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107 Trequassin Dr, Stevensville
$450,000
4 Beds ⋅ 3 Baths
Great setting in Kent Island 4 bedrooms and three bathrooms, First floor primary bedroom and then possibly a in-law suite. Located In the heart of farmland on Kent Island, with some water views and watch the sunsets on the bay. This property has beach access. Many great features in this home with vaulted ceilings updated kitchen with granite counters, two car garage fenced back yard nice deck off the back yard. 12-to-15-minute commute to Bay Bridge and shopping. idea for commuters, Enjoy the eastern shore living at its best.

107 Trequassin Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

305 E Water St, Centreville
$450,000
Prime Business Opportunity on High-Visibility Water Street in Centreville! Seller financing may be available for buyers with 20% down, 5% interest, amortized at 15 years with a 5 year balloon. Well-established commercial property offering exceptional exposure in a sought-after location. The first floor commercial space features about 1800+ sq' separated between a large retail space, office/kitchen , and storage space. The second floor includes a 2-bedroom, 1-bath apartment—ideal for owner occupancy or rental income. The building offers flexible layout potential and is truly ready for your vision. Downstairs can easily be divided into three sections to rent out separately. Situated on nearly a half-acre lot, the property boasts a generous parking area with 12+ spaces and room for future expansion. A rare opportunity for entrepreneurs, investors, or owner-operators looking to establish or grow their business in the heart of Centreville. Take advantage of the seller financing opportunity and 5% rate!

305 E Water St, Centreville

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

303 E Water St, Centreville
$450,000
Great investment opportunity in a highly visible area. The property is on part of Rt 304 (E Water St,) which runs through Centreville with ample parking, next to the old Centreville railroad line. (Easement is on left of the building) Close to restaurants, walking distance to Post Office, Public Library and downtown Centreville. In the past was 2 separate businesses, has been Ice Cream shop, laundromat, specialty supplies, real estate offices and accountant office. ½ bath and kitchen coffee bar on each side. Circular driveway in front and around building so works for deliveries for back or front of building. Designed with locations for private offices, work stations and a great welcoming entrance area with a built-in desk. Small deck on back of property. There is also a large garage storage area in back of the building with lighting, concrete floors and garage door Currently rented so appointments need to be made in advance

303 E Water St, Centreville

Listing courtesy of Tidewater Properties. Contact:

43 Queen Neva Ct, Chester
$439,900
3 Beds ⋅ 3 Baths
Welcome to 43-A Queen Neva Court, a pristine 3-bedroom, 2.5-bath contemporary condo in the sought-after Queens Landing community overlooking the pond. Offering more than 2,000 square feet of living space, the largest model in the community, this spacious end unit features an open, sunlit floor plan that is perfect for everyday living and entertaining. The oversized kitchen provides abundant workspace and storage, while the inviting living area is highlighted by a cozy fireplace. The generous primary suite includes a private bath with a soaking tub and separate shower. Step outside to your patio and enjoy peaceful pond views, added privacy, and the benefits of end-unit living. Queens Landing offers an amenity-rich lifestyle with a community pool, clubhouse, fitness center, tennis courts, and much more. This one is truly a 10/10!

43 Queen Neva Ct, Chester

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

3000 Herons Nest Way Unit 11, Chester
$439,500
2 Beds ⋅ 3 Baths
Luxury Coastal Living | $55K in Owner Upgrades | Move-In Ready! Recently improved price! No construction delays, no waiting, and exceptional upgrades already included. Water and sewer are included in the monthly COA fee. Discover this beautifully upgraded, 2,003 sq. ft. first-floor condo on Kent Island. This meticulously maintained home shows like a model and is ready for immediate occupancy! Step inside to a bright, open-concept floor plan featuring luxury vinyl plank flooring throughout, crown molding, recessed lighting, and a cozy fireplace. The gourmet kitchen impresses with quartz countertops, an oversized island, and sleek Wi-Fi-enabled appliances—perfect for entertaining! Enjoy peaceful green-space views and seasonal water glimpses from your private patio, accessible from both the living room and spacious owner’s suite. The luxurious primary bath features dual vanities and a frameless glass shower. A generous guest suite with private bath and a versatile bonus room with frosted glass doors provide plenty of space for guests, a home office, or hobbies. Additional highlights include interior access to a private one-car garage, secure storage, and a prime location just steps from the waterfront and walking trails. Experience resort-style living with indoor and outdoor pools, pickleball and tennis courts, firepits, a dog park, kayak and paddleboard launch, and direct access to the Cross Island Trail.

3000 Herons Nest Way Unit 11, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

132 Pennick Dr, Stevensville
$434,000
3 Beds ⋅ 3 Baths
MAJOR VALUE & PRICE IMPROVEMENT- Hurry to claim!! ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss.

