Queen Anne's County MD Homes for Sale

Queen Anne's County MD Homes for Sale

$519,900
3 Beds 3 Baths
Tucked away just south of the scenic Chester River and moments from the timeless charm of Chestertown, this inviting home offers a warm and welcoming retreat in the heart of Queen Anne’s County. Surrounded by the natural beauty of Maryland’s Eastern Shore, the setting feels peaceful and relaxed—where quiet mornings and golden sunsets become part of everyday life. Inside, the home is designed for comfort and easy living, featuring a desirable first-floor primary suite that provides both privacy and convenience. The spacious family room, anchored by a cozy gas fireplace, creates the perfect gathering space, while the rear screened-in porch invites you to unwind and enjoy the tranquil surroundings. Upstairs, you’ll find two additional bedrooms along with a versatile bonus room—ideal as a home office, playroom, or craft space—plus walk-in attic storage for added functionality. Outdoor living shines with a brand new deck complete with a hot tub, perfect for relaxing or entertaining under the stars. An oversized two-car garage and ample parking accommodate your lifestyle with ease, including space for an RV, a boat, or both. Recent updates offer peace of mind, including a new roof (2024), HVAC system and hot water heater within the last five years, and the added benefit of a one-year Choice Home Warranty. Blending comfort, flexibility, and Eastern Shore charm, this home is a wonderful opportunity to enjoy a lifestyle that feels both relaxed and connected. Schedule your private tour and make this home yours.

101 Coleman Dr, Chestertown

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

$589,990
4 Beds 3 Baths
THIS IS A TO BE BUILT HOME - Welcome to the Monroe—where timeless style meets modern living. This thoughtfully designed new construction home offers the perfect blend of comfort, functionality, and charm. From the moment you step inside, you’re greeted by a bright, open-concept layout with 9-foot ceilings and recessed lighting throughout, enhancing the home’s airy and inviting feel. The great room, dining area, and kitchen flow seamlessly together—ideal for both everyday living and entertaining. At the center of it all, the kitchen shines with a spacious island perfect for casual meals and conversation, complemented by stainless steel appliances, abundant 42" cabinetry, and a layout designed to make cooking and hosting a breeze. A versatile main-level flex space offers endless possibilities—whether you need a home office, cozy reading nook, or private retreat. Upstairs, the owner’s suite serves as a peaceful sanctuary, featuring a generous walk-in closet and plenty of space to relax and recharge. An upstairs laundry area adds everyday convenience right where you need it most. Whether you're hosting friends, working from home, or simply enjoying a quiet evening in, the Monroe is designed to fit your lifestyle with ease—offering the perfect place to call home. Residents may join the Beach Recreation Association for Bay access or join the voluntary Community Association for community engagement.

103 Worcester Rd, Stevensville

Listing courtesy of RE/MAX United Real Estate. Contact:

$4,158,000
9 Beds 8 Baths
Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property.

319 Blue Bay Rd, Stevensville

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

$1,265,000
4 Beds 3 Baths
MAJOR PRICE IMPROVEMENT! Just in time to enjoy your Prospect Bay waterfront home this summer! Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a dining area that overlooks the backyard and water, creating a light-filled space ideal for everyday living and entertaining. The remodeled eat-in kitchen features abundant natural light, granite countertops, and direct access to the deck, where you can enjoy relaxing water views or dine outdoors. The home’s thoughtful layout continues on the lower level with an additional living area, half bathroom, laundry room, and convenient access to the spacious three-car garage. Sliding doors off the lower living area lead directly to the backyard and patio, seamlessly connecting indoor and outdoor living. Upstairs, you’ll find four generously sized bedrooms, including a primary suite with beautiful water views, a walk-in closet, double vanity, and an electric fireplace that adds a cozy touch to the space. Situated on a large lot, the backyard provides plenty of room for outdoor entertaining and offers the potential for a pool overlooking the water. The recently redone pier allows for easy access to Little Greenwood Creek and the Chesapeake Bay, making this an excellent opportunity for those who enjoy waterfront living and boat rides to the Narrows, Saint Michaels, Annapolis, and beyond. Prospect Bay community offers an array of amenities, including an 18-hole golf course, a clubhouse with a members-only restaurant and bar, a marina with a launch, a pool, tennis and pickleball courts, a playground, and year-round social activities. Here, every day feels like a vacation.

