18

Houses for Sale in 21638

Section Image Section Image Section Image
  • /29

    $619,900

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

    113 Aslan Ct, Grasonville, MD 21638

    Move-in ready with extensive recent updates, this 4-bedroom, 2.5-bath home in the sought-after Greenwood Subdivision offers modern comfort, peace of mind, and timeless charm. New improvements include a roof installed in summer 2024, new front and back exterior doors with new window shutters, new carpet in all upstairs bedrooms, and refinished hardwood floors throughout the home. The crawl space

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 914-1649

    113 Aslan Ct, Grasonville, MD 21638
  • /44

    $2,149,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    7 Parsons Island View, Grasonville, MD 21638

    Welcome to waterfront luxury living in the coveted golf course community of Prospect Bay. This one-level home combines timeless design, modern updates, and resort-style amenities on 1.39 acres. With water views from nearly every room, breathtaking sunset views, and beautiful landscaping throughout, every moment at home feels like a retreat.The heart of the home is an entertainer’s

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 648-9048

    7 Parsons Island View, Grasonville, MD 21638
  • /56

    $960,500

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

    1030 Chester River Dr, Grasonville, MD 21638

    ***MULTIPLE OFFERS RECEIVED. HIGHEST & BEST DUE BY NOON ON MONDAY (9/8/25)***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

    Jeremy McDonough Mr. Lister Realty

    1030 Chester River Dr, 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
  • /39

    $875,000 Open Sun 12PM - 2PM

    • 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
  • /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
  • /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
  • /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
  • /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
  • /22

    $259,000

    • 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
  • /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
  • /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
  • /2

    $470,000 Open House 9/20

    • 4 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    233 Timber Ln, Grasonville, MD 21638

    Gorgeous 4-bedroom, 2.5-bath Colonial home with a spacious 2-car garage.....more details coming soon!

    Tammy Dumenil Keller Williams Flagship

    233 Timber Ln, Grasonville, MD 21638
  • /44

    $330,000 Open Sat 11AM - 1PM

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

    116 Pine Dr, Grasonville, MD 21638

    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 feel.The property also includes a

    Roxana Tapia Long & Foster Real Estate, Inc.

    116 Pine Dr, Grasonville, MD 21638
How to Buy a Home How to Finance a Home How to Sell a Home