132 Pennick Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

206 Penny Ln, Stevensville
$429,900
3 Beds ⋅ 2 Baths
This charming ranch-style home, built in 1978, offers a serene retreat on a spacious 0.33-acre lot, perfect for those who appreciate the beauty of nature. With three cozy bedrooms and two full bathrooms, this residence is designed for comfort and ease. The inviting screened porch and deck provide ideal spaces for morning coffee or evening gatherings, allowing you to soak in the tranquil surroundings. The driveway accommodates four or more vehicles, ensuring convenience for you and your guests. Imagine evenings spent enjoying the gentle sounds of nature, or hosting barbecues on the deck. This home is not just a place to live it's where memories are made. Embrace the lifestyle you've always wanted in this delightful property that beautifully blends comfort with the allure of outdoor living. Updated Kitchen Cabinets and appliances. Fresh painting throughout and new carpeting in primary bedroom.

206 Penny Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

106 Bodys Neck Rd, Chester
$429,900
3 Beds ⋅ 3 Baths
Marina views, waterfront surroundings, and the Bayside lifestyle—all at a new price of $429,900! Welcome to 106 Bodys Neck Road in Chester, where everyday living comes with a view. This 3-bedroom, 2.5-bath home offers upper and lower decks overlooking the marina, creating inviting spaces to enjoy your morning coffee, unwind at the end of the day, or simply watch the activity along the water. Inside, you'll find a comfortable and functional layout featuring a gas fireplace, spacious living areas, and an attached 1-car garage. New carpet in the lower level adds a fresh touch, while a new roof installed in 2023 offers an important recent update. The front foot fee was paid in full in 2024, and the seller is also providing a one-year home warranty for added peace of mind. Bayside offers a resort-style setting with amenities that include a clubhouse, outdoor pool, fitness center, tennis and volleyball courts, and scenic walking and jogging trails. Marina and water access add to the Chesapeake Bay lifestyle that makes this community so appealing. Conveniently located on Kent Island with easy access to Route 50, the Bay Bridge, dining, shopping, and nearby waterfront destinations. Now offered at $429,900. Come experience the marina view and see what life at Bayside could look like for you.

106 Bodys Neck Rd, Chester

Listing courtesy of Realty Navigator. Contact:

9 Ackerman Ct, Stevensville
$429,000
4 Beds ⋅ 3 Baths
Priced Improvement! Welcome to 9 Ackerman Court, a charming Cape Cod nestled among mature trees in the sought-after Cloverfields community on Kent Island! Offering the perfect blend of comfort, character, and coastal living, this inviting home features three bedrooms, a versatile bonus room, and the convenience of a main-level primary suite. Step inside to discover a bright and airy living room featuring soaring vaulted ceilings, abundant natural light, and a beautiful brick fireplace that creates a warm and welcoming focal point. The spacious kitchen offers white cabinetry, generous countertop space, and an adjoining dining area with sliding glass doors leading to the expansive rear deck—perfect for everyday living and effortless entertaining. The main-level primary suite offers a comfortable retreat complete with a walk-in closet and private bathroom. Three additional bedrooms provide plenty of options for a home office, playroom, guest space, or whatever best suits your needs. Neutral finishes and attractive flooring throughout create a fresh, inviting atmosphere ready for your personal touch. Outside, enjoy your own private backyard retreat. The expansive deck is ideal for outdoor dining, summer gatherings, or simply relaxing beneath the shade of mature trees. The fully fenced yard offers plenty of room for pets, play, and outdoor activities, while established landscaping and a storage shed add to the property's charm and functionality. Life in Cloverfields is all about embracing the Eastern Shore lifestyle. Residents enjoy access to an impressive collection of community amenities, including a beach along the Chester River, outdoor swimming pool, marina, boat ramp, clubhouse, and playground. Whether you're spending summer days on the water or enjoying the neighborhood amenities, there's something for everyone to love. Conveniently located in Stevensville, just minutes from local shopping, dining, parks, and the Chesapeake Bay Bridge, this home offers easy access to Annapolis and beyond. Discover the charm, convenience, and waterfront lifestyle that make 9 Ackerman Court such a wonderful place to call home. Some photos have been staged and enhanced by AI.

9 Ackerman Ct, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

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
***Seller is open to a credit for a 1:1 buy down with acceptable offer in order to assist with reducing the interest rate!*** 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:

414 Church St, Sudlersville
$425,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained `three-bedroom, two-bathroom home, built in 2021 and offering a like-new feeling. The thoughtfully designed interior features modern finishes throughout, including granite countertops, stainless steel appliances, tankless water heater, and the exterior features hardi-plank siding. Quality construction inside and out. This home is move-in ready and offers a perfect blend of modern comfort and small town living.

414 Church St, Sudlersville

Listing courtesy of Coldwell Banker Realty. Contact:

331 Utah Rd, Stevensville
$420,000
3 Beds ⋅ 2 Baths
Welcome to 331 Utah Rd. This well-maintained home is being offered for the first time and is conveniently located so close to the water in Kent Island Estates. Featuring 3 bedrooms and 2 full bathrooms, the property includes an updated primary bedroom, spacious living room and dining room, and an inviting kitchen. The finished lower level provides additional living space and includes a woodstove for added warmth and comfort. Enjoy the outdoors year-round with a large lot and rear fence, as well as a sunroom and a screened porch—perfect for relaxing, entertaining, and enjoying the surrounding setting. Don’t miss the opportunity to make this your forever home.

331 Utah Rd, Stevensville

Listing courtesy of Curtis Real Estate Company. Contact:

109 Birch Rd, Stevensville
$419,900
3 Beds ⋅ 2 Baths
*BACK ON THE MARKET WITH A MAJOR PRICE IMPROVEMENT! Welcome to this beautifully renovated and remodeled 3-bedroom, 2-bath home offering the perfect blend of modern style, comfort, and location. Designed with today’s lifestyle in mind, this home features a bright open floor plan with spacious living and dining areas that flow seamlessly into the stunning gourmet kitchen. The kitchen is a true showstopper with elegant quartz countertops, a large center island, and ample space for cooking, gathering, and entertaining. Both full bathrooms have been tastefully updated with ceramic tile finishes and brand-new high-end vanities. The spacious primary suite offers a private retreat with its own en-suite bathroom for added comfort and convenience. Step outside to enjoy the level front and backyard spaces, ideal for outdoor entertaining, gardening, play, or simply relaxing. Located just one block from the Chesapeake Bay, you’ll love the nearby neighborhood waterfront park featuring picnic areas and fishing access. Conveniently situated for commuters, this home offers easy access to the Eastern Shore beaches, Washington, DC, and Baltimore—making it the perfect place to enjoy coastal living with city convenience. Don’t miss this exceptional opportunity! Seller will consider leasing the property to qualified tenants for $3000 per month plus $3000 security deposit.

109 Birch Rd, Stevensville

Listing courtesy of Five Star Real Estate. 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:

451 Timber Ln, Grasonville
$409,900
3 Beds ⋅ 2 Baths
Coming Soon to The Woods Community! Adorable 3 bedroom, 2 bathroom home on a corner lot. This is a must see.

451 Timber Ln, Grasonville

Listing courtesy of Compass. 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:

233 Keenan Way, Stevensville
$399,999
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:

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:

400 Main St, Stevensville
$399,000
Zoned SHVC, bring your ideas! Can be a mixed use home with a business, barbershop, bed and breakfast, office spaces, country inn, convenience store, dry cleaner, garden center, ice cream shop and more! 3 levels make for a spacious property with a lot to offer! Plenty of parking available, which is rare for downtown Stevensville. Listed as Residential sale also, MLS # MDQA2018632

400 Main St, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

400 Main St, Stevensville
$399,000
4 Beds ⋅ 2 Baths
This charming farmhouse sits in the heart of downtown Stevensville! Zoned MULTI USE Residential/Commercial with a SHVC designation. Add your finishing touches and make this place a showstopper. Enjoy the cozy front porch and watch the parades with your own front row seats. Can be the perfect place to run a home business! Featuring 3 levels, this property feels much larger than it looks! Schedule your showing today.

400 Main St, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

101 King Store Rd, Grasonville
$399,000
3 Beds ⋅ 2 Baths
Grasonville - Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades.

101 King Store Rd, Grasonville

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

1837 Harbor, Chester
$396,900
3 Beds ⋅ 2 Baths
Beautifully and professionally renovated, this charming ranch-style home combines modern updates with the comfort and functionality of a traditional floor plan. Offering 3 bedrooms and 2 full baths, including a private ensuite bath in the primary bedroom, this move-in-ready home has been thoughtfully redesigned . The bright, sunny kitchen features abundant cabinet space, brand-new appliances, and luxury vinyl plank flooring. A sliding glass door opens to a spacious deck overlooking a lovely backyard with mature trees and backs to woods, creating the perfect setting for outdoor entertaining or quiet relaxation.The generous living room showcases beautifully refinished red oak hardwood floors that continue throughout all three bedrooms, adding warmth and timeless appeal. Both bathrooms have been completely renovated with new showers, vanities, sinks, toilets, and luxury vinyl plank flooring.For added peace of mind, major upgrades include a new HVAC system, PEX water lines, recessed lighting throughout, a new hot water heater, water softener, and well pump, all conveniently located in a heated mechanical room. Located in the established Harbor View community, this exceptional home is just minutes from shopping, urgent care, walking trails, and Resturants. Convenient to the Kent Narrows and Bay Bridge. Offering the perfect blend of modern convenience and Eastern Shore charm, 1837 Harbor Drive is truly better than new. Come discover a place you'll be proud to call home and enjoy everything the Eastern Shore lifestyle has to offer. See Floor Plan and Renovations to 1837 Harbor Dr in Documents.

1837 Harbor, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

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