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2-Story Homes for Sale in 21638

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  • 40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    40 Greenwood Shoals, Grasonville, MD 21638
    /48

    $1,475,000 Coming Soon

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

    40 Greenwood Shoals, Grasonville, MD 21638

    Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (443) 380-4318

    40 Greenwood Shoals, Grasonville, MD 21638
  • 621 Caspian Dr, Grasonville, MD 21638
    621 Caspian Dr, Grasonville, MD 21638
    621 Caspian Dr, Grasonville, MD 21638
    /53

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    621 Caspian Dr, Grasonville, MD 21638

    Stunning Colonial in the Heart of Greenwood – this exquisitely maintained, show-stopping colonial boasts over 3,600 square feet of pure luxury. The stately brick front makes this property an absolute standout! The open-concept main level includes a grand two-story foyer, with formal living and dining rooms flanked on either side. Behind the living room, there's a den/office with double

    Agent Photo

    Tracey McCallum

    Chaney Homes, LLC

    (410) 873-7135

    621 Caspian Dr, Grasonville, MD 21638
  • 3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638
    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638
    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638
    /36

    $499,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638

    STILL TIME TO PICK YOUR FINISHES- AND MOVE IN BEFORE THE END OF THE YEAR! Luxury Villa with a 1st floor Owner's suite. The layout is welcoming and very functional. Featuring a huge family room, dining area and stunning kitchen. The Owner's suite is located conveniently on the first floor and includes a large walk-in closet and private bath which boasts ceramic tile, a double bowl sink, private

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 449-7960

    3636 Dexter Ct Unit HARPER-142, Grasonville, MD 21638
  • 129 Perrys Retreat Blvd, Grasonville, MD 21638
    129 Perrys Retreat Blvd, Grasonville, MD 21638
    129 Perrys Retreat Blvd, Grasonville, MD 21638
    /36

    $615,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 2,324 Sq Ft

    129 Perrys Retreat Blvd, Grasonville, MD 21638

    Nestled in the serene community of Perry's Retreat, this exquisite ranch-style home, built in 2023, offers a perfect blend of modern luxury and Eastern Shore charm. This highly desirable two-story rancher offers 3 bedrooms and 3 full bathrooms, with the convenience of main-level living. The first floor features 2 bedrooms and 2 full baths, including a spacious primary suite designed for comfort

    Joshua Shapiro Douglas Realty, LLC

    129 Perrys Retreat Blvd, Grasonville, MD 21638
  • 335 Prospect Bay Dr W, Grasonville, MD 21638
    335 Prospect Bay Dr W, Grasonville, MD 21638
    335 Prospect Bay Dr W, Grasonville, MD 21638
    /56

    $975,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 3,096 Sq Ft

    335 Prospect Bay Dr W, Grasonville, MD 21638

    Welcome to your private oasis in the coveted community of Prospect Bay! This exceptional 3000 sq ft home offers direct access to Little Greenwood Creek via your private dock. Launch your kayaks right from your backyard and paddle down Little Greenwood Creek out to the bay! But first set your crab pots in the creek. Relax and entertain effortlessly with an incredible covered patio featuring an

    Jerilynn Montgomery Long & Foster Real Estate, Inc.

    335 Prospect Bay Dr W, Grasonville, MD 21638
  • 110 Perrys Rd, Grasonville, MD 21638
    110 Perrys Rd, Grasonville, MD 21638
    110 Perrys Rd, Grasonville, MD 21638
    /68

    $1,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,616 Sq Ft

    110 Perrys Rd, Grasonville, MD 21638

    Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house

    Dee Dee McCracken Coldwell Banker Realty

    110 Perrys Rd, Grasonville, MD 21638
  • 12 Fairway Island, Grasonville, MD 21638
    12 Fairway Island, Grasonville, MD 21638
    12 Fairway Island, Grasonville, MD 21638
    /78

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    12 Fairway Island, Grasonville, MD 21638

    This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island,

    Sharon Fisher RE/MAX Advantage Realty

    12 Fairway Island, Grasonville, MD 21638
  • 1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    1 Bunker Ct, Grasonville, MD 21638
    /64

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft

    1 Bunker Ct, Grasonville, MD 21638

    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 home is the combination kitchen/dining area, perfect for gatherings that can flow outside to the new expanded deck. Enjoy

    Tricia Wilson Wilson Realty & Staging LLC

    1 Bunker Ct, Grasonville, MD 21638
  • 717 Pathfinder Cir, Grasonville, MD 21638
    717 Pathfinder Cir, Grasonville, MD 21638
    717 Pathfinder Cir, Grasonville, MD 21638
    /34

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,183 Sq Ft

    717 Pathfinder Cir, Grasonville, MD 21638

    Welcome to one of the most desirable homes in Perry’s Retreat. Perfectly positioned on one of the best lots in the community, this beautiful Ballenger model colonial backs directly to the woods, giving you the privacy everyone wants with no homes behind you. Inside, the home features LVP flooring throughout the main level and new LVP in the upstairs hallway, creating a clean, modern feel that

    Crystal Smith RE/MAX Executive

    717 Pathfinder Cir, Grasonville, MD 21638
  • 109 Walters Way, Grasonville, MD 21638
    109 Walters Way, Grasonville, MD 21638
    109 Walters Way, Grasonville, MD 21638
    /71

    $674,900

    • 5 Beds
    • 3 Baths
    • 3,040 Sq Ft

    109 Walters Way, Grasonville, MD 21638

    An incredible opportunity in the sold out community of Perry’s Retreat just hit the market! Situated on one of the largest premium lots in the back of the neighborhood (not on one of the main roads), this is also one of the largest models offered, giving you the space, layout, and upgrades everyone loves. This impressive home features 5 spacious bedrooms, 3 full baths, including a main-level

    Violeta Aguirre Long & Foster Real Estate, Inc.

    109 Walters Way, Grasonville, MD 21638
  • 4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    4 Bunker Ct, Grasonville, MD 21638
    /40

    $850,000

    • 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 and over $100k of recent thoughtful upgrades throughout, this

    Jennifer Gregorski Washington Fine Properties

    4 Bunker Ct, 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
  • 306 Schoolhouse Ln, Grasonville, MD 21638
    306 Schoolhouse Ln, Grasonville, MD 21638
    306 Schoolhouse Ln, Grasonville, MD 21638
    /8

    $495,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    306 Schoolhouse Ln, Grasonville, MD 21638

    New Roof. Freshly Painted. New Carpet. Refinished Hardwood Floors. In-Ground Pool. Over Half Acre Lot. Backs to Woods. This is the one your summer has been waiting for!

    Crystal Smith RE/MAX Executive

    306 Schoolhouse Ln, Grasonville, MD 21638
  • 612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
    /2

    $630,000 Open House 4/18

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638

    Better than new and move-in ready—without the wait! Welcome to 612 Pathfinder Circle in the sought-after Perry’s Retreat community in Grasonville. Built in 2024, this beautifully designed 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort, style, and Eastern Shore charm. Step inside to a bright, open-concept floor plan filled with natural light—ideal for both everyday living and

    Sandra Gendleman Long & Foster Real Estate, Inc.

    612 Pathfinder Cir Unit BALLENGER, Grasonville, MD 21638
  • 4604 Main St, Grasonville, MD 21638
    4604 Main St, Grasonville, MD 21638
    /2

    $399,900 New Construction

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

    4604 Main St, Grasonville, MD 21638

    Brand New Construction – Nearing Completion!This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort and thoughtful design. The bright and open main level features a chef-inspired kitchen with 42” white soft-close cabinets, granite countertops, and stainless steel appliances—perfect for everyday living and entertaining. A washer and dryer are included, adding

    Jennifer Norfolk Coldwell Banker Waterman Realty

    4604 Main St, Grasonville, MD 21638
Maryland Queen Anne's County Grasonville 21638

2-Story Homes for Sale in 21638

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