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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.

$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.

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:

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.

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.

$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.

3 Beds ⋅ 3 Baths

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.

$360,000

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.

$360,000

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:

Selling Office: Benson & Mangold, LLC.

$355,000

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.

$355,000

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.

$355,000

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:

**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!

$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!

117 Rebel Rd, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Douglas Realty LLC.

$350,000

Your Island Getaway Is Waiting! Dreaming of a cozy home where life feels a little more relaxed and every season brings something to look forward to? This charming 2/3-bedroom Island home may be just what you’ve been waiting for! Start your mornings—or wind down your evenings—on the inviting front porch, where you can swing with the little ones, rock to your favorite playlist, and enjoy the laid-back Island lifestyle. Inside the spacious living room features a wood stove, creating the perfect spot for cozy winter nights. The bright, well-appointed kitchen offers a center island, granite countertops, stainless steel appliances, abundant cabinetry, and a pantry—plenty of room for preparing family meals or entertaining friends. Just off the kitchen, the screened porch is ready for three-season enjoyment. Imagine crab feasts with family and friends, relaxing evenings, or cheering on your favorite team while enjoying the crisp fall air! Outside, the huge, privately fenced rear yard offers plenty of space for the kids to play, pets to roam, or everyone to gather. Multiple sheds provide convenient storage for all your crabbing, fishing, boating, and outdoor gear. Upstairs, you’ll find two spacious bedrooms plus a walk-up attic with endless possibilities. Use it for additional storage, a home office, hobby space—or transform it into an additional bedroom to suit your needs. Whether you’re looking for a year-round home, a weekend retreat, or your own slice of Island living, this one offers comfort, space, charm, and plenty of potential at a great price. PLUS...the boat ramp is just 2 mins away which means fresh seafood is what's for dinner! Come see it for yourself—this Island gem won’t last long!

2 Beds ⋅ 2 Baths

Your Island Getaway Is Waiting! Dreaming of a cozy home where life feels a little more relaxed and every season brings something to look forward to? This charming 2/3-bedroom Island home may be just what you’ve been waiting for! Start your mornings—or wind down your evenings—on the inviting front porch, where you can swing with the little ones, rock to your favorite playlist, and enjoy the laid-back Island lifestyle. Inside the spacious living room features a wood stove, creating the perfect spot for cozy winter nights. The bright, well-appointed kitchen offers a center island, granite countertops, stainless steel appliances, abundant cabinetry, and a pantry—plenty of room for preparing family meals or entertaining friends. Just off the kitchen, the screened porch is ready for three-season enjoyment. Imagine crab feasts with family and friends, relaxing evenings, or cheering on your favorite team while enjoying the crisp fall air! Outside, the huge, privately fenced rear yard offers plenty of space for the kids to play, pets to roam, or everyone to gather. Multiple sheds provide convenient storage for all your crabbing, fishing, boating, and outdoor gear. Upstairs, you’ll find two spacious bedrooms plus a walk-up attic with endless possibilities. Use it for additional storage, a home office, hobby space—or transform it into an additional bedroom to suit your needs. Whether you’re looking for a year-round home, a weekend retreat, or your own slice of Island living, this one offers comfort, space, charm, and plenty of potential at a great price. PLUS...the boat ramp is just 2 mins away which means fresh seafood is what's for dinner! Come see it for yourself—this Island gem won’t last long!

200 Church St, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Non Subscribing Office.

$350,000

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.

$350,000

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

112 Walnut St, Centreville

Listing courtesy of Maryland's Property Team. Contact:

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!

$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!

126 Char Nor Manor Blvd, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

$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.

$345,000

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.

$345,000

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

$345,000

3 Beds ⋅ 1 Baths

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.

$339,900

REDUCED!! Welcome to one of the most desirable Homes in the Bridgepointe Community! ALL NEW Carpet & flooring, fresh custom paint, Granite countertops and Newer Appliances! This beautifully maintained END UNIT home offers added privacy, abundant natural light and a thoughtfully designed floor plan that perfectly blends comfort and convenience. Featuring one of the community's most sought after amenities... an ATTACHED GARAGE with interior access! This exceptional home also offers a MAIN LEVEL Primary bedroom & full bath, first floor laundry, making it ideal for guests, multigenerational living, a home office or anyone seeking the convenience of main level living. Step inside to discover bright, inviting living spaces enhanced by the additional windows that only an end unit can provide. The open concept layout creates an effortless flow for both everyday living and entertaining. The well-appointed kitchen opens to the main living areas while the spacious bedrooms provide flexibility for family, guests, or work-from-home needs. Peace of mind comes with knowing the crawl space is fully encapsulated! Enjoy the best of low maintenance living in the highly desirable Bridgepointe Community, with easy access to shopping, dining, parks, schools, marinas, and the Chesapeake Bay. Commuters will appreciate the close proximity to the Bay Bridge, Route 50, Annapolis, DC, Baltimore and all of Maryland's Eastern Shore! Whether you are searching for a full-time residence, investment or a weekend retreat, this exceptional home offers the perfect combination of location, lifestyle and value!

REDUCED!! Welcome to one of the most desirable Homes in the Bridgepointe Community! ALL NEW Carpet & flooring, fresh custom paint, Granite countertops and Newer Appliances! This beautifully maintained END UNIT home offers added privacy, abundant natural light and a thoughtfully designed floor plan that perfectly blends comfort and convenience. Featuring one of the community's most sought after amenities... an ATTACHED GARAGE with interior access! This exceptional home also offers a MAIN LEVEL Primary bedroom & full bath, first floor laundry, making it ideal for guests, multigenerational living, a home office or anyone seeking the convenience of main level living. Step inside to discover bright, inviting living spaces enhanced by the additional windows that only an end unit can provide. The open concept layout creates an effortless flow for both everyday living and entertaining. The well-appointed kitchen opens to the main living areas while the spacious bedrooms provide flexibility for family, guests, or work-from-home needs. Peace of mind comes with knowing the crawl space is fully encapsulated! Enjoy the best of low maintenance living in the highly desirable Bridgepointe Community, with easy access to shopping, dining, parks, schools, marinas, and the Chesapeake Bay. Commuters will appreciate the close proximity to the Bay Bridge, Route 50, Annapolis, DC, Baltimore and all of Maryland's Eastern Shore! Whether you are searching for a full-time residence, investment or a weekend retreat, this exceptional home offers the perfect combination of location, lifestyle and value!

2004 Bridgepointe Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Non Subscribing Office.

$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.

$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:

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.

$335,000

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.

$334,900

Welcome home to this charming two-bedroom cottage in the water-privileged community of Kent Island Estates, where affordability meets coastal charm! Enjoy a relaxed lifestyle with nearby water access, community amenities, and all the comforts of a cozy home. Featuring beautiful Pine and Red Oak flooring, a cozy pellet stove, and a custom-milled barn door (BR), this home is full of warmth and character. Step outside to an inviting outdoor living space with a fenced backyard, spacious patio and two storage sheds for extra storage. A rare opportunity to own an affordable slice of waterfront community living, whether you're seeking a full-time residence, weekend getaway, or investment property. Outdoor enthusiasts will appreciate being just steps from the South Island Trail, a scenic 7-mile trail stretching from Matapeake State Park to the Romancoke Fishing Pier, offering endless opportunities for walking, running, and biking. Conveniently located just minutes from Blue Heron Golf Course, waterfront dining, marinas, and all that Kent Island has to offer. Paid members of Kent Island Estates enjoy access to two private waterfront parks and a community beach along the Chesapeake Bay, perfect for soaking in stunning sunsets, fishing, kayaking, or simply embracing the waterfront lifestyle. Kent Island Estates has a Voluntary HOA $30/year and Beach/Recreation Fee $40/year. Mandatory Fee is $10 /Year for Roads Maintenance Don't miss your chance to enjoy the best of Eastern Shore living at an exceptional value!

