21

Grasonville, MD Homes for Sale with Pool

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  • 105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    /98

    $1,325,000

    $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    105 Port Ct, Grasonville, MD 21638

    BEAUTIFUL 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF THE PIER RIGHT ACROSS THE STREET! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. RECENT TOP QUALITY GOURMET KITCHEN RENOVATION W/GAS COOKTOP. IT'S AWESOME! ATTACHED 2-CAR

    Agent Photo

    Bruce Fink

    Douglas Realty, LLC

    105 Port Ct, Grasonville, MD 21638
  • 4 Prospect Bay Dr W, Grasonville, MD 21638
    4 Prospect Bay Dr W, Grasonville, MD 21638
    4 Prospect Bay Dr W, Grasonville, MD 21638
    /40

    $1,250,000

    • 5 Beds
    • 3 Baths
    • 3,757 Sq Ft

    4 Prospect Bay Dr W, Grasonville, MD 21638

    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

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    4 Prospect Bay Dr W, Grasonville, MD 21638
  • 116 Prospect Bay Dr W, Grasonville, MD 21638
    116 Prospect Bay Dr W, Grasonville, MD 21638
    116 Prospect Bay Dr W, Grasonville, MD 21638
    /74

    $789,000

    $36K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    116 Prospect Bay Dr W, Grasonville, MD 21638

    New Price Reduction- 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

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    116 Prospect Bay Dr W, Grasonville, MD 21638
  • 1503 Oyster Cove Dr, Grasonville, MD 21638
    1503 Oyster Cove Dr, Grasonville, MD 21638
    1503 Oyster Cove Dr, Grasonville, MD 21638
    /71

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    1503 Oyster Cove Dr, Grasonville, MD 21638

    PRICED TO SELL! PANORAMIC EASTERN BAY VIEWS + PRIVATE 40' DEEP-WATER BOAT SLIP! This fabulous, meticulously maintained 2,000 sq. ft. townhome has been lovingly cared for by its original owners and offers spectacular, Million-Dollar Water Views down Eastern Bay. With 3 bedrooms and 3.5 baths, beautiful water views can be enjoyed from throughout the home.The bright, open floor plan features a

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    1503 Oyster Cove Dr, Grasonville, MD 21638
  • 942 Chester River Dr, Grasonville, MD 21638
    942 Chester River Dr, Grasonville, MD 21638
    942 Chester River Dr, Grasonville, MD 21638
    /61

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    942 Chester River Dr, Grasonville, MD 21638

    Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of the prime season! Private pier with 10k lb boat lift and 2 jet ski lifts, built in 2021. Open deck with spectacular views of the sunsets! Inside the home has been upgraded with all new hard surface flooring and neutral decor. A

    Patty Smallwood Maryland Real Estate Network

    942 Chester River Dr, Grasonville, MD 21638
  • 130 Oyster Cove Dr Unit 130, Grasonville, MD 21638
    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638
    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638
    /47

    $749,900

    • 3 Beds
    • 2 Baths

    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638

    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

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638
  • 1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    /69

    $724,999

    $124K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft

    1 Bunker Ct, Grasonville, MD 21638

    Highly motived sellers enjoyed Prospect Bay and want you to as well--they just reduced again making it super attractive. Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the

    Tricia Wilson Wilson Realty & Staging LLC

    1 Bunker Ct, Grasonville, MD 21638
  • 24 Fairway Island, Grasonville, MD 21638
    24 Fairway Island, Grasonville, MD 21638
    24 Fairway Island, Grasonville, MD 21638
    /43

    $650,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    24 Fairway Island, Grasonville, MD 21638

    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

    Jimmy White Long & Foster Real Estate, Inc.

    24 Fairway Island, Grasonville, MD 21638
  • 330 Prospect Bay Dr W, Grasonville, MD 21638
    330 Prospect Bay Dr W, Grasonville, MD 21638
    330 Prospect Bay Dr W, Grasonville, MD 21638
    /97

    $899,000

    • 5 Beds
    • 3 Baths
    • 2,983 Sq Ft

    330 Prospect Bay Dr W, Grasonville, MD 21638

    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

    Joan Stansfield Samson Properties

    330 Prospect Bay Dr W, Grasonville, MD 21638
  • 109 Bayview, Grasonville, MD 21638
    109 Bayview, Grasonville, MD 21638
    109 Bayview, Grasonville, MD 21638
    /44

    $425,000

    $25K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    109 Bayview, Grasonville, MD 21638

    Waterfront Lifestyle with Included Boat Slip – Bayview at Kent NarrowsExperience 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

    Dee Dee McCracken Coldwell Banker Realty

    109 Bayview, Grasonville, MD 21638
  • 111 Saddler Way Unit 46F, Grasonville, MD 21638
    111 Saddler Way Unit 46F, Grasonville, MD 21638
    111 Saddler Way Unit 46F, Grasonville, MD 21638
    /22

    $60,000

    • Land
    • 0 Sq Ft

    111 Saddler Way Unit 46F, Grasonville, MD 21638

    Wonderful LOT now available at Beach Harbor Camper's Co Op which is a Private, Gated Membership on the Chester River! Unique camping in the woods and on the shore. 6 Miles East of the Chesapeake Bay Bridge. 3 Season Campground Open Mid March to Mid November 263 Lots, water and sewer hook-up. This lot has a great paver patio, shed with full size refrig, patio furniture included and golf cart!

    Deborah Iversen Century 21 Don Gurney

    111 Saddler Way Unit 46F, Grasonville, MD 21638
  • 116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638
    116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638
    116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638
    /38

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638

    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

    Pamela Ackermann-Doll RE/MAX Executive

    116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638
  • 118 Bayview, Grasonville, MD 21638
    118 Bayview, Grasonville, MD 21638
    118 Bayview, Grasonville, MD 21638
    /84

    $579,999

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,031 Sq Ft

    118 Bayview, Grasonville, MD 21638

    Tucked away in a peaceful community on the Chesapeake Bay, this 2 bedroom, 2.5 bathroom townhouse with a loft offers the perfect mix of comfort, charm, and bay living. Situated on a desirable corner lot, the home features beautiful hardwood floors, a spacious kitchen with plenty of room to cook and gather, and a cozy fireplace that makes the living space feel warm and inviting on a winter day.

    Chance Stem LPT Realty, LLC

    118 Bayview, Grasonville, MD 21638
  • 111 Beach Harbor Rd, Grasonville, MD 21638
    111 Beach Harbor Rd, Grasonville, MD 21638
    111 Beach Harbor Rd, Grasonville, MD 21638
    /15

    $70,000

    $19K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    111 Beach Harbor Rd, Grasonville, MD 21638

    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

    Amber Bertholdt HSA By The Bay

    111 Beach Harbor Rd, Grasonville, MD 21638
  • 14 Fairway Island, Grasonville, MD 21638
    14 Fairway Island, Grasonville, MD 21638
    14 Fairway Island, Grasonville, MD 21638
    /55

    $974,000

    • 5 Beds
    • 2.5 Baths
    • 3,073 Sq Ft

    14 Fairway Island, Grasonville, MD 21638

    Welcome to this beautiful custom home overlooking the 10th green in Prospect Bay. Set on a one-acre lot, this spacious home offers over 3,000 square feet with 4-5 bedrooms and a comfortable, flexible floor plan.A dramatic two-story foyer welcomes you inside, where tray and vaulted ceilings add character throughout. The bright kitchen features abundant cabinetry, a center island, pantry,

    Jimmy White Long & Foster Real Estate, Inc.

    14 Fairway Island, Grasonville, MD 21638
  • 1107 Oyster Cove Dr, Grasonville, MD 21638
    1107 Oyster Cove Dr, Grasonville, MD 21638
    1107 Oyster Cove Dr, Grasonville, MD 21638
    /36

    $775,000

    • 3 Beds
    • 3.5 Baths
    • 1,470 Sq Ft

    1107 Oyster Cove Dr, Grasonville, MD 21638

    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.

    Anita Snyder Star Realty

    1107 Oyster Cove Dr, Grasonville, MD 21638
  • 114 Bayview, Grasonville, MD 21638
    114 Bayview, Grasonville, MD 21638
    114 Bayview, Grasonville, MD 21638
    /86

    $525,000

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    114 Bayview, Grasonville, MD 21638

    Save up to $320/month with a Lender Paid 1 Point Buy Down with accepted offer by 6/30/26 - Ask Lender for details! Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up

    Kathleen Higginbotham Samson Properties

    114 Bayview, Grasonville, MD 21638
  • 108 Prospect Bay Dr W, Grasonville, MD 21638
    108 Prospect Bay Dr W, Grasonville, MD 21638
    108 Prospect Bay Dr W, Grasonville, MD 21638
    /44

    $819,000

    Open Sun 12PM - 2PM $56K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    108 Prospect Bay Dr W, Grasonville, MD 21638

    Much loved home sited on 1.03 acres offering sunset views over the water on one side and golf course views on the other. This spacious home features quality 2x6 construction, hardwood flooring, and Andersen windows that provide abundant natural light throughout.The kitchen measures approximately 19’ x 14’ and includes maple cabinetry, a center island, table space, and an open layout

    Jimmy White Long & Foster Real Estate, Inc.

    108 Prospect Bay Dr W, Grasonville, MD 21638
  • 801 Chester River Dr, Grasonville, MD 21638
    801 Chester River Dr, Grasonville, MD 21638
    801 Chester River Dr, Grasonville, MD 21638
    /25

    $599,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,256 Sq Ft

    801 Chester River Dr, Grasonville, MD 21638

    Welcome to your dream coastal retreat in the highly sought-after Chester River Beach community of Grasonville, Maryland. This beautiful, luxurious bayside property is a single-story rancher that offers the perfect blend of modern upgrades, breathtaking views of the Bay and relaxed coastal living in a vibrant and lively neighborhood that is perfect for boating enthusiasts, crabbing, and fishing.

    Christopher Carr HomeZu

    801 Chester River Dr, Grasonville, MD 21638
  • 458 Timber Ln, Grasonville, MD 21638
    458 Timber Ln, Grasonville, MD 21638
    458 Timber Ln, Grasonville, MD 21638
    /49

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    458 Timber Ln, Grasonville, MD 21638

    Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

    Megan Rosendale Rosendale Realty

    458 Timber Ln, Grasonville, MD 21638
  • 104 Port Ct, Grasonville, MD 21638
    104 Port Ct, Grasonville, MD 21638
    104 Port Ct, Grasonville, MD 21638
    /86

    $1,275,000

    $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,069 Sq Ft

    104 Port Ct, Grasonville, MD 21638

    WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room

    Jenn Klarman Long & Foster Real Estate, Inc.

    104 Port Ct, Grasonville, MD 21638
Maryland Queen Anne's County

Homes for Sale with Pool in Grasonville, MD

Home Prices in Grasonville, MD

The median home sale price in Grasonville, MD is $559,000, up 16% year-over-year. Homes in Grasonville sell in 40 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$559,000
Median Single Family Sale Price
$522,500
Median Townhouse Sale Price
$737,500
Median 2 Bedroom Sale Price
$295,500
Average Price Per Sq Ft
$305
Number of Homes for Sale
28
Last 12 months Home Sales
71
Months of Supply
4.70
Median List Price
$585,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home

In Grasonville, there are currently 21 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Grasonville, MD and discover your ideal residence.

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