40 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$559,000
4 Beds 4 Baths
Price Drop in the sought after community of Symphony Village in Centreville 55+ Active Adult Community. This beautiful Beethoven model home consisting of 4 bedrooms and 3 and one half bath is awaiting it's next owner. As you enter this home, you'll notice the hardwood flooring, wainscoting, chair rail moldings, crown molding and trey ceiling. in the large living and dining areas with Retractable Shades in these rooms and the office. To the right, you'll find the office located on the front of the home and the staircase leading to the upper level of the home. As you make your way through, you'll enter the family room and the garden room with fireplace located on the rear of the home. You must take a moment to see the Gourmet Kitchen with granite counters, new induction cooktop 2025, new wall oven and microwave 2025, new range hood 2025, new garbage disposal 2025 and new refrigerator 2023. The oversized master suite, with his and her walk-in closets and master bath featuring split vanity sinks, walk-in shower and corner soaking tub, 2nd bedroom, full bath, half bath and laundry room complete the main level. The upper level features 2 large bedrooms, a sitting area and a Jack and Jill full bath. For additional storage there is a room sized closet also located on the upper level and a Sky Basement above the garage. To finish off this home, you must experience the rear paver patio, tree line for privacy and Retractable Awning installed in 2024.

105 Concerto Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$699,000
3 Beds 3 Baths
Welcome to this exceptional model home, fully loaded with upgrades and offering over 2,200 square feet of luxurious living space. The main level showcases beautiful luxury plank flooring and an open-concept design that seamlessly connects the dining room, kitchen, and great room—ideal for both everyday living and entertaining. Stylish shiplap wall accents and a whole-house sound system add to the home’s modern charm. Enjoy peaceful views of the pond from the bright three-season room or relax in the separate sunlit den. The spacious and private primary suite features a custom bath and a walk-in closet, creating a perfect retreat. A second bedroom and full bath are also conveniently located on the main level, along with a dedicated laundry area. The Gourmet kitchen is thoughtfully upgraded with premium countertops, appliances, cabinetry, and a pantry for extra storage. The two-car garage offers epoxy flooring and custom built-in storage for added functionality. Upstairs, you’ll find a large third bedroom, a full bath, and additional flexible space ideal for a home office or fitness room. The expansive upper-level foyer provides the perfect setting for a built-in bar and comfortable seating area. Seller upgrades include custom blinds throughout, an Easy Breeze porch with two storm doors, a beautifully designed patio with walls and lighting, closet organizers, security cameras, enhanced exterior lighting, and a sprinkler system. Conditioned crawl space w/plenty of additional room for storage. The community features a pool, clubhouse, and a variety of activities. Conveniently located just a short drive to the Bay Bridge, shopping, golf courses, Matapeake Beach, restaurants, and more. Come experience the island lifestyle in this beautifully upgraded home in Bay Bridge Cove! NO SIGN on PROPERTY

917 Moorings Cir Unit #131, Stevensville

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

$949,000
4 Beds 3 Baths
OPEN HOUSE Saturday, August 1st 12PM - 2PM. STUNNING NEW CONSTRUCTION located within the highly sought-after water-access community of Queen Anne’s Colony. Welcome to the Talbot, a beautifully designed, single-level residence offering over 2,000 square feet of thoughtfully designed living space, complete with 4 bedrooms and 2.5 baths. This exceptional coastal Craftsman-style home on Kent Island blends modern luxury, elegant design, and upscale finishes. The exterior showcases HardiePlank lap siding, signature Craftsman-style double columns, and a full-length front porch that creates inviting curb appeal, along with upgraded front and garage doors that enhance the home’s character and charm. Inside, the open-concept kitchen is beautifully designed, featuring upgraded cabinetry with dovetail construction and soft-close doors and drawers, quartz countertops, and a high-end GE Café appliance package. Additional highlights include a custom trim package that includes a brick-surround fireplace flanked by custom built-in shelving units, a soaring cathedral ceiling in the Great Room with white painted beams and shiplap trim, durable luxury vinyl plank flooring throughout the main living areas, and beautifully tiled shower surrounds, offering both style and functionality at every turn. Enjoy an unbeatable location with stunning water views, peaceful streets, and a true sense of community. Keep your boat at Queen Anne Marina within the neighborhood, take a leisurely stroll to the adjacent Blue Heron Golf Course and enjoy being just minutes from a variety of exceptional waterfront dining and local restaurants. Incredible opportunity you won't want to miss!

410 5 Farms Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,990,000
4 Beds 7 Baths
This is more than a waterfront estate - it is an invitation to experience one of Maryland's Eastern Shore's most treasured lifestyles. Step from your private dock onto your boat, and within minutes, you will be cruising the scenic waters of the Wye River and Eastern Bay. Renowned for exceptional crabbing and fishing, the Wye River offers endless opportunities to pull crab pots, teach the kids to fish, or spend memorable days exploring the waterways. At home, your private beach provides the perfect setting for swimming, kayaking, relaxing along the shoreline, and gathering with family and friends to watch spectacular sunsets over the bay. The property's private lighthouse - a truly distinctive feature that conveys with the home - creates an unforgettable backdrop for entertaining, peaceful evenings, and panoramic water views. When it is time for dinner, shopping, or a change of scenery, historic St. Michaels is just a 10-minute boat ride away. One of the Eastern Shore's most beloved waterfront towns, it is known for award-winning restaurants, charming boutiques, picturesque marinas, and year-round events. Whether you are boating across the Wye River and Eastern Bay, enjoying world-class crabbing, fishing with the family, or ending the day with a sunset from your private beach or lighthouse, this property captures waterfront living at its finest - a rare Eastern Shore experience few homes can offer.

121 Kilby Pt, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$949,900
3 Beds 3 Baths
Luxurious new construction that must be seen to be fully appreciated! This thoughtfully designed home showcases exceptional craftsmanship and high-end finishes throughout. A bluestone walkway and inviting front porch set the tone, complemented by durable Hardiplank siding. Inside, you’ll find soaring 10’ ceilings, impressive 8’ doors, and custom trim work that elevates every space. The gourmet kitchen is a true centerpiece, featuring premium appliances, a custom-built range hood, and designer details perfect for both everyday living and entertaining. The elegant primary suite offers a private retreat with a beautifully tiled walk-in shower, spacious walk-in closet, and refined finishes. Additional highlights include a cathedral ceiling in the family room, a cozy propane fireplace, and a propane tankless water heater for efficiency and comfort. Enjoy outdoor living on the screened rear porch overlooking peaceful surroundings and a spacious backyard ready for your built in pool! Situated in the highly desirable Queen Anne Colony, this water-oriented community offers a scenic area overlooking the Chesapeake Bay, a community playground area, and access to a nearby private marina. The neighborhood also backs to an executive golf course, providing a serene and picturesque setting. Come experience the quality, design, and lifestyle this exceptional home has to offer—you will not be disappointed!

307 Columbia Ln, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$455,000
3 Beds 2 Baths
Harbor View Community | Corner Lot | Renovated Rancher with Room to Grow If you’ve been searching for a home where the work is already done and you can move in without worrying about repairs or updates, this one deserves your attention. This fully renovated home in Harbor View offers exactly what so many first-time buyers are looking for—low maintenance living now, with room to grow later. One of the standout features is the rare double lot, giving you space that most homes simply don’t offer. Whether your future plans include a detached garage, pole barn, boat storage, or RV parking, you have the flexibility to make it happen without outgrowing your property. Inside, the layout is just as practical. With three bedrooms, two full baths, and two separate living areas, you have options—create a space for large gatherings, a playroom for children, or simply enjoy having separate areas for relaxing and entertaining. With so many updates, this is the kind of home that allows you to start smart—move in with confidence knowing major updates have already been completed, while still having the ability to build equity and expand over time. If your goal is to find a move-in ready first home with space, flexibility, and long-term potential, this is one you’ll want to see. The Harbor View community is known for its friendly setting and outdoor amenities. Residents enjoy five miles of walkable neighborhood roads for biking, jogging, or casual strolls, along with a community field, playground, and pavilion. Just two miles from the Chesapeake Bay Bridge, you’ll also have quick access to Kent Narrows, the Cross Island Trail, Queenstown Outlets, and local restaurants.

1872 Harbor Dr, Chester

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$599,999
3 Beds 3 Baths
Reintroduced with a compelling new price ! Take a look you’ll be glad you did. Welcome to this beautifully maintained, custom-built, one-owner home in the highly sought-after Bennett Point area. Thoughtfully updated and meticulously cared for over the years, this property offers a true move-in ready experience with quality improvements throughout. Inside, you’ll find a freshly painted interior (2025), upgraded lighting, and a comfortable, inviting layout designed for everyday living. The kitchen blends style and function with high-end cabinetry, detailed molding, granite countertops, and a full suite of updated appliances—including the refrigerator, range, microwave, dishwasher, washer, dryer, and water softener. Natural light fills the home through recently replaced Andersen SmartSun low-E windows, designed to improve efficiency while helping protect interiors from sun exposure. Most rooms feature Hunter Douglas plantation shutters with a split design that allows for flexible privacy. Ceiling fans add comfort in the bedrooms and family room. The bathrooms have been tastefully renovated with TOTO fixtures, and the primary bath includes the added luxury of heated flooring. Just off the primary bedroom, a versatile bonus room offers space for a dressing room, nursery, home office, or private den. Major systems have been addressed, including an 18-SEER heat pump (approximately five years old and under contract), along with a crawlspace equipped with a French drain and sump pump for added peace of mind. Outside, the home continues to impress with maintenance-free poly trim, updated garage doors and openers, a Trex deck ideal for relaxing or entertaining, and a spacious 16' x 12' shed for additional storage. This is a home where the hard work has already been done—simply move in and enjoy the comfort, quality, and attention to detail that defines this exceptional Bennett Point area property.

108 Gloucester Rd, Queenstown

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

$2,250,000
6 Beds 5 Baths
If you love the water, this extraordinary Wye River property is a dream setting. Situated on the point with more than 1,400 feet of waterfront, this property is fully equipped for waterfront living with two piers, a private beach, and a boat launch. The custom 6,400-square-foot home offers exceptional space and comfort, featuring a brick front, four-car garage, double porches, and walkout access. Inside, the kitchen is beautifully appointed with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and both a full-size refrigerator and freezer. Brazilian cherry floors and tile throughout the main living areas add warmth and timeless character. The main home includes four bedrooms, with a spacious first-floor primary suite for convenient main-level living. A bright sunroom, also perfect as a crab room, adds even more charm to the first floor. Upstairs, two expansive living areas showcase sweeping 180-degree water views. These flexible spaces are ideal for a game room, media room, lounge, or additional gathering areas. A standout feature of the property is the full private apartment with its own entrance through one of the two garages. Complete, with a full kitchen, two bedrooms, a full bath, separate laundry room, living room, and dining area, it is ideal for extended family, guests, or possible rental income. Outside, the property continues to impress with a waterfront fire pit, storage, water and electricity at the piers. There is also room for a pool on the right side of the property, subject to county confirmation. Offered for the first time, this exceptional waterfront retreat is ready for its next owner.

351 Wye Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$699,900
4 Beds 3 Baths
Back on the market at no fault of the seller. The previous contract was contingent upon the buyer's home sale, and the buyer was unable to secure a contract on their current home within the 60-day contingency period. Inspections and appraisal had been completed. This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront community—golf, boating, dining, and social events are just steps from your door. The community features a welcoming clubhouse with a restaurant and event space, a pool, and courts for pickleball and tennis. Enjoy a pro shop and driving range, plus a private marina and boat ramp providing direct access to Prospect Bay!

12 Fairway Is, Grasonville

Listing courtesy of RE/MAX Advantage Realty. Contact:

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

34 Queen Anne Way, Chester

Listing courtesy of Taylor Properties. Contact:

$899,990
3 Beds 3 Baths
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

307 Kingfisher Ln, Chester

Listing courtesy of KOVO Realty. Contact: 2403755074

$425,000
3 Beds 4 Baths
Waterfront Lifestyle with Included Boat Slip – Bayview at Kent Narrows Experience the best of Eastern Shore living in this beautifully renovated 3-bedroom, 3.5-bath contemporary townhouse with garage, ideally located just over the Kent Narrows Bridge in the sought-after Bayview waterfront community. Waterview's from second and third floor bedrooms. This move-in-ready home features a stunning new kitchen with stylish gray shaker cabinetry, granite countertops, and stainless-steel appliances. The open-concept living and dining areas are enhanced by new luxury vinyl plank flooring, creating a modern, inviting space perfect for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, abundant natural light, a ceiling fan, double closet plus walk-in closet, and a dressing area. The completely renovated spa-inspired primary bath is a true showstopper, featuring a luxurious oversized double shower with dual shower heads, built-in benches, niches, and sleek glass doors. Two additional generously sized bedrooms provide excellent flexibility, including one with a private en-suite bath, plus a third full hall bathroom for guests. Step outside and embrace the water-privileged lifestyle this community offers. Your assigned boat slip is in the private community marina, complete with water and electricity, and included in the monthly condo fee. Launch directly into Muddy Creek, which leads straight to the Chester River—putting you just minutes by boat from Red Eye Dock Bar, Harris’ Crab House, and The Dock House Restaurant. Additional highlights include: •

109 Bayview, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$1,745,000
4 Beds 4 Baths
Welcome to the pinnacle of waterfront living in Cove Creek Club—one of Kent Island’s most sought-after and low-turnover communities. What truly sets this property apart is what so few homes here can offer: direct navigable waterfront with a private pier. While many homes in the community enjoy water views, only a select few provide the ability to keep your boat right out back with protected, calm waters and easy access to the Chesapeake Bay. Whether it’s sunset cruises, paddleboarding from your backyard, or spending the day on the water, this home delivers the true Eastern Shore boating lifestyle. Extensively renovated and spanning over 4,200 square feet, this one-level residence has been completely reimagined with high-end updates throughout. The renovation included an impressive 1,000-square-foot addition and the addition of a rare 3-car garage, creating exceptional space for both everyday living and waterfront storage needs. The layout features four spacious bedrooms, four full baths, a private study, and a stunning modern addition completed within the last three years. Major improvements include new Hardie Board siding and a high-efficiency three-zone HVAC system for comfort and peace of mind. Outside, your private retreat awaits with an in-ground pool, expansive entertaining decks, and wide-open views overlooking the protected marina basin. The setting is peaceful, private, and designed to embrace waterfront living at every turn. Beyond the home itself, Cove Creek Club is a true lifestyle destination. One of the community’s biggest draws is the unlimited golf included in the HOA, featuring a private 9-hole course played as 18 with multiple tee boxes, along with a driving range and practice areas. Residents also enjoy a marina, boat storage, tennis and pickleball courts, a fitness center and gym, clubhouse, private sandy beach with fire pits, and beautifully maintained grounds surrounded by tidal creeks and the Chesapeake Bay. All of this is tucked away in a quiet waterfront setting while still offering convenient access to Route 50 for easy trips to Annapolis, Washington DC, and the beaches.

106 N Creek Ct, Stevensville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$1,215,000
3 Beds 4 Baths
Perfectly positioned along the living shoreline of the Chester River, this waterfront residence in the gated community of Narrows Pointe offers breathtaking, million-dollar water views and a lifestyle centered around the beauty of the Eastern Shore. One of the few wide units in the community, the home is thoughtfully designed to maximize its remarkable setting. Three-panel sliding glass doors invite in abundant natural light while framing sweeping water views, and decks on two levels with retractable electric screens create inviting spaces to relax while overlooking the shoreline. A spectacular arrangement of windows throughout the home continually draws your eye to the tranquil river setting. Another plus- Seller has paid the current $10,000 assessment, so the buyer will not be obligated to that. Inside, hardwood flooring, recessed lighting, and a neutral color palette welcome you upon entry. The gourmet kitchen serves as the heart of the home and features granite countertops, a center island with breakfast bar, tile backsplash, wine refrigerator, and 42-inch cabinetry with under-mount lighting and convenient roll-out drawers for easy organization. High-end stainless steel appliances complete the space, and the adjacent dining room provides a bright setting for everyday meals or entertaining. Just off the kitchen, a walk-in pantry and laundry room add everyday convenience and extra storage. Also on the kitchen level is a bedroom suite currently used as an office, enhanced with built-ins that create a comfortable workspace while still offering flexible guest accommodations. The living room showcases a dramatic angled ceiling, a striking stone fireplace, and custom built-ins, creating a warm gathering space while keeping the focus on the surrounding water views. Upstairs, generously sized bedrooms each include en-suite baths with granite-topped vanities. The primary suite offers a peaceful retreat with a walk-in closet featuring built-in organization, a private deck overlooking the river, and a luxurious bath with remote blinds, double vanity, jetted self-cleaning tub, and Toto toilet. Both of the upper-level bedrooms were enhanced with updated hardwood flooring in 2020. The lower-level recreation room adds another versatile living area with a custom bar and cabinetry, making it an ideal space for entertaining. The finished garage features a granite flake floor and storage cabinetry, and the home also includes a whole-house speaker system. Architectural plans are available for the future addition of an elevator. Recent improvements include whole-house interior painting completed in 2020, replacement of the living room sliding glass door, updated electric screens, a 75-gallon water heater, built-ins throughout, professional installation of a TV mount above the fireplace, finished garage upgrades, carpeting and stair runner, water softener, and more. Located near the heart of Kent Narrows, the home offers easy access to a casual waterfront lifestyle with marinas, boating activities, community piers, a kayak launch, and a variety of waterfront restaurants and tiki bars. The Cross Island Trail begins just outside the Narrows Pointe entrance, while shops, hotels, and multiple fitness centers, some with pools, are all within a convenient 10-minute drive. Nearby outdoor destinations such as the local dog park and Terrapin Nature Park add even more ways to enjoy the natural beauty of Maryland’s Eastern Shore.

350 Narrows Pointe Dr, Grasonville

Listing courtesy of Northrop Realty. Contact: 4102956579

$609,900
4 Beds 3 Baths
Nestled in the serene Hunters Ridge community, this charming Colonial home offers a perfect blend of comfort and elegance. With 3,185 square feet of thoughtfully designed living space, this residence features four spacious bedrooms and three full bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover inviting wood floors that flow throughout the main living areas. The formal dining room sets the stage for memorable gatherings, while the cozy living room, complete with a gas fireplace, creates a warm ambiance for those chilly evenings. The heart of the home is the kitchen, equipped with appliances including a wall oven, cooktop, and refrigerator. Enjoy the convenience of a main-floor laundry area, enhancing everyday living. Retreat to the luxurious primary suite with private balcony, bathroom features a jetted tub and a walk-in shower, perfect for unwinding after a long day. Outside, the expansive 0.92-acre lot boasts a personal in-ground pool, ideal for summer fun, and a gazebo that invites you to enjoy peaceful moments overlooking the tranquil pond view. With a side-entry three-car garage and an asphalt driveway, parking is a breeze. This home is not just a place to live; it's a sanctuary where cherished memories can be made. Experience the perfect blend of comfort, style, and outdoor enjoyment in this delightful property. Home & pool is being sold AS-IS. Priced with needed updates in mind.

221 Winchester Dr, Centreville

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$559,000
4 Beds 3 Baths
Why buy the highest priced home in the neighborhood when you can buy the BEST VALUE by $40,000? Welcome to 717 Pathfinder Circle in Grasonville, Maryland, the opportunity buyers have been waiting for. This move-in ready home offers the perfect combination of affordability, upgrades, convenience, and modern living without the inflated price tag of new construction. Built just a few years ago, this home gives you the benefits buyers LOVE about new construction without the wait, hidden upgrade costs, or premium builder pricing. Even better? This home already includes upgrades and features that buyers often spend tens of thousands extra for after closing. Perfectly positioned on a premium lot backing to the woods, this property offers the privacy and peaceful views that are becoming harder and harder to find in newer communities. Step outside and enjoy the relaxing setting while still being conveniently located near Kent Island, waterfront restaurants, shopping, marinas, Route 50, and an easy commute to Annapolis, Baltimore, and the Eastern Shore. Inside, you’ll immediately notice the upgraded LVP flooring throughout the main level and upstairs hallway, creating a modern, durable, and cohesive feel throughout the home. The spacious open-concept layout is designed for both entertaining and everyday living, offering the functionality today’s buyers are searching for. The kitchen flows seamlessly into the dining and living spaces, making the home feel bright, open, and welcoming. Every room has been thoughtfully maintained, allowing the next owner to simply move in and start enjoying the lifestyle immediately. And in today’s market, monthly payment matters more than ever. That’s what makes this home such a smart buying opportunity. Why stretch your budget for the highest-priced home in the neighborhood when you can secure a newer, upgraded, move-in ready home on a premium wooded lot at one of the best values in the community? -Premium lot backing to woods -Move-in ready convenience -Newer construction without new build pricing -Upgraded LVP flooring throughout main level & upstairs hallway -Open-concept layout perfect for entertaining -Convenient location near Kent Island, Route 50 & waterfront dining -Strong value compared to competing homes in the community This is the kind of opportunity savvy buyers wait for, a home that offers the lifestyle, upgrades, and location they want, while still making financial sense. 717 Pathfinder Circle proves you do not have to overpay to get an incredible home.

717 Pathfinder Cir, Grasonville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$724,500
5 Beds 4 Baths
Price improvement! Motivated sellers. This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning room transitions seamlessly into a sunroom, providing flexible space for dining, relaxing, or working from home. The gourmet eat-in kitchen offers granite countertops, a substantial center island, pantry, and an open-concept design that opens into the family room and sunroom. The primary suite is generously sized, featuring a tray ceiling and a well-designed bath with custom tile shower and double vanity. The remaining four bedrooms share two jack-and-jill style bathrooms offering convenience for family and guests. Outdoor living is equally appealing, with an 800-square-foot wraparound deck ideal for entertaining. The property also offers space for a potential in-ground pool (buyer to verify with Planning & Zoning). Additional features include custom hardwood and tile flooring run throughout, tailored Roman blinds and wood shutters, new HVAC system, finished garage, and dedicated laundry room with new washer, dryer, and utility sink. A rare 1,820-square-foot crawl space with 4-foot ceilings, finished concrete floor, and indoor access provides plenty of additional storage. Built by local builder Lacrosse Homes with numerous upgrades, this well-maintained home offers immediate value in one of the most popular areas on the Eastern Shore - all with no HOA. Schedule your tour today.

1868 Roberta Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$149,990
HUGE PRICE ADJUSTMENT! REDUCED $47K!! Rare opportunity to own a beautiful double lot (Lots 49 & 50) overlooking the peaceful marsh of Prices Creek in the sought-after Kent Island Estates community. This oversized homesite offers the perfect setting to build your dream home surrounded by nature, wildlife, and endless water-oriented recreation. Current flood mapping indicates the proposed homesite is not located in a flood zone (buyer to verify), providing added confidence as you plan your build. Enjoy the relaxed, coastal lifestyle that makes Kent Island Estates so special. Developed in the 1950s around the opening of the first Bay Bridge, this established community now features more than 600 homes stretching from the Chesapeake Bay to the Eastern Bay along Rt. 8 toward Romancoke Pier. Residents of all ages appreciate the peaceful setting, friendly atmosphere, and abundant outdoor amenities. The South Kent Island Trail runs directly through the neighborhood, offering miles of scenic biking, walking, and jogging from Matapeake Beach to Romancoke Pier. Spend your days fishing, crabbing, kayaking, or picnicking at the pier, or simply soaking in the bay breezes. Community gatherings, social events, yoga classes, and neighborhood activities create a true sense of connection, with the community hall available for private events and celebrations. Water privileges on the Chesapeake Bay, nearby dining and shopping, and a short drive to the Bay Bridge, historic Annapolis, and St. Michaels make this an exceptional location for both full-time living and a weekend retreat. See uploaded documents for important disclosures regarding sewer costs. Build the home you’ve been dreaming of in a community where every day feels like a getaway. THIS LOT IS DIRECTLY TO THE LEFT OF 336 OREGON ROAD, STEVENSVILLE, MD (IF YOU'RE FACING THE HOUSE), SO WE SUGGEST USING YOUR GPS TO THAT ADDRESS. Contact listing agent for questions.

Lot 49-50 Bay Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$707,000
4 Beds 3 Baths
Huge Price Reduction on this beautiful, less than 1 year old home in the sought after community of Four Seasons at Kent Island. This Simone model home with loft features 4 bedrooms and 3 full baths is awaiting it's next owner and priced well below the new construction models that are now selling for over $800,000. With recent improvements including paint and Plantation Shutters, this home is move in ready so that you can enjoy this community and the upcoming Spring and Summer on fabulous Kent Island. Situated on a premium lot with close proximity to the 24,000 sq. ft. club house, indoor and outdoor pools, you won't be disappointed in touring this home. The gourmet kitchen with the "Farmhouse Collection" design features stainless appliances including both a gas stove and built in wall oven to impress the most pampered chef with the oven and stove never used. The master suite is beautifully designed with a master bath which includes a large walk-in shower, double vanity sink and large walk-in closet. The 2nd bedroom and 2nd full bath are located on the main level and the 3rd and 4th bedrooms along with the 3rd full bath are located on the 2nd level. As you pass through the main living area including the propane fireplace, you may eventually choose to relax on the rear screened patio to enjoy some of the outdoor living that the area offers. This home also includes a Rinnai Tankless Water Heater.

266 Peregrine Dr, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900

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