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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:

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:

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:

Thomas Price Rd, Deal Island
$53,000
This buildable lot offers peaceful water views of the Tangier Sound, located just about 270 feet from the shoreline, giving you that coastal feel without the waterfront price tag. Whether you’re looking to build your full-time home or a weekend escape, this property gives you the perfect canvas to bring your vision to life. Picture freshly caught blue crabs, days spent fishing or out on the boat, and easy access to nearby ramps for getting on the water. It’s a setting built for slowing down and enjoying everything the shore has to offer. Conveniently located, you’re within an hour of some of the area’s most popular destinations, including Ocean City, Assateague Island, and Chincoteague Island—perfect for beach days, boating, and exploring. If you’ve been looking for a quiet spot with water views and endless potential, this is your opportunity to create something special on the Eastern Shore. Sizes, and taxes approximate

Thomas Price Rd, Deal Island

Listing courtesy of EXP Realty, LLC. Contact:

23232 Lola Wheatley Rd, Deal Island
$244,900
4 Beds ⋅ 2 Baths
Discover the charm of this beautifully restored 1900 traditional farmhouse, nestled in the picturesque setting of historic Deal Island. This stunning home perfectly balances timeless character with modern amenities, offering a unique opportunity to own a piece of history. As you enter, you'll be greeted by the warm ambiance of luxury vinyl plank flooring throughout the main level. The inviting living room features a cozy wood-burning stove, ideal for creating memorable gatherings during the colder months. The well-appointed kitchen provides both functionality and a touch of rustic charm, perfect for family meals and entertaining. Upstairs, find comfort in two generous bedrooms, each adorned with brand-new carpeting that adds a fresh and cozy feel. Two first floor bedrooms are perfect for an owner's suite and office, or additional living. The large yard offers plenty of outdoor space for gardening, play, or simply enjoying the serene surroundings. With its beautiful restoration and expansive outdoor area, this farmhouse is a true sanctuary that captures the essence of rural living. Experience the peace and history of Deal Island—schedule your private tour today and make this charming farmhouse your forever home!

23232 Lola Wheatley Rd, Deal Island

Listing courtesy of Century 21 Home Team Realty. Contact:

Keen Rd, Deal Island
$35,000
All cleared and ready for development! The property previously received perc approval for a sand mound septic system; however, updated approval will be required through the Somerset County Health Department. Final septic approval will be based on the proposed home size and building plans—buyer to verify with Somerset County. Located in the quiet subdivision of Chance Cove, this lot offers just over one acre of land, providing ample space to build a primary residence or weekend retreat. A tall, narrow home design would allow for maximized water views and optimal use of the setting. The surrounding area offers a peaceful and private environment with scenic views and natural surroundings. This property presents an excellent opportunity for buyers seeking a serene waterfront-adjacent location with the potential to build a custom home in a tranquil setting.

Keen Rd, Deal Island

Listing courtesy of Whitehead Real Estate Exec.. Contact:

10080 Deal Island Rd, Deal Island
$139,900
Bring your current or future business in this spacious and versatile building located in a quaint town surround by water. Freshly Painted main entry room, new doors installed. New HVAC , New Water Heater, This sale includes an additional parcel of land .50 Acre Parcel 64, Grid 0023 Deal Island Rd (Tax ID 2014004637). Bring your business dreams for great possibilities for a Community Hall, Event Center, Wellness Center, Retail Space, Office space,Daycare, Medical Center, Dr. Offices, or a place of worship! Nestled in a nautical community with plenty to do on your down time! Enjoy the outdoors! Kayaking, Boating, Jet Skiing, Fishing, Crabbing or just taking a swim. People find this town to be a great place to visit in the Spring and Summer with Multiple year round Air B and B's Located nearby. Make your dream business a reality. Buyer and Buyer's Agent must do their due diligence and verify any and all information pertaining to the property to include schools, taxes and any and all information.

10080 Deal Island Rd, Deal Island

Listing courtesy of Century 21 Harbor Realty. Contact:

Parcels B & C Parcels B & C Rolfe Lane, Deal Island
$149,999
RARE WATERFRONT OPPORTUNITY ON TANGIER SOUND – 2.34 ACRES WITH PRIVATE BEACH! This is one of the last remaining waterfront lots featuring a private beach along the scenic Tangier Sound with approved septic. Spanning a generous 2.34 acres, this property offers a perfect blend of seclusion and open-water views. Imagine building your dream home nestled in the private wooded area of the lot while enjoying unobstructed panoramic views of the bay and its ever-changing maritime activity. New survey completed, and the lot is ready for your vision. Watch majestic boats pass by, and end each day with breathtaking sunsets that paint the sky. Don't miss this extraordinary chance to own a piece of waterfront paradise. Call today for more details or to schedule your private tour.

Parcels B & C Parcels B & C Rolfe Lane, Deal Island

Listing courtesy of Keller Williams Realty Delmarva. Contact: