9

Shady Side, MD Homes for Sale with Garage

Section Image
  • /45

    $1,520,000 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’ leading luxury waterfront builder. Set within the sought-after Columbia Beach community, this coastal-style home captures the best of Chesapeake Bay living with panoramic views and the rare protection of a cove-front setting. With Whitehall, the path to building is refreshingly simple. Their step-by-step process begins with a complimentary

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    5235 Al Jones Dr, Shady Side, MD 20764
  • /43

    $599,990

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

    4908 Olive St, Shady Side, MD 20764

    HOME TO BE BUILT. EXISTING HOME TO BE TORN DOWN. EXPECTED SPRING/SUMMER 2026 DELIVERY. 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, playground, boat slips, boat ramp and more. Select from 3 exterior elevations! This home will come

    Ray Mudd Schwartz Realty, Inc.

    4908 Olive St, Shady Side, MD 20764
  • /29

    $697,015

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    4938 Rullman Rd, Shady Side, MD 20764

    HAPPY NEW YAR!! Westelee Welcome's You Home TO this 2.5 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY

    Carey Laycock RE/MAX Leading Edge

    4938 Rullman 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
  • /45

    $395,000

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

    4929 Aspen St, Shady Side, MD 20764

    Move-in ready and recently updated, this bright rancher is located in a sought-after water-oriented community. Recent upgrades create a modern feel throughout, including new luxury vinyl plank flooring, an updated kitchen, two renovated full bathrooms, fresh interior paint, and new interior doors. The home offers a spacious primary bedroom with a private renovated full bath and dual closets. Two

    Lynne Ferrante Berkshire Hathaway HomeServices PenFed Realty

    4929 Aspen St, Shady Side, MD 20764
  • /49

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    4721 Girton Ave, Shady Side, MD 20764

    Perfect time to buy this updated home with a detached garage in the beautiful Chesapeake Bay front communnity of Idlewilde! Main level bedroom and full bathroom, waterview from front second level bedroom, and off street parking. This home has been completely updated with the main level having luxury vinyl flooring and fresh paint. The spacious kitchen has granite countertops, wood cabinets, and

    Sheri Stevens Samson Properties

    4721 Girton Ave, Shady Side, MD 20764
  • /44

    $599,990 New Construction

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

    1302 Spruce St, Shady Side, MD 20764

    JANUARY 2026 DELIVERY. 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 everyday living and entertaining alike. Additional kitchen upgrades include 42”

    Ray Mudd Schwartz Realty, Inc.

    1302 Spruce St, Shady Side, MD 20764
  • /31

    $534,960

    • 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

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    6508 Shady Side Rd, Shady Side, MD 20764

    For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred.This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with

    Joshua Mast HomeSource Pro Real Estate

    6508 Shady Side Rd, Shady Side, MD 20764

Home Trends in Shady Side, MD

Housing Trends

Median Sale Price
$421,250
Median Single Family Sale Price
$420,000
Average Price Per Sq Ft
$308
Number of Homes for Sale
21
Last 12 months Home Sales
94
Months of Supply
2.70
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home