Single-Family Homes for Sale in Shady Side, MD Between Free and $5,000,000

(1 - 15 of 2,564)
  1. Welcome home to 6423 9th St! Enjoy one-level living in this renovated 3 bedroom 2 bathroom home located in the Summer City neighborhood of Chesapeake Beach. Full of natural light and charm, you will fall in love with all of the custom touches that...
    Jessica Shipman ·3 hours ago on RealtyWW
  2. Ready to build your dream home? This project is mostly demo'ed and ready for you to take over and make it your own. You can run with our plans as rended in the pictures or make your own. NO Walking on the property without an appointment. Showings ...
    Caprika Realty ·11 hours ago on RealtyWW
  3. Active tomorrow - Saturday, June 8th! This five bedroom, four and a half bath brick-front colonial is a rare offering. Located in the premier neighborhood of Colonial Manor, this home offers three levels of spacious living that combine a modern, o...
    Mary Graw ·2 hours ago on RealtyWW
  4. This is your ultimate Chesapeake Bay getaway! Discover ideal waterfront living with this meticulously maintained property offering the most stunning views of the Chesapeake Bay. Located in the desirable community of Holland Point in North Beach, t...
    Jennifer Gregorski (schultz) ·2 hours ago on RealtyWW
  5. Charming 5 bedroom rancher in sought after water privileged Pines on the Severn community perfectly located on private cul-de-sac and close to all the amenities. The interior of the home has a great flow for entertaining and everyday lifestyle, bo...
    Brian Schilling ·14 hours ago on RealtyWW
  6. Welcome to 12211 Wallace Landing Ct, a stunning single-family Colonial home built by Caruso Homes in 2017. This elegant residence features 5 bedrooms and 3.5 bathrooms, offering over 4, 300 finished square feet across three levels. The Princeton M...
    Charles Gilroy ·13 hours ago on RealtyWW
  7. OPPORTUNITY KNOCKS IN EASTPORT. Bring your builder and vision. Great location. Eastport peninsula. 2/3 bedrooms with 1 1/2 baths. Imagine a large backyard with ample space for grilling burgers and hosting outdoor gatherings. In addition to grillin...
    Connie Cadwell ·9 hours ago on RealtyWW
  8. Welcome Home to 5142 Marx Drive!! This Beautifully updated Home located in the sought after waterfront Cedarlea Community has so much to offer. Boasting an array of sleek finishes throughout this 4 Bedroom 3.5 Bathroom home has so much to offer! T...
    Lois Margaret Alberti ·10 hours ago on RealtyWW
  9. Discover the charm of waterfront living in this delightful cottage located in the picturesque Shoreham Beach community on the South River. This home offers breathtaking views of Thomas Point, the Chesapeake Bay, and the community beach. Lovingly u...
    The Kristi Neidhardt Team Of Northrop ·1 day ago on RealtyWW
  10. Discover the potential of this expansive 2-acre property in Harwood, featuring a spacious 5-bedroom, 3-bathroom home. This AS-IS sale offers a unique opportunity for the buyer to make it your own, with ample space and flexibility to create your dr...
    Gilmore Property Group ·11 hours ago on RealtyWW
  11. Discover Sustainable Charm at 217 S River Clubhouse Rd. Nestled on nearly 5 ac of pristine, private land, this unique 3-bedroom, 2.5-bath home is a true retreat from the ordinary. Built with a nod to the Ekosea Home Designs of the 70s and 80s as a...
    Rachel Best ·10 hours ago on RealtyWW
  12. Dream location in Arnold!! Welcome to this charming 4-bedroom, 3 bath, split foyer home, perfectly situated in the highly sought-after Broadneck School District. Nestled at the end of a cul-de-sac, this home boasts an expansive, flat, and private ...
    Lisa Kittleman ·15 hours ago on RealtyWW
  13. APPROVED SHORT SALE!!! Discover the charm of this STUNNING three-level BRICK colonial located in the desirable Cabin Branch neighborhood! This residence boasts an impeccably maintained and manicured yard, with over an acre of flat, usable land. Up...
    Dawn Sexton ·14 hours ago on RealtyWW
  14. Professional pictures coming soon! WATERVIEWS and SUNSETS!!! This 3 bedroom, 3 bath townhouse has tons of space and almost 2000 square feet and the pool is right outside your back door! Updated kitchen with granite counters and stainless appliance...
    Michelle Abplanalp ·12 hours ago on RealtyWW
  15. Welcome to 424 Dewey Drive in Annapolis, a beautifully maintained home with numerous upgrades and charming details. The front entrance showcases a stunning portico leading into a living room, dining room, hallway, and two bedrooms, all with solid ...
    Jason Donovan ·3 hours ago on RealtyWW
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