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$569,900
4 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! $10K REDUCTION! Why wait for new construction when this barely lived-in home in the desirable community of Perry’s Retreat is available now? Welcome to 128 Perry’s Retreat Boulevard, offering a bright, open-concept main level with LVP flooring throughout and a layout designed for everyday living and easy entertaining. The spacious kitchen features an oversized island, stainless steel appliances, pantry, quartz countertops, soft-close cabinetry, and plenty of room to gather. The main level also includes a convenient half bathroom, office space, garage access, an oversized coat closet, and a walkout to the spacious backyard. Upstairs, you’ll find four carpeted bedrooms, two full bathrooms, and a conveniently located laundry area. The beautiful primary suite features a tray ceiling, spacious walk-in closet with natural light, and an upgraded en-suite bathroom with LVP flooring, a dual vanity, and a shower with built-in seating and dual showerheads. Outside, enjoy a covered front porch with space for seating, a spacious backyard, and a maintenance-free vinyl privacy fence. Perry’s Retreat offers sidewalks throughout the community, playgrounds, and additional parking for boats, RVs, and extra vehicles. The location is another major bonus, with quick access to Route 50 and close proximity to Kent Island, the Narrows, Annapolis, Easton, St. Michaels, local dining, shopping, golf, boat launches, and Chesapeake Bay favorites. This move-in ready home offers the benefits of newer construction, a convenient Eastern Shore location, and no wait!

128 Perrys Retreat Blvd, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

$649,900
3 Beds ⋅ 2 Baths
5 Acres, Pole Barn, Single story 2,300 sqft living on a quiet back country road. Need I say more? Just outside of Church Hill & Ingleside and under 30 minutes from the Chesapeake Bay Bridge. This beautiful 3-bedroom, 2-full-bath home is nestled on more than 5 acres, providing both privacy and ample space to enjoy the outdoors. Step inside and discover an open-concept, one level floor plan with beautiful hardwood floors throughout. The gourmet kitchen is a true centerpiece, featuring stainless steel appliances including a double wall oven, cook top, microwave, refrigerator with ice maker, and a convenient kitchen island. Under sink instant hot water system is super convenient. An open flow from the kitchen area is a spacious living room and a large sun room with vaulted ceiling and windows that offer panoramic views out back. The large primary suite is an absolute retreat, complete with a custom built in closet and door less walk-in shower. Dual raised bowl sinks, creating a spa-like atmosphere. The second and third bedrooms are very spacious and share a centrally located full bath, offering plenty of space for family or guests. Off the garage a side mudroom/laundry area, which is equipped with tons of storage, counters, and cabinets. Outside you will find a low-maintenance front porch and rear deck off the sun room—perfect for outdoor relaxation. Paved driveway leading to a large detached 30' x 40' pole barn with two bays, offering plenty of storage for vehicles, equipment & toys! Oversized side entry attached garage with utility sink.

1212 Rabbit Hill Rd, Church Hill

Listing courtesy of Taylor Properties. 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:

$575,000
2 Beds ⋅ 2 Baths
WATERFRONT VILLA! See your 40' deeded. deep-water boat slip (M1PB03-near tennis courts) from your deck! Welcome to the peaceful, gated community of Oyster Cove. The western exposure of this 1-level condo has beautiful sunsets night after night! It is situated on a protected marina and is near the pool! This first floor 2 bedroom , 2 bath unit is completely updated with a contemporary design and boasts 9' ceilings and angled walls for your pleasure. The great room features 40' of floor-to-ceiling windows with attractive valence, bright, OPEN floor plan, wains coating, & crown molding. TV and fireplace with electric insert. Gorgeous country kitchen has side-by-side refrigerator, breakfast bar with 3 bar stools, pantry, lighted cabinets and Corian counters. The spacious primary suite includes a double vanity, W-I closet and W-I shower. The 2nd bedroom could be used as a home office or den. The large waterside deck has ample seating plus a storage closet. Luxurious clubhouse has been recently refurnished and features state-of-the art gym w/TV, handsome fireplace, full kitchen and monthly socials - a great opportunity to meet your neighbors! Holiday parties, game nights and "Oyster Talks" are also available for your entertainment. Enjoy a morning stroll on the 1.5 mile walking path along the water or a dip in the salt-water pool. The pool opens at 6AM so you can enjoy a swim before the heat of the day. There are multiple outdoor activities including tennis/pickleball, kayaks, jet skis and a dog park. Walk to 5 restaurants! Near 38-mile Cross Island Trail - great for biking, jogging, dog walking, etc. 1-YR WARRANTY! CHANGE YOUR ADDRESS AND CHANGE YOUR LIFESTYLE!

