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6010 Bridgepointe Dr, Chester
$365,000
3 Beds ⋅ 2 Baths
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:

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

604 Perrys Corner Rd, Grasonville
$365,000
2 Beds ⋅ 2 Baths
Charming and thoughtfully updated rancher in the heart of Grasonville! This adorable home features an open-concept living and dining area with vaulted ceilings, creating a bright and airy feel throughout. The updated kitchen offers granite countertops, stainless steel appliances, and overlooks a spacious, fully fenced backyard—perfect for entertaining, pets, or relaxing evenings outdoors. Enjoy easy one-level living with two generously sized bedrooms, a full bath, and an additional half bath conveniently located off the kitchen. Home offers a full Reverse Osmosis system. Ideally situated close to shopping, dining, and major commuter routes (less than 15 minutes to the Bay Bridge), this home also offers a lifestyle bonus—walkable access to Cabin Creek Public Landing, perfect for fishing, kayaking, or paddleboarding. A wonderful opportunity for comfortable living in a great location!

604 Perrys Corner Rd, Grasonville

Listing courtesy of Compass. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

2032 Pondtown Rd, Chestertown
$365,000
3 Beds ⋅ 2 Baths
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.

148 Step Rd, Chestertown
$365,000
4 Beds ⋅ 2 Baths
Price Improvement! This pristine rancher is barely three and a half years old and still looks brand new! Exceptionally well maintained and move-in ready! The home sits on nearly one-half acre (.457) and is one of the largest lots in the neighborhood. The lot is shaped in such a manner this it's like getting two for the price of one! There is plenty of space for play and entertaining immediately behind the house, while another equally large section of land branches off and runs behind the neighboring homes. The second section of the property can also be accessed from Cee-Jay Rd. The owner has spoken with the county and understands that a 30x40 detached garage can be built on the property. The widened driveway will easily accomodate your cars, boats, campers, and trailers. Moving inside, the kitchen features granite counter tops and stainless steel appliances. Gorgeous luxury vinyl plank flooring runs throughout the kitchen, laundry room, family room, hallway, and the two full bathrooms. All four bedrooms are carpeted. The home features an efficient heat pump system, a conditioned crawl space, and a tankless hot water heater for those long showers. The roof is protected with long-life Architectural Shingles. A new 12x16 storage shed (2025) with loft storage is included.

148 Step Rd, Chestertown

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

Selling Office: Benson & Mangold, LLC.

708 Church Hill Rd, Centreville
$365,000
3 Beds ⋅ 2 Baths
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.

402 Blenny Ln, Chester
$365,000
3 Beds ⋅ 4 Baths
End-unit three-level townhome overlooking the pond in Bayside community. Freshly painted, new LVP on lower level. Engineered wood floors on main level. Living room has propane fireplace and built-in bookcases/shelves. Most windows have plantation shutters. Sliding door overlooks rear deck, lower level sliding door overlooks rear patio; both with pond views! Amenity-rich Bayside Community offers residents access to a large clubhouse with meeting spaces, a fully equipped fitness center, outdoor swimming pool, hot tub, and tennis courts. Community walking paths provide convenient access to the Cross Island Trail, Terrapin Nature Park, neighborhood and Kent Narrows restaurants.

402 Blenny Ln, Chester

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

Selling Office: Hyatt & Company Real Estate, LLC.

29 Queen Mary Ct, Chester
$363,000
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.

7014 Bridgepointe Dr, Chester
$363,000
3 Beds ⋅ 3 Baths
Welcome Home! This beautifully designed townhome features a bright and sunny kitchen that invites natural light to fill the space, perfect for cooking and entertaining. The high ceilings create an airy atmosphere, enhancing the open feel of the main level. The primary bedroom suite is conveniently located on the main level, offering privacy and ease of access. A stylish powder room is also available for guests. Upstairs, you will find two generously sized bedrooms, providing ample space for family, guests, or a home office, along with a full bath that caters to their needs. Recently refreshed with new carpet and luxury vinyl flooring, this townhouse is ready for your personal touches. Freshly painted throughout, it offers a clean slate for you to make it your own.

7014 Bridgepointe Dr, Chester

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

Selling Office: Taylor Properties.

115 Cemetery Ln, Church Hill
$362,500
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

115 Cemetery Ln, Church Hill

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

119 Kentmorr Rd, Stevensville
$362,000
3 Beds ⋅ 1 Baths
This one level home has been well maintained and is located in an established waterfront community, in close proximity to local amenities. The home features a desirable floor plan with an additional family room located off the kitchen area. The rear of the home is highlighted by an expansive paver patio and backs up to woods. The home offers ample parking in the enlarged paved driveway and is only steps away from the Kent Island South Trail, running from Matapeake State Park to Romancoke Pier, offering off-road biking and walking with scenic views of the Chesapeake Bay and Eastern Bay, approximately 6 miles in length. Additional local amenities include the Blue Heron Golf Course, multiple restaurants and marinas. 2018 Roof and gutters, 2016 HVAC.

119 Kentmorr Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chaney Homes, LLC.

240 Merganser Dr, Chestertown
$360,000
3 Beds ⋅ 2 Baths
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.

720 Deep Landing Rd, Chestertown
$360,000
3 Beds ⋅ 2 Baths
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.

110 Holton St, Centreville
$360,000
3 Beds ⋅ 3 Baths
Move-in ready single-family home in Centreville! This well-maintained 3-bedroom home features an open-concept layout with spacious living and dining areas, creating a bright and welcoming atmosphere perfect for everyday living and entertaining. The home offers a newer HVAC system installed in 2024, providing comfort and efficiency year-round. Enjoy outdoor living in the fully fenced backyard with a back patio, ideal for relaxing, entertaining, or pets. The basement offers additional storage and potential for extra living space, giving buyers flexibility to customize. Conveniently located near shopping, dining, parks, and commuter routes, this home combines comfort, functionality, and location.

110 Holton St, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Bayside Realty.

108 Wall St, Queenstown
$355,000
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.

213 Elm St, Centreville
$355,000
3 Beds ⋅ 2 Baths
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.

2008 Bridgepointe Dr, Chester
$355,000
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:

Selling Office: Coldwell Banker Realty.

116 Creekside Commons Ct, Stevensville
$355,000
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:

Selling Office: Coldwell Banker Realty.

117 Rebel Rd, Grasonville
$352,500
3 Beds ⋅ 2 Baths
**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.

200 Church St, Chester
$350,000
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.

7013 Bridgepointe Dr, Chester
$350,000
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:

Selling Office: Coldwell Banker Realty.

241 White Marsh Rd, Centreville
$350,000
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.

1839 Harbor Dr, Chester
$350,000
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.

108 Wall St, Queenstown
$349,900
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.

126 Char Nor Manor Blvd, Chestertown
$349,500
3 Beds ⋅ 2 Baths
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.

123 Heath Rd, Chestertown
$349,000
3 Beds ⋅ 2 Baths
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.

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