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Deal Island Historic District, MD Homes for Sale

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  • 23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    /51

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft

    23232 Lola Wheatley Rd, Deal Island, MD 21821

    **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

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 297-6589

    23232 Lola Wheatley Rd, Deal Island, MD 21821
  • 10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    /25

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    10116 Deal Island Rd, Deal Island, MD 21821

    Escape to the charm of Eastern Shore Living with this charming cottage style home located in the heart of Deal Island, Maryland. Enjoy fishing, boating and crabbing the waters of the Chesapeake Bay. This home offers an ideal retreat for weekend getaways or relaxed year-round living. The home offers two bedrooms and one bathroom as well as updated appliances. The extra-large attic has been framed

    Chrystianna Wilkins-Gosnell Keller Williams Realty

    10116 Deal Island Rd, Deal Island, MD 21821
  • 23258 Hastings Dr, Deal Island, MD 21821
    23258 Hastings Dr, Deal Island, MD 21821
    23258 Hastings Dr, Deal Island, MD 21821
    /56

    $295,500

    • 2 Beds
    • 2 Baths
    • 2,130 Sq Ft

    23258 Hastings Dr, Deal Island, MD 21821

    A Corner lot with great water views at Scott's Cove! Life here is surely going to bring you the relaxation and luxury at this waterfront community! This treasure of a rancher has all the bells and whistles. Fully Furnished (flatscreens and mounts included), 2 Bedroom 2 Bath with flex space for a workout room or hobby room, etc. The house details will amaze you! New Kraftmaid kitchen cabinets with

    Caroline Reed Century 21 Harbor Realty

    23258 Hastings Dr, Deal Island, MD 21821
  • Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    /2

    $24,999

    • Land
    • 0.3 Acre
    • $83,330 per Acre

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821

    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.

    Melissa Laird LAIRD & ASSOCIATES

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
  • 23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    /64

    $309,900

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    23290 Custom House Rd, Deal Island, MD 21821

    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

    William Brown EXP Realty, LLC

    23290 Custom House Rd, Deal Island, MD 21821
  • 10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    /34

    $415,000

    • 6 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    10515 Cassandra Dr, Deal Island, MD 21821

    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

    Jennifer Whittington EXP Realty, LLC

    10515 Cassandra Dr, Deal Island, MD 21821
  • Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    /8

    $149,999

    • Land
    • 2.67 Acres
    • $56,179 per Acre

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821

    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

    Timothy Morgan Keller Williams Realty Delmarva

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
  • 10273 Deal Island Rd, Deal Island, MD 21821
    10273 Deal Island Rd, Deal Island, MD 21821
    10273 Deal Island Rd, Deal Island, MD 21821
    /77

    $550,000

    • 4 Beds
    • 4 Baths
    • 2,168 Sq Ft

    10273 Deal Island Rd, Deal Island, MD 21821

    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

    Maureen Bryant Keller Williams Flagship

    10273 Deal Island Rd, Deal Island, MD 21821
  • parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
    /2

    $10,000

    • Land
    • 0.2 Acre
    • $50,000 per Acre

    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821

    Cassandra Price The Spence Realty Group

    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
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