Deal Island Homes under $250,000

Deal Island Homes under $250,000

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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Deal Island Homes under $250,000

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:

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:

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:

10821 Toddville Rd, Deal Island
$40,000
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:

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:

Start Your Search