1,100

Chance, MD Homes

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  • /17

    $70,000

    • Land
    • 7.58 Acres
    • $9,235 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
  • /18

    $90,000 Sold Apr 22, 2025

    24768 Deal Island Rd, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 1,343 Sq Ft
    • Built 1930

    Last Sold Summary

    • $67/SF
    • 6 Days On Market

    Current Estimated Value $104,905

    Last Listing Agent Cynthia Stevens Wilson Realty

    24768 Deal Island Rd, Deal Island, MD 21821
    • /48

      Est $533,827 Not Listed For Sale

      23165 Rolfe Ln, Deal Island, MD 21821

      • 3 Beds
      • 3 Baths
      • 2,191 Sq Ft
      • Built 1958
      23165 Rolfe Ln, Deal Island, MD 21821

      Last Sold Summary

      • 7% Above List Price
      • $228/SF
      • 46 Days On Market

      Last Sold Price $499,000

      Last Listing Agent Diana Whitney Whitney-Wallace Commercial Real Estate Services, LLC

  • /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
  • /91

    $740,000 Sold Jan 28, 2026

    10482 Cassandra Dr, Deal Island, MD 21821

    • 3 Beds
    • 3.5 Baths
    • 2,573 Sq Ft
    • Built 2008

    Last Sold Summary

    • $288/SF
    • 95 Days On Market

    Current Estimated Value $761,292

    Last Listing Agent Holly Campbell Coldwell Banker Realty

    10482 Cassandra Dr, Deal Island, MD 21821
    • /6

      Not Listed For Sale

      10842 Toddville Rd, Chance, MD 21821

      10842 Toddville Rd, Chance, MD 21821

      Last Sold Summary

      • 217 Days On Market

      Last Sold Price $7,000

      Last Listing Agent Julie Swift The Land Group

  • /5

    $34,900

    • Land
    • 0.55 Acre
    • $63,455 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
  • /22

    $20,000 Sold May 16, 2025

    23498 Beckett Rd, Chance, MD 21821

    • Land
    • 0.75 Acre
    • $26,667 per Acre

    Last Sold Summary

    • 159 Days On Market

    Last Listing Agent Nicole Schreibstein Abbott Northrop Realty

    23498 Beckett Rd, Chance, MD 21821
    • /47

      Not Listed For Sale

      23175 Sail Loft Ln, Deal Island, MD 21821

      • 2 Beds
      • 1 Bath
      • 1,190 Sq Ft
      • Built 1940
      23175 Sail Loft Ln, Deal Island, MD 21821

      Last Sold Summary

      • $210/SF
      • 9 Days On Market

      Last Sold Price $249,900

      Last Listing Agent Richard Barr EXP Realty, LLC

  • /58

    $299,000

    • 3 Beds
    • 3.5 Baths
    • 1,550 Sq Ft

    11161 Roland Parks Rd, Deal Island, MD 21821

    Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space.Designed for indoor-outdoor living, the

    Casey Neves The Parker Group

    11161 Roland Parks Rd, Deal Island, MD 21821
  • /4

    $12,500 Sold Oct 17, 2025

    11006 Riley Roberts Rd, Deal Island, MD 21821

    • Land
    • 0.5 Acre
    • $25,000 per Acre

    Last Sold Summary

    • 646 Days On Market

    Current Estimated Value $71,667

    Last Listing Agent Julie Swift The Land Group

    11006 Riley Roberts Rd, Deal Island, MD 21821
    • /17

      Not Listed For Sale

      23367 Cove Rd, Deal Island, MD 21821

      • 3 Beds
      • Built 1973
      23367 Cove Rd, Deal Island, MD 21821

      Last Sold Summary

      • $55/SF
      • 15 Days On Market

      Last Sold Price $79,500

      Last Listing Agent Larry Cooper Alex Cooper Auctioneers, Inc.

  • /64

    $319,900

    • 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
  • /12

    $16,200 Sold Dec 30, 2025

    9121 Deal Island Rd, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1988

    Last Sold Summary

    • $18/SF
    • 2 Days On Market

    Last Listing Agent Darron Whitehead Whitehead Real Estate Exec.

    9121 Deal Island Rd, Deal Island, MD 21821
    • /19

      Est $190,787 Not Listed For Sale

      9800 Deal Island Rd, Deal Island, MD 21821

      • 3 Beds
      • 1 Bath
      • 1,716 Sq Ft
      • Built 1900
      9800 Deal Island Rd, Deal Island, MD 21821

      Last Sold Summary

      • 663% Above List Price
      • $15/SF
      • 0 Days On Market

      Last Sold Price $25,000

      Last Listing Agent Bradley Rayfield Coldwell Banker Realty

  • /75

    $589,000

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    20061 Nanticoke Rd, Nanticoke, MD 21840

    Discover an extraordinary private waterfront retreat at 20061 Nanticoke Road in Nanticoke, Maryland.This custom-built 2007 home offers 2,772 square feet of living space with 3 bedrooms and 3 fullbathrooms on 2.83 peaceful acres. Boasting an incredible 74 windows, the home is drenched in naturallight and showcases stunning panoramic 260-degree views of the Chesapeake Bay and

    Lawrence Lessin Save 6, Incorporated

    20061 Nanticoke Rd, Nanticoke, MD 21840
  • /52

    $210,000 Sold Jun 27, 2025

    23488 Deal Island Rd, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1987

    Last Sold Summary

    • $144/SF
    • 11 Days On Market

    Current Estimated Value $210,331

    Last Listing Agent Nicole Schreibstein Abbott Northrop Realty

    23488 Deal Island Rd, Deal Island, MD 21821
    • /63

      Est $532,543 Not Listed For Sale

      11115 Lee Ave, Chance, MD 21821

      • 3 Beds
      • 2 Baths
      • 1,616 Sq Ft
      • Built 2009
      11115 Lee Ave, Chance, MD 21821

      Last Sold Summary

      • 1% Above List Price
      • $325/SF
      • 298 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Michael Alford Coldwell Banker Realty

  • /56

    $295,500 Open House 4/11

    • 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
  • /41

    $109,900 Sold Dec 31, 2025

    23540 Deal Island Rd, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Built 1987

    Last Sold Summary

    • $84/SF
    • 10 Days On Market

    Current Estimated Value $171,667

    Last Listing Agent James Sapia Century 21 Downtown

    23540 Deal Island Rd, Deal Island, MD 21821
    • /48

      Est $163,755 Not Listed For Sale

      23166 Manokin Ct, Wenona, MD 21821

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1988
      23166 Manokin Ct, Wenona, MD 21821

      Last Sold Summary

      • 46% Above List Price
      • $86/SF
      • 42 Days On Market

      Last Sold Price $112,000

      Last Listing Agent Richard Barr EXP Realty, LLC

  • /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
  • /38

    $159,900 Sold Feb 27, 2026

    24849 Deal Island Rd, Deal Island, MD 21821

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Built 1953

    Last Sold Summary

    • $118/SF
    • 193 Days On Market

    Current Estimated Value $169,995

    Last Listing Agent Mike Lee Elmore EXP Realty, LLC

    24849 Deal Island Rd, Deal Island, MD 21821
    • /90

      Est $492,201 Not Listed For Sale

      24556 Fullbrook Ln, Deal Island, MD 21821

      • 3 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1947
      24556 Fullbrook Ln, Deal Island, MD 21821

      Last Sold Summary

      • 13% Above List Price
      • $351/SF
      • 29 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Rebecca Ward Coldwell Banker Premier - Rehoboth

  • /40

    $255,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    23550 Deal Island Rd, Deal Island, MD 21821

    Welcome to Deal Island and this beautifully renovated home, where peaceful coastal living meets modern comfort. Located less than one mile from the public beach and boat ramp, and near the well-known Deal Island Labor Day Skipjack Race, this property offers a relaxed island lifestyle with a strong sense of community. Several nearby State Wildlife Management Areas add to the natural beauty and

    Sharon Fisher RE/MAX Advantage Realty

    23550 Deal Island Rd, Deal Island, MD 21821
  • /137

    $725,000 Sold Jan 30, 2026

    9000 Deal Island Rd, Deal Island, MD 21821

    • 5 Beds
    • 3 Baths
    • 2,746 Sq Ft
    • Built 2011

    Last Sold Summary

    • $264/SF
    • 86 Days On Market

    Current Estimated Value $711,144

    Last Listing Agent Rebecca Ward Coldwell Banker Premier - Rehoboth

    9000 Deal Island Rd, Deal Island, MD 21821
    • /44

      Est $286,773 Not Listed For Sale

      8853 Deal Island Rd, Deal Island, MD 21821

      • 2 Beds
      • 1.5 Baths
      • 1,072 Sq Ft
      • Built 1990
      8853 Deal Island Rd, Deal Island, MD 21821

      Last Sold Summary

      • 43% Above List Price
      • $186/SF
      • 42 Days On Market

      Last Sold Price $199,900

      Last Listing Agent Katherine Deckenback Keller Williams Realty Delmarva

  • /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
  • /25

    $20,000 Sold Jun 25, 2025

    23245 Paul Benton Cir, Deal Island, MD 21821

    • 1,065 Sq Ft
    • Built 1900

    Last Sold Summary

    • $19/SF
    • 2 Days On Market

    Current Estimated Value $116,249

    Last Listing Agent Elaine Gordy Coldwell Banker Realty

    23245 Paul Benton Cir, Deal Island, MD 21821
    • /35

      Est $388,228 Not Listed For Sale

      23494 Temple Ln, Deal Island, MD 21821

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1974
      23494 Temple Ln, Deal Island, MD 21821

      Last Sold Summary

      • 14% Above List Price
      • $236/SF
      • 92 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Billy Mister Keller Williams Realty

  • /58

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    23212 Haines Point Rd, Deal Island, MD 21821

    Waterview! This charming rancher offers serene living on a 2-acre lot overlooking Haines Pond and the Tangier Sound, surrounded by the beauty of nature and breathtaking sunsets over the Chesapeake Bay. Enjoy daily sightings of eagles, osprey, herons, and other wildlife (plus the famous Skipjacks) right from your own property.Outdoor recreation is right at your doorstep. Kayak or paddle on the

    Rebecca Lewis Century 21 Harbor Realty

    23212 Haines Point Rd, Deal Island, MD 21821
  • /24

    $35,000 Sold Jun 11, 2025

    10587 Harrison Point Rd, Chance, MD 21821

    • Land
    • 1.91 Acres
    • $18,325 per Acre

    Last Sold Summary

    • 143 Days On Market

    Current Estimated Value $47,771

    Last Listing Agent Olivia Moyer Coldwell Banker Realty

    10587 Harrison Point Rd, Chance, MD 21821
    • /15

      Est $124,148 Not Listed For Sale

      10781 Riley Roberts Rd, Deal Island, MD 21821

      • 3 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1974
      10781 Riley Roberts Rd, Deal Island, MD 21821

      Last Sold Summary

      • 24% Above List Price
      • $110/SF
      • 488 Days On Market

      Last Sold Price $99,900

      Last Listing Agent Cynthia Stevens Wilson Realty

  • /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
  • /29

    $154,500 Sold Jul 25, 2025

    10938 Shores Rd, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1974

    Last Sold Summary

    • $120/SF
    • 54 Days On Market

    Current Estimated Value $171,832

    Last Listing Agent John Fifer Brokers Realty Group, LLC

    10938 Shores Rd, Deal Island, MD 21821
    • /45

      Est $94,849 Not Listed For Sale

      9167 Deal Island Rd, Deal Island, MD 21821

      • 3 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1900
      9167 Deal Island Rd, Deal Island, MD 21821

      Last Sold Summary

      • 5% Below List Price
      • $84/SF
      • 25 Days On Market

      Last Sold Price $100,000

      Last Listing Agent Brooke Tephabock LPT Realty, LLC

  • /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.

    Julie Swift The Land Group

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
  • /35

    $154,500 Sold Apr 17, 2025

    23196 Paul Benton Cir, Deal Island, MD 21821

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • Built 1962

    Last Sold Summary

    • $91/SF
    • 29 Days On Market

    Current Estimated Value $155,927

    Last Listing Agent Aaron Bergeron RE/MAX Advantage Realty

    23196 Paul Benton Cir, Deal Island, MD 21821
    • /20

      Est $118,679 Not Listed For Sale

      9172 Deal Island Rd, Deal Island, MD 21821

      • 3 Beds
      • 1 Bath
      • 1,221 Sq Ft
      • Built 1945
      9172 Deal Island Rd, Deal Island, MD 21821

      Last Sold Summary

      • 46% Above List Price
      • $67/SF
      • 143 Days On Market

      Last Sold Price $81,540

      Last Listing Agent Neda Howell Long & Foster

  • /2

    $80,000 Pending

    • Land
    • 12 Acres
    • $6,667 per Acre

    0 Riley Roberts Rd, Deal Island, MD 21821

    Eldon Hayman BML Properties Realty, LLC.

    0 Riley Roberts Rd, Deal Island, MD 21821

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