15,577

Caroline County, MD Homes

Section Image Section Image
  • /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
  • /28

    $399,000

    Sold Sep 18, 2026

    1 Sunrise Ave, Ridgely, MD 21660

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft
    • Built 2026

    Last Sold Summary

    • $226/SF
    • 312 Days On Market

    Current Estimated Value $410,061

    Last Listing Agent Crystal Smith RE/MAX Executive

    1 Sunrise Ave, Ridgely, MD 21660
    • /16

      Est $206,306

      Not Listed For Sale

      207 Brooklyn Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 2004
      207 Brooklyn Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Christina Smith Brenton Realty Group

  • /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
  • /25

    $240,000

    Sold Nov 12, 2025

    317 W Central Ave, Federalsburg, MD 21632

    • 4 Beds
    • 1.5 Baths
    • 1,670 Sq Ft
    • Built 1931

    Last Sold Summary

    • $144/SF
    • 56 Days On Market

    Current Estimated Value $238,100

    Last Listing Agent Kelly Sharpless Kelstar Properties

    317 W Central Ave, Federalsburg, MD 21632
    • /10

      Est $231,922

      Not Listed For Sale

      1302 Blue Heron Dr, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 1,753 Sq Ft
      • Built 2004
      1302 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Mona Mohr Long & Foster Real Estate, Inc.

  • /3

    $130,000

    Sold May 26, 2026

    1005 Market St, Denton, MD 21629

    • Land
    • 30,056 Sq Ft
    • $188,406 per Acre

    Last Sold Summary

    • 159 Days On Market

    Current Estimated Value $130,000

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    1005 Market St, Denton, MD 21629
    • /32

      Est $347,723

      Not Listed For Sale

      501 Elaine Ave, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      • Built 1976
      501 Elaine Ave, Denton, MD 21629

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Joni Barrow Coldwell Banker Realty

  • /37

    $230,000

    Sold Jun 18, 2026

    121 E Central Ave, Federalsburg, MD 21632

    • 4 Beds
    • 2 Baths
    • 2,320 Sq Ft
    • Built 1910

    Last Sold Summary

    • 8% Below List Price
    • $99/SF
    • 26 Days On Market

    Current Estimated Value $241,909

    Last Listing Agent LEE MARLAND Keller Williams Realty

    121 E Central Ave, Federalsburg, MD 21632
    • /33

      Est $603,542

      Not Listed For Sale

      14800 Day Rd, Goldsboro, MD 21636

      • 4 Beds
      • 2.5 Baths
      • 2,590 Sq Ft
      • Built 1992
      14800 Day Rd, Goldsboro, MD 21636

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /28

    $150,000

    Sold Jul 24, 2026

    Parcels #82 & #96 Drapers Mill Rd, Goldsboro, MD 21636

    • Land
    • 7.99 Acres
    • $18,773 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 71 Days On Market

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    Parcels #82 & #96 Drapers Mill Rd, Goldsboro, MD 21636
    • /22

      Est $230,587

      Not Listed For Sale

      203 Bernard Ave, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1972
      203 Bernard Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Valerie Brown Charles C. Powell, Inc. Realtors

  • /41

    $399,900

    Sold Jul 23, 2026

    103 Elmor Ct, Greensboro, MD 21639

    • 5 Beds
    • 3 Baths
    • 2,232 Sq Ft
    • Built 2006

    Last Sold Summary

    • $179/SF
    • 11 Days On Market

    Current Estimated Value $397,892

    Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

    103 Elmor Ct, Greensboro, MD 21639
    • /10

      Est $244,499

      Not Listed For Sale

      319 Morris Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,848 Sq Ft
      • Built 1989
      319 Morris Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Pamela Geib Long & Foster Real Estate, Inc.

  • /2

    $292,990

    Sold Jan 15, 2026

    131 Hobbs St, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $201/SF
    • 76 Days On Market

    D.R. Horton Kinnamon Meadows

    131 Hobbs St, Greensboro, MD 21639
    • /68

      Est $648,902

      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

      Last Listing Agent June Steinweg Long & Foster Real Estate, Inc.

  • /15

    $409,000

    Sold Jul 10, 2026

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths

    Last Sold Summary

    • 18 Days On Market

    Last Listing Agent Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
    • /20

      Est $284,451

      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

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • /50

    $465,000

    Sold Jul 02, 2026

    11421 Maplewood Dr, Ridgely, MD 21660

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2020

    Last Sold Summary

    • $253/SF
    • 7 Days On Market

    Current Estimated Value $457,420

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    11421 Maplewood Dr, Ridgely, MD 21660
    • /39

      Est $341,458

      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

      Last Listing Agent Shawna Kirlin NextHome Preferred

  • /2

    $200,000

    Sold Apr 14, 2026

    302 W Railroad St, Ridgely, MD 21660

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1927

    Last Sold Summary

    • 2% Below List Price
    • $278/SF
    • 19 Days On Market

    Current Estimated Value $194,248

    Last Listing Agent Michael Shipley Benson & Mangold, LLC.

    302 W Railroad St, Ridgely, MD 21660
    • /32

      Est $263,638

      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

      Last Listing Agent Darlene Winegardner RE/MAX Executive

  • /20

    $345,000

    Sold Jul 15, 2026

    114 Wothers Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 1972

    Last Sold Summary

    • $228/SF
    • 37 Days On Market

    Current Estimated Value $341,568

    Last Listing Agent Anthony MacDonald Iron Valley Real Estate Ocean City

    114 Wothers Rd, Greensboro, MD 21639
    • /61

      Est $844,673

      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

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /26

    $165,000

    Sold Feb 27, 2026

    9571 Legion Rd, Denton, MD 21629

    • Land
    • 1.19 Acres
    • $138,655 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 11 Days On Market

    Current Estimated Value $167,975

    Last Listing Agent Sharon Fisher Coldwell Banker Realty

    9571 Legion Rd, Denton, MD 21629
    • /31

      Est $279,339

      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

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

  • /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 $206,550

    Last Listing Agent Amanda Morgan Brenton Realty Group

    306 Bernard Ave, Greensboro, MD 21639
    • /34

      Est $346,067

      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

      Last Listing Agent Kat Thompson Benson & Mangold, LLC.

  • /54

    $435,000

    Sold Jul 16, 2026

    23283 Magnolia Hills Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $213/SF
    • 44 Days On Market

    Current Estimated Value $435,235

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    23283 Magnolia Hills Rd, Denton, MD 21629
    • /80

      Est $480,211

      Not Listed For Sale

      14645 Fox Chase Cir, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 2,624 Sq Ft
      • Built 1994
      14645 Fox Chase Cir, Ridgely, MD 21660

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • /41

    $245,000

    Sold Jul 06, 2026

    3675 Seaman Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $137/SF
    • 15 Days On Market

    Current Estimated Value $261,436

    Last Listing Agent Andrew Beaven Wright Real Estate

    3675 Seaman Rd, Preston, MD 21655
    • /18

      Est $212,526

      Not Listed For Sale

      7 S 7th St, Denton, MD 21629

      • 2 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1880
      7 S 7th St, Denton, MD 21629

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

  • /57

    $474,000

    Sold Jul 16, 2026

    7837 Shore Dr, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $247/SF
    • 75 Days On Market

    Current Estimated Value $474,936

    Last Listing Agent Eddie Matthews Benson & Mangold, LLC

    7837 Shore Dr, Preston, MD 21655
    • /24

      Est $208,258

      Not Listed For Sale

      524 Denton Rd, Federalsburg, MD 21632

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1920
      524 Denton Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Nora Turner Long & Foster Real Estate, Inc.

  • /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 $381,836

    Last Listing Agent Justin Pokrywka Taylor Properties

    21405 Tanyard Rd, Preston, MD 21655
    • /121

      Est $828,864

      Not Listed For Sale

      22879 Stevenson Rd, Ridgely, MD 21660

      • 5 Beds
      • 5 Baths
      • 5,328 Sq Ft
      • Built 2012
      22879 Stevenson Rd, Ridgely, MD 21660

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Chris Rosendale CR Realty

  • /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 $1,074,538

    Last Listing Agent Jesse Highling The Land Group

    7904 Clark Rd, Denton, MD 21629
    • /30

      Est $418,704

      Not Listed For Sale

      7675 Tall Tree Ln, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1998
      7675 Tall Tree Ln, Preston, MD 21655

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Valerie Brown Charles C. Powell, Inc. Realtors

  • /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 $481,868

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    23678 Willow Pond Rd, Denton, MD 21629
    • /43

      Est $268,542

      Not Listed For Sale

      9165 Andersontown Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1900
      9165 Andersontown Rd, Denton, MD 21629

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Kathleen Brenton Brenton Realty Group

Showing Results 641 - 680, Page 17 of 18

How to Buy a Home How to Finance a Home How to Sell a Home