Deal Island MD Real Estate & 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 home features three private screened-in porches-perfect for enjoying morning coffee, evening breezes, and peaceful sunsets year-round. Two oversized sheds (12x24 and 12x20) provide exceptional space for storage, hobbies, or a workshop. Inside, youll appreciate fresh paint throughout and brand-new heating and cooling systems, making this home truly move-in ready. Whether youre searching for a weekend getaway or a full-time coastal residence, this property offers comfort, functionality, and charm. As an added bonus, the community features private beach access and boat access, offering effortless entry to some of the Bays best boating, fishing, and outdoor adventures-right from your own neighborhood. Dont miss this rare opportunity to own a peaceful waterfront retreat in a truly special setting. And for a bit of fun-keep an eye out for a hidden Mickey during your tour!

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 marsh, the property spans just over 2 acres-perfectly balanced with usable yard space and low-maintenance natural beauty. Spend less time on upkeep and more time enjoying small beaches, boat launches, fishing, bird-watching, and peaceful scenic walks just moments away. Inside, the first floor offers three bedrooms-including a primary suite with en-suite bath and walk-in closet-plus a full hall bath and a bonus room for flexible use. A generous laundry/utility room provides side entry and flows into an efficient kitchen with heat-resistant Corian countertops and dining space. Off the dining area, a screened-in porch overlooks the serene backyard, while the spacious living room welcomes you from the extended covered front porch poised for daytime sunshine. Upstairs offers two oversized bedrooms and a convenient half bath. Hard flooring throughout the main level, thoughtful design, and natural light elevate everyday living, all wrapped in a home under 20 years old. The potential here is exceptional-ample indoor space, a private outdoor setting, minimal-traffic street, and sweeping views where the Nanticoke, Wicomico, and Manokin Rivers meet the Chesapeake Bay and Tangier Sound. Though tucked away, you're minutes from Deal Island Harbor Beach and its westerly sunsets, and surrounded by 13,000+ acres of protected natural land within the Deal Island Wildlife Management Area-perfect for paddling, birding, and exploring. While it feels like a getaway, you're just 20 minutes from Princess Anne and under an hour to Salisbury and Pocomoke for healthcare, schools, dining, and shopping. Maryland, Delaware, and Chincoteague beaches are a little over an hour away-close enough for weekend escapes, far enough to savor quiet coastal life. Dont miss this rare opportunity to claim your own peaceful slice of the Shore. Call today to schedule your private tour!

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 romantic sunsets that are perfect for a quiet glass of wine. The home's main floor features an open floor plan with a combination living room and kitchen, complete with new granite countertops. The upstairs loft is a versatile space with two large rooms, both offering incredible water views of the Tangier Sound. From here, you can watch crab and oyster boats sail by from the nearby marina. The property also includes a separate laundry room and a double-car garage with high-bay doors, perfect for storing extra-large items. A public boat ramp is less than five minutes away, so you can easily launch your boat, jet skis, kayaks, and canoes. This is your chance to enjoy your very own waterfront island property! More Details This home has three bedrooms and two full bathrooms. There are three additional guest rooms, perfect for visitors. The owner has more renovations planned and is willing to work with the buyer to choose some of the final updates. Don't let this incredible opportunity pass you by!

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 for entertaining or everyday living. The private primary suite is thoughtfully tucked to one side, complete with a walk-in closet and en suite bath boasting a large walk-in shower, soaking tub, and dual vanities. On the opposite side, youll find a generous family room with a stylish accent wall, two additional bedrooms, and a full bath-offering ideal separation for guests or kids. Outside, enjoy a large backyard with two sheds and a covered space perfect for storing your mower or outdoor gear. Whether you're seeking peaceful year-round living or a quiet weekend retreat near the water, this home offers it all. Don't miss your chance to enjoy the best of rural living just minutes from the bay!

A fixer-upper in Deal Island, this 1,332â?¯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. Its the perfect canvas for investors, DIY enthusiasts, or anyone looking to bring new life to a classic Eastern Shore home. Whether you're envisioning a peaceful weekend getaway or a full-time residence, the possibilities are endless. Bring your imagination!

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 compound, or full-time coastal residence. Featuring a spacious layout and situated just minutes from the Chesapeake Bay, this home provides easy access to boating, fishing, crabbing, and all the natural beauty the Eastern Shore has to offer. The home boasts multiple living areas, ample bedroom, with a huge bathroom and generous outdoor space-ideal for entertaining or relaxing with family and friends. With Deal Islands increasing popularity among vacationers, this property is perfectly positioned to generate strong Airbnb income or become a treasured family getaway. Property Highlights: Ideal for Airbnb or seasonal rental income Walkable access to marina, water activities, and nature trails Quiet, peaceful setting with sunset views Plenty of space for hosting or multi-generational living Strong rental potential in a growing travel destination Dont miss this chance to own a coastal gem in a serene, historic community. Whether you're an investor or looking for your own escape, this property delivers unmatched value and potential.

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 your canoe and enjoy the area water ways. Seller is willing to negotiate the furniture and it is turnkey ready to move in! Known online as The Deal Island Bay Cottage. Book your showing today!

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 offers a serene escape with potential for outdoor dining, gardening, or adding a fire pit. Less than 5 minutes to the boat ramps and local beach where you can enjoy many activities beachcombing and picnicking by the shore to name a few. Check out the local museum, learn the magnificent history of Deal Island and join in watching the Skipjacks racing that happens annually over the Labor Day weekend. This home is being sold as-is. The septic tank that was installed in 2019 is a 1500-gallon gravity system. New Central Air unit installed 3/24/25