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$750,000
4 Beds ⋅ 2 Baths
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: 3023600300
$10,000
small parcel land on Melvin White Road, Deal Island, Md can be used to store crab pots, boats.

parcel 210 Melvin White Rd, Deal Island

Listing courtesy of The Spence Realty Group. Contact:

$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: 4105202600
$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: 4105482100
$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 Fishhook Ln, Deal Island

Listing courtesy of The Land Group. Contact: (410) 934-3478
$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: 4107491818
$50,000
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: (302) 539-0800
$45,000

10771 Toddville Rd, Deal Island

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

$50,000
3 Beds ⋅ 2 Baths
Come check out this 3-bedroom, 1.5-bath home in the heart of Deal Island offering 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. Set on a half acre with several sheds for added storage, there’s space to make it your own. 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. You own the land, no ground rent.

10821 Toddville Rd, Deal Island

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$232,000
3 Beds ⋅ 2 Baths
Escape to the charm of coastal country living at 23483 Beckett Rd in Deal Island, where peace, space, and modern comfort meet. Nestled on 1.43 acres and not in a flood zone, this fully renovated 3-bedroom, 2-bath farmhouse blends timeless appeal with thoughtful upgrades, creating the perfect getaway or full-time residence. Inside, you’ll find brand-new luxury vinyl plank flooring, new stainless steel appliances, a new roof, and even a backup generator for peace of mind. The inviting primary suite features both a walk-in shower and a spacious walk-in closet. A finished attic offers flexible space ideal for a home office, playroom, or hobby area. Outside, enjoy easy-care landscaping, a gravel-filled driveway, a storage shed, garage, cozy firepit, and a charming new front walkway that sets the tone the moment you arrive. Soak up the Eastern Shore lifestyle—cast a line or go crabbing, explore nearby public hunting grounds, visit the local beach or launch your boat from one of three local marinas. This property offers modern comfort with small-town charm, giving you the perfect chance to relax, recharge, and truly live life surrounded by the beauty of Deal Island.

23483 Beckett Rd, Deal Island

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$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: 8888607369
$249,900
4 Beds ⋅ 2 Baths
**Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland** 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: 8004477711
$24,999
0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

Parcel 96 Deal Island Rd, Deal Island

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478
$24,999
0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

Parcel 96 Deal Island Rd, Deal Island

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478
$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: 4107494663
$299,900
5 Beds ⋅ 3 Baths
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. Don’t miss this rare opportunity to claim your own peaceful slice of the Shore. Call today to schedule your private tour!

23290 Custom House Rd, Deal Island

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$415,000
6 Beds ⋅ 3 Baths
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!

10515 Cassandra Dr, Deal Island

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211
$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: 4105482100
$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 Rolfe Ln, Deal Island

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$34,900
Fantastic Building Lot just over a half acre with views of the Bay and Deeded Water Access. Nice dry land to build your dream home on and enjoy beautiful sunsets!

10926 Shores Rd, Deal Island

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711
$43,000

10814 Toddville Rd, Deal Island

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