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807 Auckland Way, Chester
$425,500
3 Beds ⋅ 4 Baths
Seller is offering up to $9,000 toward the buyer's interest rate buydown or closing costs. That's real money applied at settlement, and on a home already carrying over $50,000 in owner improvements, it's the kind of combination that doesn't sit long. This is a renovated end-unit townhome with three bedrooms and three and a half baths in Bayside, an established waterfront community along the Chester River. Hardwood runs the main and upper levels — no carpet — beginning at a slate tile entry that opens into rooms filled with natural light. The renovated kitchen is the centerpiece: Thermador induction cooktop, GE Monogram wall oven, Bosch dishwasher, granite counters, updated cabinetry, and recessed lighting, all opening directly to the living area so the space works as one. That living area centers on a gas fireplace framed by built-in bookshelves. Just off it, a private deck with a retractable awning looks out to seasonal water views of the Chester River. Upstairs, the primary suite includes a walk-in closet, an ensuite bath with jetted soaking tub and separate shower, and a private deck of its own. The second upper-level bedroom has its own attached full bath. Above that, the top-floor space adds two walk-in closets and a third full bath, with the flexibility to serve as a guest room, home office, or studio. Recently updated HVAC. High-efficiency washer and dryer convey. Attached one-car garage for protected parking and storage. End-unit positioning means no neighbor on one side. The monthly fee covers lawn maintenance, snow removal, pool access, and recreation facilities — the maintenance is handled, the amenities are there, and the weekends are yours. Route 50/301 is minutes away, with shopping and dining close by. Nothing here needs doing. Ask about the $9,000 buyer credit and current availability.

807 Auckland Way, Chester

Listing courtesy of Real Broker, LLC - Chester. Contact:

105 Touhey Dr, Stevensville
$425,000
4 Beds ⋅ 2 Baths
Nestled in the charming community of Romancoke on the Bay, this delightful Cape Cod home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-designed living space, this residence is ideal for both relaxation and entertaining featuring four inviting bedrooms and two full bathrooms. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in, creating a bright and welcoming ambiance throughout. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and a spacious three seasons room that invites outdoor enjoyment. The 0.45-acre lot is adorned with mature trees, providing a serene backdrop and a sense of privacy. Enjoy the convenience of off-street parking and easy access to community amenities, including walking path, bike path, beach, boat ramp and playground. For water enthusiasts, the Chesapeake Bay is just a short stroll away, offering endless opportunities for recreation. Experience the perfect blend of comfort, community, and coastal living.

105 Touhey Dr, Stevensville

Listing courtesy of Kelly and Co Realty, LLC. Contact:

233 Keenan Way, Stevensville
$424,950
3 Beds ⋅ 4 Baths
Easy living and a convenient Kent Island location come together at 233 Keenan Way, an end-unit townhome in the sought-after Ellendale community. Offering three finished levels, 1,884 square feet of living space and a two-car garage, this light-filled home features a flexible floor plan designed for everyday living. The main level is bright and open, with abundant natural light enhanced by the additional windows of an end-unit location. The spacious kitchen features tile flooring, ample cabinetry and counter space, and a large center island with seating. Open to the dining area and adjacent living room with LVP flooring, the layout creates an easy flow for everyday living and entertaining. Step outside to the rear deck for grilling, dining al fresco or simply relaxing at the end of the day. Upstairs, two generously sized bedrooms each feature a private ensuite bath, offering the flexibility of dual primary suites. New carpet adds a fresh update to the upper level. The entry level provides an additional bedroom or flexible bonus space ideal for guests, a home office, fitness room or second living area. Life at Ellendale extends beyond the home, with community amenities including an outdoor pool, clubhouse, tot lot, fishing pier, kayak storage, boat storage and walking paths, with sidewalks and streetlights throughout the neighborhood. Located just minutes from the Bay Bridge and convenient to shopping, dining and everyday necessities at Kent Landing, 233 Keenan Way offers a great combination of space, community amenities and easy access to Annapolis, Baltimore, Washington, D.C. and the Eastern Shore.

233 Keenan Way, Stevensville

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

111 Ryan Dorsey Ln, Stevensville
$414,989
3 Beds ⋅ 3 Baths
THE LOWEST-PRICED HOME CURRENTLY AVAILABLE IN ELLENDALE — AND NOW WITH AN ADDED BUYER INCENTIVE! Offered at $414,989, PLUS THE SELLER WILL PAY 3 MONTHS OF HOA FEES AT SETTLEMENT WITH AN ACCEPTABLE OFFER! This move-in-ready Kent Island home delivers exceptional value with approximately 1,900 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Two spacious bedrooms are located upstairs, while the finished lower level offers a third bedroom plus additional flexibility for a home office, guest space or gym. Vacant, easy to show and ready for a quick settlement! A recently replaced roof adds peace of mind, and the home is located directly across from the community pond. Enjoy Ellendale amenities including a community pool, clubhouse, pier and floating dock, walking trails, playground and boat storage. Convenient to Route 50 and the Bay Bridge. If you’ve been waiting for the right opportunity in Ellendale, this is one you need to see. Schedule your showing today and come see the value for yourself!

