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$599,999
4 Beds ⋅ 3 Baths
Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities!

200 Ackerman Dr, Stevensville

Listing courtesy of Rise Real Estate, LLC. Contact: 2025569721
$989,000
5 Beds ⋅ 4 Baths
Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in beverage cooler. The open-concept layout seamlessly connects the kitchen to the living space, with a mesmerizing wall of oversized windows that offer breathtaking views of the expansive waterfront and private pier. Convenience is a priority in this home, with a three-car pull-through garage and a pier equipped with boat lift as well as dual Jetski lift for easy access to the water. Outdoor enjoyment is a given, with two waterfront decks, a screened-in patio, and a private en-suite deck for moments of relaxation. Privacy and the feeling of island-style living are abundant here. Located in the heart of Kent Island, this property provides effortless access to luxury dining options, waterfront restaurants, lively dock bars, and island-style entertainment. All while, being just 2 miles away from the Chesapeake Bay Bridge means seamless travel by land or sea. Welcome to your dream home, here on Kent Island where tranquility and luxury converge with Maryland's Eastern Shore and the Chesapeake Bay.

2702 Sherman Dr, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$669,900
4 Beds ⋅ 3 Baths
Welcome to 220 Creeks End Lane, an elegant and stylish 4-bedroom, 2.5-bath home offering 2,840 square feet of beautifully designed living space in the desirable water oriented community of Cox Creek Landing. From the moment you enter, you will appreciate the spacious, open layout and thoughtful details throughout. Freshly refinished hardwood floors bring warmth and character to the home, while crown molding, recessed lighting, a separate dining room, and a private home office provide the perfect combination of style, comfort, and functionality. The inviting living area features a newly updated gas fireplace, creating a comfortable gathering space at the heart of the home. The spacious kitchen is enhanced by new appliances and offers plenty of room for cooking, entertaining, and everyday living. One of the home's most appealing features is the expansive screened-in porch overlooking the fenced backyard. Whether enjoying your morning coffee, entertaining friends and family, or relaxing at the end of the day, this exceptional outdoor living space is designed to be enjoyed throughout much of the year. The heated and cooled two-car garage provides year-round comfort and added flexibility for parking, hobbies, a workshop, or additional usable space. For boating enthusiasts, the waterfront lifestyle extends beyond the home. The seller owns a boat slip at the community pier equipped with a newer boat lift. The boat slip may be available for separate purchase outside of the real estate transaction, offering a rare opportunity to enjoy convenient access to the water just moments from home. Located in the water-oriented Cox Creek Landing community, residents enjoy access to the community pier, playground, and waterfront amenities. Elegant, stylish, spacious, and thoughtfully updated, 220 Creeks End Lane offers the perfect combination of comfortable living, exceptional outdoor spaces, and the Eastern Shore lifestyle. Sellers have a deeded easement boat slip and is available for sale.

220 Creeks End Ln, Stevensville

Listing courtesy of Real Estate Depot. Contact:

$424,989
3 Beds ⋅ 3 Baths
Welcome to Ellendale! This beautifully maintained townhome offers the perfect blend of comfort, convenience, and low-maintenance living.*Nestled in the back of the community overlooking the pastures of Kent Manor Inn and Community Pond. * The open floor plan features 9’ ceilings, abundant natural light, a cozy gas fireplace, and two-car garage. Upstairs you’ll find two spacious bedrooms, while the finished lower-level flex space is ideal for a home office, gym, media room, or guest retreat. Enjoy peace of mind with a newer roof and a premium location directly across from the community pond. Amenities include pool, clubhouse, walking paths, and located just minutes from the Bay Bridge. , Close to shopping, dining, marinas, and all that Kent Island has to offer. Vacant and available for a quick settlement—move in and start enjoying Ellendale community amenities include pool, club house, playground, community pier with floating dock, walking trails / side walks, and boat storage. With less than a mile to Route 50 and the Bay Bridge this home allows for quick access to Annapolis, Washington DC, Baltimore, Easton, Saint Michaels, and beyond! Community Fishing Pier**Boat Lot**Outdoor Pool**Close to Rt 50***Fresh Paint**Lots of Shopping And Plenty of Sunsets**What Are You Waiting For?

111 Ryan Dorsey Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$825,000
4 Beds ⋅ 3 Baths
Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful golf course views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida room, creating an ideal layout for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Recent improvements include two new (2026) Lennox HVAC Hybrid units with smart Thermostats. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026) and there is a tankless Navien hot water heater. Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

116 Prospect Bay Dr W, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$584,999
3 Beds ⋅ 2 Baths
Have you been waiting for your own slice of paradise to come on the market? Well, the wait is over. This home offers over 2,000 sqft of living space. The open concept gives you plenty of space to entertain or areas to have seperate quiet time. Step out back and an inviting pool is waiting for you to dive into. The liner is approx 3 years old so you should have years of worry free enjoyment. This home sits on nearly an acre with mature trees that give you plenty of privacy but with plenty of open space to host large gatherings. There is a great little tiki bar that gives you the feeling of being miles from home and on vacation every day. The community offers 2 waterside areas with great sunrises and sunsets. The Eastern Bay side has the best sunrises around with a picinic area in a park like setting, a place to launch your water toys and a playground for the young ones. The Chesapeake Bay side has a great beach area for launching your (fishing)kayak, paddleboard, etc or just chiil in the sand with your feet in the surf. If you're into fishing this is the spot. Some of the best sunsets you'll ever see. If this sounds like a place you would vacation to once a year just keep in mind this is the Kent Island lifestyle you can enjoy everyday. The epoxy floored garage has an interior entrace to the home to protect you from the elements. The gourmet kitchen has a workspace, an island and a countertop bar area that give guests space to be included in the kitchen activities but out of the way of the cook. There are 3 rooms to hang out in. One is a large sunroom that leads to the backyard with an inviting ingound pool . Another has a gas fireplace and the other has a woodstove that you can cozy up to in the winter months. There is a back up generator that is included just in case. There is an active community clubhouse that offers plenty of things to do. Including but not limited to parades, cook-offs, cook-outs, santa visits, Easter egg hunts, Halloween booths, yoga classes and much more. Volunteers are always appreciated so come and be part of something special. It does the psyche good.... The South Island Trail and Romancoke Pier are just outside the community. Shopping. public schools, multiple waterside resaurants and Bay Bridge access is very convenient. Well, what are you waiting for??? Make your appointment today!!!!!

342 Wicomico Rd, Stevensville

Listing courtesy of Rosendale Realty. Contact: 4107580333
$459,000
3 Beds ⋅ 3 Baths
Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss.

132 Pennick Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$515,000
4 Beds ⋅ 4 Baths
✨ BETTER THAN NEW & ONLY 2 YEARS YOUNG! ✨ Rare opportunity to own a nearly new Lacrosse Homes townhome. There are currently no new Lacrosse Homes townhomes available in the community, making this beautifully upgraded residence an exceptional find. Offering nearly 2,300 square feet of thoughtfully designed living space, this stunning 4-bedroom, 3.5-bath home has been barely lived in and shows like a model. Built just two years ago, this home stands apart from many older resales in the neighborhood, offering modern construction, energy-efficient systems, propane heat, and gas cooking. From the moment you enter, you'll appreciate the bright and open feel created by 9-foot ceilings, abundant natural light, and luxury vinyl plank flooring that extends throughout all three levels and staircases. The entry level features a highly desirable bedroom suite with a full bath offering convenient access from both the bedroom and foyer, making it ideal for guests, multigenerational living, or a private home office. At the center of the home is the beautifully appointed kitchen featuring 42-inch white cabinetry, granite countertops, stainless steel appliances, gas cooking, and a spacious center island perfect for meal preparation, casual dining, and entertaining. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating an inviting space for gatherings large and small. Step outside to the spacious, low-maintenance deck featuring composite decking, vinyl railings, and an electric awning. Whether you're enjoying your morning coffee, hosting a summer barbecue, or unwinding after a long day, this outdoor living space is designed for year-round enjoyment. The upper-level primary suite offers a luxurious retreat featuring a double-bowl vanity, ceramic tile flooring, and a spacious walk-in ceramic tile shower. Additional bedrooms offer plush carpeting for comfort, while all bathrooms are finished with ceramic tile. Thoughtful upgrades throughout include custom wood blinds on every window, adding elegance and privacy while complementing the home's upscale finishes. The attached two-car garage features an automatic door opener and overhead metal storage racks, providing valuable storage and organization. Located just minutes from the Bay Bridge, this home offers the perfect blend of convenience and Eastern Shore charm. Residents of Ellendale enjoy access to outstanding amenities including a clubhouse, resort-style swimming pool, walking trails, tot lot, kayak launch, fishing pier, and neighborhood parks. 🏡 Luxury, location, lifestyle, and value—all wrapped into one exceptional home.

