Deal Island Real Estate

Deal Island Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Deal Island and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Listings in Deal Island

23125 Harrison Rd, Deal Island
$189,900
3 Beds ⋅ 1 Baths
Welcome to this 3-bedroom, 1-bathroom rancher located just a stone's throw from the water in beautiful Deal Island, MD. I'm not gonna lie, this house does need work and is going to take some TLC to reach its full potential. But if you aren't afraid to roll up your sleeves, this property offers a fantastic foundation to build upon for a weekend retreat, a rewarding investment, or a year-round coastal getaway. The great news is that while the cosmetic updates are waiting for your vision, many of the essential, big-ticket items have already been taken care of for you. This home comes equipped with an updated septic system, a whole-house generator, a water softener, a concrete enclosed crawlspace with center drain, and a recently updated shower. Inside, you'll find a cozy wood-burning stove perfect for cooler evenings. For the hobbyist, mechanic, or boater, the massive 23'x35' oversized garage is an absolute standout, offering endless possibilities for storage or a dedicated workshop. And here is a massive financial bonus for coastal living: despite being so close to the water, this property is not located in an area that requires flood insurance! Please note that this home is an estate sale and is being sold strictly as-is/where-is. It is a true handyman special, offering a great opportunity for the right buyer to bring their own upgrades and breathe new life into the space. Ready to see the potential for yourself? Call today to schedule your private showing, or take a walk through the property right now via our 360-degree virtual tour!

23125 Harrison Rd, Deal Island

Listing courtesy of Coldwell Banker Realty. Contact:

9940 Deal Island Rd, Deal Island
$299,000
5 Beds ⋅ 2 Baths
Discover the charm and versatility of this updated two-level home on a secluded, half-acre lot that sits on the highest point of the Deal Island Historic District, Maryland. This home is outside the Flood Zone and does not require Flood Insurance. Offering 5 bedrooms and 2 bathrooms with an additional room on the first floor that could be the 6th bedroom! The home has been thoughtfully improved while retaining its character and functionality. Recent updates include luxury vinyl plank flooring throughout the home within the past year, replacement windows approximately 5 years ago, updated insulation and drywall replacing the original plaster and lath, and a new electrical box and wiring replacing the original knob-and-tube system. A second-floor half bathroom was also added for convenience. The main level features a spacious bonus room that can serve as a library, home office, or additional bedroom, along with a renovated full bathroom featuring his-and-hers showers. Main-level laundry has been added for easy everyday living. The dining room retains its hardwood flooring, adding a touch of warmth and character. The home’s outdoor spaces are equally inviting, with a screened porch, new Trex rear deck with steps leading to the patio, and a secluded backyard bordered by mature trees. A workshop and shed offer excellent storage and workspace options. Gutters are installed along the front of the home. For even more potential, the fully insulated 16' x 30' attic offers abundant storage and could be finished to create additional living space. Deal Island WMA Boat Ramp on Big Sound Creek provides public water access to the 13,000-acre wildlife management area, supporting both motorized and non-motorized boating for fishing and wildlife observation.With its combination of meaningful updates, flexible living spaces, and peaceful surroundings, this Deal Island property offers a unique opportunity to enjoy Eastern Shore living with room to make it your own.

9940 Deal Island Rd, Deal Island

Listing courtesy of Compass. Contact:

23550 Deal Island Rd, Deal Island
$213,900
2 Beds ⋅ 1 Baths
Enjoy easy coastal living in this beautifully renovated 2-bedroom, 1-bath home on Deal Island. Step inside to a fresh, updated interior featuring luxury vinyl plank flooring throughout. The inviting living room features a wood-paneled accent wall and fireplace insert, creating a warm, distinctive focal point. Extensive improvements provide true move-in-ready convenience and peace of mind, including a new roof, soffit, downspouts, gutters with gutter guards, central air conditioning, cleaned and relined ductwork, and a new crawl-space vapor barrier. With nearly everything replaced or updated, you can settle in and start enjoying island life. The property also offers plenty of practical storage with a 1-car attached garage, plus an additional 1-car garage/shed—ideal for storing a vehicle, boat gear, fishing equipment, lawn tools, or all your coastal toys. Located less than a mile from the public beach and boat ramp, this home puts fishing, boating, and days by the water within easy reach. Nearby wildlife management areas offer even more opportunities to enjoy the outdoors, while the celebrated Deal Island Labor Day Skipjack Race reflects the rich maritime heritage and welcoming community spirit that make this island setting so special. Whether you're looking for a full-time residence or a coastal getaway, this charming home is ready to enjoy.

23550 Deal Island Rd, Deal Island

Listing courtesy of Hileman Real Estate-Berlin. Contact:

23451 Deal Island Rd, Deal Island
$199,997
3 Beds ⋅ 2 Baths
Welcome to **23451 Deal Island Road (currently used as an Airbnb ($21,000 annual income)**, a recently renovated **3-bedroom, 2-bath home situated on a spacious .72-acre lot** just steps from the waters of Tangier Sound. Enjoy the laid-back Eastern Shore lifestyle with **Deal Island Beach, nearby boat ramps, and easy access to fishing, crabbing, kayaking, and boating** all close to home. Outdoor enthusiasts will also appreciate the nearby **Deal Island Wildlife Management Area**, offering thousands of acres to explore. Inside, the recent renovations make this home move-in ready, while the generous lot provides plenty of room to enjoy the outdoors, store your boat, or entertain. Despite the peaceful coastal setting, you're still approximately **15–20 minutes from Route 13 and the everyday conveniences of Princess Anne**, with Salisbury and TidalHealth Hospital only a 30 minute drive. Whether you're looking for a full-time residence, weekend getaway, or your own place near the water, this property offers a great combination of **space, updates, and Eastern Shore coastal living**.

23451 Deal Island Rd, Deal Island

Listing courtesy of EXP Realty, LLC. Contact:

23163 Rolfe Ln, Deal Island
$675,000
4 Beds ⋅ 2 Baths
Buyers looking for a rare opportunity to own waterfront property, the time is now! Sellers are ready for their next chapter and are offering a significant price reduction. Now offered at $675,000! Welcome to your own private waterfront retreat on the beautiful Tangier Sount. Nestled on approximately 1.87 acres, this exceptional property offers 4 bedrooms, two and a half bathrooms, and the perfect blend of Eastern Shore charm and coastal living. Enjoy breathtaking sunsets, panoramic water views, and direct access to the Chesapeake Bay from your private deep-water dock – ideal for boating, fishing, crabbing and all your waterfront adventures. The grounds are a nature lover’s dream, featuring a variety of mature fruit trees that create an orchard-like setting, along with three versatile outbuildings offering ample space for storage, hobbies, workshops or equipment. Whether you’re searching for a year-round residence, a weekend getaway or an investment opportunity, tis property offers endless possibilities. Experience the peaceful beauty of Deal Island, where waterfront living, abundant wildlife and unforgettable sunsets become part of your everyday lifestyle.

23163 Rolfe Ln, Deal Island

Listing courtesy of Keller Williams Realty. Contact:

parcel 210 Parcel 210 Melvin White Road, Deal Island
$10,000
small parcel land on Melvin White Road, Deal Island, Md can be used to store crab pots, boats.

parcel 210 Parcel 210 Melvin White Road, Deal Island

Listing courtesy of The Spence Realty Group. Contact:

23145 Edelen Webster Rd, Deal Island
$965,000
A truly rare opportunity to own 9.63 secluded Bayfront acres overlooking the breathtaking Tangier Sound and the Chesapeake Bay. This extraordinary property offers approximately 500 feet plus of shoreline, reinforced and protected with stone riprap, along with a private sandy beach—an exceptional feature for this Eastern Shore gem. Enjoy spectacular, postcard-worthy sunsets and panoramic views across the pristine coastal waters, where endless horizons create an unforgettable backdrop every day. The property includes an existing old home (no Value), several old outbuildings, and a 100-foot pier that pier requires rebuilding, the existing pilings appear to be in serviceable condition, providing an excellent foundation for restoring your private waterfront access. Comprised of five contiguous parcels with excellent road frontage and private gated driveway. This unique estate offers exceptional privacy, flexibility, and future potential. The surrounding waters are renowned for outstanding recreational opportunities, including abundant Chesapeake Bay blue crabs, striped bass (rockfish), fishing, boating, kayaking, and waterfowl. Whether you envision building a private family retreat, an estate property, or preserving an unmatched waterfront sanctuary, this offering represents a unique opportunities available on Maryland’s Eastern Shore. Properties of this size, privacy, and waterfront quality seldom become available. Experience the beauty, tranquility, and endless possibilities this remarkable bayfront property has to offer.

23145 Edelen Webster Rd, Deal Island

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact:

10116 Deal Island Rd, Deal Island
$189,000
2 Beds ⋅ 1 Baths
Let "Home" be here! Your forever vacation in a quaint rural nautical town or make this cottage home a great 2nd home for seasonal getaways! Neighborly community with water access in every direction. This charming 2 Bedroom 1 Bathroom cottage home hosts all NEW stainless steel kitchen appliances and solid hardwood floors! Large unfinished attic space can be finished as a bonus room. All Furniture is included! Spend a day out fishing, crabbing kayaking or boating on the Tangier Sound on the west and south and the Wicomico River to the North. Buyer and Buyer's agent should do their due diligence and verify all taxes, schools and any and all information pertaining to this property.

10116 Deal Island Rd, Deal Island

Listing courtesy of Century 21 Harbor Realty. Contact:

Parcel 228 Parcel 228 Fishhook Lane, Deal Island
$25,000
1.75 acres down a private lane that backs up to State of Maryland property along Rock Creek. Perfect place for an outdoorsman getaway - privacy, surrounded by wildlife, great fishing and hunting and you are less than five minutes from a public boat ramp along the Chesapeake's Tangier Sound. Property has not been perced.

Parcel 228 Parcel 228 Fishhook Lane, Deal Island

Listing courtesy of The Land Group. Contact:

11086 Lee Ave, Deal Island
$45,000
Over an acre of beautiful waterfront on Rock Creek near Chance. Current use is recreational as a septic system has not been approved. A three year offshore blind and a shoreline license has been applied for for hunters to enjoy. The property pushes out into the creek which should allow for a dock. This property has amazing views and privacy if you are looking for tranquil surroundings to enjoy camping out, crabbing, fishing, hunting and kayaking this is the spot for you.

11086 Lee Ave, Deal Island

Listing courtesy of ERA Martin Associates. Contact:

10821 Toddville Rd, Deal Island
$40,000
Come check out this half acre property near the water! There is an existing 3-bedroom, 1.5-bath home, with electric, septic & a well in the heart of Deal Island offering the opportunity to make the best of coastal country living! Tucked on a quiet street and not in a flood zone, this property is ideally located near Deal Island Beach, multiple marinas, public boat ramps, and abundant hunting grounds and wildlife management areas—perfect for outdoor enthusiasts. It includes several sheds for added storage. Whether you're looking for a weekend getaway or a year-round retreat, this home offers incredible potential at a price point that leaves room to customize and create your ideal coastal escape. No HOA. No Ground Rent.

10821 Toddville Rd, Deal Island

Listing courtesy of Northrop Realty. Contact:

no property photo
$45,000

10771 Toddville Rd, Deal Island

Listing courtesy of Prime Resource Realty & Property Management, INC. Contact:

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