Refine Search
Map
Sort by
110 Boatswain Way Unit 3012, Chester
$619,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3012, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

102 Boatswain Way Unit 2911, Chester
$619,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit 2911, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

157 Fawn Ln, Grasonville
$619,900
5 Beds ⋅ 3 Baths
New Construction, Ready September, this new home features 4 bedrooms, 2.5 bathrooms, and the builder’s highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility. The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen features granite countertops, white shaker cabinets, stainless steel appliances, and a large breakfast bar, seamlessly connecting to a bright and airy sunroom—perfect for casual dining and entertaining. The spacious family room offers a cozy retreat for relaxing evenings. A stylish mudroom with a barn door and built-in bench leads to the attached 2-car garage. Upstairs, the owner’s suite includes a spacious walk-in closet and a spa-inspired bath with double vanities. Three additional bedrooms and a full hall bath offer plenty of room for family or guests. The third-floor Sky-Basement is fully finished with its own HVAC system—ideal for a rec room, gym, media space, or extra storage. Located in a quiet, neighbor-friendly community with convenient access to commuter routes, including US-50, this home is a perfect blend of luxury and accessibility. Sales price reflects builder promotion with the use of a preferred lender and title company. See the sales agent for details. Photos are for illustrative purposes and may show optional features. Home is under construction.

157 Fawn Ln, Grasonville

Listing courtesy of Island Realty, LLC. Contact:

102 Boatswain Way Unit 2912, Chester
$609,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit 2912, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

641 Warbler Way, Chester
$599,990
2 Beds ⋅ 2 Baths
Welcome to the Bernstein II, a beautifully designed home offering 2 bedrooms, 2 baths, and a 2-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area offers a spacious and functional space for lounging. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

641 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

102 Boatswain Way Unit 2912, Chester
$599,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and stylish workspace. The kitchen is designed for everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit 2912, Chester

Listing courtesy of KOVO Realty. Contact:

101 Chesapeake Bay Dr, Stevensville
$599,900
2 Beds ⋅ 3 Baths
Enjoy the Chesapeake Bay lifestyle from this charming 2-bedroom, 3-bath cottage offering beautiful Bay views and direct access to the water just across the street. Situated on more than .6 acres, the property combines a relaxed coastal setting with a spacious, private backyard that is flat and ideal for outdoor living and entertaining. After a day on the water, unwind in the hot tub, rinse off in the outdoor shower, or simply enjoy the privacy of the backyard. A storage shed provides convenient space for kayaks, paddleboards, bikes, and other outdoor gear. Just across the street, direct access to the Chesapeake Bay and a sandy beach makes it easy to launch a kayak or paddleboard, spend the day along the shoreline, or simply take in the Bay. While the property is non-waterfront, the combination of water views and convenient Bay access offers an exceptional opportunity to enjoy the Eastern Shore lifestyle. Whether you're looking for a weekend getaway or a full-time Shore home, 101 Chesapeake Bay Drive offers an inviting retreat with space, privacy, water views, and the Chesapeake Bay just steps away.

101 Chesapeake Bay Dr, Stevensville

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

1700 Bennett Point Rd, Queenstown
$599,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully updated contemporary offering water views, flexible living space, and a community pier practically in your backyard! With 3 bedrooms and 2 full baths, this home features a primary bedroom on each level, making the layout ideal for a variety of living arrangements.The heart of the home is the gourmet kitchen, complete with granite countertops, a stylish glass backsplash, stainless steel appliances, a center island, breakfast bar, and plenty of space for a kitchen table. Just beyond, the dramatic two-story living room features a cozy gas fireplace, refinished hardwood floors, and a beautiful stained-glass window that adds character and charm. Enjoy the convenience of a main-level primary bedroom, while upstairs, the entire second floor is dedicated to an expansive primary suite with beautiful views of Greenwood Creek. Outdoor living is just as inviting. Relax on the screened porch, large deck, enjoy the fenced rear yard, or head just steps away to the community pier, where an available boat slip puts days on the water within easy reach. You get the Chesapeake lifestyle and beautiful water views without the waterfront taxes! The entire home has been freshly painted and the hardwood floors beautifully refinished, making it ready for its next owner. Additional features include an encapsulated crawl space and a spacious 2-car garage.Water views, boating access, beautiful updates, and a unique contemporary design—this is Eastern Shore living without the waterfront price tag.

1700 Bennett Point Rd, Queenstown

Listing courtesy of Rosendale Realty. Contact:

137 Meadowcroft Dr, Centreville
$595,000
6 Beds ⋅ 3 Baths
Welcome to 137 Meadowcroft Drive, a home unlike anything else you’ll find in North Brook! With over 3,000 square feet of beautifully finished living space, 6 bedrooms, 3 full bathrooms, this home stands out with its impressive size, thoughtful upgrades, and show-stopping finishes throughout. Step inside to hardwood floors throughout the main level and a floor plan designed with both everyday living and entertaining in mind. At the heart of the home is the stunning kitchen, offering beautiful finishes, generous workspace, and plenty of room for everyone to gather. A main-level bedroom and full bathroom adds incredible flexibility for guests, multigenerational living, a private home office, or anyone looking for the convenience of main-level living. Upstairs, the 5 huge bedrooms offer the kind of space that's hard to find, but the primary suite truly steals the show. This private retreat features a custom walk-in closet and a beautifully renovated primary bathroom designed to feel like your own spa. Relax in the soaking tub or step into the oversized walk-in shower featuring tile from floor to ceiling, a stunning space you'll look forward to coming home to. Outside, the fully fenced in large backyard with composite deck, gives you plenty of room to entertain, play, garden, or create the outdoor space you've always wanted. And the lifestyle extends beyond your backyard! North Brook offers fantastic community amenities, including a playground, soccer field, pavilion, walking path, and scenic ponds, giving you plenty of ways to enjoy the neighborhood right outside your door. Over 3,000 square feet, hardwood floors, a main-level bedroom and full bath, oversized bedrooms, a custom primary closet, a spa-like renovated bathroom, stunning kitchen, and an incredible backyard, 137 Meadowcroft Drive is not your typical North Brook home.

137 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

521 Moorings Cir Unit 245, Stevensville
$595,000
2 Beds ⋅ 2 Baths
Welcome to easy, elevated living in the sought after 55+ community of Bay Bridge Cove. This beautifully maintained Oxford model end-unit villa offers peaceful pond and fountain views in a tranquil setting. The open floor plan features an expansive kitchen with granite countertops, stainless steel appliances, white cabinetry, and an abundant workspace, all flowing seamlessly into the spacious living area with a cozy gas fireplace. A desirable 4-foot bump-out enhances the living space, providing additional room for entertaining, relaxing, and enjoying the home's open feel. Off of the living room is a bright and inviting sunroom offering versatile space that can be tailored to your needs. Luxury vinyl plank flooring extends throughout the main living areas, while the bedrooms offer the comfort of carpet. Just beyond the sunroom, the enclosed screened porch with privacy sun shades creates the perfect spot to enjoy your morning coffee or unwind while taking in the water views. This villa offers two bedrooms and two full bathrooms, including a spacious primary suite with a tray ceiling, generous closet space, and a private bath. The second bedroom provides flexible space for guests, hobbies, or a home office and is conveniently located near the full hall bathroom. Residents of Bay Bridge Cove enjoy an exceptional lifestyle with amenities that include a clubhouse, outdoor pool, fitness center, tennis courts, bocce ball courts, dog park, and a full calendar of community activities and events. Lawn care, snow removal, and community management are included for truly low-maintenance living. Conveniently located near shopping, dining, Route 50, and the Chesapeake Bay Bridge, this home offers the perfect combination of comfort, convenience, and active adult living.

521 Moorings Cir Unit 245, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

7121 Main St, Queenstown
$590,000
4 Beds ⋅ 4 Baths
THE ASSUMABLE 3 1/8% MORTGAGE ON THIS HOUSE WOULD SAVE A BUYER SEVERAL HUNDRED DOLLARS ON EACH MONTHLY MORTGAGE PAYMENT. A historic home made new again! Recent improvements include a brand new HVAC system installed in 2023, a water heater replaced in 2022, a new roof and gutters completed in April 2026, refinished butcher block countertops, freshly painted kitchen cabinets, updated stainless steel appliances, added storm windows for comfort and efficiency, newly added ceiling fans on the covered front veranda, and thoughtful renovations throughout that help blend historic charm with everyday modern living. Steeped in history and full of soul, the historic Queenstown School House, known as Double School House Number 6 and built in 1834, feels less like a house and more like a story carefully carried through generations. Expanded, renovated, and thoughtfully updated over the years, it still holds onto the details that make historic homes unforgettable. Original wavy glass window panes catch the sunlight beautifully while added storm windows help preserve comfort and efficiency. Look closely and you’ll even spot square nails still visible in portions of the flooring, quiet reminders of craftsmanship from another era. Exposed beams, wide plank hardwood floors, brick accents, enchanting natural light, and inviting living spaces give the home a feeling that’s difficult to recreate. Every room seems to catch sunlight differently throughout the day, giving each space its own personality. It’s rare to find a home that blends modern farmhouse comfort, country living, vintage style, and historic schoolhouse character in a way that feels this natural and instantly like home. Just off the kitchen, the dining room creates an easy flow for everyday meals or gatherings with friends and family. Near the front of the home, a cozy study offers the perfect spot for reading or quiet moments, while the family room beside it feels welcoming for game nights and long conversations. The main level also includes two half baths along with a practical laundry and pantry area that helps everyday living stay organized. In the kitchen, refinished butcher block countertops, a farmhouse sink with an unlacquered brass faucet, freshly painted cabinets, stainless steel appliances, and a pellet stove tie everything together beautifully while adding supplemental heat in the kitchen during colder months. Upstairs, you’ll find four bedrooms, two full bathrooms, and a flexible recreation area that can easily become an art studio, hobby room, workout space, reading area, or whatever fits your lifestyle best. Outside, the property unfolds beautifully in every direction. The covered front veranda, complete with a hanging porch swing and newly added ceiling fans, feels like the kind of place where coffee lasts longer and neighbors stop to wave while walking their dogs or heading through town on errands. That’s part of what makes Queenstown feel so special. It’s welcoming, connected, and the kind of small town where people still genuinely know one another. A classic picket fence surrounds the property while the gardens come alive throughout the seasons with raised beds, David Austin roses, mature elderberries, gooseberries, thornless blackberries, hydrangeas, lilacs, evergreen jasmine, and four varieties of peonies that bloom for nearly a month every spring. Just outside the sunroom, a classic English pea gravel gardenscape creates a beautiful outdoor dining area for holidays, celebrations, or evenings under the stars. Located in historic Queenstown, this home is close to Queenstown Pizzeria, Salt Wellness, Queenstown Harbor Golf Course, the town boat ramp, a hidden beach, waterfront dining, outlet shopping, and nearby parks. Nearly two centuries old, it still feels comfortable, loved, and full of life.

7121 Main St, Queenstown

Listing courtesy of EXP Realty, LLC. Contact:

101 Orchestra Pl, Centreville
$589,000
3 Beds ⋅ 3 Baths
Photos coming soon... Welcome to 101 Orchestra Place in Symphony Village at Centreville 55+ Active Adult Community. This beautiful, move in ready Wagner model home is impressive from the moment that you arrive at the home. The stone front on this home is just the beginning of the upgrades on the home. The Wagner is a unique model in the community and you'll be amazed at the open but cozy feeling of the layout. Upgrades in this home include hardwood plank flooring, crown moldings, plantation shutters, granite counters, stainless appliances, gas cooktop, under cabinet lighting, stainless hood, subway tile backsplash, floor to ceiling stone fireplace and much more. As you enter the home, you'll find the front office/bedroom along with a full bath to your right. Just past this area, is the gourmet kitchen with large island and the largest pantry of any model in the community. The oversized laundry room leading to the garage, also features the interior carpeted stairs leading to the fully finished heated and cooled sky basement. The dining and living area off the kitchen leads to the rear screened area and large outdoor paver patio. The master suite with extension and master bath complete the main level of the home. The second level features a oversized sitting area, bedroom and 3rd full bath. Updates on the home include one new HVAC system and a new roof.

101 Orchestra Pl, Centreville

Listing courtesy of RE/MAX Executive. Contact:

122 E Brook Dr, Centreville
$589,000
5 Beds ⋅ 4 Baths
Square footage is approximately 3464SF. Present Owners have replaced builder kitchen with a custom designed kitchen with high grade cabinetry, appliances, lighting package and hand crafted over range hood venting to the outside. Lower level has been transformed into an additional living area which includes living room, kitchenette,(no stove) full bath and bedroom. There are solar panels on rear side of home which have reduced utility bills by 100's of dollars. There is a level 2 electric car charging port. There is al list of these improvements available in documents.

122 E Brook Dr, Centreville

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

114 Front St, Crumpton
$589,000
1 Beds ⋅ 2 Baths
The luxury of living here is not in the square footage. It is in the untouched beauty of the river and constant exposure to nature. A charming oasis on the Chester River with 3 outbuildings all with the most amazing view. Magnificent plantings around the property. A duck blind for hunting. Private dock with lift. Historical ferry road is yours! The house was completely renovated in 2011. It's all so charming and extremely well kept. Roughly a quarter mile of waterfront. BAT septic system only approved for 1 bedroom. You cannot expand the house.

114 Front St, Crumpton

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

337 Roe Ingleside Rd, Centreville
$589,000
4 Beds ⋅ 3 Baths
Under Contract but accepting backups! Welcome to one of the best values in the Centreville area. Nestled on a beautiful 1.5+ acre lot that boasts NO HOA/restrictions, this custom built 3200+sqft retreat is designed for everyday comfort and unforgettable entertaining. You will love the 12x14 screened in porch, front wrap around porch & the huge fenced in backyard where you can store your toys in the 2 story 12x20 shed or larger 12x28 shed. Custom finished 20’x20’ rec room on the first floor that has potential to be made into a garage if needed. This home has been extensively improved throughout with fresh paint, new carpet, updated hardware, refinished hardwood floors, granite kitchen counters, upgraded lighting and thoughtful custom touches in nearly every room. The heart of the home is the gourmet kitchen with granite counters, gas stove and stainless steel appliances that overlooks the beautiful back yard. Other impressive features include an alarm system, 1st floor separate office, separate living room, separate family room, separate dining room, fiber optic internet, hardwood floors, household humidifier, water conditioner, primary bedroom with huge sitting area and laundry room on 2nd floor, fireplace and so much more. Reduced over $60K to cover a garage. Top it off with a home warranty and this is what you have been looking for.

337 Roe Ingleside Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

729 Kimberly Way, Stevensville
$574,998
4 Beds ⋅ 2 Baths
Welcome Home to 729 Kimberly Way, nestled in the highly sought-after waterfront community of Cloverfields on Kent Island—where thoughtful updates, exceptional outdoor living, and versatile bonus space combine to create a home you’ll be proud to call your own. This beautifully maintained 4-bedroom, 2-bath raised rancher welcomes you with mature landscaping, vibrant flower beds, a spacious half-circle driveway, and outstanding curb appeal. The extended driveway leads to an oversized detached garage with generous storage above, offering endless potential to be finished into additional workspace, a private office, hobby room, or the perfect retreat to fit your lifestyle. Step into your own backyard oasis, thoughtfully designed for both entertaining and everyday enjoyment. Stamped concrete walkways and patios lead to an expansive two-tier deck, complemented by covered outdoor living space, mature trees for added privacy, and beautifully maintained landscaping that creates a peaceful setting. With ample parking and inviting outdoor spaces, this property is ideal for hosting family and friends or simply relaxing after a day on the water. Inside, you’ll find numerous updates and energy-efficient features throughout. The lower level offers a spacious family room centered around a charming wood-burning stove, creating a warm gathering place while helping reduce heating costs during the cooler months. Paired with the home’s highly efficient geothermal heating and cooling system—a rare and valuable feature on Maryland’s Eastern Shore—you’ll enjoy year-round comfort and exceptional energy savings. The lower level also features a full bathroom, welcoming tiled entry, and updated mechanicals, including a new water heater. Upstairs, engineered hardwood flooring flows throughout the main living areas, adding warmth and timeless character. The updated kitchen offers modern appliances and opens seamlessly to the dining area, where sliding glass doors lead to the expansive rear deck overlooking the private backyard. The upper level includes three comfortable bedrooms, including a spacious split primary suite with abundant closet space. The beautifully updated bathroom showcases ceramic tile flooring, an oversized tiled shower, and a relaxing soaking tub. Fresh paint, updated lighting, and meticulous care make this home truly move-in ready. Living in Cloverfields means enjoying some of Kent Island’s most desirable community amenities, including a private sandy beach, marina, boat ramp, fishing pier, swimming pool, clubhouse, playgrounds, and parks—all just minutes from the Chesapeake Bay Bridge, waterfront restaurants, shopping, and everything the Eastern Shore lifestyle has to offer. If you’ve been searching for a home that offers comfort, flexibility, energy efficiency, and an unbeatable waterfront community, 729 Kimberly Way is an opportunity you won’t want to miss.

729 Kimberly Way, Stevensville

Listing courtesy of Samson Properties. Contact:

233 Cross Creek Ct, Chester
$569,900
4 Beds ⋅ 3 Baths
Kent Island Living at Its Best! Welcome to this stunning colonial-style home nestled in the desirable Clayborne Woods community in Chester. Offering 2,332 square feet of thoughtfully designed living space, this beautifully maintained residence blends elegance with modern updates and everyday comfort. From the inviting covered front porch with newly replaced fiberglass columns (2025) to the upgraded interior, every detail has been carefully considered. Step inside to a welcoming two-story foyer leading to a formal living room and separate dining area. The interior features LVP flooring (2020), ceramic tile, plush new carpet throughout the stairs/upper level (2026) and architectural details throughout including crown molding, chair rail, and wainscoting. The gourmet kitchen is the heart of the home, showcasing silestone countertops, stainless steel appliances, under-cabinet lighting, ceramic tile backsplash, a spacious island, and additional cabinetry and countertop space adjacent to the pantry. The separate breakfast area features a new sliding glass door (2025) leading to the private fenced backyard, complete with a Trex/Vinyl deck (2015), shed, extensive hardscape, and beautifully landscaped grounds. The inviting family room features a floor-to-ceiling stone gas/propane fireplace (2018) and adjacent office/storage area. Renovated main-level powder room with updated vanity and lighting (2020), laundry room with Closet America cabinetry and access to attached two-car garage with epoxy flooring (2024) and insulated, finished walls (2025). OWNER IS WILLING TO REMOVE STAIR LIFT TO UPPER LEVEL AND REPLACE WITH CARPET ON STAIRCASE. On the upper level, you'll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and private en-suite bathroom featuring dual granite vanities and a large walk-in shower. The renovated hall bathroom offers updated ceramic tile, a quartz vanity, and tub/shower combination. The second floor and stairway have also been freshly painted. Additional highlights include updated hallway, foyer, and kitchen lighting, brushed nickel door hardware and hinges throughout. The home also features 6" gutters and downspouts with gutter guards (2023), asphalt roof replaced in (2018), and driveway torn out and replaced/sealed (2024/2026). Clayborne Woods is a private neighborhood that offers a jog/walk path, community management, and trash service. Enjoy the best of Kent Island living with a location just minutes from the Chesapeake Bay Bridge, beaches, parks, boat ramps, marinas, waterfront dining, shopping, restaurants, and schools. This exceptional home combines comfort, convenience, thoughtful updates, and coastal charm. Come see for yourself what Kent Island living is all about!

233 Cross Creek Ct, Chester

Listing courtesy of Rory S. Coakley Realty, Inc.. Contact:

120 Meadowcroft Dr, Centreville
$559,999
4 Beds ⋅ 3 Baths
Welcome to 120 Meadowcroft Drive, where space, style, and your own backyard retreat come together! Offering over 3,100 square feet, this beautifully updated home is designed for both everyday living and entertaining. Step inside to find LVP flooring throughout the main level, fresh finishes, and a spacious, functional layout. The kitchen features quartz countertops, generous workspace, and plenty of room to gather. A main-level office provides the perfect space for working from home. Upstairs, you’ll find four generously sized bedrooms, including a primary suite you won’t want to leave, a spacious retreat designed for relaxing at the end of the day. Upper-level laundry adds everyday convenience, while new carpet in 2026 gives the entire level a fresh, move-in-ready feel. Outside is where this home really shines. Enjoy your own private backyard escape with a saltwater in-ground pool, new pool pump, and a pool liner just 3 years old. Two decks provide plenty of room for grilling, outdoor dining, entertaining, or simply relaxing poolside. Major updates include a NEW ROOF in 2024 offering added peace of mind for the next owner. With 4 large bedrooms, over 3,100 square feet, a main-level office, upper-level laundry, updated finishes, multiple outdoor living spaces, and a saltwater pool, 120 Meadowcroft Drive offers the space and lifestyle you’ve been waiting for!

120 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

12 Greenwood Shls, Grasonville
$549,000
3 Beds ⋅ 2 Baths
Enjoy easy one-level living in the highly desirable Prospect Bay community at 12 Greenwood Shoals. Set on just over an acre, this inviting three-bedroom, two-bath home offers the convenience of having all of your main living spaces on one level, paired with a peaceful setting in one of Grasonville’s most sought after golf and waterfront communities. Inside, a functional floor plan creates comfortable spaces for everyday living and entertaining with an open concept living room and kitchen that opens up to a large deck overlooking the backyard. The primary suite has a large closet and the two additional bedrooms offer plenty of space for guests or a home office. An oversized two-car garage offers exceptional additional space with room for storage, a golf cart, kayaks, canoes, or other outdoor gear - perfectly suited for the Prospect Bay lifestyle. A newer gutter system adds another thoughtful update to the home. Outside, the spacious fenced backyard is surrounded by mature trees, providing wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

12 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

130 Opera Ct, Centreville
$549,000
4 Beds ⋅ 3 Baths
Huge price reduction.... 130 Opera Court in the sought after community of Symphony Village at Centreville. If you've been waiting for that home resting on an exceptional lot backing to an open area and woods, then this is the home you've been waiting for. The beautiful 4 bedroom, 3 full bath home is exceptional, move in ready and just waiting for you. As you enter the home, your eyes will be drawn to the bright open floorplan and the rear windows overlooking the large deck that expands across the entire rear of the home. On the right, you'll find the front guest bedroom/office, a second guest bedroom, full bath, laundry room and access to the garage and lower level of the home. Moving through the home, you'll pass through the large living area with double sided propane fireplace, mounted TV that conveys with the home and the relaxing area and dining area on the rear overlooking the large lot backing to beautiful woods. To the right is the gourmet kitchen with granite counters, appliances including a gas stove and under cabinet lighting. The expansive primary suite is a must see with French Doors leading to the balcony, his and her walk-in closets and the primary bath with a large walk-in corner shower. Moving to the lower level, you'll find a large family area, another guest bedroom, full bath, a massive amount of storage area and a workshop leading to the rear exterior of the home. This home rests on a premium wooded lot for your relaxation while enjoying the wildlife that the area has to offer.

130 Opera Ct, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Baltimore Drive, Stevensville
$549,000
3 Beds ⋅ 2 Baths
Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout. The kitchen is planned to feature quartz countertops, stainless steel appliances, a center island, and ample cabinet space, opening to the spacious living and dining areas—ideal for everyday living and entertaining. The primary suite is designed as a private retreat with a spacious bedroom, walk-in closet, and ensuite bath featuring a double vanity and oversized shower. Additional bedrooms provide flexibility for guests, family, or a home office. Other highlights include a dedicated laundry room, generous storage, and an attached 2-car garage. Situated on a spacious lot, buyers may have the opportunity to make selections depending on the stage of construction. Get in early and make this upcoming new construction home yours before it’s built!

Baltimore Drive, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

204 Double Creek Rd, Chestertown
$545,000
3 Beds ⋅ 3 Baths
Custom builder selling his own home that has been well built, well maintained, and thoughtfully designed. This home is in great condition and offers just under 3,000 square feet of living space with 3 bedrooms and 2.5 baths. On everyone's wish list is the generous sized 2-car garage with extra side entrance. The first floor features an open and functional layout designed for everyday living. The kitchen is open to the breakfast area and living room, creating a cohesive main living area. The living room includes a built-in fireplace, while a formal dining room sits just off the kitchen. The kitchen features granite countertops and tile flooring, which continues through the pantry and mudroom. All other countertops throughout the home are upgraded. A spacious laundry room and pantry are conveniently located off the kitchen. The first floor also includes a powder room and a first-floor extra room ideal for a home office or study. A spacious entryway from the attached two-car garage or additional side entrance provides a practical everyday entry. The first-floor primary suite offers comfortable main-level living and includes cathedral ceilings, a private door leading to a roomy composite back deck, and an attached bathroom with marble heated flooring and a walk-in shower, along with a spacious walk-in closet. Upstairs, the home offers two bedrooms with a loft area in between , providing flexible additional living space. Custom inlay flooring is featured in the formal dining room, living room, foyer, primary suite and first-floor extra room, tastefully alternating wood types and adding subtle character. Overall, this home offers quality construction, thoughtful design, and a layout that works well for everyday living. Still more details and touches to be seen when you come to visit. This home truly is move in ready.

204 Double Creek Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

151 Fox Den Rd, Church Hill
$540,500
4 Beds ⋅ 4 Baths
Discover an exceptional opportunity in the desirable Church Hill Hunt subdivision. This stunning Colonial-style residence, built in 2007, offers a spacious 3,720 square feet of thoughtfully designed living space. Featuring four generously sized bedrooms and three and a half bathrooms, this home is perfect for both entertaining and everyday living. The heart of the home boasts a cozy gas fireplace with glass doors, creating an inviting atmosphere for gatherings. The partially finished basement provides additional space for recreation or storage, with both interior access and a convenient outside entrance. Enjoy the ease of upper-floor laundry and the comfort of an attached two-car garage with front entry. Set on a generous 0.86-acre lot, this property offers ample outdoor space for relaxation and activities. With no pool to maintain, you can focus on enjoying your surroundings. This residence combines modern convenience with classic charm, making it an ideal choice for discerning buyers seeking a blend of comfort and style.

151 Fox Den Rd, Church Hill

Listing courtesy of Real Estate Professionals, Inc.. Contact:

107 Overture Way, Centreville
$539,000
3 Beds ⋅ 3 Baths
Just Reduced! THIS HOME OFFERS OVER 3,630 Sq Ft of Finished Space including the Professionally Finished dWalkout Lower Level. This stunning home as been refreshed and is ready to be your retreat from the fast lane of life! You won’t find a home at Symphony Village with more desirable features than this spacious home backing to acres of preserved woodlands and paved walking trails. Recent updates in the last 2-4 years include: New Roof, New Heat Pump, Fully Finished Sky Basement,New Three Season Room and Rear Patio, New Bathroom fixtures and Shower enclosure. Come through the front door into the foyer... Step into a huge great room offering flexible living /dining/ entertaining space, a beautiful kitchen with breakfast bar that opens to a Morning room with cathedral ceilings and a grand arched Palladian window overlooking acres of woods. You will enjoy relaxing in the spacious family room featuring a gas fireplace or step out to the fully finished 3-Season room and just enjoy watching nature bloom before your eyes. Also on the main level, you will find the primary bedroom with "His & Hers" walk-in closets and a spacious private bath with soaking tub and a walk-in shower as well as a 2nd Bedroom bedroom with another full bath. A large mud room/laundry room is conveniently located just inside entry from the garage. Only a relatively small number of homes in Symphony Village offer a full basement...this one offers a FULLY FINISHED FULL BASEMENT with a walkout exit to the private rear yard, and a custom Patio backing to acres of wooded open space and walk/jogging paths. The lower level includes a third bedroom, full bath, a hobby room, utility room PLUS an enormous Flex Room that is the perfect finished space for your theatre room, billiard room, party room, playroom or even your own ,private gym!Are you looking for plenty of storage? The "Sky Basement" on the upper floor provides plenty of additional storage and is also nicely finished. Oversized 2 car garage. This home is one of only a small number of homes featuring a full finished walk out basement! Symphony Village in Centreville, Maryland is a popular 55+ active adult community known for its clubhouse, indoor & outdoor pools, tennis/pickle ball courts, walking paths, fitness center, party room, beautiful community bar for gathering with friends and other social amenities. Come take a tour and you'll find your home!

107 Overture Way, Centreville

Listing courtesy of Chaney Homes, LLC. Contact:

306 Overlook Dr, Queenstown
$529,900
5 Beds ⋅ 3 Baths
Nestled in a peaceful country setting in Queenstown, Maryland, this spacious 5-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and room to grow. Located in the heart of Queen Anne's County on Maryland's Eastern Shore, this beautiful home combines the tranquility of country living with the convenience today's buyers are searching for. Designed with everyday living and entertaining in mind, the home features generous living spaces filled with natural light. The large kitchen provides plenty of room for meal preparation and gathering with family and friends, while the adjoining family room with a cozy fireplace creates a warm and inviting atmosphere. Just off the family room, the screened-in porch offers the perfect space for outdoor dining, morning coffee, or relaxing while enjoying peaceful country views. The main level includes a versatile fifth bedroom, making it ideal for guests, multigenerational living, a private home office, or a flex space to fit your lifestyle. Upstairs, you'll find a spacious primary suite with an ensuite bath, along with three additional generously sized bedrooms and a newly renovated full bathroom. A finished bonus room over the two-car garage provides even more flexible living space—perfect for a home office, playroom, media room, home gym, or recreation area. Step outside to a fully fenced backyard that's ideal for pets, children, and outdoor entertaining. Backing to open farmland with no homes behind, the property offers exceptional privacy and scenic views rarely found in today's market. Additional highlights include a two-car attached garage, ample storage, and a functional floor plan designed for modern living. Conveniently located just minutes from the Queenstown Premium Outlets, Route 301, waterfront restaurants, marinas, and the many attractions of Maryland's Eastern Shore, this home also offers an easy commute to Annapolis, the Chesapeake Bay Bridge, and Delaware beaches. If you're searching for a spacious Queenstown home for sale with flexible living spaces, country charm, and a prime location, this exceptional property is one you won't want to miss.

306 Overlook Dr, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

34 Queen Anne Way, Chester
$515,000
2 Beds ⋅ 3 Baths
WATERFRONT Condo! Open House dates scheduled. Beautifully renovated 2BR/2.5BA waterfront condominium located in the sought-after Queen’s Landing resort-style community on the scenic Chester River, just off the Chesapeake Bay. This move-in-ready home showcases a stunning top-to-bottom remodel, including new luxury vinyl plank flooring, new carpet, fresh paint throughout (ceilings, walls, trim, and doors), new white cabinetry, beautiful quartz countertops with beveled white backsplash, updated bathroom vanities, flooring and modern lighting fixtures. The light-filled open floor plan is designed to highlight the panoramic Chester River views. The spacious family room off the kitchen features an oversized sliding glass door leading to a private balcony with beautiful eastern water views—perfect for morning coffee or relaxing evenings overlooking the river. Upstairs, the primary bedroom suite offers elevated water views and a private full bath. A second large bedroom and additional full bath complete the upper level, with washer and dryer conveniently located between the bedrooms. Residents of Queen’s Landing enjoy exceptional waterfront amenities including a private marina, swimming pool overlooking the Chester River, clubhouse, fitness center, tennis and pickleball courts, and scenic waterfront walking paths. Ideally located just minutes from shopping, dining, entertainment, the Cross Island Trail, and the Chesapeake Bay Bridge, this home is perfect as a full-time residence or weekend waterfront retreat on Maryland’s Eastern Shore. Schedule your private tour today!

34 Queen Anne Way, Chester

Listing courtesy of Taylor Properties. Contact:

205 Anchor Ln, Chester
$500,000
4 Beds ⋅ 3 Baths
SPACE, FLEXIBILITY & VALUE ON KENT ISLAND! Welcome to 205 Anchor Lane, where generous square footage, versatile two-level living and incredible outdoor space come together to create a home that can truly adapt to your needs. With 5 bedrooms, updated bathrooms and living spaces on both levels, the floor plan offers excellent flexibility for multi-generational living, guests, a home office or the potential to create a private in-law suite. The main level features easy-care LVP flooring, while the lower level has been refreshed with brand-new carpet, giving the home a fresh, move-in-ready feel. Multiple living and gathering spaces mean there is room to spread out without sacrificing connection. Outside, the possibilities continue! Enjoy morning coffee on the screened porch, entertain on the spacious deck, or take advantage of the large backyard for play, pets, gardening and gatherings. Car enthusiasts, hobbyists and anyone needing serious storage will LOVE the impressive detached 4-car garage—an increasingly hard-to-find feature on Kent Island. And the best part? NO HOA! Enjoy the freedom to make the property your own without the added monthly community expense. With 5 bedrooms, two levels of flexible living space, updated baths, multiple outdoor living areas, a huge backyard and an exceptional 4-car detached garage, 205 Anchor Lane delivers an incredible amount of home and versatility for the money. If you've been searching for true VALUE on Kent Island, this one deserves a look! With 5 bedrooms and 3 full bathrooms, this home provides room for everyone. The lower level offers excellent potential for multigenerational living, guest accommodations, or a future in-law suite. Fresh carpet, luxury vinyl plank flooring, and updated bathrooms create a move-in ready feel while still leaving opportunities to add your own personal touches and build equity. The functional floor plan offers multiple living spaces, a two-car garage, and abundant storage throughout. Outside, the expansive yard provides plenty of room for entertaining, gardening, pets, or simply enjoying the outdoors. Ideally located within walking distance to local dining, Castle Marina, and the Cross Island Trail, you'll love the convenience of enjoying the Kent Island lifestyle right from your doorstep. Public sewer service and well water add to the property's appeal. Whether you're searching for extra space, a home that can accommodate extended family, or simply a great value in a sought-after location, 205 Anchor Lane delivers endless possibilities.

205 Anchor Ln, Chester

Listing courtesy of Samson Properties. Contact:

101 Edenderry Ave, Centreville
$499,999
5 Beds ⋅ 3 Baths
Welcome to 101 Edenderry Avenue, where space, comfort, and everyday functionality come together in one of Centreville's most desirable communities. Offering 5 true bedrooms, this home provides the flexibility today's buyers are searching for, whether you need space for a growing family, guests, a home office, or hobbies. The heart of the home is the spacious kitchen featuring abundant cabinetry, generous counter space, and a center island that opens seamlessly to the breakfast area and inviting family room, making it ideal for everyday living and entertaining alike. Natural light pours into the beautiful sunroom, creating the perfect spot to enjoy your morning coffee, unwind with a good book, or simply take in views of the private backyard. Formal living and dining rooms provide additional gathering spaces, while the thoughtfully designed floor plan offers room for everyone to spread out. Upstairs, you'll find five generously sized bedrooms, including a spacious owner's suite with a private bath and walk-in closet. Every bedroom offers comfortable living space, making this home a standout for buyers looking for true bedroom count without compromise. Step outside to enjoy the oversized backyard with plenty of room for entertaining, play, gardening, or creating your own outdoor retreat. Located in the sought-after North Brook community, you'll enjoy sidewalks, community amenities, nearby parks, schools, shopping, dining, and an easy commute to Annapolis, Easton, and the Bay Bridge. If you've been searching for a move-in ready home with 5 bedrooms, spacious living areas, and exceptional value in North Brook, this is an opportunity you won't want to miss.

101 Edenderry Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact:

124 Riverside Dr, Chester
$499,000
4 Beds ⋅ 3 Baths
NEW PRICE—An Unbelievable Value on Kent Island! Built in 2020, this gorgeous, like-new home offers approximately 1,974 square feet of beautifully maintained living space, a spacious yard backing to trees, and a desirable Kent Island location. An assumable VA loan at an attractive 2.75% interest rate may be available to qualified buyers, subject to lender and VA approval. Fresh interior paint and new carpeting throughout make this home truly move-in ready. The spacious living and dining areas provide plenty of room for everyday living and entertaining, while the inviting fireplace adds warmth and character. The kitchen features a breakfast bar, granite, pantry, abundant cabinetry, and generous storage. The spacious owner’s suite offers two walk-in closets and a private en-suite bath, creating a comfortable retreat. Step outside to enjoy the private backyard backing to trees, ideal for relaxing, entertaining, or enjoying peaceful evenings outdoors. Ccnvenient access to nearby boat ramps. Ideally located near shopping, dining, golf, pickleball, waterfront parks, walking trails, beaches, a dog beach, marinas, boat storage, Queenstown Premium Outlets, and popular local restaurants and entertainment. Experience the best of Kent Island living in this beautifully updated home. Some rooms have been virtually staged, including the owner’s suite, living room, and dining room.

124 Riverside Dr, Chester

Listing courtesy of Douglas Realty LLC. Contact:

2011 Stevens Dr, Chester
$489,900
3 Beds ⋅ 2 Baths
Welcome to 2011 Stevens Drive — a completely renovated home offering exceptional one-level living with a spacious, open floor plan and a long list of thoughtful upgrades throughout. From top to bottom, this home has been transformed with modern finishes, new flooring, fresh paint, updated lighting, renovated bathrooms, and a beautifully redesigned kitchen. The oversized kitchen features quartz countertops, updated appliances, abundant cabinetry, and plenty of workspace, with a large laundry room conveniently located just off the kitchen. Just off the kitchen, a beautifully appointed private dining room provides an elegant space for entertaining and hosting gatherings. With its versatility, this room could also serve as a sophisticated home office, library, or additional flex space to suit your lifestyle. The expansive living room is truly a showstopper, featuring dramatic 30-foot ceilings, recessed lighting, a fireplace, and an open, airy feel that makes the space perfect for both everyday living and entertaining. New LVP flooring flows throughout the entire home, complemented by all-new lighting fixtures and fresh paint throughout. The spacious primary suite offers a private retreat with a walk-in closet, a beautifully updated bathroom with a double quartz vanity, and a rare feature — direct access to the rear deck. Step outside from the primary suite and enjoy views overlooking the peaceful, wooded rear yard. Two additional bedrooms provide plenty of flexibility, including an oversized bedroom with its own walk-in closet. Both bathrooms have been completely updated with new vanities and quartz countertops. Additional improvements include a brand-new roof with a 30-year warranty, an oversized two-car attached garage, abundant storage, and thoughtful updates throughout. With its expansive living spaces, impressive ceiling height, renovated kitchen and baths, private wooded setting, and exceptional primary suite, 2011 Stevens Drive delivers refined, turnkey one-level living at its finest.

2011 Stevens Dr, Chester

Listing courtesy of Samson Properties. Contact: