268

Dorchester, MD Homes

Section Image
  • 0 Pine Top Rd Unit Lot 1 23171559, Taylors Island, MD 21669
    0 Pine Top Rd Unit Lot 1 23171559, Taylors Island, MD 21669
    0 Pine Top Rd Unit Lot 1 23171559, Taylors Island, MD 21669
    /13

    $189,900

    • Land
    • 6 Acres
    • $29,718 per Acre

    0 Pine Top Rd Unit Lot 1 23171559, Taylors Island, MD 21669

    Build your forever home on this stunning 6.39+/-acre waterfront lot nestled along protected Slaughter Creek, just 4 miles from the Chesapeake Bay via the Little Choptank River. Lot 1 spans 6.39+/- acres and features a gated entrance, offering privacy and security. Purchase includes a pier building permit approved by the Maryland Department of the Environment (MDE)perfect for those seeking private

    Mike Arajakis Whitetail Properties Real Estate

    0 Pine Top Rd Unit Lot 1 23171559, Taylors Island, MD 21669
  • 4117 Bay Shore Rd, Taylors Island, MD 21669
    4117 Bay Shore Rd, Taylors Island, MD 21669
    4117 Bay Shore Rd, Taylors Island, MD 21669
    /9

    $50,000 Sold Jul 07, 2025

    • 1,427 Sq Ft
    • $35/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    4117 Bay Shore Rd, Taylors Island, MD 21669

    1 acre lot on beautiful Taylor’s Island with old farmhouse in need of some renovation to bring it back to its former glory!

    Jesse Hoffman HomeSmart

    4117 Bay Shore Rd, Taylors Island, MD 21669
    • 4004 Robinson Neck Rd, Taylors Island, MD 21669
      4004 Robinson Neck Rd, Taylors Island, MD 21669
      4004 Robinson Neck Rd, Taylors Island, MD 21669
      /44

      Est $646,086 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,216 Sq Ft

      4004 Robinson Neck Rd, Taylors Island, MD 21669

      4004 Robinson Neck Rd, Taylors Island, MD 21669
  • 0 Pine Top Rd Unit Lot WP001 21767744, Taylors Island, MD 21669
    0 Pine Top Rd Unit Lot WP001 21767744, Taylors Island, MD 21669
    0 Pine Top Rd Unit Lot WP001 21767744, Taylors Island, MD 21669
    /21

    $419,000

    • Land
    • 15 Acres
    • $28,197 per Acre

    0 Pine Top Rd Unit Lot WP001 21767744, Taylors Island, MD 21669

    Enjoy scenic waterfront views of Slaughter Creek Marina, which features deep water boat slips. Or, if you prefer, build your own private boat pier, as the Seller has already been permitted through the Maryland Department of Environment (MDE). Buyer should do their own due diligence to obtain the construction permit through Dorchester County. Slaughter Creek is convenient for crabbing, fishing,

    Mike Arajakis Whitetail Properties Real Estate

    0 Pine Top Rd Unit Lot WP001 21767744, Taylors Island, MD 21669
  • 644 Taylors Island Rd, Taylors Island, MD 21669
    644 Taylors Island Rd, Taylors Island, MD 21669
    644 Taylors Island Rd, Taylors Island, MD 21669
    /51

    $590,000 Sold Jun 30, 2025

    • 2,100 Sq Ft
    • $281/SF
    • 101 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    644 Taylors Island Rd, Taylors Island, MD 21669

    Own a piece of Eastern Shore Waterfront History Perfect Sunset views across Slaughter Creek looking at Taylors Island. This move in ready shore home is here for your Family. Historic 1900’s Waterfront Home maintains just enough of its original charm. Including the Original Main House Pine Floorboards, Front paneled door and the original wood Staircase leading to the traditional Cape-Cod Style

    Steve Hood Epique Realty

    644 Taylors Island Rd, Taylors Island, MD 21669
    • 4408 Pine Top Rd, Taylors Island, MD 21669
      4408 Pine Top Rd, Taylors Island, MD 21669
      4408 Pine Top Rd, Taylors Island, MD 21669
      /20

      Est $114,870 Not Listed For Sale

      4408 Pine Top Rd, Taylors Island, MD 21669

      4408 Pine Top Rd, Taylors Island, MD 21669
  • 000 Hoopers Neck Rd, Taylors Island, MD 21669
    000 Hoopers Neck Rd, Taylors Island, MD 21669
    000 Hoopers Neck Rd, Taylors Island, MD 21669
    /12

    $50,000

    • Land
    • 0.65 Acre
    • $76,923 per Acre

    000 Hoopers Neck Rd, Taylors Island, MD 21669

    Excellent location for rural living and recreational opportunities. The parcel is not in the Critical Area. The property is a partially wooded lot with six (white tipped) wooden stakes marking the original driveway. The property is located close to the Taylors Island Public Ramp, US Post Office & Fire Department. This parcel, as a part of the Taylors Island community, offers a wide range of

    Bob Rich Benson & Mangold, LLC

    000 Hoopers Neck Rd, Taylors Island, MD 21669
  • 0 Hooper Neck Unit MDDO2007960, Taylors Island, MD 21669
    0 Hooper Neck Unit MDDO2007960, Taylors Island, MD 21669
    0 Hooper Neck Unit MDDO2007960, Taylors Island, MD 21669
    /12

    $225,000 Sold Sep 26, 2024

    • Land
    • 12 Acres
    • $18,797 per Acre
    • 7 Days On Market

    0 Hooper Neck Unit MDDO2007960, Taylors Island, MD 21669

    Chesapeake Bay & Little Choptank River Waterfront homesite on 11.97+- acres. Property is cleared with an existing pond ready for you to create your own getaway oasis. The shoreline is stabilized with rip-rap and has a private cove. There are many recreational opportunities to enjoy including crabbing, fishing, waterfowl hunting, and boating sports, with many popular destinations by boat including

    Sue Hudson National Land Realty, LLC

    0 Hooper Neck Unit MDDO2007960, Taylors Island, MD 21669
    • 3820 Robinson Neck Rd, Taylors Island, MD 21669
      3820 Robinson Neck Rd, Taylors Island, MD 21669
      3820 Robinson Neck Rd, Taylors Island, MD 21669
      /88

      Est $823,491 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 3,752 Sq Ft

      3820 Robinson Neck Rd, Taylors Island, MD 21669

      3820 Robinson Neck Rd, Taylors Island, MD 21669
  • 4340 Hoopers Neck Rd, Taylors Island, MD 21669
    4340 Hoopers Neck Rd, Taylors Island, MD 21669
    4340 Hoopers Neck Rd, Taylors Island, MD 21669
    /17

    $90,000

    • 3 Beds
    • 1 Bath
    • 892 Sq Ft

    4340 Hoopers Neck Rd, Taylors Island, MD 21669

    Looking for a Hunting retreat or Investment property? This is it! Property offers a County setting on .56+/- acres awaits your personal design in making this your home. Additional electrical hookup ideal for an RV. Home/Property next door is also for Sale - MDDO2009678- Purchase both and make a Camp or home Compound. Close to Public boat ramp & Marina, fine dining and within approx. 15 minutes

    Mary Mabry Keller Williams Select Realtors of Cambridge

    4340 Hoopers Neck Rd, Taylors Island, MD 21669
    • 4334 Hooper Neck Rd, Taylors Island, MD 21669
      4334 Hooper Neck Rd, Taylors Island, MD 21669
      4334 Hooper Neck Rd, Taylors Island, MD 21669
      /3

      Est $63,056 Not Listed For Sale

      • 2 Beds
      • 1,008 Sq Ft

      4334 Hooper Neck Rd, Taylors Island, MD 21669

      4334 Hooper Neck Rd, Taylors Island, MD 21669
  • 525 05 Taylors Island Unit 5, Taylors Island, MD 21669
    525 05 Taylors Island Unit 5, Taylors Island, MD 21669
    525 05 Taylors Island Unit 5, Taylors Island, MD 21669
    /58

    $89,900

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    525 05 Taylors Island Unit 5, Taylors Island, MD 21669

    Unique offering of a Waterfront Cottage with direct waterfront access. The land lease in place allows for a lower cost of entry. Three ceiling fans, brand new air conditioner 10,000 BTU, central heat propane with a wood stove, washer dryer, full size stove, microwave, dishwasher, full size refrigerator with ice maker, full size bath with tub, hardwood floors, polyurethane, built-in cedar closet

    Tim Miller Sr. Benson & Mangold, LLC

    525 05 Taylors Island Unit 5, Taylors Island, MD 21669
    • 4405 Bay Shore Rd, Taylors Island, MD 21669
      4405 Bay Shore Rd, Taylors Island, MD 21669
      4405 Bay Shore Rd, Taylors Island, MD 21669
      /5

