooms, and the privacy of a fenced backyard. Within close proximity to shopping, dining and the delights of downtown Chestertown... Easy access to Route 301...20 minutes to Delaware...30 minutes to Bay Bridge...Why wait to build when you can own this nearly new and perfectly priced home?? Some images have been virtually staged and digitally enhanced.

102 Pine St, Crumpton

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$339,900

Backn on Market through no fault of Seller. Move in Ready Rancher with fenced back yard backing to wooded area. Back yard has a large storage shed and stone patio with fire pit off the deck. This 3 bedroom 2 bath home is a Best Value on the Eatern Shore. Freshly painted, LVP flooring throughout and light filled rooms. Located in Grasonville across the sreet from the Senior Center, minitues to Bay Bridge, Chesapeake Environmental Center( see the wildlife of the Eastern Shore ,rent a kayak) and close to the outlets. You missed it once, Schedule a tour before it's gone.

Backn on Market through no fault of Seller. Move in Ready Rancher with fenced back yard backing to wooded area. Back yard has a large storage shed and stone patio with fire pit off the deck. This 3 bedroom 2 bath home is a Best Value on the Eatern Shore. Freshly painted, LVP flooring throughout and light filled rooms. Located in Grasonville across the sreet from the Senior Center, minitues to Bay Bridge, Chesapeake Environmental Center( see the wildlife of the Eastern Shore ,rent a kayak) and close to the outlets. You missed it once, Schedule a tour before it's gone.

105 Gravel Run Rd, Grasonville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Rosendale Realty.

$339,900

Settlement possible for the Holidays & New Year! Enjoy low-maintenance living in the desirable waterfront community of Queen’s Landing, offering scenic views and direct access to the Chester River via Northeast Bay. This beautifully updated home features expansive pond and fountain views the moment you walk in, along with a brand new kitchen showcasing shaker-style cabinetry, quartz countertops, and stainless steel appliances. Brand new Living Room carpet. Upstairs offers two spacious en-suite bedrooms, including a primary suite with vaulted ceilings. A laundry area with brand new washer and dryer is conveniently located between the bedrooms. Light-filled interior with large windows and a screened-in porch perfect for relaxing evenings. Community amenities include a private marina, heated outdoor pool, renovated clubhouse, fitness center, tennis/pickleball courts, indoor racquetball, kayak launch/storage, and waterfront walking trails. Lawn care, snow removal, and exterior maintenance included. A boater’s dream and peaceful retreat—schedule your showing today!

2 Beds ⋅ 3 Baths

Settlement possible for the Holidays & New Year! Enjoy low-maintenance living in the desirable waterfront community of Queen’s Landing, offering scenic views and direct access to the Chester River via Northeast Bay. This beautifully updated home features expansive pond and fountain views the moment you walk in, along with a brand new kitchen showcasing shaker-style cabinetry, quartz countertops, and stainless steel appliances. Brand new Living Room carpet. Upstairs offers two spacious en-suite bedrooms, including a primary suite with vaulted ceilings. A laundry area with brand new washer and dryer is conveniently located between the bedrooms. Light-filled interior with large windows and a screened-in porch perfect for relaxing evenings. Community amenities include a private marina, heated outdoor pool, renovated clubhouse, fitness center, tennis/pickleball courts, indoor racquetball, kayak launch/storage, and waterfront walking trails. Lawn care, snow removal, and exterior maintenance included. A boater’s dream and peaceful retreat—schedule your showing today!

30 Queen Mary Ct, Chester

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Douglas Realty LLC.