2 Beds ⋅ 1 Baths

Welcome home to this charming two-bedroom cottage in the water-privileged community of Kent Island Estates, where affordability meets coastal charm! Enjoy a relaxed lifestyle with nearby water access, community amenities, and all the comforts of a cozy home. Featuring beautiful Pine and Red Oak flooring, a cozy pellet stove, and a custom-milled barn door (BR), this home is full of warmth and character. Step outside to an inviting outdoor living space with a fenced backyard, spacious patio and two storage sheds for extra storage. A rare opportunity to own an affordable slice of waterfront community living, whether you're seeking a full-time residence, weekend getaway, or investment property. Outdoor enthusiasts will appreciate being just steps from the South Island Trail, a scenic 7-mile trail stretching from Matapeake State Park to the Romancoke Fishing Pier, offering endless opportunities for walking, running, and biking. Conveniently located just minutes from Blue Heron Golf Course, waterfront dining, marinas, and all that Kent Island has to offer. Paid members of Kent Island Estates enjoy access to two private waterfront parks and a community beach along the Chesapeake Bay, perfect for soaking in stunning sunsets, fishing, kayaking, or simply embracing the waterfront lifestyle. Kent Island Estates has a Voluntary HOA $30/year and Beach/Recreation Fee $40/year. Mandatory Fee is $10 /Year for Roads Maintenance Don't miss your chance to enjoy the best of Eastern Shore living at an exceptional value!

103 Oregon Rd, Stevensville

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Redfin Corp.

$334,000

Cutest little rancher in the cutest little town! Welcome to Queenstown! Walk to the bank, post office, restaurant, waterfront overlook or even the GOLF COURSE! Quaint smalltown living at its finest! Brand new composite deck boards and vinyl rails. Brand new paver walkway and steps being completed. Updated kitchen!!! Newer cabinets! Newer quartz countertops! Newer appliances! Newer LVP flooring! Newer fence! Nice corner lot with water views! Hardwood and ceramic floors. Easy commute on and off of 301 to Annapolis, Easton, or wherever!

3 Beds ⋅ 1 Baths

Cutest little rancher in the cutest little town! Welcome to Queenstown! Walk to the bank, post office, restaurant, waterfront overlook or even the GOLF COURSE! Quaint smalltown living at its finest! Brand new composite deck boards and vinyl rails. Brand new paver walkway and steps being completed. Updated kitchen!!! Newer cabinets! Newer quartz countertops! Newer appliances! Newer LVP flooring! Newer fence! Nice corner lot with water views! Hardwood and ceramic floors. Easy commute on and off of 301 to Annapolis, Easton, or wherever!

6808 Main St, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Eastern Shore Real Estate, LLC.

$325,000

Welcome to 109 Parma Road in family-friendly Chester Harbor. This well-maintained home is located on a quiet street and has three generously sized bedrooms with hardwood flooring and 2 full bathrooms. An upgraded kitchen featuries granite countertops, SS appliances, and solid wood cabinets with quiet-close drawers. Spacious living room off the kitchen and dining room combo. Spacious and private backyard is perfect for dogs and children. Mature oak trees provide lots of cool shade. Recent upgrades include: bathroom vanities, ceilings fans, light fixtures, microwave, interior paint, driveway crushed run. Chester Harbor is a quiet community with water access to the Chester River for just $15 per year and NO HOA. 5 minutes to downtown Historic Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Enjoy country living on the Eastern Shore. Less than one hour to Annapolis. Much more info and professional photos coming soon. Stay tuned!

Welcome to 109 Parma Road in family-friendly Chester Harbor. This well-maintained home is located on a quiet street and has three generously sized bedrooms with hardwood flooring and 2 full bathrooms. An upgraded kitchen featuries granite countertops, SS appliances, and solid wood cabinets with quiet-close drawers. Spacious living room off the kitchen and dining room combo. Spacious and private backyard is perfect for dogs and children. Mature oak trees provide lots of cool shade. Recent upgrades include: bathroom vanities, ceilings fans, light fixtures, microwave, interior paint, driveway crushed run. Chester Harbor is a quiet community with water access to the Chester River for just $15 per year and NO HOA. 5 minutes to downtown Historic Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Enjoy country living on the Eastern Shore. Less than one hour to Annapolis. Much more info and professional photos coming soon. Stay tuned!

109 Parma Rd, Chestertown

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