      Est $264,085 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,260 Sq Ft

      4405 Bay Shore Rd, Taylors Island, MD 21669

      4405 Bay Shore Rd, Taylors Island, MD 21669
  • 4420 Hooper Neck Rd, Taylors Island, MD 21669
    4420 Hooper Neck Rd, Taylors Island, MD 21669
    4420 Hooper Neck Rd, Taylors Island, MD 21669
    /15

    $94,900

    • 684 Sq Ft

    4420 Hooper Neck Rd, Taylors Island, MD 21669

    Come by this 1 acre lot on Taylors Island and enjoy the peace and serenity of Island Living on the Eastern Shore! This lot has an existing well, septic and electric hook-up, just needs a new home. There is currently an older mobile home on the property that the buyer may be able to renovate or could replace it with a home, cabin, vacation home, or dwelling of their choice! Lot is only partially

    David Moore RE/MAX Executive

    4420 Hooper Neck Rd, Taylors Island, MD 21669
    • 4144 Bay Shore Rd, Taylors Island, MD 21669
      4144 Bay Shore Rd, Taylors Island, MD 21669
      4144 Bay Shore Rd, Taylors Island, MD 21669
      /71

      Est $525,467 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,880 Sq Ft

      4144 Bay Shore Rd, Taylors Island, MD 21669

      4144 Bay Shore Rd, Taylors Island, MD 21669
  • 4420 Hooper Neck Rd, Taylors Island, MD 21669
    4420 Hooper Neck Rd, Taylors Island, MD 21669
    4420 Hooper Neck Rd, Taylors Island, MD 21669
    /15

    $94,900

    • Land
    • 1.00 Acre
    • $94,900 per Acre

    4420 Hooper Neck Rd, Taylors Island, MD 21669

    Come by this 1 acre lot on Taylors Island and enjoy the peace and serenity of Island Living on the Eastern Shore! This lot has an existing well, septic and electric hook-up, just needs a new home. There is currently an older mobile home on the property that the buyer may be able to renovate or could replace it with a home, cabin, vacation home, or dwelling of their choice! Lot is only partially

    David Moore RE/MAX Executive

    4420 Hooper Neck Rd, Taylors Island, MD 21669
    • 540 Hoopers Neck Rd, Taylors Island, MD 21669
      540 Hoopers Neck Rd, Taylors Island, MD 21669
      540 Hoopers Neck Rd, Taylors Island, MD 21669
      /12

      Est $682,856 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,500 Sq Ft

      540 Hoopers Neck Rd, Taylors Island, MD 21669

      540 Hoopers Neck Rd, Taylors Island, MD 21669
  • 4334 Hoopers Neck Rd, Taylors Island, MD 21669
    4334 Hoopers Neck Rd, Taylors Island, MD 21669
    4334 Hoopers Neck Rd, Taylors Island, MD 21669
    /3

    $60,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    4334 Hoopers Neck Rd, Taylors Island, MD 21669

    Hunters Retreat or Investment Property! Property offers a Country setting on 1+/- acres with an older home that is a complete Rehab or build the home of your dreams. Home next door is also for Sale - MDDO2009678 - Purchase both and make a Camp or home Compound. Close to Public boat ramp & Marina, fine dining and within approx. 15 minutes to Grocery stores & shopping. Property Sold As-Is

    Mary Mabry Keller Williams Select Realtors of Cambridge

    4334 Hoopers Neck Rd, Taylors Island, MD 21669
    • 4424 Hoopers Neck Rd, Taylors Island, MD 21669
      4424 Hoopers Neck Rd, Taylors Island, MD 21669
      4424 Hoopers Neck Rd, Taylors Island, MD 21669
      /3

      Est $113,878 Not Listed For Sale

      4424 Hoopers Neck Rd, Taylors Island, MD 21669

      4424 Hoopers Neck Rd, Taylors Island, MD 21669
  • 3804 Robinson Neck Rd, Taylors Island, MD 21669
    3804 Robinson Neck Rd, Taylors Island, MD 21669
    3804 Robinson Neck Rd, Taylors Island, MD 21669
    /58

    $675,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    3804 Robinson Neck Rd, Taylors Island, MD 21669

    Make this Picturesque Waterfront Home yours just in time for the Spring & Summer seasons! Welcome to 3804 Robinson Neck Road, your secluded sanctuary nestled on Maryland's Eastern Shore. Whether you are an enthusiastic sportsman or simply seeking the ideal retreat, this property caters to a wide array of desires. Spanning approximately 5.85 acres along the serene St. Johns Creek, it offers

    Sydney Johnson Cohee Sharon Real Estate P.C.

    3804 Robinson Neck Rd, Taylors Island, MD 21669
    • 530 Hooper Neck Rd, Taylors Island, MD 21669
      530 Hooper Neck Rd, Taylors Island, MD 21669
      530 Hooper Neck Rd, Taylors Island, MD 21669
      /41

      Est $474,687 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft

      530 Hooper Neck Rd, Taylors Island, MD 21669

      530 Hooper Neck Rd, Taylors Island, MD 21669
  • 4404 Pine Top Rd, Taylors Island, MD 21669
    4404 Pine Top Rd, Taylors Island, MD 21669
    4404 Pine Top Rd, Taylors Island, MD 21669
    /68

    $800,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,817 Sq Ft

    4404 Pine Top Rd, Taylors Island, MD 21669

    Welcome to your dream home on Taylors Island, perfectly situated on the serene Slaughters Creek! This stunning five-bedroom, four-bathroom residence boasts over 3,800 square feet of thoughtfully designed living space, offering both luxury and comfortAs you enter, you’ll find a main-level bedroom that overlooks the tranquil water, featuring a jetted soaking tub and a separate shower,

    Mark Milligan RE/Max Experience

    4404 Pine Top Rd, Taylors Island, MD 21669
    • 0 Hooper Neck Rd Unit MDDO125084, Taylors Island, MD 21669
      0 Hooper Neck Rd Unit MDDO125084, Taylors Island, MD 21669
      0 Hooper Neck Rd Unit MDDO125084, Taylors Island, MD 21669
      /5

      Not Listed For Sale

      0 Hooper Neck Rd Unit MDDO125084, Taylors Island, MD 21669

      0 Hooper Neck Rd Unit MDDO125084, Taylors Island, MD 21669
    • 4265 Robinson Neck Rd, Taylors Island, MD 21669
      4265 Robinson Neck Rd, Taylors Island, MD 21669
      4265 Robinson Neck Rd, Taylors Island, MD 21669
      /27

      Est $174,870 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,696 Sq Ft

      4265 Robinson Neck Rd, Taylors Island, MD 21669

      4265 Robinson Neck Rd, Taylors Island, MD 21669
    • 3846 Robinson Neck Rd, Taylors Island, MD 21669
      3846 Robinson Neck Rd, Taylors Island, MD 21669
      3846 Robinson Neck Rd, Taylors Island, MD 21669
      /34

      Est $449,680 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,785 Sq Ft

      3846 Robinson Neck Rd, Taylors Island, MD 21669

      3846 Robinson Neck Rd, Taylors Island, MD 21669
    • 3871 Punch Island Rd, Taylors Island, MD 21669
      3871 Punch Island Rd, Taylors Island, MD 21669
      3871 Punch Island Rd, Taylors Island, MD 21669
      /116

      Est $734,912 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,528 Sq Ft

      3871 Punch Island Rd, Taylors Island, MD 21669

      3871 Punch Island Rd, Taylors Island, MD 21669
    • 4608 N Point Dr, Taylors Island, MD 21669
      4608 N Point Dr, Taylors Island, MD 21669
      4608 N Point Dr, Taylors Island, MD 21669
      /56

      Est $775,804 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,432 Sq Ft

      4608 N Point Dr, Taylors Island, MD 21669

      4608 N Point Dr, Taylors Island, MD 21669
    • 4400 Pine Top Rd, Taylors Island, MD 21669
      4400 Pine Top Rd, Taylors Island, MD 21669
      4400 Pine Top Rd, Taylors Island, MD 21669
      /102

      Est $1,027,443 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,436 Sq Ft

      4400 Pine Top Rd, Taylors Island, MD 21669

      4400 Pine Top Rd, Taylors Island, MD 21669
    • 4436 Hooper Neck Rd, Taylors Island, MD 21669
      4436 Hooper Neck Rd, Taylors Island, MD 21669
      4436 Hooper Neck Rd, Taylors Island, MD 21669
      /3

      Not Listed For Sale

      4436 Hooper Neck Rd, Taylors Island, MD 21669

      4436 Hooper Neck Rd, Taylors Island, MD 21669
    • 4421 Hooper Neck Rd, Taylors Island, MD 21669
      4421 Hooper Neck Rd, Taylors Island, MD 21669
      4421 Hooper Neck Rd, Taylors Island, MD 21669
      /6

