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125 Forest Rd, Grasonville
$405,000
3 Beds ⋅ 2 Baths
Welcome to 125 Forest Road in Grasonville! This beautifully fully remodeled home is move-in ready and offers modern updates throughout. The brand-new kitchen features fresh finishes and updated amenities, while the newly renovated bathrooms add style and functionality. Major improvements include a new HVAC system, new roof, new well, and refinished floors, providing both peace of mind and lasting value. Tucked away on a quiet cul-de-sac, this home offers a peaceful setting while remaining conveniently located near Route 50 for an easy commute and access to shopping, dining, and recreation. Located in a desirable area with access to good schools, this extensively updated home is an excellent opportunity for buyers looking for comfort, convenience, and a truly turn-key property.

125 Forest Rd, Grasonville

Listing courtesy of Homecoin.com. Contact:

1 Queen Victoria Ct, Chester
$400,000
2 Beds ⋅ 2 Baths
Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace.  Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen.  Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

1 Queen Victoria Ct, Chester

Listing courtesy of Douglas Realty LLC. Contact:

101 Jarman Branch Dr, Centreville
$400,000
4 Beds ⋅ 2 Baths
Single-level living with cathedral ceilings, and a 1-acre corner lot surrounded by nature. Life slows down in the best way at this 4-bedroom, 2-bath rambler set on a spacious 1-acre corner lot in the quiet countryside of Ruthsburg. Open fields, towering evergreens, and wide green lawns create a peaceful, laid-back setting. The home is functional and livable as is, while leaving room for you to declutter, update, and truly make it your own. Inside, cathedral ceilings lift the living and family room area, giving the space an open, airy feel with plenty of room to gather. It's the kind of place where you can breathe easy and enjoy the view from your own front porch. The kitchen is generously sized with abundant cabinetry, ample counter space, and a breakfast bar. All 4 bedrooms are on one level, giving you flexibility for guests, a home office, or a hobby room. Two full baths keep daily routines running smoothly. There’s also the attic for extra storage space. Outdoors, your acre of yard gives you room to garden, play, or simply relax. You're located on Ruthsburg Road (Route 304) near Mason Branch Road, with Route 481 just down the road for easy connections to nearby towns and main routes. Local farms like Wagner Farm dot the landscape, and you'll be surrounded by the quiet charm of rural Queen Anne's County. With space, privacy, and potential in a peaceful country setting, this home is ready for your vision. Schedule your showing today and picture the possibilities!

101 Jarman Branch Dr, Centreville

Listing courtesy of EXP Realty, LLC. Contact:

405 Rings End Rd, Millington
$400,000
3 Beds ⋅ 2 Baths
Secluded Riverfront Get-away. Rare opportunity to own 7.19± wooded acres along the Chester River in Queen Anne’s County. Tucked away at the end of a quiet cul-de-sac, the property features an approximately 1,100-square-foot manufactured home (1987) with a newer roof and windows, rear deck, private well, and BAT septic system approved for up to four bedrooms. NOTE: Manufactured home with skirting-- without a foundation- so it may impact financing approvals. Excellent lot opportunity to add a garage or pole barn. A natural beach area with 770' of riverfront (provides direct river access for fishing, kayaking, boating. Mature woods offer privacy, wildlife habitat, and hunting opportunities rarely found on a traditional waterfront homesite. Whether you're looking for a weekend retreat, full-time residence, recreational getaway, or potential future waterfront homesite, this property offers plenty of possibilities. Convenient access to US Route 301 provides easy travel to Delaware and surrounding Eastern Shore communities. Enjoy 7.19± acres of Chester River waterfront with hunting, fishing, and boating opportunities on Maryland’s Eastern Shore.

405 Rings End Rd, Millington

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

117 Wright Rd, Chester
$399,999
3 Beds ⋅ 2 Baths
Nestled up to vast farm land, this exquisite ranch-style home offers a perfect blend of comfort and sophistication.This residence boasts a well-maintained exterior with charming vinyl siding, inviting you into a space that feels both warm and welcoming. Step inside to discover an open floor plan that seamlessly integrates the kitchen and living areas, creating an ideal setting for both relaxation and entertaining. The luxury vinyl plank flooring flows gracefully throughout, providing a stylish yet durable foundation for your daily life. Natural light pours in, accentuating the spaciousness and warmth of the home. The heart of this residence is undoubtedly the modern kitchen, equipped with SS Appliances that cater to your culinary aspirations. Featuring an electric oven/range, a sleek microwave, and a dishwasher, this kitchen is designed for both functionality and elegance. The refrigerator offers ample storage for all your gourmet ingredients, making meal preparation a delight. With 3 bedrooms and 2 full bathrooms, this home provides plenty of space for comfort and privacy. Updated Ceiling Fans and Lights throughout the home ensure a refreshing atmosphere year-round. Brand New Roof and Water Heater Installed 2024. Step outside to enjoy the inviting patio, new fence, perfect for morning coffee or evening gatherings under the stars. The expansive 0.26-acre lot offers plenty of room for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings. Parking is a breeze with an attached garage and additional driveway space for guests. The gravel driveway adds a rustic charm while ensuring easy access. This property is not just a house; it's a lifestyle. Experience the joy of living in a well-appointed home that combines modern conveniences with a cozy atmosphere. Whether you're hosting friends or enjoying a quiet evening, this residence is designed to meet your every need. Embrace the opportunity to make this beautiful home your own and enjoy the exclusive lifestyle it offers. Sale of this Home is Contingent upon Sellers finding their home of choice.

117 Wright Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact:

126 S Commerce St, Centreville
$399,999
4 Beds ⋅ 2 Baths
Step into a charming piece of history with this stunning Victorian home, built in 1890 and lovingly maintained to offer modern comforts while preserving its timeless character. Spanning 2,128 sq. ft. , this detached residence features four spacious bedrooms and a beautifully updated full bathroom, perfect for both relaxation and entertaining. Inside, you'll be captivated by the rich hardwood floors and thoughtful built-ins that enhance the home's character. The combination kitchen and living area creates a warm, inviting space, ideal for gatherings. The kitchen is equipped with essential appliances, including a gas oven/range, dishwasher, and refrigerator, making meal prep a breeze. Convenient main-floor laundry adds to the home's functionality. Step outside to discover a landscaped rear yard, perfect for outdoor activities or quiet moments in the courtyard view. The property also includes a shed for additional storage and off-street parking, ensuring convenience for you and your guests. Located in the heart of the Town of Centreville, this home offers easy access to local amenities, parks, and vibrant community life. Experience the charm of small-town living while being just a short drive from larger urban centers. This is more than just a home; it's a lifestyle waiting for you to embrace. Don't miss your chance to own this captivating Victorian gem!

126 S Commerce St, Centreville

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

100 Wall St, Queenstown
$399,900
Situated on a prominent corner lot in downtown Queenstown, this three-level Victorian property, built in 1856, offers a variety of possibilities for residential or commercial use. Zoned CR (Commercial Residential), the property presents potential for a bed-and-breakfast, boutique retail shop, hair salon, professional offices, or other business ventures. Featuring six bedrooms/office spaces, two full bathrooms, and original architectural details, the building offers considerable flexibility for future use. The generous lot provides potential for additional off-street parking to accommodate customers or guests. Located just minutes from Route 50 and the Queenstown Premium Outlets, the property benefits from proximity to a major travel corridor and the area’s shopping destinations. An opportunity to establish a business in historic Queenstown with room to bring your vision to life.

100 Wall St, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

100 Wall St, Queenstown
$399,900
6 Beds ⋅ 2 Baths
This exquisite Colonial home, beautifully renovated in 2010, seamlessly blends historic charm with modern luxury. Spanning 1,840 sq. ft. , the interior boasts six spacious bedrooms and two full baths, featuring elegant wood and carpet flooring throughout. The heart of the home is the inviting country kitchen, equipped with stainless steel appliances, perfect for culinary enthusiasts. Enjoy cozy evenings by one of the two gas fireplaces, or host gatherings in the formal dining room. Set on a generous 0.2-acre corner lot, this property offers a cleared outdoor space ideal for relaxation or entertaining. Just blocks away, indulge in the serene beauty of Queenstown Harbor, where water activities like boating, fishing, and swimming await. With convenient off-street parking and a gravel driveway, this home provides both comfort and accessibility. Experience a lifestyle of tranquility and elegance in this remarkable residence, where every detail invites you to unwind and create lasting memories.

100 Wall St, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

108 Oregon Rd, Stevensville
$399,000
3 Beds ⋅ 2 Baths
**PRICE UPDATE**$6,000 Seller credit with an acceptable contract thru 10/31/26***Newly Priced at $399,000!**Nestled in the charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and convenience. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking a serene lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The combination kitchen/dining space is perfect for gatherings, while the entry-level bedroom provides easy accessibility. Enjoy cozy evenings by the pellet stove, which adds warmth and ambiance to the living area. The home is adorned with Brand NEW ENERGY STAR qualified windows, ensuring energy efficiency and natural light throughout. The primary bath offers a private oasis, while the additional features, including ceiling fans and window treatments, enhance the overall comfort of the home. The main floor laundry adds to the convenience of daily living. The deck invites you to unwind and enjoy the fresh air, making it an ideal spot for morning coffee or evening relaxation. Crawl Space has been encapsulated. Kent Island Estates is not just about the home; it's about the lifestyle. Brand new Asphalt Driveway. Located just three blocks from the beautiful Eastern Bay, residents can enjoy easy access to water activities, whether it's kayaking, fishing, or simply soaking in the stunning views. The neighborhood is rich in amenities, with nearby shopping, dining, and recreational options that cater to a variety of interests. This home is more than just a property; it's a place where memories are made, and a community where you can truly feel at home. Embrace the opportunity to live in a vibrant area that offers both tranquility and convenience. Don't miss your chance to make this charming residence your own!

108 Oregon Rd, Stevensville

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

116 Reeand Ln, Church Hill
$399,000
3 Beds ⋅ 3 Baths
Sellers willing to contribute seller help to fund a buyer’s 2-1 interest rate buydown! Buyers get the benefit of a lower mortgage payment the first 2 years! Dependant upon offer amount and or an "as-is" offer. Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025. The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day. Square footage including basement is roughly 2700 sq feet. With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer! Some photos have had personal items removed and have been staged with AI.

116 Reeand Ln, Church Hill

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

1301 Marion Quimby Dr, Stevensville
$379,900
3 Beds ⋅ 3 Baths
Experience Eastern Shore living at its finest in this oversized end‑unit townhome offering beautiful water views, multiple composite decks, and a community that has recently upgraded its siding, roofing, and more. Inside, the main level features hardwood floors, recessed lighting, a fireplace, an updated full bath, and a main‑level bedroom, along with a spacious kitchen and dining area and a conveniently located laundry room. A brand‑new heat pump system adds comfort and efficiency. Upstairs, the primary suite boasts a private balcony, large ensuite bath, and generous closet space, while the secondary bedroom includes its own full bath. Just 3 minutes to the Bay Bridge, 20 minutes to Annapolis, and 45 minutes to D.C., this home is ideal for a weekend retreat or full‑time living. Condo amenities include a pool, clubhouse, lawn care, waterside path, snow removal, and trash/recycling. Enjoy kayaking, paddleboarding, boating, or simply taking in the water views, all within walking distance of restaurants, shops, a winery, pet store, post office, and more.

1301 Marion Quimby Dr, Stevensville

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

920 Cloverfields Dr, Stevensville
$377,400
3 Beds ⋅ 1 Baths
Move-in ready rancher in Cloverfields, one of Kent Island’s desirable water-oriented communities with access to an impressive list of neighborhood amenities. This 3-bedroom home offers comfortable one-level living with updated flooring, fresh paint, a renovated bathroom, generous bedroom closet space, and a bright living area that feels clean, practical, and easy to maintain. There is professionally installed alarm and camera system, and the seller is including one free year of monitoring for the new owner. Outside, the .35 acrre lot offers a large yard with mature trees and plenty of space for outdoor living, gardening, play, pets, or future improvements. The real standout is the Cloverfields lifestyle. Community amenities include a beach, marina with rental slips, boat ramp, fishing pier, swimming pool, kiddie pool, clubhouse, playgrounds, basketball court, picnic areas, grills, pavilions, and more. Enjoy Eastern Shore living with everyday convenience, just minutes from the Chesapeake Bay Bridge, shopping, restaurants, dock bars, parks, and The Cross Island Trail. Whether you want a primary residence, weekend retreat, or an easy-to-maintain home close to the water, this property offers a rare combination of value, location, and community amenities on Kent Island. Schedule your showing and come see why Cloverfields is such a special place to call home.

920 Cloverfields Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC.. Contact:

512 Auckland Way, Chester
$375,000
3 Beds ⋅ 4 Baths
Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

512 Auckland Way, Chester

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

1205 Marion Quimby Dr, Stevensville
$375,000
2 Beds ⋅ 3 Baths
*100% Renovated* Welcome to this *BEAUTIFUL RENOVATED* 2-bedroom, 2.5-bath townhome nestled in a desirable condo community on Kent Island. This fully updated home shines with thoughtful upgrades and modern touches throughout — including new storm doors, 2025 heat pump, new water heater, upgraded electrical system, new blinds, a new Samsung washer and dryer, double-pane windows, and brand-new carpet on the stairs and upper level. The open-concept main floor flows effortlessly to a private outdoor deck, perfect for morning coffee or evening entertaining with a tranquil view. Upstairs, the spacious primary suite features its own private balcony overlooking Thompson Creek, creating a peaceful personal retreat. The second bedroom and beautifully renovated bathrooms provide a flexible living space for guests and family. Enjoy serene water views, a quiet and walkable neighborhood, and easy access to scenic community walking trails. Whether you’re savoring the outdoors or relaxing amid a fully renovated, stylish interior, this move-in-ready townhome perfectly blends comfort, convenience, and the best of Kent Island living. PLEASE REMOVE SHOES...THANK YOU.

1205 Marion Quimby Dr, Stevensville

Listing courtesy of Taylor Properties. Contact:

108 Blenny Ln, Chester
$369,900
3 Beds ⋅ 3 Baths
Owner Says Sell! Newly Reduced Price * Bayside Condo Townhomes in Chester * Kent Island - Located in the Popular Community of Bayside just minutes from the Bay Bridge, Castle Harbor Marina for Boaters and all Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground, so all rooms have windows and the ground floor is a level walk out. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a Concrete Patio. The next level up opens to an Expansive Living Room/Dining Room combo with gleaming hardwood floors, propane gas Fireplace w mantle and sliding glass doors to a rear facing Deck. The Half Bath & L-Shaped Kitchen with pass thru are located in the front of the home, and the Kitchen is nicely updated to include stainless steel appliances, white cabinets, quartz counters, modern oversized sink with single lever faucet and wonderful wall of built-in storage/pantry space. The community of Bayside is a waterside community and conveniently located near Castle Harbor Marina which is a privately owned marina and within walking distance of this townhome. It has public water, public sewer, propane gas for fireplaces and is serviced by Breezeline & Talkie for Internet and Cable. The community amenities include Outdoor Pool + Hot Tub w Lifeguard, Clubhouse with Exercise Room, Upper-Level Party/Meeting Room, Tennis, Volleyball. It has an On-Site Property Manager. The community fees include: grass cutting, snow removal, roof, siding, decks, trash & recycle.

108 Blenny Ln, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

715 Winchester Creek Rd, Grasonville
$365,000
**Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has gone into identifying the ideal build site, saving you time and effort in the permitting process. Enjoy immediate use of the waterfront this season while your new home is under construction. The property features a pier, boat ramp, and partially bulk headed shoreline, providing excellent water access from day one. By boat, you're just minutes from the world-famous Kent Narrows, with Rock Hall and Chestertown nearby. The fishing here is top-notch, with the Chester River producing some of the Eastern Shore’s largest catfish and snakeheads, in addition to excellent salt and brackish water opportunities. Calm and protected, Winchester Creek is ideal for kayaking and paddle boarding. Bring your own builder or use ours—this is a rare opportunity to create your dream waterfront retreat.

715 Winchester Creek Rd, Grasonville

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

1302 Marion Quimby Dr, Stevensville
$358,500
2 Beds ⋅ 3 Baths
Welcome to 1302 Marion Quimby Dr. Nestled in the serene Thompson Creek community, this charming townhouse with a new HVAC and hot water heater offers a perfect blend of comfort and modern living. With 1,161 square feet of thoughtfully designed space, this home features two spacious bedrooms and two and a half bathrooms, making it an ideal retreat for those seeking tranquility and convenience. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The contemporary design is enhanced by plush brand new carpeting and elegant ceramic tile flooring, creating a warm and welcoming atmosphere. The living room is anchored by a cozy fireplace, complete with glass doors and a stylish mantel, perfect for those chilly evenings spent at home. The kitchen is a culinary delight, featuring ample table space for casual dining and modern appliances, including a dishwasher, microwave, and electric oven/range. Whether you're preparing a gourmet meal or enjoying a quick breakfast, this kitchen is designed to meet your needs. Retreat to the primary suite, which boasts an en-suite bathroom for added privacy and convenience. Thoughtful window treatments throughout the home allow for natural light while maintaining a sense of intimacy. Step outside to enjoy the beautiful exterior features, including a charming balcony and deck over-looking Thompson Creek and gorgeous water views and sunsets, perfect for sipping your morning coffee or unwinding after a long day. The community amenities are a true highlight, offering access to a refreshing outdoor pool, tennis courts, and scenic jog/walk paths that wind through beautifully landscaped grounds. The property is situated on the banks of Thompson Creek, providing stunning views of the water, lush pastures, and surrounding trees. Imagine relaxing on your deck while listening to the gentle sounds of the creek, creating a peaceful oasis right at your doorstep. With unassigned off-street parking and a well-maintained community that includes exterior building maintenance, management, and trash services, this home offers both convenience and peace of mind. Experience the perfect blend of comfort, community, and natural beauty in this delightful townhouse. Whether you're looking for a weekend getaway or a permanent residence, this property is sure to meet your needs and exceed your expectations.

1302 Marion Quimby Dr, Stevensville

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

107 Widgeon Way, Chester
$349,900
3 Beds ⋅ 3 Baths
BAYSIDE TOWNHOME * PRICED TO SELL * EXCELLENT OPPORTUNITY TO ASSUME AN FHA 2.875% FIXED INTEREST RATE * Qualified Owner Occupant Buyers: Take Advantage of this rare opportunity to assume an FHA Loan at 2.875% with approximately 25 years remaining * You'll Be Way Ahead of the Interest Rate Game AND Own a Spacious 3 Level Garage Townhome in the Popular Community of Bayside with 3 Bedrooms, 2.5 Baths, Deck off Living Room & Propane Gas Fireplace. The Primary Bedroom has a walk-in closet, vaulted ceilings and an ensuite full bath with shower stall and skylight. The Main Level has a spacious open layout with bright and sunny front Kitchen featuring upgraded counters, stainless steel appliances, ample cabinet space and pass through to bar seating on the Dining Room side. The Living Room faces towards the back with Sliders to a Deck great for grilling. Bayside Offers Great Community Amenities to include outdoor pool, hot tub, exercise room, tennis and volleyball, on-site management AND walking distance to Castle Harbor Marina.

107 Widgeon Way, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

815 Chester River Dr, Grasonville
$349,900
3 Beds ⋅ 2 Baths
REDUCED!! Discover the desired WATERFRONT Chester River Beach Community! Just one block from the Boat landing with boat ramp, boat slips, playground, beach, pavilio , picnic area and kayak storage! This one level Rancher boasts 1,593 sqft. of living space and features an open floor plan. The large kitchen boasts an eat-in area with plenty of room for a large dining table for all to gather! The heart of the home is the cozy wood stove, creating a warm atmosphere in the family room. Enjoy three spacious bedrooms and two full baths, which includes the ensuite bath in the primary! Step outside to your huge backyard and enjoy nights under the stars or unwind and grill dinner in your own little courtyard! One car garage is perfect for storage along with an extensive driveway for ample parking. Just take a very short stroll to the community landing and indulge in fishing, crabbing, kayaking or simply soaking in the tranquil views and the BEST SUNSETS! NEW Furnace '24, NEW Hot Water Heater '25, NEW Dishwasher '25 and No Flood Zone here! Top-rated schools, nearby parks and Kent Island Cross Trail is just an added bonus! Close to Marinas, Waterfront Dining, the Narrows, Boutique Shopping this location is perfect for those seeking a vibrant lifestyle on the Shore! Easy on and off RT 50 for the commuter. Don't miss your opportunity to be in Chester River Beach at this great price!

815 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

54f Queen Caroline Ct, Chester
$349,900
3 Beds ⋅ 3 Baths
Completely remodeled in 2026 with a new kitchen to include new appliances, quartz counters, and backsplash, 3 new bathrooms, all new flooring throughout, new washer and dryer and freshly painted. Nestled in the serene enclave of Queens Landing, this exquisite remodeled in 2026 Colonial townhouse offers a harmonious blend of luxury and comfort. Spanning 1,440 square feet, the open floor plan invites you to experience a seamless flow between the combination dining and living areas, perfect for both intimate gatherings and entertaining. The family room, conveniently located off the kitchen, creates a warm atmosphere where cherished memories are made. Indulge in the elegance of three spacious bedrooms all on the same level and two and a half beautifully recently remodeled bathrooms, designed for relaxation and rejuvenation. The inviting ambiance is enhanced by the cozy fireplace, providing a perfect backdrop for cozy evenings at home. Step outside to discover the community's stunning outdoor pool, where you can unwind under the sun or enjoy leisurely afternoons by the water. With direct access to the Chester River, water enthusiasts will appreciate the navigable waters, ideal for kayaking or simply soaking in the tranquil views. Queens Landing boasts an array of amenities, including a clubhouse, exercise room, and scenic bike trails, fostering an active and vibrant lifestyle. The meticulously maintained common grounds offer a picturesque setting for leisurely strolls or social gatherings. This property is not just a home; it's a lifestyle choice that embodies luxury, comfort, and community. Experience the best of waterfront living in this exceptional residence, where every detail has been thoughtfully curated for your enjoyment. Schedule your tour today!!

54f Queen Caroline Ct, Chester

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

1305 Marion Quimby Dr, Stevensville
$344,900
2 Beds ⋅ 3 Baths
Welcome to 1305 Marion Quimby Drive in Stevensville, a rare waterfront opportunity offering stunning views, low-maintenance living, and direct access to the best of Kent Island’s coastal lifestyle. This beautifully positioned 2-bedroom, 2.5-bath home sits right along the water, delivering breathtaking panoramic views you’ll enjoy from sunrise to sunset. Whether you’re sipping your morning coffee or unwinding in the evening, the peaceful waterfront setting creates the perfect backdrop for everyday living. Step outside and you’re immediately connected to the scenic waterfront walking trail ideal for morning jogs, sunset strolls, or simply soaking in the shoreline beauty. For boating enthusiasts, the property also includes a deeded boat slip, making it effortless to get out on the Chesapeake Bay whenever the mood strikes. Inside, you’ll find a thoughtfully designed layout with two spacious bedrooms, each offering privacy and comfort, plus two full bathrooms and a convenient half bath for guests. The home blends relaxed coastal charm with functional living spaces perfect for year-round enjoyment or a weekend retreat. Water views. Boat access. Community pool. Community fitness center and clubhouse. Walkable waterfront lifestyle. This is Kent Island living at its finest.

1305 Marion Quimby Dr, Stevensville

Listing courtesy of Keller Williams Realty Centre. Contact:

53 Queen Caroline Ct, Chester
$329,000
2 Beds ⋅ 3 Baths
Nestled in the community of Queens Landing, this townhome offers a blend of coastal charm and contemporary elegance with carefree living. Boat slips with provisioned boats when available through marina along with Kayaking and storage. With 1,440 square feet of thoughtfully designed living space, this home is a sanctuary of comfort and style. Step inside to discover an inviting open floor plan that seamlessly connects the living and dining areas, creating an ideal space for entertaining or quiet evenings at home. The family room, conveniently located off the kitchen, features an electric fireplace, providing a cozy ambiance for gatherings. On the second level, are two bedrooms both with their private full bath. The most recent upgrades include; New HVAC, new electric fireplace, new kitchen appliances (GE Profile), updated bathroom, new shower, new carpeting and painted throughout. The community amenities include access to an outdoor swimming pool, tennis courts, and pickleball courts, all designed for an active and social lifestyle. The clubhouse and fitness center provide additional opportunities for relaxation and recreation. This home is conveniently located off of 301/50 and minutes from the Bay Bridge for an easy commute. to Annapolis/DC or Baltimore. NOTE; Community upgrade for Fios internet in process and a line of new trees is going behind the home this fall for added privacy as per HOA

53 Queen Caroline Ct, Chester

Listing courtesy of EXP Realty, LLC. Contact:

217 Edmore Rd, Chestertown
$325,000
3 Beds ⋅ 2 Baths
Lovingly restored rancher located on a a quiet street in sought after Chester Harbor. Generous sized corner lot, with beautiful landscaping and asphalt drive. Home had a complete renovation in 2020 inside and out and practically everything is new since then. Enter into an inviting and updated open floor plan that combines living and dining area, perfect for entertaining and large gatherings. Updated laminate plank floors throughout entire home with SS appliances and kitchen breakfast bar, plus separate dining area. Stackable laundry and half bath conveniently located just off dining area. The sun room, over looking the back garden makes a great sitting room, office, or flex space. Down the hall you'll find 3 good sized bedrooms, all with double closets, a good sized bathroom with modern vanity, laminate floors and tub shower. Outside is a gardener's oasis with mature specimen plantings, just waiting for you to make it your own!

217 Edmore Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

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