Deal Island, MD Homes for Sale

Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space.Designed for indoor-outdoor living, the

Casey Neves The Parker Group

Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5-bedroom retreat on Deal Island is still in its teenage years and ready to meet its next chapter. Lovingly cared for by the original owner since completion in 2008, this 2,400-sq-ft home blends comfort, privacy, and value rarely found in this setting. Tucked into its own private pocket of mature trees and

William Brown EXP Realty, LLC

COMING SOON! - Welcome to Deal Island and this amazingly renovated home. Less then a mile from the public beach, boat ramp and the famous Labor Day Skipjack race. Several State Wildlife Management areas close by. Enjoy the peace of Deal Island and the fun of boating, crabbing, fishing and hunting.

Wendy Stever Long & Foster Real Estate, Inc.

Price Improvement!! !!Back to Active, no fault of the seller.!! CHARMING 3 BEDROOM RANCHER STEPS FROM THE BEACH!This delightful 3-bedroom, 1-bath rancher offers a blend of cozy comfort and coastal charm. Sitting on 1 acre, making it an ideal home or vacation retreat. Just a short stroll to the beach, you'll enjoy the soothing sounds of the ocean and breathtaking sunsets. A large backyard

Brenda Moore Coldwell Banker Realty

Back on the Market - Here's your second chance to own a piece of Deal Island History! Welcome to 23392 Custom House Rd; This charming Victorian home nestled on 2.06 acres in Deal Island Shores. This 3-bed, 1-bath property offers 1,760 sq ft of historic character, unique coastal appeal, and a detached garage and shed for extra storage or workspace. With no HOA and privacy on an expansive lot,

Mike Lee Elmore EXP Realty, LLC

A Corner lot with great water views at Scott's Cove! Life here is surely going to bring you the relaxation and luxury at this waterfront community! This treasure of a rancher has all the bells and whistles. Fully Furnished (flatscreens and mounts included), 2 Bedroom 2 Bath with flex space for a workout room or hobby room, etc. The house details will amaze you! New Kraftmaid kitchen cabinets with

Caroline Reed Century 21 Harbor Realty

Beautiful Waterfront Retreat on Tangier Sound Welcome to the island life! This unique waterfront home offers a rare opportunity to own a property with 180 feet of bulkhead on the navigable Tangier Sound. Imagine spending your days crabbing and fishing right from your own backyard, and your mornings with a cup of coffee watching breathtaking sunrises. The evenings are just as magical, with

Mike Whittington Long & Foster Real Estate, Inc.

Just down the street from the water, this beautifully maintained rancher offers your own piece of rural tranquility. Built in 2022 and situated on a full acre, this home is still under warranty for peace of mind.Step into the spacious open-concept layout, where the living room flows seamlessly into the kitchen featuring a large island, stunning cabinetry, and a cozy eat-in dining area—perfect

Aubrey Campbell Keller Williams Realty Delmarva

This very well maintained and profitable home has served as an Airbnb! New HVAC! Sitting on .72 acres. making it a very large yard for entertainment and outside activities. Located just seconds from the water and area beaches.Currently used as a short term rental generating $29,000 gross income. Deal Island offers so much to do here fishing, crabbing, kayaking, swimming, boating or take out

Caroline Reed Century 21 Harbor Realty

Incredible Investment Opportunity or Family Vacation Retreat! Single Family home of 1440 square feet - 1 Bedroom/1 Bath also features two 20' X 40" Garage/Sheds AND three efficiency apartments with covered back porches on waterfront! 1.47 Acre Lot Located on picturesque Deal Island, this charming and versatile property offers endless potential as a short-term rental, multi-family vacation

Maureen Bryant Keller Williams Flagship

A fixer-upper in Deal Island, this 1,332 SqFt two-story single-family home, built in 1910, awaits your creative vision. Nestled in the heart of a community full of history, this property offers incredible potential for restoration or reinvention. It’s the perfect canvas for investors, DIY enthusiasts, or anyone looking to bring new life to a classic Eastern Shore home. Whether you're envisioning

Austin Whitehead Whitehead Real Estate Exec.