205 Jessica Lyn Ave Unit #F-20, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$510,000
3 Beds ⋅ 2 Baths
Welcome to 103 Opera Court in the sought-after, active 55+ community of Symphony Village at Centerville. This expanded Vivaldi model features three bedrooms and two full bathrooms on an oversized corner lot across from parklands and with no home behind the paver patio. Pull up to your side loading garage and take the short path to the front door, with a quaint covered porch for slow evenings and watching nature go by. Once inside, the spacious foyer offers a dry bar with mini-fridge and architectural pillars lead to an open concept living space. You’re invited in by unobstructed views from the dining area through the living area into the family room extension with a vaulted ceiling and fireplace with marble surround. There is beautiful, engineered hardwood flooring throughout the public spaces. Unmatched natural light drenches the entire space which centers on the cozy gas fireplace for ease of use on the few chilly winter nights. The gourmet, open style kitchen features gorgeous cabinetry, granite countertops, stainless steel appliances, including double wall ovens that are sure to please any chef. The primary bedroom suite has brand new carpeting, a sitting area with vaulted ceiling, a tray ceiling above the bed for added drama, and double walk-in closets. The primary bath features separate vanities, a jetted soaking tub and a custom, walk-in tub. The second bedroom is down the hall from the entry and is adjacent to the second well-appointed full bath. The third bedroom, at the front of the home, is a perfect flex space and could be a bedroom, office, or studio. It also has wood floors and plenty of natural light. Tucked away at the center of the home is the laundry which is on the way to the two-car garage. The garage features a “sky basement” above, which is partially finished and can be used for storage. Outside the French doors in the family room is a paver patio, perfect for entertaining, dining alfresco or taking your morning coffee. For peace of mind and low utilities, this home also has solar panels and a whole house generator. The community takes care of the grounds, leaving you more time to relax and enjoy the peace and quiet and the many amenities! There are paths for walking or biking, including one leading to the local shopping center, pickleball and tennis courts, putting green, bocce ball courts and a resort style outdoor pool. The clubhouse features a concert hall, billiards room, fitness room, bar, party rooms, dining room, and an indoor heated pool open every day. Activities include classes to learn a variety of skills, social hour, arts and crafts, game and card nights, an artist guild with quarterly art shows and much more for the low HOA fee. The historic and charming town of Centerville is minutes away with wonderful restaurants and shops, and a wharf for boating, paddling or a picnic. Enjoy the slower pace of the eastern shore while remaining close to the ocean beaches and the city life across the Chesapeake Bay. This home has SO MANY UPGRADES and beautiful views – it’s a very special property.

103 Opera Ct, Centreville

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

$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: (866) 987-3937
$559,000
4 Beds ⋅ 3 Baths
Welcome to Symphony Village in Centreville a 55+ Active Adult Community that HAS IT ALL! DON'T MISS THIS OPPORTUNITY! This thoughtfully maintained home offers over 3,190 square feet of living space as well a Sky Basement w/ 520 (approx.) square feet of additional storage space, Featuring 4 Bedrooms, 3 full baths, Roof 2019, Water Heater 2026, Washer/Dryer 2023, New Front Porch, Sidewalk plus drainage 2023, HVAC Units 2012, The Bright open main level includes Kitchen with extended granite countertops, stainless steel appliances, while the flowing layout includes hardwood floors, custom Blinds & Shades, and inviting living and dining areas. A GLORIOUS sunroom with wall-to-wall windows offers a tranquil retreat and opens onto a spacious Professionally Landscaped Patio, perfect for relaxing or hosting guests! The main level primary suite is a true retreat, featuring two walk-in closets, dual vanities, a soaking tub, and a walk-in shower Plus a fabulous Sitting Room/Office, Upstairs, a versatile loft provides the perfect setting for a Sports Bar area Etc., along with a guest bedroom complete with its own full bath and walk-in closet, Life in Symphony Village means more than just a beautiful home, it's a vibrant, welcoming community. Residents enjoy access to a clubhouse with social spaces, indoor and outdoor pools, a fitness center, pickleball and bocce courts, walking and hiking trails, and a full calendar of activities designed to keep you as active and engaged as you would like to be. Community HOA fee includes Partial Sprinkler system on your property! Conveniently located near Queenstown Premium Outlets and the charming downtown area of Centreville, you will also find yourself just a short drive from the waterfront towns of Chestertown, Easton, St. Michaels, Oxford and Annapolis. also, UMMS and UM Shore Regional Health are building a state-of-the-art medical center in Easton, set to open in 2028, This is more than a home, it is a LIFESTYLE .

510 Symphony Way, Centreville

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

$599,000
4 Beds ⋅ 3 Baths
Welcome to 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: 4432741900
$399,500
3 Beds ⋅ 2 Baths
Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View Community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre lot, this well-maintained property combines comfort, convenience, and exceptional value at $399,500. Inside, you'll find a bright and inviting floor plan featuring a kitchen with a stylish tile backsplash, ample cabinetry, and luxury vinyl plank flooring. Thoughtfully maintained and updated over the years, this home offers peace of mind with a roof replaced within the last five years, replacement windows, siding, storm doors, and sliding glass door, as well as a recently replaced well pressure tank. Fresh interior paint and included appliances, including the washer and dryer, make moving in easy. Outdoor living is equally appealing with a charming front patio perfect for morning coffee and a large rear patio ideal for entertaining, grilling, or relaxing with family and friends. The beautifully maintained yard offers plenty of space for gardening, outdoor activities, or simply enjoying the outdoors. Two storage sheds provide ample room for tools, lawn equipment, and recreational gear. Located just minutes from Kent Island's popular restaurants, shopping, marinas, parks, and the Cross Island Trail, this home offers convenient access to everything the Eastern Shore lifestyle has to offer. Commuters will appreciate being less than 10 minutes from the Chesapeake Bay Bridge, while Harbor View residents enjoy a strong sense of community with neighborhood gatherings, holiday celebrations, yard sales, and other neighborhood events throughout the year. Whether you're searching for your first home, looking to downsize, or seeking a move-in ready property in a convenient Kent Island location, 2645 Cox Neck Road is an opportunity you won't want to miss.

2645 Cox Neck Rd, Chester

Listing courtesy of Compass. Contact: (410) 429-7425
$700,000
3 Beds ⋅ 3 Baths
High End & High Efficiency! Sustainable living meets timeless craftsmanship in this incredible custom-built Nexus home. If you’ve been dreaming of a property that blends luxury, efficiency, privacy, and intentional design… this is it. Situated on an acre with NO HOA, this craftsman-style beauty was thoughtfully designed for both comfort and energy efficiency with features rarely found together in one home: Owned Solar Panels Brand New Geothermal Heating System Electric Vehicle Charging Plug-Ins Hardiboard Plank Siding for durability and timeless curb appeal Inside, the details shine: ✨ Beautiful custom moldings ✨ Updated kitchen with high-end appliances & countertops ✨ Warm, elevated finishes throughout ✨ Spaces that feel both elegant and grounded Outside is where this home truly becomes a lifestyle: 🌿 Covered porches for slow mornings and evening unwinds 🔥 Hardscaped patios perfect for entertaining ⚽️ Wide open green space for gardening, soccer games, pets, or simply breathing a little deeper An almost net-zero home with privacy, style, and functionality like this is incredibly rare.

103 Beech Tree Ln, Centreville

Listing courtesy of Samson Properties. Contact: 7033788810
$548,000
3 Beds ⋅ 3 Baths
NOE: THIS HOME OFFERS OVER 3,630 Sq Ft of Finished Space including the Professionally Finished dWalkout Basement! 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. 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 the 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: (410) 739-0242
$840,000
4 Beds ⋅ 4 Baths
Situated on one of the largest lots in sought-after Gibson’s Grant, this 4-bedroom, 3.5-bath home offers space, flexibility, and room to grow. High ceilings and an open layout create an airy feel, with an oversized kitchen flowing seamlessly into the family room and a separate main-level office for work or quiet retreat. The main level also features a formal dining room and living room. Upstairs, the spacious primary suite features a sitting area, two walk-in closets, and en-suite bath, alongside three additional bedrooms and two full bathrooms. The unfinished walkout basement includes a rough-in for a future bath. Outside, enjoy a fenced backyard complete with a patio and built-in fire pit—perfect for gathering year-round. Community amenities include swimming pool, clubhouse, fitness center, walking trails, community pier, picnic area, and kayak launch. Centrally located on Kent Island. Only 5 minutes to the Bay Bridge.

232 Evelyne St, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$620,000
3 Beds ⋅ 3 Baths
Welcome to 265 Evelyne Street in the sought-after waterfront community of Gibsons Grant! Offering nearly 2,200 square feet of living space, this beautifully maintained home combines coastal charm with modern comfort. Inside, you’ll find engineered hardwood floors, a spacious open-concept layout, and a beautifully appointed kitchen featuring a large island, gas stove, double oven, and plenty of space for gathering and entertaining. The flexible floor plan includes a spacious family room above the two-car garage — perfect for a media room, playroom, home office, or guest retreat. The primary suite offers a relaxing escape with a double vanity, soaking tub, and walk-in shower. Additional highlights include a Rinnai tankless hot water heater, welcoming front porch, and thoughtful upgrades throughout. Enjoy all that Gibsons Grant has to offer, including a community pool, clubhouse, fitness center, kayak launch, walking trails, playgrounds, waterfront access, and scenic open spaces — all conveniently located just minutes from the Bay Bridge, shopping, dining, and everything Kent Island has to offer. Coastal living at its best!

265 Evelyne St, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$689,900
4 Beds ⋅ 3 Baths
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. Located just a short walk to the waterfront, the community features a boat launch, pavillion, playground, and bayfront recreational area.

114 Queens Colony High Rd, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$589,000
3 Beds ⋅ 3 Baths
Set on a splendid site backing to open space and woods, this dramatic Gershwin model with a solarium extension and loft will delight you. As you walk through the living and dining room and on to the kitchen and family room, the floor-to-ceiling stone fireplace in the solarium will  draw your eye, with a half round window high on the wall above. Several transom windows add to the natural light flowing into the house. An office opposite the living/dining room could become an additional bedroom, with easy access to the hall bathroom, or a hobby room, music or reading room. Rich hardwood flooring through the formal  area and kitchen, with carpeting in other areas and bedrooms. The gourmet kitchen has granite countertops, cherry cabinets, an electric cooktop and double oven plus microwave, large refrigerator and dishwasher. Several appliances have been replaced. The en suite primary bedroom has two closets, and the bathroom has a soaking tub, double vanity and a large shower with a seat. The guest bedroom is located in a separate hallway with an adjacent bathroom. On the upper floor is a second family room, bathroom and spacious bedroom with a large closet. Over the garage is the sky basement generally used for storage, with attic access. The custom patio overlooks the woods, and a feeling of serenity descends as you enjoy the view and the birdsong. The Symphony Village community is well established, with mature trees throughout, and an impressive clubhouse with many amenities, including a concert hall for the many events organized by the various committees. The main gathering area is bright and welcoming, and is the location for semi-monthly social hours where you bring a dish to share and get to meet your neighbors. Several groups with varied interests meet in the clubhouse on a regular basis, and you might walk through the clubhouse and see folks learning to paint in the craft room, others playing pool, some playing mahjong in the concert hall, or committee meetings to keep things humming along. You can walk outside to the covered patio area and the pool beyond, where residents enjoy holiday picnics, quiet evening time, and fun with the kids during the day. The indoor pool is open every day from early morning until late at night, and you can show up for water aerobics every weekday morning at 9:00A.M. Currently there are Spanish classes offered, in addition to soul line dancing, and at any time you can learn how to play bridge or hand and foot, so there is plenty to keep everyone busy. However, there is no requirement to participate in any activities, and you can live a quiet life in Symphony Village enjoying retirement or still working. There are many areas to walk in around the neighborhood, and in the clubhouse grounds is a pergola to sit and  watch the world go by, a kids' playground, a picnic area, bocce, a putting green (and active league) and a trail leading to Dunkin' Donuts and the shopping center just minutes away.

106 Encore Ct, Centreville

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

$615,000
4 Beds ⋅ 4 Baths
Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 4-bedroom, 4 full bath townhome, built in 2023 by Baldwin Homes, offers a like-new feel with a spacious, light-filled layout and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, plus a top-floor retreat complete with a private balcony and wet bar—perfect for relaxing evenings or hosting guests. As an added bonus, the seller is including several furnishings with the sale, making your move even easier. Included are the dining room table and chairs, kitchen counter stools, the living room TV, the leather sofa in the basement, the TV and console in the small bedroom, the bedroom furniture in the small bedroom, as well as the outdoor fire pit and bar set. Nestled in the heart of Stevensville on Kent Island, you're just minutes from waterfront dining, boutique shopping, and historic Kent Narrows. With easy access to Route 50 and a quick drive to Annapolis, this home offers the perfect blend of convenience and coastal lifestyle.

322 Allison Jane Dr Unit #H-4, Stevensville

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478
$999,000
5 Beds ⋅ 5 Baths
Welcome to luxury coastal living in the highly desirable Four Seasons at Kent Island 55+ community in Chester. Built in 2025, this practically new home offers the perfect blend of elegance, comfort, and convenience — without the wait for new construction. Ideally situated on coveted Kingfisher Lane, this exceptional Tuscaloosa model offers over 3,200 square feet of beautifully designed living space with 5 bedrooms and 4.5 baths. The upgraded stone-and-shake exterior creates stunning curb appeal, while the covered front porch offers peaceful peek-a-boo water views — the perfect place to enjoy your morning coffee at sunrise. Inside, the open-concept main level showcases a thoughtfully upgraded interior with classic cabinetry, glass display cabinets, and professional-grade GE appliances in the kitchen. The spacious living area is anchored by a dramatic stone gas fireplace, while custom wall detailing and molding upgrades in the foyer and primary suite add warmth and sophistication throughout the home. Norman shutters on every window, upgraded carpet with premium padding, and carefully selected finishes elevate every room. The main-level primary suite offers a private retreat with elegant trim details and a spa-inspired en suite bath featuring a luxurious soaking tub designed for relaxation. Additional upgrades include a screened porch for outdoor enjoyment, epoxy garage flooring, painted garage walls, and a dedicated EV charging station for modern convenience. Located just a short distance from the community dog park, playground, pickleball and tennis courts, and the state-of-the-art clubhouse, this home offers not only exceptional design but also an unmatched lifestyle. Residents of Four Seasons at Kent Island enjoy resort-style amenities including indoor and outdoor pools, a fitness center, walking trails, social spaces, and activities designed to support an active and vibrant coastal lifestyle. All of this is ideally located just minutes from the Chesapeake Bay Bridge, offering convenient access to Washington and Baltimore, while also being close to shopping at the Queenstown Premium Outlets and an array of local waterfront dining and everyday conveniences.

233 Kingfisher Ln, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$699,800
4 Beds ⋅ 3 Baths
One of our most popular designs, The New Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. There is a community beach, a pool and rental slips for the boat. Additionally, there is a playground and tot lot. A great place to claim the Eastern Shore Way of Life. As part of the Cloverfield Home Association, residents enjoy an array of community amentities that elevate the lifestyle: a sparkling pool for summer fun, a private community beach where you can dip your toes in the sand, a playground and tot lot, a marina that has boat rental slips available, and additiaonl recreational spaces that make this neighborhood one of the most sought after on the Eastern Shore. With an easy commute to anywhere on the Eastern Shore, as well as quick access to Annapolis and even Washington DC. This location blends convenience with coastal charm.

233 Nichols Manor Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$399,000
3 Beds ⋅ 4 Baths
REDUCED! Just like NEW! Welcome Home to this beautifully upgraded 4BR END UNIT Townhome with 2 full and 2 half baths, thoughtfully renovated from top to bottom! Step inside to find the main level that boasts NEW carpet and new LVP flooring, a NEW half bath, NEW paint, a spacious laundry room and a large bedroom that could be used as another family room, toy/game room, den space, home office and more! Get ready to be wowed by the rich walnut NEWLY stained hardwood flooring throughout the 2nd level where the living room, gas fireplace, NEW half bath and kitchen are located. The BRAND-NEW Kitchen finishes are sure to please with NEW white quartz counter tops, NEW SS Appliances, fresh neutral paint and white cabinetry! Upstairs hosts the huge Primary En-Suite, 2 more bedrooms all with NEW Carpet and another full bathroom with NEWLY Tiled shower, NEW toilet and NEW quartz sink! With three generous levels, a deck overlooking the pond, a cozy patio and a charming front porch, there’s space for everyone to relax and have their own space! Pull right into your own garage and your own driveway which makes life easy not to have to look for parking! The community offers fantastic amenities to enjoy like the inground and life-guarded pool, volleyball & tennis courts, fitness gym and direct access to the Cross Island Trail! Very close to the Castle Harbor Marina, many Beaches, Parks & Playgrounds and just a short stroll to local restaurants along the waters edge of the CHESTER RIVER! Condo living made easy with the Bayside fee covering major exterior maintenance including the roof, deck rails, siding, exterior structural upkeep, landscaping, snow removal, road maintenance, trash, master insurance policy, professional property management, long term reserve funding and the list goes on! Truly turn‑key living in an unbeatable location on the desired Eastern Shore of Maryland! Come see what Kent Island living is all about! SUMMER is here!

208 Blenny Ln, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$569,900
2 Beds ⋅ 2 Baths
Welcome to easy, elevated living in the sought-after 55+ community of Bay Bridge Cove. From the moment you arrive, the private courtyard entry creates a warm and inviting first impression, offering a peaceful space to begin and end your day. Inside, you’ll find beautiful hardwood flooring throughout and a bright, open layout designed for both comfort and connection. The kitchen is the heart of the home, featuring a spacious center island, granite countertops, stainless steel appliances, and crisp white cabinetry that feels both timeless and fresh. The living area is filled with natural light and anchored by a cozy gas fireplace, creating the perfect space to relax or gather with friends. Just beyond, the sunroom truly shines, offering stunning views of the pond and fountain and a serene setting to enjoy your morning coffee or unwind in the evening. With western exposure, you’ll be treated to gorgeous sunset views that make this home feel extra special. The primary suite offers a peaceful retreat with a tray ceiling, generous closet space, and a comfortable, private feel. A second bedroom and full bath provide flexibility for guests, hobbies, or a home office. Bay Bridge Cove offers a vibrant, low-maintenance lifestyle with amenities including a clubhouse, outdoor pool, fitness center, billiards room, and beautifully maintained common grounds. Lawn care, snow removal, and community management are all taken care of, allowing you to focus on enjoying each day. Ideally located with easy access to shopping, Route 50, and the Bay Bridge, this home offers the perfect blend of convenience and tranquility. Opportunities like this, especially with pond views and sunset exposure, are rare within the community. Come see how effortlessly this beautiful home fits into your next chapter.Some photos are virtually staged.

845 Moorings Cir Unit #138, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,049,500
5 Beds ⋅ 5 Baths
Price Reduced $50K – Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and even a sightline to the clubhouse. Inside, the home is bright, open, and thoughtfully designed with 5 bedrooms and 4.5 baths, offering flexibility for guests, work-from-home space, or multigenerational living. It shows like new—but lives better—because everything has already been elevated beyond builder grade. Over $70,000 in post-builder upgrades, including: • Owned solar system (10kW+) providing substantial energy savings • Custom closet systems throughout the home • Custom window treatments already installed • Premium Café Series appliances • Tankless water heater • Upgraded lighting and fixtures • Additional high-end finishes and improvements throughout The spacious floor plan offers room for everyone, while the oversized garage provides ample storage for vehicles, golf carts, and all the gear that comes with Eastern Shore living. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle. With immediate availability, extensive upgrades already completed, and one of the community's most desirable locations, this home represents an opportunity that's becoming increasingly difficult to find. Add in the recent $50,000 price reduction, and this is one of the best values currently available in Four Seasons at Kent Island. Don't miss your chance to enjoy nearly new construction, energy-efficient living, and the Chesapeake Bay lifestyle you've been waiting for.

