19

Grasonville, MD Houses for Sale

Section Image Section Image Section Image
  • 113 Aslan Ct, Grasonville, MD 21638
    113 Aslan Ct, Grasonville, MD 21638
    113 Aslan Ct, Grasonville, MD 21638
    /29

    $629,900

    • 4 Beds
    • 2.5 Baths
    • 2,657 Sq Ft

    113 Aslan Ct, Grasonville, MD 21638

    Tucked away in the serene Greenwood Subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers comfort, space, and privacy on a generous sized lot in one of the area's most desirable neighborhoods. Step inside from the cozy front porch to find fresh paint, gleaming hardwood floors, and a bright, welcoming layout. The kitchen features stainless steel appliances, perfect for both

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 914-1649

    113 Aslan Ct, Grasonville, MD 21638
  • 20 Prospect Bay Dr W, Grasonville, MD 21638
    20 Prospect Bay Dr W, Grasonville, MD 21638
    20 Prospect Bay Dr W, Grasonville, MD 21638
    /58

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    20 Prospect Bay Dr W, Grasonville, MD 21638

    Prestigious Prospect Bay – Golf Course and Waterfront Living at Its Finest! This stunning Colonial sits directly on the golf course with breathtaking views of the 18th tee, a rare opportunity to own in one of the Eastern Shore’s most sought-after waterfront communities.Inside, you’ll find 4 spacious bedrooms and 2.5 beautifully appointed baths. The gourmet kitchen is a

    Crystal Smith RE/MAX Executive

    20 Prospect Bay Dr W, Grasonville, MD 21638
  • 105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    105 Port Ct, Grasonville, MD 21638
    /98

    $1,475,000

    • 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

    Bruce Fink Douglas Realty, LLC

    105 Port Ct, Grasonville, MD 21638
  • 4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    /39

    $895,000

    • 3 Beds
    • 3.5 Baths
    • 3,054 Sq Ft

    4 Bunker Ct, Grasonville, MD 21638

    Enjoy a waterfront country club lifestyle with the privacy of wooded views at 4 Bunkers Court! This beautifully updated and private creek front home is tucked away on a wooded 1.53 acre cul-de-sac lot at the top of Little Greenwood Creek in the sought after waterfront golf course community of Prospect Bay. From soaring vaulted ceilings to thoughtful upgrades throughout, this home combines

    Jennifer Gregorski Washington Fine Properties

    4 Bunker Ct, Grasonville, MD 21638
  • 644 Chester River Beach Rd, Grasonville, MD 21638
    644 Chester River Beach Rd, Grasonville, MD 21638
    644 Chester River Beach Rd, Grasonville, MD 21638
    /44

    $830,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    644 Chester River Beach Rd, Grasonville, MD 21638

    Soak up all that summer has to offer in this beautiful waterfront rancher in Chester River Beach! As you walk in, you'll be captivated by the open concept kitchen and living room with expansive views of Winchester Creek. The updated kitchen showcases white cabinets and granite countertops. The fully conditioned four season room is perfect for enjoying the views all year long and has brand new

    Annie Eaton Coldwell Banker Realty

    644 Chester River Beach Rd, 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
  • 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 Eastern Shore Real Estate, LLC

    715 Winchester Creek Rd, Grasonville, MD 21638
  • 1030 Chester River Dr, Grasonville, MD 21638
    1030 Chester River Dr, Grasonville, MD 21638
    1030 Chester River Dr, Grasonville, MD 21638
    /5

    $960,500 Coming Soon

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

    1030 Chester River Dr, Grasonville, MD 21638

    This Chester River rarity is a gem on the water. Tucked away in a friendly and quiet neighborhood, 1030 Chester River Drive has been lovingly owned by the same family for 66 years and has been meticulously maintained. From its incredible river views to its comfortable modern interior, it’s Grasonville’s best kept secret. This one-story rancher boasts an open floor plan that perfectly captures its

    Jeremy McDonough Mr. Lister Realty

    1030 Chester River Dr, Grasonville, MD 21638
  • 351 Wilson Rd, Grasonville, MD 21638
    351 Wilson Rd, Grasonville, MD 21638
    351 Wilson Rd, Grasonville, MD 21638
    /15

    $274,900

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    351 Wilson Rd, Grasonville, MD 21638

    Welcome Home! This charming rancher offers 3 bedrooms and 1 beautifully updated full bath, perfectly maintained and ready for its new owner. Inside, you’ll find gleaming hardwood floors and a spacious kitchen with stainless steel appliances and abundant cabinet space—ideal for both everyday living and entertaining. Nestled on a generous .5-acre lot, the backyard features a relaxing patio, perfect

    Kedrick King Realty ONE Group Excellence

    351 Wilson Rd, Grasonville, MD 21638
  • 205 Piney Point Landing, Grasonville, MD 21638
    205 Piney Point Landing, Grasonville, MD 21638
    205 Piney Point Landing, Grasonville, MD 21638
    /25

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    205 Piney Point Landing, Grasonville, MD 21638

    Nestled on a private cul-de-sac peninsula in the highly desirable Prospect Bay community, this 3-bedroom, 2-bath rancher offers water views from both the front and back. From the front, enjoy tranquil vistas of Little Greenwood Creek, while the backyard looks out to scenic Prospect Bay. Set on a full acre, this home features a single-level layout ready for your personal touch. The primary suite

    Courtney Chipouras TTR Sotheby's International Realty

    205 Piney Point Landing, Grasonville, MD 21638
  • 117 Coursey Rd, Grasonville, MD 21638
    117 Coursey Rd, Grasonville, MD 21638
    117 Coursey Rd, Grasonville, MD 21638
    /22

    $279,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    117 Coursey Rd, Grasonville, MD 21638

    Amazing 3-bedroom charming home in Grasonville, and It’s a just short walk to the famous Kent Narrows! Imagine curling up by a cozy brick and mason fireplace on those chilly nights. It’s like a blank canvas waiting for your creativity to shine. Looks small on the outside, but, it’s actually bigger on the inside! Wonderful screen porch just waiting for summer nights. Don’t miss out on this

    Michael Roenigk Chaney Homes, LLC

    117 Coursey Rd, Grasonville, MD 21638
  • 151 Fawn Ln, Grasonville, MD 21638
    151 Fawn Ln, Grasonville, MD 21638
    151 Fawn Ln, Grasonville, MD 21638
    /33

    $649,900 New Construction

    • 5 Beds
    • 2.5 Baths
    • 3,291 Sq Ft

    151 Fawn Ln, Grasonville, MD 21638

    Just Completed! The new home features 4 bedrooms, 2.5 bathrooms, and the builder’s highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility.The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen features

    Michelle DiDonato Island Realty, LLC

    151 Fawn Ln, Grasonville, MD 21638
  • 108 Perry's Retreat Blvd Unit 36143226, Grasonville, MD 21638
    108 Perry's Retreat Blvd Unit 36143226, Grasonville, MD 21638
    108 Perry's Retreat Blvd Unit 36143226, Grasonville, MD 21638
    /13

    $529,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    Columbia Quick Move-In Plan at Perry's Retreat, Grasonville, MD 21638

    Welcome to Ryan Homes at Perry’s Retreat! A water-oriented community offering single-family homes just minutes from Maryland's Eastern Shore, located in the heart of Grasonville, MD. We offer a collection of homes designed to fit the way you live, making your day-to-day life easier and less chaotic.Introducing our final quick move-in Columbia single-family home, situated on a premier

    Builder Photo

    Ryan Homes

    Builder

    108 Perry's Retreat Blvd Unit 36143226, 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 Eastern Shore Real Estate, LLC

    715 Winchester Creek Rd, Grasonville, MD 21638
  • 116 Pine Dr, Grasonville, MD 21638
    116 Pine Dr, Grasonville, MD 21638
    /2

    $330,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    116 Pine Dr, Grasonville, MD 21638

    Professional Photos coming up!Welcome to this well-kept home on a quiet cul-de-sac, just minutes from Route 50 and about 10 minutes from the Bay Bridge. This freshly painted single-level home offers 3 bedrooms and 2 full baths on nearly a quarter-acre lot. The bathrooms have been recently renovated, and the kitchen features updated cabinets, giving the home a fresh and ready move-in

    Roxana Tapia Long & Foster Real Estate, Inc.

    116 Pine Dr, Grasonville, MD 21638
Maryland Queen Annes County Grasonville

Houses for Sale in Grasonville, MD

Why Live in Grasonville

Grasonville, Maryland, located just across the Bay Bridge from Annapolis, features a variety of housing options including single-family homes, townhouses, and waterfront condos. The community is known for its proximity to waterfront restaurants and outdoor activities, with many residents enjoying boating and dining along the Chester River. Housing styles range from inland ranch-style, bungalow, and new traditional homes to luxury waterfront properties with private docks. The Beach Harbor Camper’s Cooperative offers RV living with amenities such as a swimming pool, tennis courts, and boat launch ramps. Grasonville is served by highly rated Queen Anne’s County Public Schools, including Grasonville Elementary School, Stevensville Middle School, and Kent Island High School, which offers dual enrollment classes and career pathways. Local features include the Chesapeake Bay Environmental Center, a 500-acre nature preserve with hiking, birding, and kayaking opportunities, and Grasonville Park, a 39-acre area with various sports facilities and a playground. Dining options are highlighted by Hunter’s Crabs and Seafood Market and several waterfront restaurants in nearby Kent Narrows, known for their seafood and live music. Grasonville is connected to Annapolis, Baltimore, and D.C. via Highway 50, with the Bay Bridge providing access despite some residents' apprehension about its height. The community has a crime score significantly lower than the national average, contributing to its appeal for families and commuters alike.

Learn more about living in Grasonville

Home Trends in Grasonville, MD

On average, homes in Grasonville, MD sell after 38 days on the market compared to the national average of 52 days. The median sale price for homes in Grasonville, MD over the last 12 months is $480,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$465,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$205,000
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$279
Number of Homes for Sale
28
Last 12 months Home Sales
85
Months of Supply
4.00
Median List Price
$538,245
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

In Grasonville, there are currently 19 houses for sale, offering an array of options for potential buyers. With houses priced between $274,900 to $2,499,900, there's a range to accomodate every budget. As of August, 2025 the median home price in Grasonville is $538,245, while the average sale price is $542,424, offering insights into the local housing market. On average, houses spend 38 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group