214 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact: (443) 496-1367
$400,000
3 Beds ⋅ 2 Baths
Opportunity meets location at this charming 1891 farmhouse situated on a spacious ¾-acre lot just a few short miles off 301 . Located within the Village Center District, this unique property offers the flexibility and visibility that entrepreneurs, tradespeople, hobbyists, and investors have been searching for. And NO TOWN TAXES. The home features 3 bedrooms and 2 full baths, blending historic character with thoughtful updates including granite countertops and stainless steel appliances. Outside, the standout feature is the impressive 32' x 24' detached garage with two 10' x 10' doors, providing ample space for a workshop, storage, equipment, vehicles, or business operations. Whether you're looking for a place to call home, a property with room to grow your business, or a combination of both, the possibilities here are hard to find. Enjoy the convenience of being just minutes from downtown Centreville, schools, shopping, dining, and major commuter routes while maintaining the space and flexibility that only a property like this can provide. Bring your vision and explore the potential of this rare Village Center opportunity. Buyers to complete their own due diligence for permitted use of the property and fees.

1645 Ruthsburg Rd, Centreville

Listing courtesy of Samson Properties. Contact: 7033788810
$440,000
3 Beds ⋅ 2 Baths
Coveted Cloverfields has an opening & this cutie won't last! Enjoy the Kent Island lifestyle with water access, Sandy community beach, double concrete boat ramp, community pool, pavilion, snack shack, clubhouse & swim team, and all just walking distance from this move-in ready ONE-LEVEL rancher. Recently updated throughout, this charming home features an updated kitchen and bathrooms, new flooring, fresh paint, spacious family room off the kitchen and dining area that opens to a cozy deck and fenced backyard. A large outbuilding provides plenty of extra storage, while the asphalt driveway offers room for ample parking & boat! Offering three bedrooms, including a primary suite with updated en-suite bath, two full baths- this beauty is ideal for those seeking easy one-level living in one of Kent Island's most desirable water-oriented communities just minutes from the Bay Bridge!

813 Dixon Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$575,000
5 Beds ⋅ 5 Baths
Beautiful Upgraded Townhome in a Prime Location Enjoy the perfect blend of space, style, and convenience in this exceptional four-level townhome, ideally located for easy commuting and close to shopping, dining, and everyday essentials. This spacious home features numerous upgrades, including a stunning oversized kitchen island, quartz countertops, designer backsplash, stainless steel appliances, and luxury vinyl plank flooring throughout the main living areas. The open-concept layout offers abundant living space, with a large living room and dining area that comfortably accommodates six or more guests. A unique fourth-floor level provides incredible flexibility, making it ideal for a home office, guest suite, or potential fifth bedroom. This level includes its own full bathroom, living area, and walkout deck, creating the perfect private retreat. At entry level this town house has a finished bedroom and bath which is unique, most units don't have a finished bedroom and bath. With 4.5 bathrooms, this home is designed for comfort and convenience. The laundry room is thoughtfully located on the bedroom level, making everyday living easier. Additional highlights include: - Four level of living space that feels more like a single-family home. -Spacious primary suite and generously sized bedrooms. -Two car Garage plus, two car parking pads. - Modern finishes and upgrade throughout. Residence enjoys outstanding community amenities, including a community pool, kayak storage, and a pier for water enthusiasts. Conveniently located near target, food lion, and Starbucks, restaurants, and other popular retailers, this home offers everything you need just minutes away. Don't miss the opportunity to own this beautifully upgraded townhome with exceptional space, flexibility, and amenities in a highly desirable location.