215 Kingfisher Ln, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$599,000
4 Beds ⋅ 3 Baths
Offering a 2-1 rate buydown Built in 2024, this beautifully maintained 4-bedroom, 2.5-bath home offers all the benefits of a brand-new home without the wait, construction delays, or additional upgrade expenses. Step inside to a light-filled, open-concept floor plan designed for today's lifestyle. The spacious kitchen serves as the heart of the home, seamlessly connecting to the dining and living areas—perfect for entertaining friends, hosting holiday gatherings, or simply enjoying everyday life. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with room to relax and recharge. The conveniently located second-floor laundry room makes everyday living just a little easier. Step outside to your private, fully fenced backyard featuring a covered patio/gazebo—an ideal space for morning coffee, summer cookouts, evening conversations, or simply unwinding after a busy day. A two-car garage and thoughtfully designed floor plan provide the storage and functionality today's buyers appreciate. Perry's Retreat offers a true neighborhood feel with sidewalks, a community playground, and plenty of opportunities to enjoy the outdoors. Located just minutes from the Chesapeake Bay, Chesapeake Bay Environmental Center, marinas, shopping, dining, and Route 50, you'll enjoy convenient access to Annapolis, Kent Island, and the entire Eastern Shore while coming home to a peaceful community.

612 Pathfinder Cir Unit #BALLENGER, Grasonville

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

$470,000
3 Beds ⋅ 3 Baths
New and improved price! This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‑acre corner lot, this 3‑bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower‑level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. *Recent improvements add peace of mind and long‑term value, including a new roof (2019) with 50‑year shingles, new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. *Enjoy peace of mind with brand-new Pella tilt-in windows installed throughout the home in 2025, combining style, convenience, and energy efficiency. The pool is also equipped with a new robotic cleaner, making maintenance simple and hassle-free. The pool is open! Step outside to a fully fenced backyard oasis featuring a private in‑ground pool and deck— ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one‑acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5‑mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home is move‑in ready and offers an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

1916 Stevens Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$662,550
4 Beds ⋅ 3 Baths
Welcome to The Corsica, a beautifully designed two-story home offering 1,664 square feet of well-planned living space. With 4 bedrooms and 2.5 bathrooms, this layout is ideal for anyone seeking both functionality and modern style. Step inside to an inviting open-concept Kitchen, Eating, & Great Room, perfect for entertaining or relaxing with loved ones. The kitchen features an attached large island overlooking the spacious living area, ensuring you’re always part of the conversation. Natural light fills the space, creating a warm and welcoming atmosphere for everyday living. Convenience meets practicality with the Mud/Laundry Room located just off the garage, providing a seamless transition from outdoor activity to the home’s main living areas which is perfect for busy mornings or returning from weekend adventures. Upstairs, you’ll find four comfortable bedrooms, including a private primary suite with a full bath and walk-in closet. Three additional bedrooms share a second full bathroom, offering flexibility for guests, family, or a home office. An optional 16' x 12' rear deck expands your living space outdoors and is ideal for dining or enjoying quiet evenings surrounded by nature. Charming curb appeal, efficient design, and thoughtful flow make The Corsica the perfect place to call home. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, an open concept floor plan, and a convenient mud room. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit #LOT 2, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$664,650
4 Beds ⋅ 2 Baths
Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows fill the space with natural light, while the kitchen’s central island provides plenty of prep and seating space to keep everyone connected. The private primary suite offers a peaceful retreat, complete with a generous walk-in closet and en-suite bath. Three additional bedrooms provide flexible options for family, guests, or a home office. From the one car garage, a convenient Mud/Laundry Room connects directly to the main living area, keeping daily routines organized and tidy. An optional 16' x 12' rear deck expands your living space outdoors, perfect for morning coffee or evening relaxation. With its timeless exterior, open interior design, and practical layout, the Syberry delivers the ideal balance of comfort, efficiency, and charm all in a single-level home built for the way you live. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, open concept floor plan, garage with shop/storage, convenient Mud Room, and a covered front porch. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit #LOT 1, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,375,000
4 Beds ⋅ 5 Baths
BEAUTIFUL 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF THE PIER RIGHT ACROSS THE STREET! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. RECENT TOP QUALITY GOURMET KITCHEN RENOVATION W/GAS COOKTOP. IT'S AWESOME! ATTACHED 2-CAR GARAGE AND A MONSTROUS DETACHED GARAGE WITH ROOM FOR 6 MORE CARS. PLENTY OF STORAGE. BEAUTIFUL, PRIVATE INGROUND GUNITE POOL. CALL LISTING AGENT FOR MANY MORE AMENITIES. READ HOA DOCS IN DISCLOSURES. TRY TO GIVE 1-2 DAYS SHOWING NOTICE, PLEASE.

105 Port Ct, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690