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Deal Island Homes for Sale

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  • 0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    /2

    $39,900

    • Land
    • 1.2 Acres
    • $33,250 per Acre

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821

    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

    Darron Whitehead Whitehead Real Estate Exec.

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
  • 23550 Deal Island Rd, Deal Island, MD 21821
    23550 Deal Island Rd, Deal Island, MD 21821
    23550 Deal Island Rd, Deal Island, MD 21821
    /7

    $265,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    23550 Deal Island Rd, Deal Island, MD 21821

    COMING SOON! - Welcome to Deal Island and this amazingly renovated home. Less then a mile from the public beach, boat ramp and the famous Labor Day Skipjack race. Several State Wildlife Management areas close by. Enjoy the peace of Deal Island and the fun of boating, crabbing, fishing and hunting.

    Wendy Stever Long & Foster Real Estate, Inc.

    23550 Deal Island Rd, Deal Island, MD 21821
  • 0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821
    0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821
    0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821
    /17

    $120,000

    • Land
    • 7.58 Acres
    • $15,831 per Acre

    0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821

    Welcome to your own private slice of the Eastern Shore. This 7.58-acre wooded parcel in Chance, Maryland offers the ideal blend of privacy, natural beauty, and coastal convenience. Located in a no-flood zone, this expansive property provides plenty of space for outdoor activities and adventures or simply enjoying the peaceful surroundings filled with wildlife and native trees. Just minutes from

    Agent Photo

    Tina White

    Northrop Realty

    (410) 989-4030

    0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821
  • 0 Riley Roberts Rd, Deal Island, MD 21821
    0 Riley Roberts Rd, Deal Island, MD 21821
    0 Riley Roberts Rd, Deal Island, MD 21821
    /6

    $49,900

    • Land
    • 5.5 Acres
    • $9,073 per Acre

    0 Riley Roberts Rd, Deal Island, MD 21821

    5.5 ac easy acess your own prive hunting preserve or secluded getaway. sika deer white tails turkey and ducks ... no perc on record, buyer to verify. 2 lots tax id

    Jeffrey Adlington Douglas Realty, LLC

    0 Riley Roberts Rd, Deal Island, MD 21821
  • 24653 McInturff Rd, Deal Island, MD 21821
    24653 McInturff Rd, Deal Island, MD 21821
    24653 McInturff Rd, Deal Island, MD 21821
    /62

    $55,000

    • Land
    • 3.19 Acres
    • $17,241 per Acre

    24653 McInturff Rd, Deal Island, MD 21821

    Looking to build your dream home? This 3.19 Acre lot is full of potential! Located in Somerset County, on Maryland's Eastern Shore, in Dames Quarter, MD. The area has several historical sites and is close to Deal Island and The University of Maryland Eastern Shore. Offering natural beauty, of woodlands and not far from tidal bays and rivers. Land purchase has been partially cleared and includes

    Karen Oass Long & Foster Real Estate, Inc.

    24653 McInturff Rd, Deal Island, 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

    $329,900

    • 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
  • 9000 Deal Island Rd, Deal Island, MD 21821
    9000 Deal Island Rd, Deal Island, MD 21821
    9000 Deal Island Rd, Deal Island, MD 21821
    /137

    $725,000

    • 5 Beds
    • 3 Baths
    • 2,746 Sq Ft

    9000 Deal Island Rd, Deal Island, MD 21821

    PRICE ADJUSTMENT!!!! Waterfront Estate on 5.56 Acres | Private Dock & Expansive Shoreline Welcome to 9000 Deal Island Road — a rare waterfront estate offering privacy, beauty, and limitless opportunity on Maryland’s Eastern Shore. Set at the end of a private, pine-lined drive, this five-bedroom, three-bath home rests on 5.56 acres with over 400 feet of protected shoreline. The property is zoned

    Rebecca Ward Coldwell Banker Premier - Rehoboth

    9000 Deal Island Rd, Deal Island, MD 21821
  • 23392 Custom House Rd, Deal Island, MD 21821
    23392 Custom House Rd, Deal Island, MD 21821
    23392 Custom House Rd, Deal Island, MD 21821
    /44

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,760 Sq Ft

    23392 Custom House Rd, Deal Island, MD 21821

    Back on the Market - Here's your second chance to own a piece of Deal Island History! Welcome to 23392 Custom House Rd; This charming Victorian home nestled on 2.06 acres in Deal Island Shores. This 3-bed, 1-bath property offers 1,760 sq ft of historic character, unique coastal appeal, and a detached garage and shed for extra storage or workspace. With no HOA and privacy on an expansive lot,

    Mike Lee Elmore EXP Realty, LLC

    23392 Custom House Rd, Deal Island, MD 21821
  • 0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821
    0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821
    0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821
    /3

    $98,900

    • Land
    • 2 Acres
    • $49,450 per Acre

    0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821

    Two buildable lots located just a short distance from one another on Shores Rd and Roland Parks Rd, both offering water access! Enjoy the opportunity to design your ideal getaway or year-round home with the Chesapeake Bay lifestyle at your doorstep. With room to build and access to the water nearby, these properties are perfect for boating, fishing, or simply relaxing by the shore. Rare chance to

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 244-9042

    0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821
  • 10482 Cassandra Dr, Deal Island, MD 21821
    10482 Cassandra Dr, Deal Island, MD 21821
    10482 Cassandra Dr, Deal Island, MD 21821
    /91

    $799,999

    • 3 Beds
    • 3.5 Baths
    • 2,573 Sq Ft

    10482 Cassandra Dr, Deal Island, MD 21821

    Luxury Waterfront Living on the Tangier SoundStep into a world of coastal elegance and natural beauty with this impeccably maintained 3-bedroom, 3.5-bathroom home offering 2,573 sq ft of thoughtfully designed living space. Built in 2008 and elevated above neighboring properties for added peace of mind, this residence combines high-end finishes, panoramic views, and exceptional

    Holly Campbell Coldwell Banker Realty

    10482 Cassandra Dr, Deal Island, MD 21821
  • 0 Roland Parks Rd Unit MDSO2006438, Chance, MD 21821
    0 Roland Parks Rd Unit MDSO2006438, Chance, MD 21821
    /2

    $59,900

    • Land
    • 2 Acres
    • $29,950 per Acre

    0 Roland Parks Rd Unit MDSO2006438, Chance, MD 21821

    Build your dream getaway on this 2-acre lot in Chance, Maryland, just minutes from Deal Island! Lightly wooded and offering privacy, this property is not in a flood zone and comes with no restrictions - giving you the freedom to design the retreat you’ve always imagined. Whether you're looking for a weekend escape or a full-time residence, this lot is ready for your vision. Enjoy the peaceful

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 288-0697

    0 Roland Parks Rd Unit MDSO2006438, Chance, 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

    Mike Whittington Long & Foster Real Estate, Inc.

    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
  • 10028 N School Rd, Deal Island, MD 21821
    10028 N School Rd, Deal Island, MD 21821
    10028 N School Rd, Deal Island, MD 21821
    /4

    $22,000

    • Land
    • 2.58 Acres
    • $8,527 per Acre

    10028 N School Rd, Deal Island, MD 21821

    Own a piece of history on beautiful Deale Island! This 2.5 acre property is perfect for those seeking a secluded escape. Build your dream home, create a nature retreat, or explore the endless possibilities this land offers. Located in historic Deale Island, you'll be surrounded by stunning natural beauty and rich history. Don't miss this chance to own a part of Maryland's Eastern Shore!

    Jeffrey Greer EXP Realty, LLC

    10028 N School Rd, Deal Island, MD 21821
  • 11276 Hodson White Rd, Deal Island, MD 21821
    11276 Hodson White Rd, Deal Island, MD 21821
    11276 Hodson White Rd, Deal Island, MD 21821
    /27

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    11276 Hodson White Rd, Deal Island, MD 21821

    Just down the street from the water, this beautifully maintained rancher offers your own piece of rural tranquility. Built in 2022 and situated on a full acre, this home is still under warranty for peace of mind.Step into the spacious open-concept layout, where the living room flows seamlessly into the kitchen featuring a large island, stunning cabinetry, and a cozy eat-in dining area—perfect

    Aubrey Campbell Keller Williams Realty Delmarva

    11276 Hodson White Rd, Deal Island, MD 21821
  • 10054 Deal Island Rd, Deal Island, MD 21821
    10054 Deal Island Rd, Deal Island, MD 21821
    10054 Deal Island Rd, Deal Island, MD 21821
    /20

    $40,000

    • 2 Beds
    • 1 Bath
    • 1,332 Sq Ft

    10054 Deal Island Rd, Deal Island, MD 21821

    A fixer-upper in Deal Island, this 1,332 SqFt two-story single-family home, built in 1910, awaits your creative vision. Nestled in the heart of a community full of history, this property offers incredible potential for restoration or reinvention. It’s the perfect canvas for investors, DIY enthusiasts, or anyone looking to bring new life to a classic Eastern Shore home. Whether you're envisioning

    Austin Whitehead Whitehead Real Estate Exec.