212 Jessica Lyn Ave Unit #G3, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$200,000
3 Beds ⋅ 2 Baths
Oversized, three-story home located close to the Chester River. Investor-Special, in need of repairs and priced accordingly. The property offers a great opportunity for the right buyer. There is a covered porch and balcony. Tons of character throughout with original hardwood floors. Sold in As-Is condition, priced below assessed value!

107 2nd St, Crumpton

Listing courtesy of Marathon Real Estate. Contact:

$545,000
5 Beds ⋅ 4 Baths
Enjoy the opportunity to create your own Eastern Shore retreat on 2 private acres surrounded by picturesque farmland. Conveniently located just a short drive from St. Michaels, Kent Island, and the Queenstown Premium Outlets, this spacious contemporary ranch home offers over 3,300 square feet of living space and exceptional potential. Priced accordingly, the property is being sold AS-IS and will benefit from repairs, updates, and cosmetic improvements, presenting an excellent opportunity for investors, renovators, or buyers looking to personalize a home to their tastes. With its desirable Eastern Shore location, substantial square footage, acreage and versatile outbuildings, this property offers the chance to create something truly special. The home features a flexible floor plan with a floor to ceiling stone fireplace in the family room, cathedral ceilings in family room, kitchen and primary bedroom, separate dining room, and eat-in kitchen with island. The previous owners' 2007 addition included 2 additional bedrooms and a full bath taking this home to a 5 Bedroom - 3.5 bath home and also converted the attached garage into a Rec Room all permitted with QA's County (see MLS docs). Outside, the property offers a variety of amenities ready for your TLC, including an in-ground pool (opened 2025 season pool pump is not operational), deck, a 30’ x 50’ pole barn built in 2020, and storage shed. The expansive grounds provide plenty of room for gardening, recreation, hobbies, or simply enjoying the peaceful rural setting and open views of the surrounding countryside. Bring your vision and discover the possibilities this unique country property has to offer.

101 Chestnut Ln, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact: 4108230033
$439,900
3 Beds ⋅ 4 Baths
Open today 2-4. Welcome to Ellendale. This 3 level townhome is approximately 1900 square feet and minutes to the Bay Bridge. The main level offers an open floor plan with 9 foot ceilings, powder room, spacious family room with corner gas fireplace, and sought after main floor bedroom and full bath....There are pre‑wired speakers in the dining room, family room, and deck. There is easy access from rear‑entry garage with driveway.. The Chef's kitchen features handsome cherry hardwood floors and cabinets - stainless appliances, granite counters and adjacent dining area. The second level features 2 more master suites each with full baths. Access the Trex deck for relaxing daily breaks. The upper‑level laundry center has front‑loading appliances. Community amenities include Clubhouse with outdoor pool, walking trail to the fishing pier and floating dock. There is also kayak and boat storage, a tot lot, rambling sidewalks, and abundant street lighting.