111 Ryan Dorsey Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

510 Auckland Way, Chester
$410,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated end-unit townhome in the desirable Bayside community, facing a peaceful row of trees. This spacious three-level home offers an open, inviting layout, beautiful hardwood floors, and numerous recent updates. Enter from the main-level foyer into a spacious bonus room—perfect for a family room, home office, gym, or additional entertaining space. Step directly outside to the back deck, where you can enjoy grilling and entertaining while overlooking the large grassy common area. Upstairs, the open-concept main living level features a spacious living room with a gas fireplace and access to a second deck, a dining area, and an updated kitchen, all complemented by beautiful hardwood flooring. A convenient updated half bath completes this level. The top floor offers three generously sized bedrooms. The primary suite features a beautiful custom accent wall and an updated primary bath, creating a comfortable and stylish retreat. The updated hall bathroom serves the additional bedrooms. Recent major updates include a new HVAC system (2025) and a new hot water heater (2026). Condo replaced roof and skylight (2025) & power-washed exterior (9/2026). All providing added peace of mind for the next owner. Enjoy all that the Bayside community has to offer, including an outdoor pool, hot tub, tennis/pickleball courts, clubhouse with meeting/party room, and exercise room. The location is ideal for an active lifestyle, with a short walk to the Chester River, a local pub, the Cross Island Trail, and a marina. You'll also enjoy easy access to the Bay Bridge, restaurants, shopping, and all that Kent Island and Maryland's Eastern Shore have to offer. Move-in ready, beautifully updated, and perfectly situated—this Bayside townhome is ready to welcome you home!

510 Auckland Way, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact:

109 Bayview, Grasonville
$410,000
3 Beds ⋅ 4 Baths
SELLER WILL CONSIDER OWNER FINANCING! Waterfront Lifestyle with Included Boat Slip – some Bayview at Kent Narrows Experience the best of Eastern Shore living in this beautifully renovated 3-bedroom, 3.5-bath contemporary townhouse with garage, ideally located just over the Kent Narrows Bridge in the sought-after Bayview waterfront community. Waterview's from second and third floor bedrooms. This move-in-ready home features a stunning new kitchen with stylish gray shaker cabinetry, granite countertops, and stainless-steel appliances. The open-concept living and dining areas are enhanced by new luxury vinyl plank flooring, creating a modern, inviting space perfect for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, abundant natural light, a ceiling fan, double closet plus walk-in closet, and a dressing area. The completely renovated spa-inspired primary bath is a true showstopper, featuring a luxurious oversized double shower with dual shower heads, built-in benches, niches, and sleek glass doors. Two additional generously sized bedrooms provide excellent flexibility, including one with a private en-suite bath, plus a third full bathroom for guests. Step outside and embrace the water-privileged lifestyle this community offers. Your assigned boat slip is in the private community marina, complete with water and electricity, and included in the monthly condo fee. Launch directly into Muddy Creek, which leads straight to the Chester River—putting you just minutes by boat from Red Eye Dock Bar, Harris’ Crab House, and The Dock House Restaurant.

109 Bayview, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

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
**WHY LIVE IN A TOWN HOME WHEN YOU CAN GET A SINGLE-FAMILY HOME AT A TOWN HOME PRICE?**Newly Priced at $414,000!**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:

116 Chesapeake Estates Dr, Stevensville
$384,900
3 Beds ⋅ 1 Baths
Experience Chesapeake Bay living for under $385,000! Ideally located just up the road from the community beach, picnic area, and playground on the Chesapeake Bay, this beautifully updated rancher offers over 1,400 sqft with the perfect blend of comfort, value, and location. Thoughtfully updated, this home features new flooring (2026), a new heat pump (2025), a new roof (2024), and newer siding and windows (except bay window), offering added peace of mind for years to come. The spacious 22' x 24' detached garage provides plenty of room for parking, a workshop, hobbies, or additional storage. Outdoor enthusiasts will love being just minutes from the South Island Trail, a scenic 7-mile paved trail stretching from Romancoke Fishing Pier to Matapeake State Park—perfect for walking, running, and biking. Enjoy convenient access to a nearby public boat ramp, waterfront dining, shopping, medical facilities, and everyday amenities. Don't miss this opportunity to own a home in this sought-after Chesapeake Bay waterfront community at an exceptional price! Come discover the lifestyle and make this charming rancher your own. Square Footage based on Cubicasa Floor Plan, Buyer to verify

116 Chesapeake Estates Dr, Stevensville

Listing courtesy of Rosendale Realty. 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:

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