$339,000

Boaters paradise! water front condo with assigned deep water slip on Thompson creek . main level living room with fire place and expansive deck with stunning sunset views . master bedroom with 2 walk in closets and deck over looking Thompson creek. kitchen features hard wood floors stainless appliances and granite counter tops

2 Beds ⋅ 3 Baths

Boaters paradise! water front condo with assigned deep water slip on Thompson creek . main level living room with fire place and expansive deck with stunning sunset views . master bedroom with 2 walk in closets and deck over looking Thompson creek. kitchen features hard wood floors stainless appliances and granite counter tops

720 Thompson Creek Rd, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Compass.

$338,000

Rare Opportunity in Queen’s Landing with Stunning Chester River Views Welcome to one of the few oversized one-bedroom condos in the highly desirable Queen’s Landing community. Immaculately maintained and thoughtfully designed, this larger-than-average unit offers gorgeous views of the Chester River and the added benefit of expanded living space rarely found in one-bedroom layouts. The larger floor plan provides an oversized patio perfect for relaxing or entertaining, along with additional storage both inside the unit and outside. Inside, the spacious layout allows for comfortable seating in the living room, a more functional kitchen with extra usable space, and a walk-in closet off the primary bedroom, making everyday living feel effortless and organized. Properties of this size in Queen’s Landing rarely come available, making this an exceptional opportunity whether you're searching for a weekend getaway, investment property, or low-maintenance year-round residence. For ease of mind, all appliances and HVAC system are less than 5 years old. Residents enjoy access to a variety of resort-style amenities including: • The Queen’s Landing Clubhouse • Outdoor pool and pickleball courts • Marina and kayak launch area • Scenic jogging and walking trails • Restaurants and waterfront dining within walking distance Located on Kent Island, this property offers the perfect blend of relaxation and convenience. Enjoy easy access to shopping, entertainment, and outdoor recreation, all just minutes from the Bay Bridge for a convenient commute to Annapolis, Baltimore, or Washington, D.C. Don’t miss this rare opportunity to own one of Queen’s Landing’s larger one-bedroom units with breathtaking water views and an easy, coastal lifestyle.

1 Beds ⋅ 1 Baths

Rare Opportunity in Queen’s Landing with Stunning Chester River Views Welcome to one of the few oversized one-bedroom condos in the highly desirable Queen’s Landing community. Immaculately maintained and thoughtfully designed, this larger-than-average unit offers gorgeous views of the Chester River and the added benefit of expanded living space rarely found in one-bedroom layouts. The larger floor plan provides an oversized patio perfect for relaxing or entertaining, along with additional storage both inside the unit and outside. Inside, the spacious layout allows for comfortable seating in the living room, a more functional kitchen with extra usable space, and a walk-in closet off the primary bedroom, making everyday living feel effortless and organized. Properties of this size in Queen’s Landing rarely come available, making this an exceptional opportunity whether you're searching for a weekend getaway, investment property, or low-maintenance year-round residence. For ease of mind, all appliances and HVAC system are less than 5 years old. Residents enjoy access to a variety of resort-style amenities including: • The Queen’s Landing Clubhouse • Outdoor pool and pickleball courts • Marina and kayak launch area • Scenic jogging and walking trails • Restaurants and waterfront dining within walking distance Located on Kent Island, this property offers the perfect blend of relaxation and convenience. Enjoy easy access to shopping, entertainment, and outdoor recreation, all just minutes from the Bay Bridge for a convenient commute to Annapolis, Baltimore, or Washington, D.C. Don’t miss this rare opportunity to own one of Queen’s Landing’s larger one-bedroom units with breathtaking water views and an easy, coastal lifestyle.

34 Queen Anne Way Unit F, Chester

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Corner House Realty.

$337,500

Motivated Seller!!! Loan is assumable for a qualified veteran. Opportunity to own a beautiful rancher on 0.46 ac in the town of Crumpton. This home was built in 2021. It has been maintained, and kept meticulously. It compares nicely to new construction. The front porch welcomes you to a well-designed open concept 3 BR, 2 full bathrooms home. Natural light illuminates the living space. There is no shortage of amenities: an updated, modern kitchen with SS appliances, under cabinet lighting, granite countertops, whole house sprinkler system. The laundry room adjoins the kitchen. This home offers plenty of room for all of your outdoor activities. It's two blocks to the boat ramp (Chester River). Easy commute to Route 301, Chestertown, Middletown, and the Bay Bridge. This is a one of a kind listing. Don't wait. Schedule your showings today!

Motivated Seller!!! Loan is assumable for a qualified veteran. Opportunity to own a beautiful rancher on 0.46 ac in the town of Crumpton. This home was built in 2021. It has been maintained, and kept meticulously. It compares nicely to new construction. The front porch welcomes you to a well-designed open concept 3 BR, 2 full bathrooms home. Natural light illuminates the living space. There is no shortage of amenities: an updated, modern kitchen with SS appliances, under cabinet lighting, granite countertops, whole house sprinkler system. The laundry room adjoins the kitchen. This home offers plenty of room for all of your outdoor activities. It's two blocks to the boat ramp (Chester River). Easy commute to Route 301, Chestertown, Middletown, and the Bay Bridge. This is a one of a kind listing. Don't wait. Schedule your showings today!

209 3rd St, Crumpton

Listing courtesy of EXP Realty, LLC. Contact:

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

$335,000

Some homes simply have a feeling you can't recreate, and this is one of them. Rich in character and timeless craftsmanship, this beautifully maintained home blends historic charm with thoughtful updates, creating a warm and inviting place you'll love coming home to. Original hardwood floors, glass doorknobs, skeleton keys, classic swinging doors, and elegant architectural details tell the story of a home built to stand the test of time, while an updated bathroom and refreshed kitchen provide the comforts of everyday living. Designed with both gathering and quiet moments in mind, the spacious layout offers generously sized rooms filled with natural light. The oversized screened porch is the perfect extension of the home, inviting you to enjoy morning coffee, evening conversations, or simply unwind while overlooking the expansive backyard with plenty of room for gardening, entertaining, pets, or play. A full unfinished basement offers abundant storage and room for future possibilities. Located in the heart of Church Hill, this is more than just a house. It's an opportunity to own a home filled with warmth, history, and character that's becoming increasingly difficult to find.

4 Beds ⋅ 2 Baths

Some homes simply have a feeling you can't recreate, and this is one of them. Rich in character and timeless craftsmanship, this beautifully maintained home blends historic charm with thoughtful updates, creating a warm and inviting place you'll love coming home to. Original hardwood floors, glass doorknobs, skeleton keys, classic swinging doors, and elegant architectural details tell the story of a home built to stand the test of time, while an updated bathroom and refreshed kitchen provide the comforts of everyday living. Designed with both gathering and quiet moments in mind, the spacious layout offers generously sized rooms filled with natural light. The oversized screened porch is the perfect extension of the home, inviting you to enjoy morning coffee, evening conversations, or simply unwind while overlooking the expansive backyard with plenty of room for gardening, entertaining, pets, or play. A full unfinished basement offers abundant storage and room for future possibilities. Located in the heart of Church Hill, this is more than just a house. It's an opportunity to own a home filled with warmth, history, and character that's becoming increasingly difficult to find.

104 Walnut St, Church Hill

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$335,000

Welcome to Bayside on Kent Island! This meticulously maintained 3-level townhome offers beautiful pond views and numerous updates throughout. Main level features an open floorplan with hardwood bamboo floors and upgraded lighting, Bright kitchen with white shaker cabinets, granite counters (2019), and updated fixtures. Upper level includes an oversized Primary Suite with a spa-like bath (2018), large walk-in closet with California Closets (2024 – $12K), and ceiling fan. Second bedroom features a large closet and is adjacent to the updated hall bath. Entry-level 3rd bedroom/office offers custom built-ins (2024) and direct access to the patio with serene pond views. Enjoy outdoor living on the Trex deck (approx. 4 years old) overlooking the water. Community amenities include a pool, clubhouse, tennis courts, and walking paths. Walk to local restaurants and the marina, with boat slips available. Close to the Cross Island Trail, parks, and beaches. Move-in ready and perfectly positioned to enjoy all that Kent Island living has to offer!