108 John Patrick Dr, Stevensville

Listing courtesy of Coastal Realty Maryland. 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
$669,900
3 Beds ⋅ 2 Baths
Welcome to your private Eastern Shore oasis at 116 Mallard Drive, Stevensville, MD 21666! This beautifully maintained and recently updated Cape Cod home sits on a rare 1.1-acre lot in a quiet, private neighborhood on Kent Island — one of the hardest-to-find lot sizes in this desirable area. Enjoy serene, protected views of Mallard Pond, where you can watch ducks glide across the water, sip morning coffee on the screened porch, and truly experience peaceful Kent Island living at its finest. Boasting 1,976 square feet of above-grade living space (built in 2000), this 3-bedroom, 2-bath home features thoughtful updates throughout. Enjoy new LVP flooring and carpet, a bright open-concept main level perfect for everyday living and entertaining, and a stunning kitchen with granite countertops and all new appliances. The spacious primary suite includes a luxurious soaking tub and walk-in closet, while two additional bedrooms and a full bath complete the main level. A 2-car garage and newer furnace add convenience and peace of mind. The standout feature is the large unfinished attic with electrical wiring and HVAC already extended — substantial, flexible space ready for your vision. Easily finish into additional bedrooms, a home office, playroom, or family suite. Outside, the expansive 1.1-acre lot delivers exceptional privacy and natural beauty, bordered by community-owned preserved woodlands and Mallard Pond that ensure your views remain undisturbed for years to come. Enjoy the screened porch overlooking the pond, low-maintenance exterior, low HOA fees of only $17 per month, and the incredible location on Kent Island — walk or bike to the public golf course, Kent Island Trail, waterfront parks, piers, and just minutes from Chesapeake Bay adventures, shopping, and dining. This updated home combines solid construction, modern finishes, low monthly costs, and a truly rare 1.1-acre private setting. Whether you’re looking for a peaceful full-time residence or a lifestyle property with room to grow, 116 Mallard Drive is a standout opportunity on Kent Island. Don’t miss it!

116 Mallard Dr, Stevensville

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

$299,900
3 Beds ⋅ 1 Baths
An exceptional opportunity to own this Single Level 3 bedroom 1 full bathrooms Ranch Style Home at a GREAT price nestled on an adorable lot. No need to worry about climbing stairs, everything is located on one floor. the interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The bathroom has been tastefully refreshed, the home has been freshly painted with LPV flooring and carpet throughout. This home offers the ultimate in conveniences local public and private golf courses outlets Close Proximity to the Chester River, fine dining and easy access to major highways. Don't miss out on the chance to create your dream space in this prime Chestertown location! NEW HVAC SYSTEM TO BE INSTALLED

517 Round Top Rd, Chestertown

Listing courtesy of Keller Williams Flagship. Contact:

$446,950
3 Beds ⋅ 3 Baths
Open House August 15th, 1-3 pm. Be the first in to visit this property. A Rare Opportunity in a much sought after community. The ideal townhome in a waterfront community with Dock and slips across the street. Queenstown Harbor Golf in your Backyard. Walkable to Historic Queenstown. Just 15 minutes to the Bay Bridge. An easy commute to Annapolis. This home has been lovingly maintained. Very Private. A Pellet Stove in Family Room keeps you toasty in the Winter.

136 Long Dr, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$525,000
5 Beds ⋅ 3 Baths
Welcome to 101 Edenderry Avenue in North Brook! Some homes simply stand out, and this former model home is one of them. Perfectly positioned on a desirable corner lot in the sought-after North Brook community, this spacious 5-bedroom home combines thoughtful design, modern updates, and the flexible living space today's buyers are searching for. Step inside and you'll immediately appreciate the bright, open floor plan that effortlessly connects the beautifully updated kitchen with the surrounding living and entertaining spaces. Featuring abundant cabinetry, generous counter space, and a large center island, the kitchen serves as the heart of the home—perfect for everything from weeknight dinners to holiday gatherings. Fresh new carpet adds a clean, move-in ready feel throughout, while oversized windows fill the home with natural light, creating a warm and welcoming atmosphere in every room. With five true bedrooms, there's room for everyone, whether you need space for family, guests, a home office, fitness room, or playroom. The spacious primary suite offers a relaxing retreat complete with a private bath and walk-in closet. Outside, you'll love the large backyard, offering endless opportunities for entertaining, backyard games, gardening, or simply relaxing after a long day. The premium corner lot provides additional outdoor space, enhanced curb appeal, and extra privacy. Located in the highly desirable North Brook community, you'll enjoy sidewalks, neighborhood amenities, and convenient access to shopping, dining, schools, and major commuter routes. Move-in ready, beautifully maintained, and offering the space today's buyers need, 101 Edenderry Avenue is the one you've been waiting for. Schedule your private tour before someone else calls it home.

101 Edenderry Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$995,000
3 Beds ⋅ 3 Baths
Welcome to luxury, comfort, and effortless living in the highly sought-after first section of Four Seasons at Kent Island. Offering a floor plan no longer available in the community's newer sections, this exceptional home combines thoughtful design with upscale finishes throughout. A spacious foyer welcomes you into an open and inviting layout that is perfect for both everyday living and entertaining. At the heart of the home is a stunning gourmet kitchen featuring an oversized center island that naturally becomes the gathering place for family and friends. Whether hosting indoors or enjoying the outdoors, you'll appreciate the seamless flow to the screened porch and beautifully designed patio complete with a built-in fire pit. The private primary suite is a true retreat, highlighted by an elegant tray ceiling, an impressive custom walk-in closet system, and a luxurious en-suite bath featuring a spacious walk-in shower, dual vanities, and a dedicated built-in makeup vanity. The main level also offers a second bedroom, full bath, private home office, and convenient laundry room, providing the ease of one-level living. Upstairs, guests will enjoy their own private space with an additional living area, bedroom, and full bath and access to the conditioned sky garage which is great for storage. Attached two car garage with epoxy flooring and inside access. Beyond the home, enjoy the award-winning lifestyle Four Seasons at Kent Island is known for. Residents have access to an impressive 24,000-square-foot clubhouse featuring indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, dog parks, walking trails, and an active calendar of social events—all designed for exceptional 55+ living.

154 Bluebell Ct, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact: 4103042250
$575,555
4 Beds ⋅ 3 Baths
Discover the perfect blend of coastal living and everyday comfort in this spacious 4-bedroom, 3-bath single-family home located in the lovely area of Stevensville. Set on a generous 0.39-acre private fully fenced in lot. Ideal for those who enjoy entertaining, recreation, gardening or simply rest and relaxation with the Chesapeake Bay in your own backyard. Inside, you’ll find a bright and welcoming flexible floorplan layout featuring multiple living areas, a well-appointed kitchen, a beautifully decorated, spacious and bright morning room and much more. A home suited for families or multi-generational living. Recent updates include energy-efficient windows, a french drain around the home, modern appliances, improved insulation, upgraded water systems, and refreshed finishes, providing peace of mind and added comfort. The spacious backyard offers endless possibilities—gardening, play areas, or outdoor gatherings—while the property’s ample parking, carport/garage, and room for boat storage make it a standout for those who love life on the water. Just a short distance from your own neighborhood private beach, nearby marinas and restaurants. This home delivers coastal charm on the Eastern Shore. Conveniently located near Route 50...Come and visit us! A rare opportunity you don't want to miss to own in one of Kent Island’s most sought out water-access neighborhoods.

511 Chesapeake Ave, Stevensville

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$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:

$345,000
3 Beds ⋅ 2 Baths
Step into timeless charm with this beautifully maintained Colonial in the heart of Centreville. Built in 1901, this character-filled home offers the perfect blend of historic appeal and everyday comfort. Featuring three spacious bedrooms, one and a half bathrooms, and nearly 1,800 square feet of living space, you'll appreciate the generous room sizes, abundant natural light, and flexible floor plan designed for modern living. Situated on a large, level lot, the property provides plenty of space for gardening, entertaining, or simply relaxing outdoors. The inviting front porch welcomes you home, while the backyard offers endless possibilities for outdoor enjoyment. Conveniently located just minutes from downtown Centreville's shops, restaurants, parks, and schools, this home combines small-town charm with an easy commute to Annapolis, Easton, and the Chesapeake Bay. Whether you're looking for your first home, room to grow, or simply appreciate the character that only an historic home can offer, 430 Railroad Avenue is ready to welcome you home.

430 Railroad Ave, Centreville

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$1,990,000
6 Beds ⋅ 5 Baths
The location of this property is fabulous! One of the most beautiful spots on the bay, it features a panoramic view across the bay to Annapolis! Watch the ships going in and out of Baltimore, magnificent sunsets, and the Blue Angels, when they perform! In a small neighborhood, just minutes from the Bay Bridge, the property has all you need for a year-round home or for a week-end or vacation retreat! The cement, heated in-ground pool adjoins the deck and porch areas . A small kitchen and full bath are poolside for coming in from the pool, cleaning your "catch of the day" or steaming crabs! The private pier accommodates a boat lift and two jet-ski lifts. There is rip-rap and bulk heading, and depending on the tide, there is a beach! This uniquely-designed home offers multiple living and dining areas, as well as main and second level bedrooms and a separate office. With its many three-season and screened-in porch areas and outside decks, you can entertain rain or shine! And, by the way, the golfers in the family, need not leave the neighborhood as it abuts the Blue Heron Golf Course! Instead of commuting from your primary home to a vacation home, save yourself the trip...this house has it all! There is a video security system at the property.

206 Queen Anne Club Dr, Stevensville

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

$549,987
3 Beds ⋅ 3 Baths
Welcome to your own slice of Kent Island paradise in the highly sought-after Cloverfields waterfront community. This beautifully updated 3-bedroom, 2.5-bath home perfectly blends modern comfort with the relaxed lifestyle the Eastern Shore is known for. Step inside to a bright, open-concept floor plan filled with natural light, creating an inviting space that’s perfect for everyday living and effortless entertaining. Thoughtful updates throughout the home provide both style and peace of mind, including a high-efficiency HVAC system and updated appliances. Outside, you’ll love the private backyard retreat featuring mature landscaping, a full vinyl privacy fence, and a spacious composite deck with maintenance-free vinyl railings—ideal for grilling, entertaining, or simply unwinding after a day on the water. The oversized 2½-car garage and large detached shed offer exceptional storage for vehicles, tools, hobbies, kayaks, boats, and all your outdoor equipment. Living in Cloverfields means embracing one of Kent Island’s most desirable waterfront lifestyles. Residents enjoy exclusive access to a private marina, sandy beach, community pool, playground, fishing pier, and a variety of waterfront recreational amenities just minutes from home. Whether you’re enjoying your morning coffee on the deck, spending weekends boating on the Chesapeake Bay, or hosting family and friends in the spacious open living area, this home offers the perfect balance of comfort, convenience, and coastal charm. Beautifully maintained, move-in ready, and located in one of Kent Island’s premier water-privileged communities, this is a rare opportunity you won’t want to miss. Come experience the Cloverfields lifestyle and make this exceptional property your next home.

807 Petinot Pl, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$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
$415,000
4 Beds ⋅ 2 Baths
Seller is offering 2% CLOSING HELP to get you on your way with less out of pocket cost! Welcome to your dream coastal retreat on Kent Island! This completely updated 4-bedroom, 2-full-bath rambler sits on a sprawling, tree-lined half-acre lot, offering the perfect blend of modern luxury and active outdoor living. A large, detached garage adds exceptional storage space for your vehicles, golf cart, and coastal gear. Step inside to find a light-filled layout highlighted by a spectacular gourmet chef’s kitchen. Outfitted with stainless steel appliances, a deep stainless sink with a high-arc faucet, and a sleek 4-burner gas stove with a center griddle, this kitchen is a home chef's paradise.The single-story floor plan features four generous bedrooms and two beautifully updated full baths, maximizing comfort and convenience. The primary bedroom has been expanded and the gorgeous primary bath has a high quality, walk-in shower and distinctive, touch of class vanity. Outside, your private half-acre oasis connects seamlessly to the local lifestyle. Enjoy immediate access to the tree-lined walking, biking, and golf cart paths leading directly to the neighboring Blue Heron golf course and driving range. Best of all, you are just 5 miles away from sandy days at Matapeake Beach and sunset fishing at the pier. Don't miss this rare Kent Island gem!

111 Utah Rd, Stevensville

Listing courtesy of DeLuca & Associates Real Estate. Contact: (301) 445-2800
$160,000
2 Beds ⋅ 1 Baths
Are you looking for the perfect weekend summer house? Look no further! Welcome to 194C Beach Harbor conveniently located in Grasonville. Beach Harbor is a Co-Op RV Resort located right on the water packed with all the amenities you need. Community boat ramp, private beach front area, private pier, volley ball court, shuffle board, community pool and hot tub, club house and so much more. Imagine a weekend home away from home where you can escape the hustle and drive around on your golf cart eating crabs on your front porch overlooking the bay. Pool parties where you don't have to clean the pool or lift a finger! Pop the boat in at the ramp, or launch your kayak right from the beach which is only steps from your front door. This is a doublewide with a newly remodeled sunroom. Trailer is 12X33, attached sunroom 12X32. It has 2 bedrooms, 1 bath, new W/D. Large private driveway big enough for a boat or 3+ cars. Front deck comes with a screened room or remove it for unobstructed water views. Covered back deck has storage shed & boot box. Kitchen appliances are new and this home has been very well maintained and updated every year. Central heat and AC work great and the space is cozy and clean. This is a gated community which is open from mid March and closes the week after Thanksgiving. Community facilities include bathhouse w/showers, laundry, 2 pavillions, beach area, pier, boat launch, tennis court, pickleball, basketball, volleyball, 2 playgrounds. Great community with fun activities for the family like bingo, pig roasts, fireworks, and so much more! If you are looking for a summer spot that wont break the bank you could start enjoying right now! Yearly dues already paid for 2026, and this can come furnished so move right in and start your summer living! See attached disclosures for more details

111 Beach Harbor Dr Unit ##194C, Grasonville

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000
$850,000
4 Beds ⋅ 3 Baths
Nestled within the serene enclave of Goose Point Estates, this exquisite one level living home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This residence boasts a modern aesthetic while retaining its timeless charm. Step inside to discover a spacious 2,141 square feet of meticulously designed living space. The interior features a warm palette complemented by rich hardwood flooring and plush carpeting, creating an inviting atmosphere throughout. Crown moldings and chair railings add a touch of elegance, while recessed lighting and skylights bathe the space in natural light. The heart of the home is undoubtedly the gourmet kitchen, equipped with upgraded countertops and ample table space for casual dining. High-end appliances, including a self-cleaning oven, built-in microwave, and energy-efficient dishwasher, make cooking a delight. The adjacent family room, complete with a charming wood-burning fireplace, provides a perfect retreat for relaxation. This residence features four generously sized bedrooms, including a main-level bedroom for convenience. The luxurious master suite offers a walk-in closet and a spa-like bathroom with a stall shower included with a hot tub, ensuring a private oasis for unwinding after a long day. Outside, the property is equally impressive, set on a sprawling 2.4-acre lot surrounded by lush trees and serene woods, providing a tranquil backdrop for outdoor living. Enjoy evenings under the stars in the hot tub or host gatherings with friends in the beautifully landscaped yard. The exterior is adorned with thoughtful features such as bump-outs, exterior lighting, and flood lights, enhancing both functionality and aesthetics. Additional highlights include a spacious attached garage with extra storage, main-floor laundry for added convenience, and a water treatment system for peace of mind. This home is not just a residence; it's a lifestyle choice, offering a perfect blend of luxury, comfort, and nature. Experience the best of both worlds in this exceptional property, where modern amenities meet the tranquility of nature, creating a perfect sanctuary to call home. Goose Point Estates is just minutes away from route 50 and the Chesapeake Bay Bridge but far enough away from all the traffic.

121 Eareckson Ln, Stevensville

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

$225,000
28.49 Acre Build-able Lot to build your dream house! Located just down the road from Downtown Centreville MD. 3,000 sq foot minimum building restriction in community. Stream runs through this mature wooded lot!! Current owner has building plans and old building permit. Lot subject to covenants and restrictions. Located within minutes from Centreville restaurants and stores!

