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Colonial Homes for Sale in Shady Side, MD

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  • /40

    $480,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    4909 Olive St, Shady Side, MD 20764

    Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home in the waterfront community of Avalon Shores. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway.Avalon Shores residents enjoy access to a community beach, fishing pier, boat ramp, kayak launch, waterfront park, playground,

    Erica Baker TTR Sotheby's International Realty

    4909 Olive St, Shady Side, MD 20764
  • /63

    $1,100,000

    • 3 Beds
    • 4.5 Baths
    • 2,642 Sq Ft

    5060 Lerch Dr, Shady Side, MD 20764

    Waterfront living at its finest in Avalon Shores on South Creek! This 3-bedroom, 4.5-bath home features a versatile study/bonus room, beautiful wood floors, updated kitchen and baths, and modern fixtures throughout. Enjoy water views from the expansive screened-in back porch or multiple decks spanning the second and third levels. The waterfront setup is ideal for boating enthusiasts with a

    Tracy Vasquez Redfin Corp

    5060 Lerch Dr, Shady Side, MD 20764
  • /73

    $775,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    4950 Bonniewood Dr, Shady Side, MD 20764

    Waterfront living with a private dock—all for only $775,000!Nestled in the charming Avalon Shores community, this beautifully updated coastal home perfectly blends classic elegance with modern comfort. The open-concept layout features two distinct living areas, ideal for both entertaining and daily relaxation. At the heart of the home is a premium kitchen equipped with granite countertops,

    Jamie Angichiodo RE/MAX Leading Edge

    4950 Bonniewood Dr, Shady Side, MD 20764
  • /45

    $415,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,296 Sq Ft

    1193 Oak Ave, Shady Side, MD 20764

    Welcome to the Chesapeake Bay lifestyle in the waterfront community of Cedarhurst! Just one block from the Bay, this picture-perfect Colonial combines classic curb appeal, comfortable living spaces, and the kind of community amenities that make everyday life feel a little more like vacation.Start your mornings on the welcoming front porch and spend summer evenings entertaining on the rear

    Nicki Palermo RE/MAX One

    1193 Oak Ave, Shady Side, MD 20764
  • /41

    $998,000

    • 4 Beds
    • 3 Baths
    • 1,868 Sq Ft

    4721 Oak Rd, Shady Side, MD 20764

    Waterfront living at its finest! This custom-built Chesapeake Bay home offers breathtaking panoramic views stretching all the way to the Bay Bridge. Meticulously maintained and truly move-in ready, this exceptional property combines luxury, comfort, and the best of coastal living. The main level features beautiful hardwood floors, a spacious gourmet kitchen with granite countertops, stainless

    Ray Mudd Schwartz Realty, Inc.

    4721 Oak Rd, Shady Side, MD 20764
  • /37

    $429,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    1161 Steamboat Rd, Shady Side, MD 20764

    Welcome to this charming home located in a sought-after water-privileged community, just a short walk to the beach, boat slips, playground, boat ramp, and other neighborhood amenities. The main level features a spacious primary suite with a private full bath, offering convenient one-level living. The beautifully appointed kitchen boasts a center island with a gas cooktop, wall oven, abundant

    Ray Mudd Schwartz Realty, Inc.

    1161 Steamboat Rd, Shady Side, MD 20764
  • /22

    $599,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,946 Sq Ft

    1003 Henry Ave, West River, MD 20778

    Fall Special — 3.99% Starting Interest Rate with the use of our Preferred Lender and Title Company! Speak with sales for details. Plus, the seller is offering an additional $10,000 toward options or closing assistance — an incredible opportunity you won't want to miss!November Move-In — don't miss out!Tucked away in the charming Back Bay Beach area of West River, 1003 Henry Avenue

    Tanya Trapani Blackwell Real Estate, LLC

    1003 Henry Ave, West River, MD 20778
  • /105

    $774,000

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,204 Sq Ft

    5331 Sweetwater Dr, West River, MD 20778

    Welcome to this stately brick-front Colonial located in the highly sought-after, water-privileged community of West River Estates. Situated on approximately half an acre, this impressive home offers 5 bedrooms, 3.5 bathrooms, a finished walkout basement, 9-foot ceilings, and exceptional indoor and outdoor living space.Step inside to a spacious and inviting main level featuring 9-foot ceilings

    Jose Salvador Rivera Jr RE/MAX Excellence Realty

    5331 Sweetwater Dr, West River, MD 20778
  • /43

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    1240 Hawthorne St, Shady Side, MD 20764

    Nestled in the charming Avalon Shores community, this delightful Colonial home offers a perfect blend of comfort and modern living. This 3 bedroom and 2.5 bath has a thoughtfully designed space, ideal for both relaxation and entertaining. Step inside to discover an inviting open floor plan adorned with beautiful LVT floors. The huge eat-in kitchen with under cabinet lighting and stainless

    Katherine Grimley RE/MAX Leading Edge

    1240 Hawthorne St, Shady Side, MD 20764
  • /35

    $699,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    1650 Cedar Ln, Shady Side, MD 20764

    Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is

    Ray Mudd Schwartz Realty, Inc.

    1650 Cedar Ln, Shady Side, MD 20764
  • /54

    $619,990

    New Construction $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    5314 Al Jones Dr, Shady Side, MD 20764

    Home is ready for immediate occupancy. 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 LVP flooring through out (Carpet in 2 bedrooms). From the classic board-and-batten siding to the

    Ray Mudd Schwartz Realty, Inc.

    5314 Al Jones Dr, Shady Side, MD 20764
  • /54

    $599,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    1582 Snug Harbor Rd, Shady Side, MD 20764

    **Open House this Saturday September 12th 10am-12pm!** Rare 1-acre private lot located in sought after Idlewilde Acres backing up to Jack Creek Park! Upgrades include: 2023 enlarged rear decking, ADT Alarm system, generator hook up. 2023 full kitchen renovation - upgraded cabinetry, leathered granite counter-top, farmhouse sink, back splash upgraded stove top / microwave, and all new wood

    Steven Songer Maryland Waterfront Properties LLC

    1582 Snug Harbor Rd, Shady Side, MD 20764
  • /74

    $699,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    1241 Johnson Dr, Shady Side, MD 20764

    ***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a

    Nicki Palermo RE/MAX One

    1241 Johnson Dr, Shady Side, MD 20764
  • /79

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    1217 Pine Ave, Shady Side, MD 20764

    Welcome to this beautifully maintained Colonial perfectly positioned on a desirable corner lot in the water-oriented community of Cedarhurst—where Chesapeake Bay living is part of everyday life. Just in time for summer, enjoy the opportunity to lease a boat slip for only $400 per year with direct access to the Chesapeake Bay, making weekends on the water easier than ever. Inside, you’ll find

    Nicki Palermo RE/MAX One

    1217 Pine Ave, Shady Side, MD 20764
  • /15

    $1,350,000

    $300K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,580 Sq Ft

    1110 Cherry Point Rd, West River, MD 20778

    TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat RampExperience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront

    Michael Reible Realty Advantage of Maryland LLC

    1110 Cherry Point Rd, West River, MD 20778
  • /46

    $470,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    4951 Bonniewood Dr, Shady Side, MD 20764

    Welcome to this beautiful home in the highly sought-after Avalon Shores community, offered for sale by only its original builders of the home. Situated on over one-third of an acre, this well-maintained 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, space, and community living.The fully fenced backyard provides an ideal setting for entertaining, family gatherings, or

    John Tarpley Schwartz Realty, Inc.

    4951 Bonniewood Dr, Shady Side, MD 20764
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