Shady Side, MD Homes for Sale with Garage

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 with sliding door leading 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 bath. Two additional bedrooms and

Ray Mudd Schwartz Realty, Inc.

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

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

Estate sale handled by an attorney. This well-loved home has been in the same family since 1953 and is now ready for its next chapter. Offering generous living space and abundant potential, this property is ideal for buyers looking to build sweat equity and restore its original charm. Situated on a large lot, the sale also includes an additional 25' x 100' parcel located to the right of the home.

Ray Mudd Schwartz Realty, Inc.

Stunning 4BR / 2.5BA home at 4951 Dogwood Street, Shady Side — freshly painted, bright, open living with a private pool, oversized deck ideal for entertaining, 6‐ft privacy fence, and a 2‐car garage. Spacious primary suite, 3 other large bedrooms, abundant storage and finished living spaces create a turnkey Chesapeake retreat.Enjoy direct access to swimming, crabbing, fishing, water skiing

Carey Laycock RE/MAX Leading Edge

PUBLIC OPEN HOUSE SUNDAY, MARCH 1 FROM 12-2PM ***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level

Adam Ellison Long & Foster Real Estate, Inc.

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.

HOME TO BE BUILT. EXPECTED LATE SUMMER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privilege community offering community beach, pier, boat ramp, playground, slips, and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit your

Ray Mudd Schwartz Realty, Inc.

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