7 Cody Ln, Centreville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$629,900
3 Beds ⋅ 2 Baths
Gorgeous house on River Rd in the Queen Anne's County side of Chestertown. 3 total bedrooms and 2.5 baths. The main bedroom is on the first floor. Stunning sun room, patio and pool. 2 car garage. Living room and den.

201 River Rd, Chestertown

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

$445,000
2 Beds ⋅ 2 Baths
Nestled in the award-winning Symphony Village Active Adult 55+ community, this beautifully maintained contemporary home offers the perfect balance of comfort, functionality, and space for both everyday living and entertaining. Designed for convenient main-level living, this move-in ready home features a spacious primary suite with dual walk-in closets and an en-suite bath complete with a soaking tub. A second bedroom, full bath, and versatile den/library provide ample space for guests or hobbies. The thoughtfully designed floor plan also includes a formal living room, dining room, laundry room with utility sink, and dedicated office/workstation area. At the heart of the home, the eat-in kitchen also offers bar seating and opens seamlessly to the inviting family room with a cozy gas fireplace, creating an ideal gathering space. Step outside to enjoy exceptional outdoor living beneath a motorized retractable awning overlooking a beautifully designed, lighted 11x39 paver patio—perfect for dining al fresco, entertaining friends, or simply relaxing in a peaceful setting. The attached two-car garage includes an additional refrigerator and storage closet. Recent updates include a newer HVAC system for added peace of mind. Residents of Symphony Village enjoy an impressive array of resort-style amenities, including indoor and outdoor swimming pools, a fitness center, clubhouse, game room, tennis and pickleball courts, bocce courts, a putting green, scenic walking trails, picnic areas, and a vibrant calendar of social activities, clubs, classes, and community events. Ideally located just minutes from downtown Centreville, you'll enjoy easy access to local restaurants, waterfront recreation and boating on the Chesapeake Bay, as well as nearby Chestertown, Easton, and Annapolis. Maryland and Delaware beaches are also within a convenient drive, making this an exceptional place to call home.

251 Opera Ct, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

$685,000
3 Beds ⋅ 3 Baths
Contemporary home in Prospect Bay offering approximately 2,850 square feet of living space and available for the first time since 1999. Features 3 bedrooms, including 2 on the main level, and 2.5 baths. The family room includes a fireplace and triple sliders leading to the deck. Spacious primary suite. Loft overlooking the family room, ideal for a home office, sitting area, or additional living space. Separate dining room and dedicated mudroom with laundry. Complete with a 2-car garage and deck overlooking the backyard. Located in Prospect Bay Golf and Country Club. Club amenities include: golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant.

24 Fairway Is, Grasonville

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

$510,000
3 Beds ⋅ 2 Baths
This amazing home on a gorgeous perimeter lot located within easy walking distance of the clubhouse will delight. A welcoming front porch greets you, and beyond that a spacious foyer with a convenient coat closet and a view of the entire living area, which is designed to optimize the space for an open airy layout. Remodeled kitchen with quartz countertops, custom added glass-fronted island cabinets, newer stainless appliances, timed up-lighting over the cabinets - these are just the beginning of the many upgrades in this home. The primary bedroom has new blinds and a ceiling fan, two large closets, a linen closet and neutral cozy carpeting. The en suite bathroom has quartz countertops, new flooring, new mirrors and lights, plus a completely rebuilt shower with a treated door for easy care. The guest bedroom has a ceiling fan, carpeted floor and a sizable closet. The hall bathroom has an upgraded vanity, new lights and mirror. The light-filled third bedroom makes a great office and has a deep closet for storage. The main living area flooring is American Cherry engineered hardwood, and the custom window shutters provide energy efficient elegance. The three-sided propane fireplace is operated with the flip of a switch. Crown molding is installed throughout the house. Large storage cabinets in the garage convey. The pièce de résistance is the back garden. Many trees, perennial plantings, an awning to keep you cool, large patio, and an overall atmosphere of peace and quiet will surround you. The HVAC system has been replaced, in addition to all the appliances, and the roof is one year old. 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.

169 Symphony Way, Centreville

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