Grasonville Homes with Tennis Courts Amenities

Grasonville Homes with Tennis Courts Amenities

Welcome to Grasonville, Maryland – a hidden gem nestled in the picturesque Queen Anne's County. This charming town offers a perfect blend of serene waterfront living and vibrant community life, making it an ideal place for families, retirees, and anyone in between. With its close-knit neighborhoods, Grasonville boasts easy access to the Chesapeake Bay, where residents can enjoy boating, fishing, and breathtaking sunsets.

One of the standout features of Grasonville is its beautiful homes, many of which come equipped with luxurious amenities, including private tennis courts. Imagine stepping out of your back door to find your own slice of paradise, where you can engage in friendly matches with family and friends or hone your skills in a tranquil setting. These homes not only provide a space for athletic pursuits but also serve as a backdrop for entertaining guests and creating lasting memories.

The community in Grasonville is as inviting as the homes themselves. Residents take pride in their surroundings, participating in local events and supporting nearby businesses. With top-rated schools, parks, and recreational facilities, Grasonville is a place where you can truly thrive.

Whether you’re seeking a peaceful retreat or an active lifestyle, Grasonville offers it all. Discover the charm of this delightful town and explore the homes with tennis court amenities that make it a perfect match for your ideal living experience. Embrace the opportunity to create your dream life in Grasonville, where comfort and community come together seamlessly.

Newest Grasonville Homes with Tennis Courts Amenities

$719,900
3 Beds ⋅ 4 Baths

1202 Oyster Cove Dr, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$549,000
2 Beds ⋅ 2 Baths
Welcome to Oyster Cove, where every day feels a little like vacation! This beautifully appointed first-level condo offers the perfect combination of comfort, convenience and Eastern Shore waterfront living. Step inside to gorgeous hardwood floors, a warm and inviting living area with an electric fireplace insert, and a beautifully finished kitchen featuring high-end granite countertops — even the backsplash is granite, creating a polished, upscale look. One of the best features of this home is its desirable first-level location. With minimal stairs and no need to wait for an elevator every time you come and go, everyday living is wonderfully easy. Step right outside your back door and enjoy lovely views of the water and boats. Imagine starting your mornings with coffee overlooking the marina and winding down in the evening with a cocktail while watching the sunset. It truly feels like being on vacation without ever leaving home. At Oyster Cove, there is plenty to enjoy without even leaving the neighborhood. Spend warm summer days at the community pool, meet friends for a game of pickleball, take a leisurely walk along the waterfront, watch the boats come and go, or simply relax and enjoy the peaceful marina setting. Bird and wildlife lovers will appreciate the frequent sightings of osprey, herons and even bald eagles. Whether you prefer being active or simply unwinding by the water, the community offers countless ways to enjoy the Eastern Shore lifestyle right outside your door. And for boating enthusiasts, there is an exciting additional opportunity: a separately deeded 40-foot boat slip is also available for purchase, giving you the option to keep your boat just steps from home and make the most of life on the Chesapeake Bay. Whether you're looking for a full-time residence, weekend getaway or an easy-to-maintain Eastern Shore retreat, this is a wonderful opportunity to enjoy the Oyster Cove lifestyle in one of the community's most convenient locations. Come see why life is just a little better by the water!

114 Oyster Cove Dr Unit #1C, Grasonville

Listing courtesy of RE/MAX Leading Edge. Contact:

$849,000
5 Beds ⋅ 3 Baths
NEW PRICE! Won't last long! From the moment you arrive, this exceptional home is sure to impress. Beautifully renovated and impeccably maintained, it feels fresh, modern, and anything but 28 years old. Located in the sought-after Prospect Bay community, this remarkable property offers water access, amenities galore, and the relaxed atmosphere of country-club living on Maryland’s Eastern Shore. A brick walkway and steps lead to the beautiful front porch and an impressive foyer with soaring ceilings, designer paint, and elegant board-and-batten detailing. The dramatic sightline extends through the great room to a wall of windows and two sets of glass French doors opening to the inviting screened porch. The modern eat-in chef’s kitchen is a showstopper, featuring quartz countertops, glass-front cabinetry, abundant storage, and a charming bay-window dining area. Wide-plank, wood-look, porcelain tile flooring flows throughout the main living areas, offering the beauty of wood with exceptional durability. Just off the kitchen, the spacious mudroom includes front-loading laundry machines, a utility sink, cabinetry, generous counter space, and convenient access to the two-car side-load garage. At the heart of the home, the breathtaking great room features soaring ceilings, board-and-batten walls, a wood-burning fireplace, and a dramatic wall of windows overlooking the lush backyard. Glass French doors lead to the expansive screened porch with wood flooring and high ceilings—an idyllic setting for morning coffee, relaxed dinners, and effortless entertaining. Beyond the porch, a spacious paver patio overlooks the peaceful, beautifully landscaped yard, enclosed by a newer white picket fence. The main level also offers an elegant formal dining room and three generously sized bedrooms, including the luxurious primary suite. The primary retreat features a walk-in closet and spa-inspired bath with dual vanities, porcelain tile flooring, a frameless glass walk-in shower with marble walls, and on-trend lighting and hardware. Gorgeous hardwood stairs lead to the upper-level overlook, where wide-plank engineered hardwood flooring continues throughout two additional bedrooms and a beautifully renovated full bath with a glass-enclosed walk-in shower and porcelain tile flooring. The flexible five-bedroom layout provides exceptional space for guests, home offices, hobbies, and/or multigenerational living. Outside, the private and beautifully landscaped lot is equally impressive. A charming backyard shed has been customized with an automatic garage-style door to accommodate a golf cart, while the expansive driveway provides parking for four or more vehicles in addition to the two-car garage. Peaceful, private, and polished from top to bottom, this extraordinary home offers gracious indoor-outdoor living in a community designed for recreation, relaxation, and life near the water. This is more than a home—it is the Eastern Shore lifestyle you have been waiting for.

330 Prospect Bay Dr W, Grasonville

Listing courtesy of Samson Properties. Contact: 3017602136
$775,000
3 Beds ⋅ 4 Baths
LOCATION! LOCATION! LOCATION! PANAROMIC WATERFRONT VIEWS!!!! One of the best views in Oyster Cove! Eastern shore's best- kept secret is the beautiful, gated community at the Kent Narrows Bridge! VACATION where you live or work from your home office in this tranquil setting. Scenic entrance ponds with fountains. Grill on your spacious deck while entertaining friends & watch boats heading to St. Michaels/Annapolis, etc. This 3-level, interior townhome was just painted throughout. It offers 3 bedrooms including the loft and 3.5 baths. First floor has white pine floors and a FP w/electric insert & built-ins. Updated, eat-in country kitchen features granite counters, beadboard bar and white cabinetry. Large deck with remote-controlled awning & gate. Waterfront primary suite has a balcony, barn doors, W-I shower, W-I closet and jacuzzi. Utility room is equipped with newer, front-loading washer/dryer. Guest bedroom has large closet & window. The loft has a fantastic water view, LVP flooring, a large, built-in desk & plenty of storage. Boat slips available for rent /sale, along with 5 visitor slips. Enjoy the 1.5 mi. WATERFRONT walking path & the beautiful clubhouse w/state-of-the-art gym, full kitchen, holiday parties & monthly socials, game nights, etc. Saltwater pool opens at 6AM so you can enjoy a swim before the heat of the day. Dock your boat in 1 of the 2 marinas where slips range from 35' - 60'. Use the convenient launch pad for your kayak where there is space for > 100 kayaks or take advantage of the 10 jet ski ports. Enjoy a bike ride on the nearby, paved Cross Island Trail from Oyster Cove to the Chesapeake Bay - great for dog walking, biking, jogging, etc. Walk to 5 restaurants. Only 20 min. to Annapolis. Enjoy a round of golf at Blue Heron executive course or Queenstown championship course. CHANGE YOUR ADDRESS & CHANGE YOUR LIFESTYLE! You will never want to move again!!!

1107 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact: (443) 496-1367
$1,250,000
5 Beds ⋅ 3 Baths
Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The spacious primary suite offers a peaceful retreat with a walk-in closet and private bath. A three-car garage provides ample storage and convenience. Step outside to your private backyard oasis, where a heated swimming pool, expansive deck with a covered awning, and sweeping golf course views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle.

4 Prospect Bay Dr W, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$749,900
3 Beds ⋅ 2 Baths
Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance the open floor plan. Step inside to discover a spacious family room that seamlessly connects to a gourmet kitchen, featuring upgraded countertops and modern appliances, including a sleek electric range and a convenient dishwasher. The inviting breakfast area is perfect for casual dining, while the primary bath offers a private retreat with sophisticated fixtures. Enjoy the tranquility of river views from your porch, where you can unwind and soak in the picturesque surroundings. The property boasts deeded private 40 foot boat slip, ideal for boating enthusiasts, and a community pool for leisurely afternoons. Additional amenities include a gated entrance, ensuring privacy and security, along with beautifully maintained common grounds and walking paths. With three generously sized bedrooms and a cozy electric fireplace, this home is designed for both relaxation and entertaining. The community offers a wealth of recreational options, including tennis courts, pickle ball and picnic areas, enhancing the luxurious lifestyle that Oyster Cove provides. Experience the ultimate in waterfront living, where every detail has been thoughtfully curated for your enjoyment.

130 Oyster Cove Dr Unit #130, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$749,000
4 Beds ⋅ 3 Baths
PRICED TO SELL - RARE OPPORTUNITY - Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful Golf Course Views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida ( or four seasons) room, creating an ideal layout for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

116 Prospect Bay Dr W, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$599,900
3 Beds ⋅ 3 Baths
NEW PRICE — A GREAT OPPORTUNITY IN PROSPECT BAY! Offering approximately 2,850 square feet of living space, this contemporary presents an opportunity to enjoy the Prospect Bay lifestyle at an attractive price point. Available for the first time since 1999, this well-loved home is ready for its next chapter. The spacious family room features a brick fireplace, cathedral ceiling and triple sliders opening to the deck and backyard. The kitchen offers lovely cabinetry, generous counter and storage space, and plenty of room for casual dining. Two bedrooms are conveniently located on the main level, along with a separate dining room and dedicated mudroom with laundry. Upstairs, the spacious primary suite offers privacy, while a loft overlooking the family room provides flexible space for a home office, sitting area, or additional living area. Oversized 2-car garage, plus deck overlooking the backyard. Located in Prospect Bay Golf & Country Club, where residents enjoy golf, swimming pool, tennis courts, boat ramp, and clubhouse with restaurant. Bring your ideas and make this home your own while enjoying all that Prospect Bay has to offer.

24 Fairway Is, Grasonville

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

$599,000
3 Beds ⋅ 2 Baths
Enjoy carefree WATERFRONT living in this Beautifully UPDATED Condo in the sought-after Oyster Cove Community! Offering 3 bedrooms and 2 full bathrooms, this light-filled, one-level residence features an open floor plan designed for easy living and entertaining! Stunning wide plank wood flooring flows throughout the main living areas, complemented by newer stone countertops, fresh interior custom paint throughout and NEW carpet in the bedrooms. The spacious living and dining areas open to a Waterfront Deck where you can relax and enjoy breathtaking Sunsets over Eastern Bay and The Narrows. The thoughtfully designed layout offers generous bedroom sizes and two updated baths. Recent exterior improvements include new siding and new windows. Oyster Cove residents enjoy an exceptional Waterfront lifestyle with access to two Marinas, Swimming Pool, two Tennis Courts, a walking/jogging path and a Clubhouse with a fitness room. Conveniently located within walking distance to many restaurants, coffee spots, ice cream parlors, shops and popular dock bars!! Hop on the Kent Island Cross Trail for a bike ride throughout the Island! Just minutes from the Chesapeake Bay Bridge, this is Eastern Shore living at its finest! Qualified buyers may receive a 5.875% INTEREST RATE for the first year at no cost through our preferred lender!

116 Oyster Cove Dr Unit #1D, Grasonville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$819,000
4 Beds ⋅ 3 Baths
Located in the waterfront community of Prospect Bay, residents enjoy golf, swimming pool, boat ramp, tennis courts, and a clubhouse with restaurant. Welcome to this much-loved home, beautifully situated on 1.03 acres with sunset water views on one side and golf course views on the other. Quality built with 2x6 construction, the home features hardwood flooring, Andersen windows, and abundant natural light. The kitchen offers maple cabinetry, a center island, table space, and an open layout connecting to the family room with fireplace and efficient wood-burning insert. Separate living and dining rooms feature bow windows showcasing the water views. A main-level fourth bedroom with built-ins currently serves as a home office. Upstairs, the spacious primary suite features water views, a large bath, and generous walk-in closet, along with two additional bedrooms and a full bath. Enjoy a screened porch overlooking the golf course, a 16' x 12' Amish-built shed, and an oversized two-car garage with workshop space and extensive storage. The large driveway and parking pad accommodate up to six vehicles. Additional storage is available in the walk-in attic. Recent updates include a washer, dryer, refrigerator, microwave, dishwasher, and Trane heat pumps less than two years old.

108 Prospect Bay Dr W, Grasonville

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

$70,000
2 Beds ⋅ 1 Baths
HUGE PRICE DROP! Now is your time to buy that sweet summer spot! Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This incredible home boasts 1.5 bedrooms and one bathroom, perfect for weekend or monthly summer getaways. New vinyl flooring and fresh paint. Beautiful water views of the Jackson Creek and the majestic Chester River. Shed provides ample storage. Step outside onto the deck and enjoy your morning coffee or entertain for breakfast, lunch or dinner. Picture yourself lounging on the beach or embarking on thrilling adventures in your kayak or boat through the sprawling waterways of the area. If you're a paddle-boarder, the protected waters of the creek and river are an absolute dream! Indoors cool off with window air conditioners for personalized climate control. The "half bedroom" features 2 bunk beds and a window, while the primary bedroom offers ample space for a queen bed and includes a closet. Conveniently located just steps from the community beach, this community offers immediate access to a host of outdoor activities, from swimming and fishing to kayaking, paddleboarding, shuffleboard, basketball and tennis. The delightful community pool, hot tub and clubhouse provide the perfect place for social gatherings and community events. Don't let this opportunity slip away! Take the first step towards owning your slice of paradise in the Beach Harbor Camper Cooperative. Schedule a viewing today and prepare to experience the very best of waterfront living, all at an incredibly affordable price! Enjoy! (Monthly fee $350/Monthly or $4,200/Yearly

111 Beach Harbor F, Grasonville

Listing courtesy of HSA By The Bay. Contact: 4432504707
Start Your Search