3 Beds ⋅ 3 Baths

Welcome to Bayside on Kent Island! This meticulously maintained 3-level townhome offers beautiful pond views and numerous updates throughout. Main level features an open floorplan with hardwood bamboo floors and upgraded lighting, Bright kitchen with white shaker cabinets, granite counters (2019), and updated fixtures. Upper level includes an oversized Primary Suite with a spa-like bath (2018), large walk-in closet with California Closets (2024 – $12K), and ceiling fan. Second bedroom features a large closet and is adjacent to the updated hall bath. Entry-level 3rd bedroom/office offers custom built-ins (2024) and direct access to the patio with serene pond views. Enjoy outdoor living on the Trex deck (approx. 4 years old) overlooking the water. Community amenities include a pool, clubhouse, tennis courts, and walking paths. Walk to local restaurants and the marina, with boat slips available. Close to the Cross Island Trail, parks, and beaches. Move-in ready and perfectly positioned to enjoy all that Kent Island living has to offer!

206 Ringneck Court Unit 78, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Douglas Realty LLC.

$335,000

Welcome Home to 102 Belvedere Ave! Located in the heart of the Eastern Shore in charming Centerville—where the pace is slower, the people are friendly, and the population is just right for that true small-town feel—this 1,040 sq. ft. rancher/rambler offers 3 bedrooms, 1.5 baths, and a comfortable traditional floor plan perfect for everyday living. Step inside to find a spacious living room, an eat-in kitchen/dining area, and many thoughtful updates, including: Fresh interior paint New appliances & countertops New carpet New white stacked washer/dryer Updated roof & plumbing Owned solar panels (installed in 2021) The deep crawl space (over 5 ft.) is freshly painted, with a new plastic liner and dehumidifier being installed next week for added peace of mind. Outside, enjoy a detached shed and an open yard—perfect for gardening, play, or simply relaxing under the Eastern Shore sky. From your doorstep, it’s an easy stroll to all that Centerville has to offer—schools, the local brewery, library, restaurants, shops, the historic courthouse, the new YMCA, and the Town Wharf with kayak launch, boat slips, county boat ramp, playground, picnic pavilions, and scenic walking/biking trails. The Corsica River is just minutes away, inviting you to enjoy fishing, boating, or peaceful sunsets. Well-maintained, full of updates, and move-in ready—don’t miss your chance to own a slice of Eastern Shore living!

Welcome Home to 102 Belvedere Ave! Located in the heart of the Eastern Shore in charming Centerville—where the pace is slower, the people are friendly, and the population is just right for that true small-town feel—this 1,040 sq. ft. rancher/rambler offers 3 bedrooms, 1.5 baths, and a comfortable traditional floor plan perfect for everyday living. Step inside to find a spacious living room, an eat-in kitchen/dining area, and many thoughtful updates, including: Fresh interior paint New appliances & countertops New carpet New white stacked washer/dryer Updated roof & plumbing Owned solar panels (installed in 2021) The deep crawl space (over 5 ft.) is freshly painted, with a new plastic liner and dehumidifier being installed next week for added peace of mind. Outside, enjoy a detached shed and an open yard—perfect for gardening, play, or simply relaxing under the Eastern Shore sky. From your doorstep, it’s an easy stroll to all that Centerville has to offer—schools, the local brewery, library, restaurants, shops, the historic courthouse, the new YMCA, and the Town Wharf with kayak launch, boat slips, county boat ramp, playground, picnic pavilions, and scenic walking/biking trails. The Corsica River is just minutes away, inviting you to enjoy fishing, boating, or peaceful sunsets. Well-maintained, full of updates, and move-in ready—don’t miss your chance to own a slice of Eastern Shore living!

102 Belvedere Ave, Centreville

Listing courtesy of BHHS Fox & Roach-Christiana. Contact: