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$359,000
3 Beds ⋅ 2 Baths
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! 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 Drive, Grasonville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$2,200,000
3 Beds ⋅ 2 Baths
Bay City - If you are looking for a property that features beautiful sunsets on the bay, and outdoor living at the finest you found it! A builder's home with attention to detail from the custom heated pool and hot tub to the Danver stainless steel outdoor kitchen, Lynx grill, Lynx side burner, subzero ice maker, subzero refrigerator drawers and well as an outdoor living space with gas fireplace. Additional features of motorized retractable screens and aluminum shutters on pool house. Also, a boater's dream with a pier featuring a 13,000 lbs boat lift, 30,000 lbs high speed boat, jet ski lift and all new decking and lighting. Irrigation system and full property landscape and landscape lighting to also appreciate on this beautiful property. Crawlspace has been encapsulated and insulated and installed dehumidification system. This home is a MUST SEE, so call today for your showing appointment.

914 Bayside Dr, Stevensville

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

$659,950
4 Beds ⋅ 4 Baths
Welcome home to 120 Pathfinder Circle in Perry's Retreat! Built in 2023 and meticulously maintained, this 4 -bedroom , 3.5 bath home offers approximately 3,010 sf of beautify designed living space, where thoughtful upgrades,custom touches,and everyday functionality come together. From the moment you walk in, the attention to detail is impossible to miss. The main level showcases a stunning three-sided fireplace topped with a custom walnut mantel - an eye catching centerpiece that makes the living space feel warm, inviting, and distinctly your own. The kitchen is made for gathering, cooking and entertaining, featuring two ovens and custom -made pendant lighting that adds both function and personality. Throughout the home, an upgraded Craftsman trim package recessed lighting , luxury vinyl plank flooring, and ceiling fans in every room create a polished, comfortable feel. With Ethernet wiring throughout , this home is ready for everything from work from home days to movie nights and streaming marathons. Upstairs, the spacious primary suite feels like a retreat, complete with two walk in closets and a generous shower with dual showerheads. A secondary bedroom with its own ensuite bath offers a private space for guests or family. Two additional flex spaces give you the freedom to create dedicated offices, home gym, playroom or whatever your lifestyle demands. A separate loft adds even additional room to spread out. The back yard is where this property really shines. The 16x40 patio provides an incredible outdoor living and entertaining space, while the privacy fence creates a comfortable, secluded setting. The meticulously maintained landscaping and lush lawn are true standouts and add exceptional curb appeal. With a three car garage, there's plenty of room for vehicles and storage. This is more than a newer home - it's a home that has been thoughtfully enhanced and lovingly maintained. The custom details and flexible spaces truly make it feel special. Come see why 120 Pathfinder Circle is the home you have been looking for.

120 Pathfinder Cir, Grasonville

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848
$568,900
4 Beds ⋅ 3 Baths
Welcome to 329 Union Church Road in Chestertown, located in Queen Anne’s County—a home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loft—providing plenty of room for storage, hobbies, a workshop, or all the extras. Inside, you’ll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs adds a fresh look. Major mechanical updates include the upstairs HVAC system replaced in 2023 and the downstairs HVAC system replaced in 2026. Outside, the 1.03-acre property gives you room to spread out, enjoy the outdoors, and create a space that fits the way you want to live. The detached pole barn adds even more versatility, while the attached and detached garage spaces provide plenty of options for parking, storage, projects, and more. Additional features include a tankless gas water heater, private well and septic, and an owned water-filtration system. Whether you’re looking for more room inside, space for your hobbies and projects, or simply a place you can put your own stamp on, 329 Union Church Road offers the space and flexibility to make it your own. Come take a look and imagine making this Queen Anne’s County property your next home!

329 Union Church Rd, Chestertown

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

$609,900
4 Beds ⋅ 4 Baths
Welcome to this spacious Cape Cod situated on a generous corner lot in Centreville's Hunters Ridge neighborhood. Offering four bedrooms, two full and two half baths, and multiple living spaces, this home provides a flexible layout with plenty of room to gather, entertain, work from home, or spread out. The main level features a primary bedroom, along with formal living and dining rooms and a kitchen that flows into the family room for comfortable everyday living. A cozy wood stove adds warmth and character, while the sunroom provides another inviting space to relax and enjoy views of the backyard. Upstairs, you'll find two additional bedrooms, while the fourth bedroom is located above the garage with its own half bath. This separate space offers plenty of versatility and could work beautifully as a private guest area, home office, hobby room, or bonus space depending on your needs. Outside, the deck overlooks the spacious backyard, offering plenty of room to relax, entertain, or enjoy the outdoors, while a shed with electric provides additional storage or workspace. With a main-level primary bedroom, three additional bedrooms, multiple gathering spaces, a sunroom, and no HOA, this Hunters Ridge home offers a layout that can easily adapt to the way you live.

201 Winchester Dr, Centreville

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

$789,000
3 Beds ⋅ 3 Baths
Professional Photos Coming Soon! Welcome to 402 Macum Creek Drive, ideally situated along Macum Creek in the beautiful waterfront community of Gibson’s Grant. This thoughtfully designed Hartley model by Koch Homes offers three bedrooms, two-and-a-half baths, and an open floor plan perfect for everyday living and entertaining. A beautiful stone propane fireplace creates a warm and inviting focal point in the main living area. Double porches provide the perfect place to relax and take in breathtaking sunset views over the creek. Positioned on a desirable corner lot, the home also features a fenced backyard, spacious deck, and hardscape patio—ideal for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A rear-entry two-car garage with a large parking pad provides ample space for residents and guests. Gibson’s Grant is conveniently located near waterfront dining, shopping, and the Cross Island Trail, with easy access to the Bay Bridge for commuting or exploring all that the Eastern Shore has to offer. Experience the perfect blend of waterfront community living, everyday convenience, and the relaxed Shore lifestyle.

402 Macum Creek Dr, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$400,000
3 Beds ⋅ 2 Baths
WOW, WHAT A DEAL! This is not your average rancher! Welcome to 119-A Rebel Road in Grasonville, featuring a hard-to-find, large detached two-car garage with air conditioning and space for a woodstove! This beautifully renovated three-bedroom, two-bath home sits on a gorgeous, nearly half-acre lot with plenty of room for boat storage. PICTURES COMING SOON! Step inside and fall in love with the huge, upgraded eat-in kitchen featuring brand-new stainless steel appliances, XL kitchen sink, new fixtures, new lighting, and new kitchen flooring. You’ll also find generously sized bedrooms, fresh paint, new carpeting, additional updated lighting, and newly upgraded bathrooms. The spacious owner’s suite offers a private full bath and walk-in closet. Enjoy the peaceful rural setting surrounded by mature trees while remaining close to everything that makes Eastern Shore living so special. Explore nearby waterfront parks, beaches, dog parks, the Cross Island Trail, Grasonville Park with pickleball, and the Chesapeake Bay Environmental Center. Enjoy kayaking, paddleboarding, boating, local tours, restaurants, shopping, and so much more! A gorgeous renovation, huge lot, owner’s suite, and detached two-car garage make this an incredible find. Hurry, this one won’t last long!

119-A Rebel Rd, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$475,000
3 Beds ⋅ 1 Baths
Welcome to 249 White Marsh Road, a beautifully maintained and move-in-ready 3-bedroom, 1-bath home nestled on a beautifully landscaped property in Centreville. From the moment you arrive, it is clear this home has been thoughtfully cared for and offers a wonderful combination of charm, comfort, and functionality. Inside, you'll find beautiful wood floors and a bright, inviting living space that has been exceptionally well maintained. The recently renovated bathroom adds a fresh, modern touch, while the home's overall condition allows you to move right in and enjoy it from day one. The lower level provides valuable flexible space that can easily adapt to your needs. Use it as a home office, workout area, hobby space, or potentially an additional bedroom—the possibilities are yours. Outside, the beautifully landscaped grounds provide a peaceful setting and plenty of room to enjoy the property. Whether you're looking for a first home, downsizing, or simply want a clean and well-cared-for property with room to make it your own, 249 White Marsh Road is a home worth seeing.

Centreville

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$3,850,000
5 Beds ⋅ 4 Baths
From the moment you turn onto winding Carmichael Road and cross the bridge onto Wye Island, the pace begins to slow. Of the island’s approximately 2,800 acres, only about 350 are privately owned. The State of Maryland through the Maryland Park Service owns and manages the rest. ‘The Point’ is among the island’s handful of private properties, distinguished by almost six acres and more than 1,200 feet of elevated waterfront, one of the largest private shorelines on Wye Island, with over half riprapped. Set at the end of a private drive, this exceptional estate offers a rare sense of privacy amid the island’s pristine, unspoiled lands. The main residence is distinctive in both design and setting, with a playful modern aesthetic, soaring ceilings reaching nearly 18 feet, and an open floor plan oriented toward the water. Two bedroom suites occupy the main level, each with an ensuite bath and its own exceptional outlook, one overlooking the Wye River, the other facing a private cove. Upstairs, two additional bedrooms share a Jack-and-Jill bath, with each opening to its own private deck. Designed for both everyday living and memorable family gatherings, the property embraces the natural beauty of its surroundings. An outdoor kitchen creates an inviting setting for entertaining, while the approximately 90-foot pier, with an estimated 5’+ mean low water, provides direct access to the river and the Chesapeake beyond. A private duck blind and abundant wildlife further connect the property to the land and water. A charming guest house provides comfortable accommodations for extended family and friends, with a kitchenette, bedroom, full bath, and sweeping water views. A second-floor loft, with exceptional views across the river and surrounding farmland, provides an ideal setting for a home office, studio, or quiet retreat. Life on Wye Island is defined by its unspoiled landscape and enduring connection to the outdoors. The island is celebrated for its quiet coves, abundant wildlife, and sporting traditions, with opportunities for boating, crabbing, fishing, waterfowl hunting, and deer hunting. Here, days can be spent on the river, along the shoreline, in the surrounding woods and fields, or simply enjoying the remarkable sense of privacy that comes with living in such a protected setting. Meticulously maintained and ready for its next chapter, The Point represents an increasingly rare opportunity to own a private waterfront estate in one of the Eastern Shore’s most pristine and unspoiled settings. A place for family and friends to gather, enjoy the water, and experience all that Wye Island and Eastern Shore have to offer. ***Owner occupied - PLEASE DO NOT DRIVE DOWN DRIVEWAY.*** Agent related to Owner.

491 Wye Island Rd, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact: chevychase@ttrsir.com
$625,000
2 Beds ⋅ 2 Baths
Professional Photography Coming Soon! Professional interior photography and stunning drone photography are currently being scheduled and will be added soon. Stay tuned for a closer look at this beautiful home and its exceptional setting. Luxury, comfort, and resort-style living come together beautifully in this exceptional Bay Bridge Cove residence! This beautifully appointed home combines elegant finishes, spacious living areas, and an inviting indoor-outdoor lifestyle in a sought-after community. From the moment you step inside, you’ll appreciate the attention to detail. The spacious living room features beautiful crown molding, recessed lighting, and a cozy gas fireplace, creating the perfect setting for relaxing or entertaining. At the heart of the home is a gourmet kitchen designed to impress, featuring an abundance of cabinetry, stainless-steel appliances, generous counter space, and a large pantry providing exceptional storage and functionality. One of the home's most inviting features is the bright and spacious sunroom, surrounded by an abundance of windows that fill the room with natural light. A beautiful cathedral ceiling enhances the open, airy feel, creating the perfect space for morning coffee, casual entertaining, or simply enjoying the peaceful views throughout the seasons. The sunroom provides direct access to the screened porch, creating a seamless flow between the indoor and outdoor living spaces. The home offers two generously sized bedrooms, including a private primary suite with a walk-in closet and spa-inspired bathroom featuring a walk-in shower. Elegant details throughout—including chair railings, crown molding, and luxury vinyl plank flooring—create a sophisticated yet warm and comfortable ambiance. Step outside and enjoy the peaceful setting of a level lot backing to an open common area. The screened porch offers an ideal retreat for outdoor dining, entertaining, or relaxing with a good book while enjoying the tranquil surroundings. Meticulously maintained landscaping and a lawn sprinkler system add to the home's exceptional curb appeal. As a resident of Bay Bridge Cove, you’ll enjoy an impressive array of amenities designed for an active and social lifestyle. The community offers a clubhouse, fitness center, outdoor swimming pool, scenic jog/walk paths, game room, and recreational center—providing plenty of opportunities for fitness, relaxation, recreation, and connecting with neighbors. Additional highlights include an attached two-car garage with convenient interior access, exterior security cameras, and smoke detectors for added peace of mind. Location is another standout feature, with convenient access to major routes, shopping, dining, and restaurants, making commuting, errands, and enjoying the area's many amenities effortless. This is more than a home—it’s an opportunity to enjoy a refined, low-maintenance lifestyle in a vibrant community where comfort, convenience, and resort-style amenities come together. For an additional fee, the home is also available fully furnished, offering a convenient turnkey option for buyers seeking an effortless transition into their new home. Welcome home to Bay Bridge Cove!

