409

Recently Sold Caroline County MD Homes

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  • /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
  • /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
  • /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
  • /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
  • /10

    $140,000

    Sold Jul 10, 2026

    107 N School St Unit 3B, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 968 Sq Ft
    • Built 1922

    Last Sold Summary

    • 22% Below List Price
    • $145/SF
    • 60 Days On Market

    Current Estimated Value $158,324

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    107 N School St Unit 3B, Greensboro, MD 21639
  • /11

    $130,000

    Sold Jan 23, 2026

    307 Academy Ave, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $109/SF
    • 11 Days On Market

    Current Estimated Value $145,566

    Last Listing Agent Karla Wieland-Cherry Meredith Fine Properties

    307 Academy Ave, Denton, MD 21629
  • /28

    $175,000

    Sold Oct 30, 2025

    213 W Central Ave, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Built 1920

    Last Sold Summary

    • $250/SF
    • 194 Days On Market

    Current Estimated Value $214,764

    Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

    213 W Central Ave, Federalsburg, MD 21632
  • /17

    $240,000

    Sold Nov 14, 2025

    14706 Cherry Ln, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 2,546 Sq Ft
    • Built 1979

    Last Sold Summary

    • $94/SF
    • 218 Days On Market

    Current Estimated Value $276,503

    Last Listing Agent Ingrid Butler CENTURY 21 New Millennium

    14706 Cherry Ln, Ridgely, MD 21660
  • /43

    $399,000

    Sold Sep 26, 2025

    306 S 2nd St, Denton, MD 21629

    • 5 Beds
    • 2.5 Baths
    • 2,267 Sq Ft
    • Built 1962

    Last Sold Summary

    • $176/SF
    • 9 Days On Market

    Current Estimated Value $414,385

    Last Listing Agent Jana Meredith Meredith Fine Properties

    306 S 2nd St, Denton, MD 21629
  • /3

    $37,000

    Sold Jul 21, 2026

    507 W Central Ave, Federalsburg, MD 21632

    • Land
    • 14,810 Sq Ft
    • $108,824 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 78 Days On Market

    Current Estimated Value $107,333

    Last Listing Agent Joni Barrow Coldwell Banker Realty

    507 W Central Ave, Federalsburg, MD 21632
  • /38

    $459,000

    Sold Jun 02, 2026

    11473 Holly Rd, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $368/SF
    • 7 Days On Market

    Last Listing Agent Crystal Smith RE/MAX Executive

    11473 Holly Rd, Ridgely, MD 21660
  • /10

    $175,000

    Sold Jun 30, 2026

    406 Lincoln St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 716 Sq Ft
    • Built 1948

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 66 Days On Market

    Current Estimated Value $179,986

    Last Listing Agent Lisa Andrews Chesapeake Real Estate Associates, LLC

    406 Lincoln St, Denton, MD 21629
  • /10

    $100,000

    Sold Aug 12, 2025

    103 Reliance Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,423 Sq Ft
    • Built 1900

    Last Sold Summary

    • $70/SF
    • 61 Days On Market

    Current Estimated Value $133,927

    Last Listing Agent rachael harrison Coldwell Banker Realty

    103 Reliance Ave, Federalsburg, MD 21632
  • /2

    $330,000

    Sold May 18, 2026

    25550 Linhard Ln, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $268/SF
    • 18 Days On Market

    Current Estimated Value $331,434

    Last Listing Agent Amanda Morgan Brenton Realty Group

    25550 Linhard Ln, Greensboro, MD 21639
  • /2

    $275,990

    Sold Aug 15, 2025

    118 Parkland Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $233/SF
    • 10 Days On Market

    D.R. Horton Kinnamon Meadows

    118 Parkland Rd, Greensboro, MD 21639
  • /2

    $355,000

    Sold Sep 15, 2025

    15229 Westbridge Ct, Henderson, MD 21640

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2000

    Last Sold Summary

    • $269/SF

    Current Estimated Value $371,290

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

    15229 Westbridge Ct, Henderson, MD 21640
  • /34

    $265,000

    Sold Sep 30, 2025

    104 Hobbs St, Greensboro, MD 21639

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 2024

    Last Sold Summary

    • $212/SF
    • 14 Days On Market

    Current Estimated Value $274,350

    Last Listing Agent Brett Schrader Taylor Properties

    104 Hobbs St, Greensboro, MD 21639
  • /49

    $713,000

    Sold Mar 27, 2026

    12618 Knife Box Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 2,342 Sq Ft
    • Built 2006

    Last Sold Summary

    • $304/SF
    • 107 Days On Market

    Current Estimated Value $724,321

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    12618 Knife Box Rd, Greensboro, MD 21639
  • /36

    $189,000

    Sold Jun 15, 2026

    130 Halltown Rd, Marydel, MD 21649

    • 2 Baths
    • 3,028 Sq Ft
    • Built 1900

    Last Sold Summary

    • 24% Below List Price
    • $62/SF
    • 29 Days On Market

    Current Estimated Value $245,000

    Last Listing Agent Micheal Vakas EXP Realty, LLC

    130 Halltown Rd, Marydel, MD 21649
  • /36

    $229,000

    Sold Oct 30, 2025

    12680 Greensboro Rd, Greensboro, MD 21639

    • 3 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1967

    Last Sold Summary

    • $318/SF
    • 4 Days On Market

    Current Estimated Value $241,219

    Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    12680 Greensboro Rd, Greensboro, MD 21639
  • /33

    $1,050,000

    Sold Aug 15, 2025

    21498 Dover Bridge Rd, Preston, MD 21655

    • 3 Beds
    • 3 Baths
    • 2,748 Sq Ft
    • Built 1954

    Last Sold Summary

    • $382/SF
    • 162 Days On Market

    Current Estimated Value $1,000,112

    Last Listing Agent SCOTT REAGAN CALLAWAY FARNELL AND MOORE

    21498 Dover Bridge Rd, Preston, MD 21655
  • /34

    $272,500

    Sold Jul 14, 2026

    12 N Maple Ave, Ridgely, MD 21660

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $258/SF
    • 92 Days On Market

    Current Estimated Value $266,902

    Last Listing Agent Wes Russum Coldwell Banker Chesapeake Real Estate Company

    12 N Maple Ave, Ridgely, MD 21660
  • /59

    $359,000

    Sold Oct 14, 2025

    107 Butler Dr, Denton, MD 21629

    • 4 Beds
    • 1.5 Baths
    • 2,974 Sq Ft
    • Built 1950

    Last Sold Summary

    • $121/SF
    • 61 Days On Market

    Current Estimated Value $359,955

    Last Listing Agent Justin Pokrywka Taylor Properties

    107 Butler Dr, Denton, MD 21629
  • /25

    $240,000

    Sold Dec 15, 2025

    207 Gay St, Denton, MD 21629

    • Studio
    • 1,820 Sq Ft
    • Built 1885

    Last Sold Summary

    • $132/SF
    • 35 Days On Market

    Last Listing Agent Andrew Beaven Wright Real Estate

    207 Gay St, Denton, MD 21629
  • /20

    $60,000

    Sold Nov 25, 2025

    25035 Auction Rd, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1976

    Last Sold Summary

    • $78/SF
    • 216 Days On Market

    Last Listing Agent Michael Shipley Benson & Mangold, LLC.

    25035 Auction Rd, Denton, MD 21629
  • /14

    $300,000

    Sold Aug 06, 2026

    25399 Golt Farm Ln, Goldsboro, MD 21636

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1992

    Last Sold Summary

    • 8% Above List Price
    • $347/SF
    • 3 Days On Market

    Current Estimated Value $265,744

    Last Listing Agent Diane Wenk Wright Real Estate

    25399 Golt Farm Ln, Goldsboro, MD 21636
  • /35

    $580,000

    Sold Apr 20, 2026

    12459 Kibler Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft
    • Built 1988

    Last Sold Summary

    • $327/SF
    • 340 Days On Market

    Current Estimated Value $572,311

    Last Listing Agent Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /14

    $270,000

    Sold Feb 27, 2026

    14857 Oakland Rd, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1967

    Last Sold Summary

    • $375/SF
    • 3 Days On Market

    Current Estimated Value $273,039

    Last Listing Agent VALENCIA BOYD Keller Williams Preferred Properties

    14857 Oakland Rd, Ridgely, MD 21660
  • /23

    $750,000

    Sold Jul 22, 2026

    21682 Dover Bridge Rd, Preston, MD 21655

    • Built 1900

    Last Sold Summary

    • 269 Days On Market

    Last Listing Agent Jim Corson Benson & Mangold, LLC

    21682 Dover Bridge Rd, Preston, MD 21655
  • /14

    $175,950

    Sold Nov 12, 2025

    603 W Sunset Ave, Greensboro, MD 21639

    • Studio
    • 1,983 Sq Ft
    • Built 1900

    Last Sold Summary

    • $89/SF
    • 183 Days On Market

    Current Estimated Value $206,568

    Last Listing Agent Scott Judy Coldwell Banker Waterman Realty

    603 W Sunset Ave, Greensboro, MD 21639
  • /35

    $320,000

    Sold Jan 30, 2026

    25291 Calvert Dr, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1990

    Last Sold Summary

    • $238/SF
    • 119 Days On Market

    Current Estimated Value $334,586

    Last Listing Agent Erene Katris Coldwell Banker Realty

    25291 Calvert Dr, Greensboro, MD 21639
  • /19

    $75,000

    Sold Jun 12, 2026

    27980 Ruritan Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1987

    Last Sold Summary

    • 17% Below List Price
    • $47/SF
    • 31 Days On Market

    Last Listing Agent Simran Dheer Tesla Realty Group, LLC

    27980 Ruritan Rd, Denton, MD 21629
  • /31

    $325,000

    Sold Nov 14, 2025

    406 N Academy St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1986

    Last Sold Summary

    • $213/SF
    • 157 Days On Market

    Current Estimated Value $332,808

    Last Listing Agent Preda Mendez-Lopez Realty One Group Performance, LLC

    406 N Academy St, Greensboro, MD 21639
  • /2

    $184,000

    Sold Oct 07, 2025

    6999 Breeding Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1979

    Last Sold Summary

    • $123/SF
    • 3 Days On Market

    Last Listing Agent Amy Betts Coldwell Banker Realty

    6999 Breeding Rd, Federalsburg, MD 21632
  • /2

    $235,000

    Sold Jun 03, 2026

    329 Maple Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Below List Price
    • $166/SF
    • 24 Days On Market

    Current Estimated Value $231,449

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    329 Maple Ave, Federalsburg, MD 21632
  • /55

    $435,000

    Sold May 29, 2026

    8 W Liberty St, Ridgely, MD 21660

    • 5 Beds
    • 2 Baths
    • 4,060 Sq Ft
    • Built 1973

    Last Sold Summary

    • $107/SF
    • 230 Days On Market

    Current Estimated Value $441,025

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

    8 W Liberty St, Ridgely, MD 21660
  • /39

    $285,000

    Sold Dec 18, 2025

    1626 Blue Heron Dr, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 2,244 Sq Ft
    • Built 2006

    Last Sold Summary

    • $127/SF
    • 10 Days On Market

    Current Estimated Value $279,948

    Last Listing Agent Michelle DiDonato Island Realty, LLC

    1626 Blue Heron Dr, Denton, MD 21629
  • /43

    $324,900

    Sold Oct 31, 2025

    113 Lednum Ave, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • Built 2001

    Last Sold Summary

    • $262/SF
    • 14 Days On Market

    Current Estimated Value $320,595

    Last Listing Agent Chris Rosendale CR Realty

    113 Lednum Ave, Preston, MD 21655
  • /4

    $435,000

    Sold Feb 25, 2026

    1233 Painted Fern Rd, Denton, MD 21629

    • 5 Beds
    • 3.5 Baths
    • 4,222 Sq Ft
    • Built 2006

    Last Sold Summary

    • $103/SF
    • 10 Days On Market

    Current Estimated Value $447,220

    Last Listing Agent Lesley Jackson Sunshine Realty LLC

    1233 Painted Fern Rd, Denton, MD 21629
  • /44

    $464,000

    Sold Jul 06, 2026

    7 Lister Ln, Ridgely, MD 21660

    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft
    • Built 2004

    Last Sold Summary

    • $153/SF
    • 6 Days On Market

    Current Estimated Value $462,666

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    7 Lister Ln, Ridgely, MD 21660

Showing Results 241 - 280, Page 7 of 11

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