Deal Island MD Real Estate & Homes for Sale

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!

Welcome to your island retreat in Chance, Maryland-a true nature lovers 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 porches, perfect for morning coffee or evening sunsets. The property also includes two oversized sheds-measuring 12x24 and 12x20-ideal for storage, hobbies, or even a workshop. Inside, youll find fresh paint throughout and brand-new heating and cooling systems, making this home completely move-in ready. Whether youre looking for a weekend getaway or a peaceful full-time residence, this charming coastal retreat offers it all. As a bonus, the community offers a private beach and boat access, giving you easy entry to the Bays best adventures right from your own neighborhood. Don't miss your chance to own this one-of-a-kind property in a tranquil, waterfront setting. Bonus fun: Keep an eye out-you might just spot a hidden Mickey during your tour!

Welcome to your dream coastal escape on Deal Island! Here is your DREAM vacation home with tons of AirBnb potential! This fully renovated 3-bedroom, 2-bath home offers breathtaking waterviews from every angle and sits on over half an acre at the end of the peninsula-where peace, privacy, and panoramic vistas await. Enjoy a reversed floor plan with bedrooms on the first level and an open-concept kitchen, dining, and living area upstairs, all flowing onto expansive wrap-around balconies through multiple sliding glass doors. The kitchen shines with new stainless steel appliances, a large island perfect for entertaining, and modern finishes throughout. Ceiling fans and energy-efficient mini splits ensure year-round comfort indoors and out. Not in a flood zone and within walking distance to the harbor & public boat ramp, and close to the local beach, this property is ideally situated for outdoor enthusiasts. Fish, crab, kayak, or boat with ease-thanks to two nearby harbors and a marina to dock your vessel. Whether you're enjoying the stunning sunsets, peaceful coastal countryside, or the abundance of outdoor activities, this home is your perfect waterfront retreat. Freshly painted and move-in ready-relax and enjoy life by the water on charming Deal Island!

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.

1440 sq. ft. solid brick construction church with hardwood floors, pews, HVAC system, oil furnace, central air. Additional lot included, Pcl 253, .75 acres, for a total of 2.25 acres. This building has a vestibule, sanctuary and a rear furnace room. There is no well or septic, no bathroom. Building is in very good condition. Property is purchased "as is". There is a church cemetery. Maryland law requires owners to allow visitation by relatives by appointment and convenience. 2025 Site evaluation for septic system did not pass.

1 ACRE !!! Excellent rehab opportunity to add your touch to this single-family home sitting on 1 acre of land, backed to trees and open space, A Dame Quarters/Maritime Residential Community! Boating, Crabbing, Fishing, Public Parks, A paradise for nature lovers, hunters, fishermen, and more. Turn this Eastern Shore home into your own. Either a place to live or escape. Surrounding features include tidal bays, Rivers, Woodland, and close to the Bay...AS-IS! Schedule a showing today! â??This property has been placed in an upcoming event. All bids should be submitted at Xom. Please submit any pre-auction offer received through the property details page on Xome. Any post-auction offers will need to be submitted directly to the listing agent. All offers will be reviewed and responded to within three business days. All properties are subject to a buyers premium pursuant to the Auction Participation Agreement and Terms & Conditions (minimums will apply).

Gorgeous water views await in Chance with this beautifully updated 2 bedroom, 2 bath ranch home loaded with upgrades. From the moment you enter this charmer, the attention to detail and quality finishes are evident. The kitchen offers new Kraftmaid cabinets, quartz countertops and stainless appliances including a dual fuel range. Kraus stainless steel sink and Waterdrop RO water system. Hardwood flooring in the cozy living room with a gas fireplace. Pamper yourself in the well-appointed owners suite with twin closets and renovated bath w/custom shower surround and glass doors. Spacious spare bedroom and updated shared bath. The separate office can serve as a third bedroom. Heated garage with one bay converted to a conditioned and finished flex space with use as a â??man caveâ?, exercise room, craft space, etc. while the new insulated overhead door remains in place, giving the option to revert for vehicle storage. Tankless hot water system with scale filter. Large deck with power retractable awning. The inviting composite patio has a gazebo with fan and LED lighting. FULLY FURNISHED! Patio furnishings also convey along with TV mounts and flatscreens. The HVAC is 2 years old with hydronic back-up radiators. Other touches include an RV power hook-up and wastewater line to the septic. Ample space for parking of boats. RVs and multiple vehicles. Vinyl fenced rear yard. Walk-in crawlspace and 12x24 shed with two doors and electric to cover all your storage needs. Extensive outdoor solar lighting, two weather stations and Blink outdoor security camera/doorbell all convey with the sale. Tremendous income potential with a strong STR history and high demand in the immediate area. NO FLOOD INSURANCE REQUIRED! Schedule your showing for this one-of-a kind property right away!

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!

MOTIVATED SELLER!! !!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 10 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

Waterview! This charming rancher home offers serene living on a rural lot with picturesque views of Eagles, osprey, and other wildlife overlooking Haines Pond and the Tangier Sound. Whether you're seeking a tranquil second home, an income-generating Airbnb, or a permanent residence immersed in nature, this property has it all. With three decks strategically placed to enjoy various aspects of the surrounding land and two fire pits, outdoor relaxation and entertainment are effortless. Inside, laminate floors for easy care, while an updated kitchen and replacement windows ensure modern comfort and convenience. This retreat harmonizes the beauty of its natural surroundings with the comfort of contemporary living, offering a haven where you can unwind, connect with nature, and create lasting memories while enjoying evening sunsets over the Chesapeake Bay. Just a stones throw to the iconic Skipjack Races in Deal Island, quaint beach and so much more to enjoy on the Chesapeake Bay!