      Est $132,101 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 748 Sq Ft

      4421 Hooper Neck Rd, Taylors Island, MD 21669

      4421 Hooper Neck Rd, Taylors Island, MD 21669
    • 4413 Hooper Neck Rd, Taylors Island, MD 21669
      4413 Hooper Neck Rd, Taylors Island, MD 21669
      4413 Hooper Neck Rd, Taylors Island, MD 21669
      /4

      Est $94,527 Not Listed For Sale

      • 1 Bed
      • 921 Sq Ft

      4413 Hooper Neck Rd, Taylors Island, MD 21669

      4413 Hooper Neck Rd, Taylors Island, MD 21669
    • 4435 Hall Rd, Taylors Island, MD 21669
      4435 Hall Rd, Taylors Island, MD 21669
      4435 Hall Rd, Taylors Island, MD 21669
      /72

      Est $530,652 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,638 Sq Ft

      4435 Hall Rd, Taylors Island, MD 21669

      4435 Hall Rd, Taylors Island, MD 21669
    • 4407 Pine Top Rd, Taylors Island, MD 21669
      4407 Pine Top Rd, Taylors Island, MD 21669
      4407 Pine Top Rd, Taylors Island, MD 21669
      /26

      Est $899,229 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,816 Sq Ft

      4407 Pine Top Rd, Taylors Island, MD 21669

      4407 Pine Top Rd, Taylors Island, MD 21669
    • 4257 Robinson Neck Rd, Taylors Island, MD 21669
      4257 Robinson Neck Rd, Taylors Island, MD 21669
      4257 Robinson Neck Rd, Taylors Island, MD 21669
      /28

      Est $173,237 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,024 Sq Ft

      4257 Robinson Neck Rd, Taylors Island, MD 21669

      4257 Robinson Neck Rd, Taylors Island, MD 21669
    • 4112 Bay Shore Rd, Taylors Island, MD 21669
      4112 Bay Shore Rd, Taylors Island, MD 21669
      4112 Bay Shore Rd, Taylors Island, MD 21669
      /10

      Est $154,505 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,325 Sq Ft

      4112 Bay Shore Rd, Taylors Island, MD 21669

      4112 Bay Shore Rd, Taylors Island, MD 21669
    • 0 Robinson Neck Rd Unit MDDO111660, Taylors Island, MD 21669
      0 Robinson Neck Rd Unit MDDO111660, Taylors Island, MD 21669
      0 Robinson Neck Rd Unit MDDO111660, Taylors Island, MD 21669
      /16

      Not Listed For Sale

      0 Robinson Neck Rd Unit MDDO111660, Taylors Island, MD 21669

      0 Robinson Neck Rd Unit MDDO111660, Taylors Island, MD 21669
    • 4425 Bay Shore Rd, Taylors Island, MD 21669
      4425 Bay Shore Rd, Taylors Island, MD 21669
      4425 Bay Shore Rd, Taylors Island, MD 21669
      /4

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft

      4425 Bay Shore Rd, Taylors Island, MD 21669

      4425 Bay Shore Rd, Taylors Island, MD 21669
    • 615 Taylors Island Rd, Taylors Island, MD 21669
      615 Taylors Island Rd, Taylors Island, MD 21669
      615 Taylors Island Rd, Taylors Island, MD 21669
      /20

      Est $2,316,305 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,688 Sq Ft

      615 Taylors Island Rd, Taylors Island, MD 21669

      615 Taylors Island Rd, Taylors Island, MD 21669
    • 4419 Bay Shore Rd, Taylors Island, MD 21669
      4419 Bay Shore Rd, Taylors Island, MD 21669
      4419 Bay Shore Rd, Taylors Island, MD 21669
      /30

      Est $545,247 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,412 Sq Ft

      4419 Bay Shore Rd, Taylors Island, MD 21669

      4419 Bay Shore Rd, Taylors Island, MD 21669
    • 3858 Punch Island Rd, Taylors Island, MD 21669
      3858 Punch Island Rd, Taylors Island, MD 21669
      3858 Punch Island Rd, Taylors Island, MD 21669
      /30

      Est $896,653 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 4,254 Sq Ft

      3858 Punch Island Rd, Taylors Island, MD 21669

      3858 Punch Island Rd, Taylors Island, MD 21669

Showing Results 1 - 40, Page 1 of 7

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