208 Topside Dr Unit #211, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact: (800) 383-3535
$599,900
4 Beds ⋅ 3 Baths
Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstairs, an expansive loft is joined by a separate room that can serve as a fourth bedroom, home office, bonus room, or additional flex space, along with another full bath and ample storage. This versatile upper level provides plenty of options for guests, working from home, recreation, hobbies, or whatever best fits your needs. The upper-level heat pump was replaced in August 2026. One of the property's most distinctive features is the oversized 4-car drive-through garage, with access from both the front and rear. There's exceptional room for vehicles, boats, recreational equipment, a workshop, hobbies, and storage, an especially valuable feature for enjoying the Kent Island lifestyle. Another major benefit is the seller-owned solar energy system, with no solar lease or loan for the buyer to assume. This is an all-electric home with no separate gas or heating-oil bill, and the sellers have paid just $9.75 per month for electricity for the past 24 consecutive months, which is Delmarva Power's minimum monthly service charge. The system has historically produced more electricity than the sellers use, providing significant savings on electricity costs while excess production has typically resulted in money back to the sellers annually through net metering. Solar production records and electric bill history are available for buyer review. Outside, the private, level .44-acre lot provides plenty of usable yard space for entertaining, recreation, pets, gardening, or simply enjoying the outdoors. The location puts some of Kent Island's best recreational amenities within easy reach, including Romancoke Pier and Park, Matapeake Beach, Pier and Boat Ramp, and Blue Heron Golf Course. With its 4-car drive-through garage, remarkably low historical electric bills, flexible 4-bedroom layout, main-level living, private .44-acre lot, and proximity to the water, 108 Margaret Drive offers a combination of features that is truly hard to find.

108 Margaret Dr, Stevensville

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

$719,900
3 Beds ⋅ 4 Baths

1202 Oyster Cove Dr, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$529,000
3 Beds ⋅ 3 Baths
Nestled in the coastal enclave of Kent Island Estates, this exquisite residence, built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning a generous 0.25-acre lot, the property is thoughtfully designed to provide both comfort and elegance, making it an ideal retreat for discerning homeowners. As you step inside, you are greeted by an inviting atmosphere enhanced by high-quality finishes and an abundance of natural light. The interior features a seamless flow of luxury vinyl plank and plush carpeting, creating a warm and welcoming ambiance throughout. The spacious living areas are adorned with ceiling fans, ensuring a comfortable environment year-round. The well-appointed kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances including a built-in microwave, dishwasher, and refrigerator, complemented by a sleek stove and range. The home boasts three generously sized bedrooms, including a primary suite that serves as a private sanctuary. The primary bath features modern fixtures and finishes, providing a spa-like experience at home. With a total of 2.5 bathrooms, convenience is paramount for both residents and guests. Step outside to discover the enchanting outdoor space that backs to tranquil trees, offering a peaceful retreat for relaxation or outdoor gatherings. The exterior is enhanced by tasteful lighting, creating an inviting atmosphere for evening enjoyment. Kent Island Estates is not just a home; it's a lifestyle. Residents enjoy access to a vibrant community with nearby parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and well-maintained surroundings, making it a wonderful place to connect with neighbors. The quiet street is maintained by the County, has new public sewers and is close to the Cross Island Trail, Romancoke Pier, Matapeake Beach and so much more and is served by the Matapeake Elementary and Middle Schools. Just a few minutes to restaurants, shopping, and the Bay Bridge.This property is a rare find, combining modern amenities with the charm of a close-knit community. Experience the best of both worlds in this stunning home, where luxury meets coastal charm.

123 Tennessee Rd, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810
$249,900
3 Beds ⋅ 2 Baths
Opportunity awaits in Crumpton! This 3-bedroom, 2-full-bath single-family home offers plenty of space, parking, and potential for the buyer with vision. The home has seen some updates over the years but would benefit from a modest renovation and additional updating to truly bring out its full potential. The property features a welcoming front porch, fenced rear yard, generous storage throughout the home, and additional storage in the sheds. The second level offers an especially large rear area, providing flexibility for a variety of uses. With ample off-street parking and a solid layout, there is plenty to work with. Bring your ideas and make this house your own. With the right vision and improvements, this property could be transformed into a stunning home. Don't miss the opportunity to create something special in Crumpton!

214 Broad St, Crumpton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: howardcounty@penfedrealty.com
$449,900
3 Beds ⋅ 3 Baths
Welcome to 227 Dorchester Road — a nicely updated 3-bedroom, 3-full-bath split foyer tucked on a private, fenced lot in the water-oriented community of Kent Island Estates. The main level features new LVP flooring, a bright kitchen with painted cabinetry, 3 bedrooms and 2 full baths, including a fully renovated primary bath with a custom tiled shower. The hall bath has also been refreshed with updated flooring and paint. The finished lower level offers fantastic flexible living space and was substantially renovated in 2023 with new drywall, electrical, flooring and paint, plus a cozy pellet stove and an existing third full bath. Outside, enjoy the fenced backyard, a large deck with access to the yard and eat-in dining area, a concrete patio and plenty of room for entertaining, gardening or play. There's even a chicken coop that conveys — and the chickens can convey too! The STEP sewer system was installed in 2018, taking one more major item off the list. And when you're ready to get out and enjoy Kent Island, the South Kent Island Trail runs right through the community, while nearby Romancoke Pier offers fishing, crabbing, picnicking and a small sandy beach for launching kayaks. Updated, comfortable and close to the water — this is Kent Island living! Check out the community website for more information on the associations and optional fees for access to the various amenities. The $20/year mandatory fee is for KIE road maintenance.

227 Dorchester Rd, Stevensville

Listing courtesy of RE/MAX Leading Edge. Contact:

$479,900
3 Beds ⋅ 3 Baths
Coming soon! WELCOME TO KENT ISLAND! Built in 2021, this attractive 3-bedroom, 2.5-bath home offers nearly 1,700 sq. ft. of comfortable living space with a bright, open floor plan and thoughtful upgrades throughout. The main level features durable LVP flooring and an open kitchen with granite countertops, tile backsplash, stainless steel appliances and plenty of space for gathering and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and a generously sized private bath with double vanity, soaking tub and separate stand-up shower. Two additional bedrooms, another full bath and conveniently located upstairs laundry complete the second level. Additional features include a whole-house water filtration system with softener and chemical feeder, an encapsulated crawl space, attached garage and a fenced backyard with white vinyl fencing and a patio for outdoor relaxing, grilling or play. Located in Kent Island Estates, this home offers the laid-back Eastern Shore lifestyle with optional access to community waterfront recreation and Chesapeake Bay beach areas for a low voluntary annual fee. Enjoy nearby parks, marinas, restaurants, boating and all that Kent Island has to offer, while still being within easy reach of the Bay Bridge. Only five years young, well cared for and move-in ready, 125 Harford Road offers a wonderful opportunity to own a newer home on Kent Island.

125 Harford Rd, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact: (800) 383-3535
$469,989
4 Beds ⋅ 3 Baths
CLOVERFIELDS FINEST—CUL-DE-SAC, PRIVACY & WATER-PRIVILEGED LIVING! Tucked away on a quiet cul-de-sac with mature trees, this meticulously maintained home is move-in ready! Featuring vaulted ceilings, fresh paint, California Closets and a REAL brick wood-burning fireplace. The roomy kitchen offers oak cabinetry with glass-front accents. New washer & dryer, new water heater, updated bathrooms! *Step outside to a large rear deck overlooking the partially wooded, privacy-fenced backyard—perfect for relaxing or entertaining. Storage shed included. Enjoy all that Cloverfields has to offer with a private beach, pool, marina, boat launch, clubhouse, fishing pier and playgrounds. Privacy, character and the Kent Island lifestyle—all in one!

9 Ackerman, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$640,000
4 Beds ⋅ 3 Baths
Welcome to 422 John Patrick Drive, a beautifully updated home situated on a corner lot in the sought-after Ellendale community on Kent Island. Offering over 2,200 square feet of thoughtfully designed living space, this move-in-ready home features an open, functional floor plan with inviting spaces for everyday living and entertaining. The updated kitchen showcases quartz countertops, a stylish backsplash, a center island with pendant lighting, and newer KitchenAid and Bosch appliances. The kitchen opens seamlessly to the living room, where custom built-ins add character and storage while creating a welcoming gathering space. Just off the kitchen, a light-filled dining area overlooks the front yard, while an additional playroom offers flexibility as a formal dining room, home office, or other space to suit your needs. Recessed lighting throughout the kitchen, living room, and hallway enhances the home’s bright, polished feel. Upstairs, the oversized primary suite offers a relaxing retreat with a walk-in closet featuring a built-in organization system. The beautifully remodeled primary bath includes quartz countertops, Moen fixtures, a soaking tub, separate shower, and space-saving pocket door. Three additional bedrooms, another full bath, and a conveniently located laundry area with an LG washer and dryer complete the upper level. Outside, enjoy a fully fenced backyard overlooking the peaceful neighboring farm, complete with a patio, storage shed, and a newer play set (2025). Major recent improvements provide added peace of mind, including a Rinnai tankless gas water heater and a complete Rheem HVAC replacement featuring electric air conditioning and gas heat. Ellendale residents enjoy access to a community pool, clubhouse, walking trails, playground, fishing pier, kayak launch and storage, and boat storage. Conveniently located near shopping, dining, schools, the Bay Bridge, and commuter routes to Washington DC and Baltimore, this thoughtfully updated home offers comfort, convenience, and the best of the Kent Island lifestyle.

422 John Patrick Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$435,000
3 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready in the heart of Stevensville! This 3-bedroom, 1-bath rancher has been thoughtfully updated throughout, featuring brand-new LVP flooring, a completely renovated kitchen, updated bathroom, new fixtures, fresh paint, and modern finishes throughout. Enjoy the convenience of being just blocks from downtown Stevensville, with local shops, restaurants, schools, and parks nearby. The Cross Island Trail is just a short walk around the corner, offering miles of paved walking and biking trails across Kent Island, while the Chesapeake Bay Bridge is just minutes away for an easy commute to the western shore. Served by public water and sewer, this beautifully updated home combines modern finishes with a convenient Kent Island location. Nothing left to do but move in and enjoy!

126 State St, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810
$670,000
4 Beds ⋅ 3 Baths
Spacious Claiborne Fields Home with Beautiful Views & Convenient Centreville Location! Welcome home to this spacious and beautifully situated 4-bedroom, 3-bath home in the established and highly sought-after community of Claiborne Fields. With a 2-car garage and plenty of room both inside and out, this home offers the space and setting you've been looking for. The property sits on a beautiful lot with expansive views of open fields, mature trees, and a peaceful pond. The outdoor spaces are truly a highlight, with a wonderful sunroom and patio with a permanent umbrella—perfect for morning coffee, afternoon relaxation, or gathering with family and friends while enjoying the scenery. Inside, the generous floor plan offers comfortable living spaces, original hardwood floors, and plenty of room for everyday living and entertaining. The home has been thoughtfully maintained and features numerous updates and improvements, including a newer roof, newer heat pumps and furnace, Anderson 400 Series windows, granite countertops, Rinnai tankless hot water, water treatment system, and an encapsulated crawl space. Enjoy the best of both worlds—a peaceful neighborhood setting with beautiful open views, while being just minutes from downtown Centreville. Shopping, restaurants, parks, schools, and local amenities are all conveniently close by. A wonderful opportunity to enjoy space, privacy, beautiful surroundings. Come see why this one is special!

306 Old Line Dr, Centreville

Listing courtesy of Taylor Properties. Contact:

$3,950,000
Stevensville - First Time on the Market! Wonderful investment opportunity, featuring two building at one location on 1.62 acre. Currently, 12 units full of tenants as retail and office space. Plenty of space for parking, many tenants have been long term tenants and have extended lease currently in place. The owner has custom built the buildings and you can see the pride of ownership and how well maintained the buildings and property are kept. The attention to detail in the buildings and the suite buildouts are a must see! Call today for your showing appointment.

114 Saint Claire Pl, Stevensville

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

$450,000
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: kelly.thompson@cbmove.com
$450,000
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: kelly.thompson@cbmove.com
$539,000
4 Beds ⋅ 3 Baths
Welcome to 222 E Main St. This home has new windows, siding, HVAC, electric, and more. Completely renovated from top to bottom. Upgraded kitchen and bath accessories with soft close cabinets, stainless appliances, tile showers, and new flooring throughout. Partially fenced back yard that opens up to the local park. Main floor bed, and primary bed and bath on the second floor. Full basement with loads of storage. Back yard has a gate to the public park. Walking distance to town. Motivated seller!!!!!

222 E Main St, Sudlersville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact: (800) 383-3535
$599,000
4 Beds ⋅ 3 Baths
PROFESSIONAL INTERIOR PHOTOS COMING SOON! Exceptional value in the water-privileged Kent Island Estates community! This well-loved home has been thoughtfully improved and beautifully maintained by its current owners, offering approximately 2,300 sq. ft. of finished living space and an impressive list of indoor and outdoor improvements. Enjoy the best of Eastern Shore living with nearby waterfront dining, some of the area’s best local seafood, coffee shops, marinas and dockside destinations in Kent Narrows—all just minutes from home. With so much already completed, this home is truly move-in ready and an incredible opportunity to enjoy the Kent Island lifestyle. Inside, the former garage has been fully finished and transformed into an expansive bonus living space, perfect for a playroom, home office, gym, media room or additional family room. Outside is where this property really shines! Enjoy a large enclosed deck and screened porch overlooking the fully fenced backyard, an expansive brick patio, extensive landscaping and hardscaping, a paved driveway and an oversized shed offering exceptional storage with additional space currently used for workout equipment. Located in Kent Island Estates, enjoy community water access and the laid-back Eastern Shore lifestyle with nearby opportunities for boating, kayaking, fishing and crabbing. Convenient to the South Island Trail, Romancoke Pier, Kent Narrows, local dining and shopping, with easy access to the Bay Bridge. With approximately 2,300 sq. ft. of finished living space and so many improvements already completed, 212 Oregon Road is an exceptional opportunity to enjoy the best of Kent Island living!

212 Oregon Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$597,000
3 Beds ⋅ 3 Baths
Beautifully renovated historic home in the heart of charming Queenstown, a water-oriented Eastern Shore town rich in history and small-town appeal. Approaching 150 years old, this distinctive residence offers approximately 1,920 square feet of thoughtfully updated living space while preserving its original character. Featuring 3 bedrooms, 2.5 updated tile baths, hardwood floors, period details throughout, a gourmet kitchen, newer dual-zone air conditioning, forced-air and baseboard heat, and a re-lined fireplace in the living room, this home seamlessly blends historic charm with modern comfort. Step outside to enjoy beautifully established gardens, the result of generations of owners' passion for flowers, nature, butterflies, and birdsong. Relax on the patio within the fenced backyard overlooking a tranquil pond, stroll to the water, or launch a kayak, canoe, or paddleboard from one of Queenstown's convenient public access points to Queenstown Creek. The town also offers a marina for boating enthusiasts. Golf lovers will appreciate nearby Queenstown Harbor's 36 championship holes set amidst stunning natural surroundings. Rich in history, Queenstown is home to the nation's oldest standing courthouse and offers a vibrant sense of community with concerts in the park, holiday celebrations, and other events throughout the year. Conveniently located for commuting to Annapolis, Baltimore, and Washington, D.C. Zoned to allow a home office or small business. A rare opportunity to own a piece of Queenstown history while enjoying the best of Eastern Shore living.

7108 Maryland Ave, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$349,000
3 Beds ⋅ 3 Baths
Low maintenance island living at its best! 6005 Bridgepointe Dr is freshly painted, deep cleaned, and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. NEW A/C UNIT! NEW ROOF (7/29) Easy access to RT50 - perfect for the commuter. Quiet neighborhood.

6005 Bridgepointe Dr, Chester

Listing courtesy of Rosendale Realty. Contact: 4107580333
$639,900
4 Beds ⋅ 3 Baths
Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

506 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$542,500
3 Beds ⋅ 3 Baths
There’s more here than meets the eye! This charming home may look like a classic rancher from the curb, but inside and out, it offers an impressive amount of flexibility. The main home features three bedrooms, two full bathrooms and an oversized family room overlooking the beautifully landscaped, fully fenced backyard with privacy fencing and a rear deck. But the real surprise is the separate studio-style bonus space with its own private entrance, full bathroom, stackable washer and dryer, refrigerator, cabinetry and countertop space. Whether you envision an in-law suite, work-from-home office, guest quarters or potential rental space, the possibilities are plenty. Outside, you’ll ALSO find a detached shed with concrete floors and electric, plus an extended driveway with double gates opening to an additional parking pad, perfect for a boat or camper. An encapsulated crawlspace and newer roof add extra peace of mind. Located in the community of Bay City, you’ll enjoy a neighborhood setting with water access, a playground with picnic area, PLUS just minutes from fine dining, restaurants, marinas, public parks, playgrounds and bike trails of Kent Island. Not to mention, easy access to the Chesapeake Bay Bridge or commuter bus stops.

404 Victoria Way, Stevensville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$650,000
3 Beds ⋅ 3 Baths
This is a lovely 3 bedroom, 2.5 bath, waterfront home with panoramic views of the Chester River. It was built in 2001. It features: 9' ceilings, 2"x6" exterior wall construction, crown molding in every room, family room with wood burning fireplace, dining room with vaulted ceiling and skylight, kitchen with quartz countertops and all ;major appliances,ensuite bedroom on first floor and a large screened porch overlooking the river. Upstairs are two bedrooms, one has a cathedral ceiling overlooking the river. The other has two walk-in closets. There is a large bathroom on the second floor. There is plenty of additional storage including an outdoor storage shed with electricity, There is a new well pump and pressure tank installed in '26 , the house has dual heating a/c systems- the downstairs was replaced in '24. The house was professionally landscaped in '22 with a new irrigation system and outdoor lights were installed by the drive and in the trees for night time safety. A new roof was installed in '24. There is a dock that offers approximately 3' to 3 1/2' of water at mean high tide for kayaking, waterboarding, canoeing. The property is close to Chestertown and convenient to Rt. 301 making it an easy drive to DE, Phila, and D.C. Lovely old shade trees and being close to nature at the river's edge add to this wonderful home.

209 Shoals Rd, Crumpton

Listing courtesy of Doug Ashley Realtors, LLC. Contact: