16

Grasonville, MD Houses for Sale

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  • 39 Prospect Bay Dr W, Grasonville, MD 21638
    39 Prospect Bay Dr W, Grasonville, MD 21638
    39 Prospect Bay Dr W, Grasonville, MD 21638
    /66

    $2,295,000 Open Fri 4PM - 6PM

    • 5 Beds
    • 3.5 Baths
    • 4,420 Sq Ft

    39 Prospect Bay Dr W, Grasonville, MD 21638

    Experience luxury waterfront living in Prospect Bay! This five bedroom home blends timeless design with modern updates, offering the perfect balance of elegance and everyday functionality on the Eastern Bay. Thoughtfully renovated inside and out, it showcases stunning water views, high-end finishes, and a layout ideal for both daily living and entertaining.Step inside to soaring ceilings, premium

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (443) 363-0946

    39 Prospect Bay Dr W, Grasonville, MD 21638
  • 1019 Grasonville Cemetery Rd, Grasonville, MD 21638
    1019 Grasonville Cemetery Rd, Grasonville, MD 21638
    1019 Grasonville Cemetery Rd, Grasonville, MD 21638
    /17

    $174,900

    • 3 Beds
    • 1 Bath
    • 1,216 Sq Ft

    1019 Grasonville Cemetery Rd, Grasonville, MD 21638

    INVESTOR ALERT!!! PLEASE USE EXTREME CAUTION UPON ENTERING PROPERTY. HOUSE HAS BEEN GUTTED AND READY FOR A FULL REHAB. BEAUTIFUL LOT WITH MATURE TREES, BARN AND SHEDS.

    Agent Photo

    Tara Thompson

    EXP Realty, LLC

    (443) 331-4038

    1019 Grasonville Cemetery Rd, Grasonville, MD 21638
  • 109 Starboard Ct, Grasonville, MD 21638
    109 Starboard Ct, Grasonville, MD 21638
    109 Starboard Ct, Grasonville, MD 21638
    /76

    $1,325,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    109 Starboard Ct, Grasonville, MD 21638

    Beautiful Waterfront Retreat in Homeport CommunityWelcome to your dream waterfront home, nestled in the highly sought-after community of Homeport. Perfectly situated as a gateway form Winchester Creek to the Chester River, the Narrows, and all the beauty and recreation the Shore has to offer, this stunning brick-front home combines spacious living with breathtaking views of natural wetlands and

    Dee Dee McCracken Coldwell Banker Realty

    109 Starboard Ct, Grasonville, MD 21638
  • 42 Prospect Bay Dr W, Grasonville, MD 21638
    42 Prospect Bay Dr W, Grasonville, MD 21638
    42 Prospect Bay Dr W, Grasonville, MD 21638
    /49

    $749,900

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft

    42 Prospect Bay Dr W, Grasonville, MD 21638

    Price improvement, Sellers have found “Home of Choice.” Available immediately, a significantly expanded and open Rancher in the sought after golf and marina neighborhood of Prospect Bay. Enjoy country club and coastal living in this 4 bedroom, 2 bath, spacious rancher, situated on a 1+ acre lot on the Prospect Bay Golf Course. Includes views of multiple golf tees and greens from your backyard.

    Thomas Moore Benson & Mangold, LLC

    42 Prospect Bay Dr W, Grasonville, MD 21638
  • 141 Winchester Ave, Grasonville, MD 21638
    141 Winchester Ave, Grasonville, MD 21638
    141 Winchester Ave, Grasonville, MD 21638
    /102

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,399 Sq Ft

    141 Winchester Ave, Grasonville, MD 21638

    NEW PRICE! WOW! Welcome to 141 Winchester Avenue, an exceptional waterfront property in the charming community of Grasonville, near Kent Island. This custom-built home, constructed in 2006, sited at the end of the peninsula facing Winchester Creek boasts 180-degree unobstructed water views, 265 feet of water frontage over one-third+ of an acre, offering an unparalleled sense of tranquility and

    Gitika Kaul Compass

    141 Winchester Ave, Grasonville, MD 21638
  • 40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    /18

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 3,426 Sq Ft

    40 Greenwood Shoals, Grasonville, MD 21638

    Welcome home to this custom-built waterfront home located in the sought-after golf community of Prospect Bay offering incredible boating access to Wye River and Chesapeake Bay, golf community pool and private club house & restaurant. Featuring 3/4 bedrooms, 2.5 baths, 3 fireplaces, spa inspired primary bath, granite counters, updated appliances and a 3-car garage. This home features large,

    Douglas Kayhoe Douglas Realty LLC

    40 Greenwood Shoals, Grasonville, MD 21638
  • 105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    /85

    $1,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    105 Port Ct, Grasonville, MD 21638

    REMARKABLE 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 PIER! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. ATTACHED 2-CAR GARAGE AND A MONSTROUS DETACHED GARAGE WITH ROOM FOR 6 MORE CARS. PLENTY OF STORAGE. BEAUTIFUL, PRIVATE

    Bruce Fink Douglas Realty, LLC

    105 Port Ct, Grasonville, MD 21638
  • 715 Winchester Creek Rd, Grasonville, MD 21638
    715 Winchester Creek Rd, Grasonville, MD 21638
    715 Winchester Creek Rd, Grasonville, MD 21638
    /28

    $1,275,000 New Construction

    • 3 Beds
    • 2 Baths

    715 Winchester Creek Rd, Grasonville, MD 21638

    Seller is motivated to sell and is ready to move onto the next project. Seller will consider all offers. West facing waterfront to be built on Winchester Creek. Directly off of the Chester River at the head waters of Winchester Creek lies this 4+ acre private waterfront retreat (and it is a true retreat, NO-HOA). Fantastic water access provided by the boat ramp, pier, and partially bulk headed

    BJ Kilby EXIT On The Bay

    715 Winchester Creek Rd, Grasonville, MD 21638
  • 819 Chester River Dr, Grasonville, MD 21638
    819 Chester River Dr, Grasonville, MD 21638
    819 Chester River Dr, Grasonville, MD 21638
    /39

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    819 Chester River Dr, Grasonville, MD 21638

    CHESTER RIVER BEACH. A stone's throw from the community beach, ramp and pier. This Three Bed, 2 Bath Rancher with large screened porch, fenced rear yard and shed. Hardwood floors, CAC. Open Floor Plan has an excellent flow and you will have Water Privileges galore !!!

    Michael Rosendale Rosendale Realty

    819 Chester River Dr, Grasonville, MD 21638
  • 100 Pine Dr, Grasonville, MD 21638
    100 Pine Dr, Grasonville, MD 21638
    100 Pine Dr, Grasonville, MD 21638
    /40

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    100 Pine Dr, Grasonville, MD 21638

    New custom kitchen cabinets granite tops and stainless appliances, new flooring and both bathrooms just updated too. This house is over 2200 sq ft large bedrooms and otpion of 4th bedroom which is now an office! Enclosed sunroom with trex decking adds to the charm of this home. 1 car detached garage plus a shed-all this situated on .466-acre corner level lot. Easy access to Rt 50

    James Fegan RE/MAX Executive

    100 Pine Dr, Grasonville, MD 21638
  • 3724 Main St, Grasonville, MD 21638
    3724 Main St, Grasonville, MD 21638
    3724 Main St, Grasonville, MD 21638
    /29

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft

    3724 Main St, Grasonville, MD 21638

    Welcome to 3724 Main Street....This Like New, Charming home offers the perfect blend of style, comfort and convenience. Step inside and you will see a well-designed open floor layout with beautiful LVP flooring, a kitchen boasting white cabinets, an island/breakfast bar & SS appliances, a spacious living room with a custom built-in wall unit and a dining combo adorned with a slider that floods

    Tammi Clark Clark & Co Realty, LLC

    3724 Main St, Grasonville, MD 21638
  • 116 Coursey Rd, Grasonville, MD 21638
    116 Coursey Rd, Grasonville, MD 21638
    116 Coursey Rd, Grasonville, MD 21638
    /33

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    116 Coursey Rd, Grasonville, MD 21638

    Just Reduced - Make Your Move Today! Why not invest in this affordable rancher instead of paying rent? Located just a couple of minutes from the Kent Narrows, it offers easy access to some of the best Eastern Shore waterfront dining, seafood restaurants, walking trails, marinas, dock bars, entertainment, and more. Kent Narrows Landing features a public boat ramp, providing a gateway to the

    April Heim Rosendale Realty

    116 Coursey Rd, Grasonville, MD 21638
  • 106 Caspian Dr, Grasonville, MD 21638
    106 Caspian Dr, Grasonville, MD 21638
    106 Caspian Dr, Grasonville, MD 21638
    /49

    $599,900

    • 4 Beds
    • 4 Baths
    • 2,910 Sq Ft

    106 Caspian Dr, Grasonville, MD 21638

    Rarely offered, custom built colonial in the sought after Greenwood Community. Featuring a stunning remodeled kitchen with huge Quartzite center island with bar stools, double ovens, cooktop, built-in microwave drawer, pantry, additional butler area/coffee bar area and French doors to deck. The large, light filled family room is adjacent to the kitchen and also has French doors to the deck. On

    Laura Feagin Dellane Chesapeake Real Estate Associates, LLC

    106 Caspian Dr, Grasonville, MD 21638
  • 3801 Main St, Grasonville, MD 21638
    3801 Main St, Grasonville, MD 21638
    3801 Main St, Grasonville, MD 21638
    /3

    $399,900

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft

    3801 Main St, Grasonville, MD 21638

    Totally rehabbed in the past few years. Amazing opportunity for a mechanic who wants to work from home. 24x22 garage with lift, compressor, engine lift etc. Live in house, work from the garage Lots of options here for the right buyer. Only 2 existing bedrooms now but the 2nd floor has the potential for a large 3rd. bedroom for the creative renovator.

    Don Adams Long & Foster Real Estate, Inc.

    3801 Main St, Grasonville, MD 21638
  • 4926 Main St, Grasonville, MD 21638
    4926 Main St, Grasonville, MD 21638
    /2

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,240 Sq Ft

    4926 Main St, Grasonville, MD 21638

    Jonathan Minerick Homecoin.com

    4926 Main St, Grasonville, MD 21638
  • 715 Winchester Creek Rd, Grasonville, MD 21638
    715 Winchester Creek Rd, Grasonville, MD 21638
    715 Winchester Creek Rd, Grasonville, MD 21638
    /23

    $2,499,900 New Construction

    • 4 Beds
    • 3 Baths

    715 Winchester Creek Rd, Grasonville, MD 21638

    Seller is motivated to sell and is ready to move onto the next project. Seller will consider all offers. West facing waterfront to be built on Winchester Creek. Directly off of the Chester River at the head waters of Winchester Creek lies this 4+ acre private waterfront retreat (and it is a true retreat, NO-HOA). Fantastic water access provided by the boat ramp, pier, and partially bulk headed

    BJ Kilby EXIT On The Bay

    715 Winchester Creek Rd, Grasonville, MD 21638
Maryland Grasonville

Houses for Sale in Grasonville, MD

Why Live in Grasonville

Just across the Bay Bridge from Annapolis, Grasonville offers single-family homes, townhouses and condos with proximity to waterfront restaurants and outdoor activities. Most of its real estate is waterfront condos and single-family homes in subdivisions, plus a large RV park with recreational amenities. Residents here can send their children to the highly rated Queen Anne’s County Public Schools, work in Annapolis, Baltimore or D.C. and drive their boats to dinner at waterfront restaurants. What long-term resident and Realtor Julia Stevens wi ...

Learn more about living in Grasonville

Home Trends in Grasonville, MD

On average, homes in Grasonville, MD sell after 39 days on the market compared to the national average of 49 days. The median sale price for homes in Grasonville, MD over the last 12 months is $548,250, down 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$548,250
Median Single Family Sale Price
$529,177
Median Townhouse Sale Price
$699,000
Median 2 Bedroom Sale Price
$200,000
Median 1 Bedroom Sale Price
$132,600
Average Price Per Sq Ft
$268
Number of Homes for Sale
24
Last 12 months Home Sales
84
Months of Supply
3.40
Median List Price
$511,855
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home

In Grasonville, there are currently 16 houses for sale, offering an array of options for potential buyers. With houses priced between $174,900 to $2,499,900, there's a range to accomodate every budget. As of June, 2025 the median home price in Grasonville is $511,855, while the average sale price is $612,170, offering insights into the local housing market. On average, houses spend 39 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Grasonville, MD and find the perfect place to call home.

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