    10054 Deal Island Rd, Deal Island, 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
  • 23451 Deal Island Rd, Deal Island, MD 21821
    23451 Deal Island Rd, Deal Island, MD 21821
    23451 Deal Island Rd, Deal Island, MD 21821
    /49

    $224,500

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    23451 Deal Island Rd, Deal Island, MD 21821

    This very well maintained and profitable home has served as an Airbnb! New HVAC! Sitting on .72 acres. making it a very large yard for entertainment and outside activities. Located just seconds from the water and area beaches.Currently used as a short term rental generating $29,000 gross income. Deal Island offers so much to do here fishing, crabbing, kayaking, swimming, boating or take out

    Caroline Reed Century 21 Harbor Realty

    23451 Deal Island Rd, Deal Island, MD 21821
  • 9134 Deal Island Rd, Deal Island, MD 21821
    9134 Deal Island Rd, Deal Island, MD 21821
    9134 Deal Island Rd, Deal Island, MD 21821
    /4

    $62,000

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft

    9134 Deal Island Rd, Deal Island, MD 21821

    Welcome to Deal Island, a true waterman's town! Bring your tool belt & imagination - remodel this existing home or take it down and start fresh! Your .41 acre lot has existing well & septic. Schedule your tour today and see how you can transform this into your weekend escape or your full time home!

    Marti Hawkins ERA Martin Associates

    9134 Deal Island Rd, Deal Island, MD 21821
  • 10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    /5

    $39,900

    • Land
    • 0.55 Acre
    • $72,545 per Acre

    10926 Shores Rd, Deal Island, MD 21821

    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!

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 220-8982

    10926 Shores Rd, Deal Island, MD 21821
  • 10891 Mahlon Price Rd, Deal Island, MD 21821
    10891 Mahlon Price Rd, Deal Island, MD 21821
    10891 Mahlon Price Rd, Deal Island, MD 21821
    /16

    $160,000

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    10891 Mahlon Price Rd, Deal Island, MD 21821

    Price Improvement!! !!Back to Active, no fault of the seller.!! CHARMING 3 BEDROOM RANCHER STEPS FROM THE BEACH!This delightful 3-bedroom, 1-bath rancher offers a blend of cozy comfort and coastal charm. Sitting on 1 acre, making it an ideal home or vacation retreat. Just a short stroll to the beach, you'll enjoy the soothing sounds of the ocean and breathtaking sunsets. A large backyard

    Brenda Moore Coldwell Banker Realty

    10891 Mahlon Price Rd, Deal Island, MD 21821
  • 11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    /15

    $139,900

    • Land
    • 1.18 Acres
    • $118,559 per Acre

    11086 Lee Ave, Deal Island, MD 21821

    Beautiful waterfront lot on Rock Creek. Build your one of a kind, dream getaway here, and have it all! Neighborhood boat ramp is around the corner or rebuild the existing pier and bring your boat for fishing, crabbing and water sports. A variance runs with the property to build a home on pilings with 10 FT clearance. This lot is at the end of the street for amazing views and privacy. If you are

    Lisa Spicer ERA Martin Associates

    11086 Lee Ave, Deal Island, MD 21821
  • 10814 Toddville Rd, Deal Island, MD 21821
    10814 Toddville Rd, Deal Island, MD 21821
    /2

    $43,000

    • Land
    • 0.75 Acre
    • $57,333 per Acre

    10814 Toddville Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10814 Toddville Rd, Deal Island, MD 21821
Maryland Somerset County Deal Island Deal Island

Real Estate & Homes for Sale in Deal Island, Deal Island

Learn more about living in Deal Island

Frequently Asked Questions

Is Deal Island a good place to live?
Deal Island is a good place to live. Deal Island is considered very car-dependent and somewhat bikeable. It has a median age of 56. The average household income is $64,459 which is below the national average. College graduates make up 12% of residents. A majority of residents in Deal Island are home owners, with 14.3% of residents renting and 85.7% of residents owning their home. A local real estate agent serving Deal Island can help you decide if this neighborhood is the right one for you. Learn more on our Deal Island neighborhood guide.
Is Deal Island, MD a safe neighborhood?
Deal Island, MD is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Deal Island?
The median home price in Deal Island is $217,250. If you put a 20% down payment of $43,400 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $1,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $46K a year to afford the median home price in Deal Island. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Deal Island is $64K.
What are the best public schools in Deal Island?
The best public schools that serve Deal Island are:
What are the most popular zip codes in Deal Island, Deal Island, MD?
The most popular zip codes in Deal Island, Deal Island, MD include 21821, 21840, 21853, 21871 and 21672.
What are the most popular neighborhoods near Deal Island, Deal Island, MD?
The most popular neighborhoods near Deal Island, Deal Island, MD are Mount Vernon, Westover, Eden, South Salisbury and North Salisbury.
Are home prices dropping in Deal Island?
Yes, home prices in Deal Island are down 9% in the last 12 months.

Home Trends in Deal Island, MD

On average, homes in Deal Island, MD sell after 86 days on the market compared to the national average of 53 days. The median sale price for homes in Deal Island, MD over the last 12 months is $180,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$180,000
Median Single Family Sale Price
$217,250
Average Price Per Sq Ft
$146
Number of Homes for Sale
11
Last 12 months Home Sales
17
Months of Supply
7.80
Median List Price
$217,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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