12

Shady Side, MD Homes for Sale with Garage

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  • /47

    $674,900 New Construction

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

    1195 Cedar Ave, Shady Side, MD 20764

    This beautifully crafted home blends timeless coastal charm with modern luxury. Featuring classic board and batten siding and a welcoming front porch, the exterior makes a striking first impression. Step inside to an open-concept layout that seamlessly connects the dining and family room, ideal for both everyday living and entertaining.At the heart of the home is a spacious kitchen

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (410) 724-1563

    1195 Cedar Ave, Shady Side, MD 20764
  • /49

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    5840 Shady Side Rd, Churchton, MD 20733

    Just minutes from Franklin State Park, the West River, and the Chesapeake Bay, this 4-bedroom, 2-bath Churchton home captures the essence of relaxed coastal living. Whether you're drawn to peaceful waters, community piers, bayside dining, or quaint local shops, this location offers it all. Step inside to a spacious main level with warm wood flooring and architectural columns that subtly define

    Bob Lucido Keller Williams Lucido Agency

    5840 Shady Side Rd, Churchton, MD 20733
  • /35

    $749,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    5235 Chalk Point Rd, West River, MD 20778

    Spacious and updated 5-bedroom, 3-bath home located in the desirable South County area near the Chesapeake Bay. This property features numerous recent improvements including a fully updated kitchen, refreshed vanities, new paint, new appliances, upgraded flooring, and central AC.The home offers multiple living areas, a generous primary suite, and ample space for family, guests, or a home

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • /43

    $609,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    1302 Spruce St, Shady Side, MD 20764

    9/29/25 Update: The foundation has been poured. Estimated completion is projected for January/February 2026. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for

    Ray Mudd Schwartz Realty, Inc.

    1302 Spruce St, Shady Side, MD 20764
  • /51

    $619,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    6440 W Shady Side Rd, Shady Side, MD 20764

    Another quality built New Construction Home by Jim Robinson/Real Estate General, LLC in the highly desired Shady Side Community. Ready to Move In! 4 bedrooms, 2.5 bathrooms, with a side entry 2 car garage on a large private .45 acre level lot. This beautiful home is filled with natural light and features an open floor plan on the main level with wide-plank LVP flooring, 9 foot ceilings, detailed

    John Rogers J. J. Rogers Real Estate

    6440 W Shady Side Rd, Shady Side, MD 20764
  • /6

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    4900 Thomas Dr, Shady Side, MD 20764

    Just two doors from the water and steps from a children’s park and boat ramp, this 3-bedroom, 2-bath rancher offers 1,408 sq. ft. of potential. Renovations are underway with many improvements already complete—kitchen updates started, dishwasher included but not yet installed, and bedrooms ready for new flooring. Enjoy a cozy fireplace, low-maintenance vinyl siding, attached garage, and a spacious

    Shannon Thayer Douglas Realty, LLC

    4900 Thomas Dr, Shady Side, MD 20764
  • /31

    $539,900

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    4949 Idlewilde Rd, Shady Side, MD 20764

    This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full

    Ray Mudd Schwartz Realty, Inc.

    4949 Idlewilde Rd, Shady Side, MD 20764
  • /35

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    1037 Biltmore Ave, West River, MD 20778

    Welcome to 1037 Biltmore Ave — A Waterfront Dream in West River!Nestled in the peaceful and picturesque community of West River, this beautifully maintained home offers the perfect blend of comfort, style, and coastal living. Just steps from the water and minutes to the Chesapeake Bay, this property is ideal for those who crave serenity without sacrificing convenience.This

    Matt Kalogeras Houwzer, LLC

    1037 Biltmore Ave, West River, MD 20778
  • /69

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,151 Sq Ft

    4819 Avery Rd, Shady Side, MD 20764

    Discover unparalleled luxury in this stunning Five bedroom, four and half bath waterfront home, offering two hundred and seventy feet of private shoreline and breathtaking views. Designed for refined living and effortless entertaining, this home delivers an exceptional lifestyle both inside and out. The exterior is a private resort, featuring a heated in-ground pool, outdoor grilling area, fire

    Adam Light Monument Sotheby's International Realty

    4819 Avery Rd, Shady Side, MD 20764
  • /27

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    1711 Columbia Beach Rd, Shady Side, MD 20764

    Nestled between serene waters, this home offers stunning, unobstructed views of Flag Pond from the rear and views of the Chesapeake Bay from the front. Enjoy watching local waterfowl and soaking in the natural beauty from every angle. Inside, the spacious kitchen opens to the family room, perfect for gathering, along with a formal living room and a main-level office or potential 5th bedroom.

    Ray Mudd Schwartz Realty, Inc.

    1711 Columbia Beach Rd, Shady Side, MD 20764
  • /24

    $1,524,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    5235 Al Jones Dr, Shady Side, MD 20764

    To be built by Whitehall Building & Co., Annapolis’ largest luxury waterfront builder. Located in the desirable Columbia Beach neighborhood, this coastal-style home will offer 3,700 sqft of living space and the rare combination of panoramic Chesapeake Bay views with the protection of a cove-front setting. Designed for modern waterfront living, the open-concept layout features soaring 10' ceilings

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    5235 Al Jones Dr, Shady Side, MD 20764
  • /39

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    6070 Shady Side Rd, Shady Side, MD 20764

    Don't miss this wonderful opportunity to own this porch front home seated in an expansive private lot approximately 3.38 acres. Home features hardwood floors that flows from the combined living and dining rooms to the nice sized kitchen with appliances and main level bedroom and bath. There is a full bath on each level and three more bedrooms on the upper level. The sunroom with wide windows and

    Gina Gargeu Century 21 Downtown

    6070 Shady Side Rd, Shady Side, MD 20764

Home Trends in Shady Side, MD

Housing Trends

Median Sale Price
$402,500
Median Single Family Sale Price
$412,450
Average Price Per Sq Ft
$301
Number of Homes for Sale
23
Last 12 months Home Sales
91
Months of Supply
3.00
Median List Price
$414,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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