15,718

Caroline County, MD Homes

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  • /40

    $235,000

    • 5 Beds
    • 3 Baths
    • 2,122 Sq Ft

    212 Main St, Preston, MD 21655

    Welcome to this spacious and beautifully maintained property nestled in the peaceful town of Preston. The main residence features 5 generously sized bedrooms and 3 full bathrooms, offering plenty of space for comfortable family living, guests, or multi-generational arrangements. At the heart of the home, you’ll find a large eat-in kitchen, perfect for gathering with family, hosting friends, or

    Ross Muir EXP Realty, LLC

    212 Main St, Preston, MD 21655
  • /68

    $494,000

    Sold Aug 08, 2025

    25879 Brookwood Rd, Greensboro, MD 21639

    • 4 Beds
    • 3.5 Baths
    • 3,788 Sq Ft
    • Built 2023

    Last Sold Summary

    • $130/SF
    • 127 Days On Market

    Current Estimated Value $517,036

    Last Listing Agent Brett Schrader Taylor Properties

    25879 Brookwood Rd, Greensboro, MD 21639
    • /68

      Est $615,559

      Not Listed For Sale

      25840 Garey Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1900
      25840 Garey Rd, Denton, MD 21629

      Last Sold Summary

      • 10 Days On Market

  • /33

    $345,000

    • 4 Beds
    • 2 Baths
    • 2,172 Sq Ft

    612 Market St, Denton, MD 21629

    Step back in time while enjoying the comforts of modern living in this beautifully maintained 1900s historic home nestled in the heart of Denton. Rich with character and timeless charm, this spacious four-bedroom, two-bath residence showcases many of the architectural details that make historic homes so special, including original hardwood floors, detailed moldings, tall ceilings, oversized

    Joelle Dolch Cross Street Realtors LLC

    612 Market St, Denton, MD 21629
  • /3

    $75,000

    Sold Jul 17, 2025

    0 River Rd, Greensboro, MD 21639

    • Land
    • 2.6 Acres
    • $28,846 per Acre

    Last Sold Summary

    • 47 Days On Market

    Last Listing Agent Linda Moore Long & Foster Real Estate, Inc.

    0 River Rd, Greensboro, MD 21639
    • /20

      Est $270,845

      Not Listed For Sale

      1223 Fairfield Ct, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 2004
      1223 Fairfield Ct, Denton, MD 21629

      Last Sold Summary

      • 49 Days On Market

  • /2

    $55,000

    • Land
    • 4.17 Acres
    • $13,189 per Acre

    E/S MD RT480 Unknown, Hillsboro, MD 21641

    Seller is waiting for perk results from Caroline county health department

    Diane Wenk Wright Real Estate

    E/S MD RT480 Unknown, Hillsboro, MD 21641
  • /9

    $185,000

    Sold Feb 05, 2026

    306 Bernard Ave, Greensboro, MD 21639

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 2002

    Last Sold Summary

    • $241/SF
    • 145 Days On Market

    Current Estimated Value $197,369

    Last Listing Agent Amanda Morgan Brenton Realty Group

    306 Bernard Ave, Greensboro, MD 21639
    • /39

      Est $331,640

      Not Listed For Sale

      100 S 7th St, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 2,504 Sq Ft
      • Built 1880
      100 S 7th St, Denton, MD 21629

      Last Sold Summary

      • 38 Days On Market

  • /65

    $818,800

    Sold Jul 11, 2025

    25292 Sandy Point Rd, Greensboro, MD 21639

    • 3 Beds
    • 3 Baths
    • 3,334 Sq Ft
    • Built 1966

    Last Sold Summary

    • $246/SF
    • 14 Days On Market

    Current Estimated Value $827,687

    Last Listing Agent Kathy Christensen TTR Sotheby's International Realty

    25292 Sandy Point Rd, Greensboro, MD 21639
    • /32

      Est $278,692

      Not Listed For Sale

      201 S 2nd St, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1885
      201 S 2nd St, Denton, MD 21629

      Last Sold Summary

      • 135 Days On Market

  • /49

    $565,000

    Sold Jul 22, 2025

    15185 Day Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2.5 Baths
    • 2,379 Sq Ft
    • Built 2010

    Last Sold Summary

    • $237/SF
    • 41 Days On Market

    Current Estimated Value $568,681

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    15185 Day Rd, Goldsboro, MD 21636
    • /61

      Est $827,116

      Not Listed For Sale

      24610 White Dogwood Dr, Denton, MD 21629

      • 6 Beds
      • 4 Baths
      • 4,950 Sq Ft
      • Built 1990
      24610 White Dogwood Dr, Denton, MD 21629

      Last Sold Summary

      • 107 Days On Market

  • /43

    $375,000

    Sold Mar 12, 2026

    21405 Tanyard Rd, Preston, MD 21655

    • 3 Beds
    • 2.5 Baths
    • 3,212 Sq Ft
    • Built 1974

    Last Sold Summary

    • $117/SF
    • 102 Days On Market

    Current Estimated Value $380,248

    Last Listing Agent Justin Pokrywka Taylor Properties

    21405 Tanyard Rd, Preston, MD 21655
    • /31

      Est $272,944

      Not Listed For Sale

      3531 Linchester Rd, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1972
      3531 Linchester Rd, Preston, MD 21655

      Last Sold Summary

      • 37 Days On Market

  • /71

    $1,099,999

    Sold Jun 09, 2026

    7904 Clark Rd, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 3,242 Sq Ft
    • Built 1998

    Last Sold Summary

    • $339/SF
    • 29 Days On Market

    Current Estimated Value $1,091,267

    Last Listing Agent Jesse Highling The Land Group

    7904 Clark Rd, Denton, MD 21629
    • /34

      Est $344,201

      Not Listed For Sale

      305 S 2nd St, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 2,024 Sq Ft
      • Built 1890
      305 S 2nd St, Denton, MD 21629

      Last Sold Summary

      • 225 Days On Market

  • /51

    $480,000

    Sold Nov 17, 2025

    23678 Willow Pond Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2004

    Last Sold Summary

    • $390/SF
    • 38 Days On Market

    Current Estimated Value $467,909

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    23678 Willow Pond Rd, Denton, MD 21629
    • /36

      Est $310,226

      Not Listed For Sale

      303 Central Ave, Ridgely, MD 21660

      • 4 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1850
      303 Central Ave, Ridgely, MD 21660

      Last Sold Summary

      • 53 Days On Market

  • /22

    $399,900

    Sold Jun 27, 2025

    24771 Woods Dr, Denton, MD 21629

    • 3 Beds
    • 3 Baths
    • 1,816 Sq Ft
    • Built 1991

    Last Sold Summary

    • $220/SF
    • 2 Days On Market

    Current Estimated Value $407,169

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    24771 Woods Dr, Denton, MD 21629

Showing Results 681 - 720, Page 18 of 18

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