15

Shady Side, MD Homes for Sale with Garage

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  • /53

    $674,990

    New Construction $25K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1235 Spruce Ave, Shady Side, MD 20764

    THIS IS A TO BE BUILT HOME. Act soon while you are able to still personalize this home with interior selections!Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal.

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (443) 363-1364

    1235 Spruce Ave, Shady Side, MD 20764
  • /33

    $595,990

    New Construction $16K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,091 Sq Ft

    1225 Juniper St, Shady Side, MD 20764

    THIS IS A TO BE BUILT HOME

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (410) 724-1190

    1225 Juniper St, Shady Side, MD 20764
  • /37

    $550,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1411 Haile Pkwy, Shady Side, MD 20764

    Price reduction! This thoughtfully designed and 2022-built home blends modern finishes with a tranquil setting set against a backdrop of mature woods, creating a bright, open, and inviting space for both everyday living and entertaining. An open two-story foyer welcomes you inside to the main living area with vaulted ceilings, while 9' ceilings throughout the rest of the home enhance the airy,

    Mary Gatton Redfin Corp

    1411 Haile Pkwy, Shady Side, MD 20764
  • /61

    $659,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    5314 Al Jones Dr, Shady Side, MD 20764

    4/6/26. Just broke ground. Late summer delivery. Coastal Living Just Steps from the Chesapeake Bay! Schaefer Homes invites you to make this beautifully designed coastal-style residence your own located across the street from the bay offering nice water views. Offering over 3 stories of wide open living with time to personalize your selections so you can create a home that perfectly reflects your

    Ray Mudd Schwartz Realty, Inc.

    5314 Al Jones Dr, Shady Side, MD 20764
  • /2

    $800,000

    Coming Soon
    • 6 Beds
    • 3.5 Baths
    • 4,026 Sq Ft

    645 Plantation Blvd, West River, MD 20778

    Welcome home to an exceptional 6-bedroom, 3.5-bathroom residence nestled in the highly coveted West River Estates community. Surrounded by spectacular wooded views and designed for a seamless blend of indoor and outdoor living, this property offers a rare sanctuary that caters equally to grand-scale entertaining and quiet, everyday relaxation. Behind its beautifully landscaped exterior and

    Kathleen Moore Engel & Völkers Annapolis

    645 Plantation Blvd, West River, MD 20778
  • /41

    $569,900

    New Construction Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 1,949 Sq Ft

    1316 Juniper St, Shady Side, MD 20764

    This Stylish New home is move in ready and just in time to enjoy the summer breezes at the community Beach areas and play grounds! It is ready for your personal touch to make it your own! Main level features include Luxury Vinyl Plank flooring, 9' ceilings, Luxury kitchen with granite countertops, stainless steel appliances accented with sleek white cabinets with soft close drawers and a center

    Paul Lee Long & Foster Real Estate, Inc.

    1316 Juniper St, Shady Side, MD 20764
  • /44

    $599,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,091 Sq Ft

    4908 Olive St, Shady Side, MD 20764

    5/16/26 Under roof and ready for drywall. EXPECTED JULY 2026 DELIVERY. 100% financing available with USDA loan. $10k. closing assistance with use of preferred lender and title company. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier,

    Ray Mudd Schwartz Realty, Inc.

    4908 Olive St, Shady Side, MD 20764
  • /30

    $459,000

    Open Sun 11AM - 1PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    1161 Steamboat Rd, Shady Side, MD 20764

    Welcome to this inviting single-family home in the heart of Shady Side! This lovely residence features 3 bedrooms, 2.5 bathrooms, and approximately 2,235 sq ft of versatile living space — thoughtfully laid out to balance comfort and function.Step inside to a warm, open floor plan where natural light enhances every room, and an efficient layout makes everyday living easy. A well-appointed

    Christine Saunders Compass

    1161 Steamboat Rd, Shady Side, MD 20764
  • /76

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 4,620 Sq Ft

    4750 Frederick Ave, Shady Side, MD 20764

    Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    4750 Frederick Ave, Shady Side, MD 20764
  • /72

    $542,900

    $7K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    1005 Hawk Channel Ct, West River, MD 20778

    BUYERS GOT COLD FEET! No inspections were completed. Welcome to the rarely available water- privileged Cedarlea community in West River—Tucked away at the end of a quiet, family-friendly cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and privacy and is ready for its new owners. From the moment you arrive, the inviting front porch sets

    Stephanie Smith Douglas Realty, LLC

    1005 Hawk Channel Ct, West River, MD 20778
  • /101

    $2,425,000

    • 5 Beds
    • 5 Baths
    • 5,854 Sq Ft

    1125 Cherry Point Rd, West River, MD 20778

    Prepare to be WOW'd by this stunning, custom-built waterfront showpiece where every detail has been thoughtfully curated and nothing is ordinary. From the moment you arrive, the approach makes a lasting impression -- both private and substantial. The paver driveway with expanded parking, framed by professionally designed landscaping with full irrigation, is anchored by an expansive lush front

    Joan Stansfield Samson Properties

    1125 Cherry Point Rd, West River, MD 20778
  • /72

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    1268 Hayes Rd, Shady Side, MD 20764

    Discover your dream lifestyle in this exceptional 3 bedroom 2 full bath waterfront property located at 1268 Hayes Road in the charming community of Shady Side, MD. combining the peacefulness of a secluded setting with essential modern amenities. As you step inside you'll notice the sun drenched open floor plan complete with a large cooks kitchen featuring a huge center island, cozy breakfast nook

    Casey A Sutherland Maryland Waterfront Properties LLC

    1268 Hayes Rd, Shady Side, MD 20764
  • /61

    $899,900

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 4,204 Sq Ft

    5331 Sweetwater Dr, West River, MD 20778

    Stately brick-front Colonial located in the highly sought-after water-privileged community of West River Estates. This absolutely gorgeous home offers exceptional space, charm, and amenities throughout. The beautifully appointed kitchen features granite countertops, double wall ovens, a large center island with built-in cooktop, and ample cabinetry. French doors open to a bright all-season

    Ray Mudd Schwartz Realty, Inc.

    5331 Sweetwater Dr, West River, MD 20778
  • /70

    $540,000

    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    1191 Poplar Ave, Shady Side, MD 20764

    Welcome to Cedarhurst on the Bay! Water Provilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck. Updated Kitchen with Quartz Countertops, Backsplash, Deep Sink with

    Linda Padgett CENTURY 21 New Millennium

    1191 Poplar Ave, Shady Side, MD 20764
  • /68

    $599,000

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

    1221 Cove Dr, Churchton, MD 20733

    1221 Cove Drive is a rare non-riparian waterfront property on Deep Cove Creek — the publicly-owned buffer between the property line and the water gives you open creek views, shoreline access, and a pier along the waterfront, without the full tax burden of direct waterfront ownership.Set on a 3⁄4-acre, privately wooded lot in Franklin Manor, the property offers the kind of seclusion that’s

    Ben Garner Cummings & Co. Realtors

    1221 Cove Dr, Churchton, MD 20733

Home Trends in Shady Side, MD

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$440,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
19
Last 12 months Home Sales
94
Months of Supply
2.40
Median List Price
$447,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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