Deal Island, MD Homes for Sale

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

PRICE ADJUSTMENT!!!! Waterfront Estate on 5.56 Acres | Private Dock & Expansive Shoreline Welcome to 9000 Deal Island Road — a rare waterfront estate offering privacy, beauty, and limitless opportunity on Maryland’s Eastern Shore. Set at the end of a private, pine-lined drive, this five-bedroom, three-bath home rests on 5.56 acres with over 400 feet of protected shoreline. The property is zoned

Rebecca Ward Coldwell Banker Premier - Rehoboth

Luxury Waterfront Living on the Tangier SoundStep into a world of coastal elegance and natural beauty with this impeccably maintained 3-bedroom, 3.5-bathroom home offering 2,573 sq ft of thoughtfully designed living space. Built in 2008 and elevated above neighboring properties for added peace of mind, this residence combines high-end finishes, panoramic views, and exceptional

Holly Campbell Coldwell Banker 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.

Welcome to your island retreat in Chance, Maryland—a true nature lover’s paradise just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay! This beautifully updated 3-bedroom, 3-bathroom home features a desirable first-floor primary suite, with two additional bedrooms upstairs—each offering extensive closet space. Enjoy the outdoors year-round with three private screened-in

Casey Neves The Parker Group

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

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

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.

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

Welcome to Deal Island, a true waterman's town! Bring your tool belt & imagination - remodel this existing home or take it down and start fresh! Your .41 acre lot has existing well & septic. Schedule your tour today and see how you can transform this into your weekend escape or your full time home!

Marti Hawkins ERA Martin Associates

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