406

Recently Sold Caroline County MD Homes

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  • /2

    $348,000

    Sold Jun 03, 2026

    22650 Tanyard Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Above List Price
    • $300/SF
    • 7 Days On Market

    Current Estimated Value $340,226

    Last Listing Agent Valerie Brown Coldwell Banker Realty

    22650 Tanyard Rd, Preston, MD 21655
  • /50

    $410,000

    Sold Aug 25, 2026

    225 S 2nd St, Denton, MD 21629

    • 5 Beds
    • 2.5 Baths
    • 2,382 Sq Ft
    • Built 1906

    Last Sold Summary

    • 2% Below List Price
    • $172/SF
    • 47 Days On Market

    Current Estimated Value $413,820

    Last Listing Agent Barbara McCaffrey Redfin Corp

    225 S 2nd St, Denton, MD 21629
  • 25999 Fox Grape Rd, Greensboro, MD 21639

    $379,000

    Sold Mar 20, 2026

    25999 Fox Grape Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1987

    Last Sold Summary

    • $211/SF
    • 70 Days On Market

    Current Estimated Value $383,026

    Last Listing Agent Amy Betts Coldwell Banker Realty

    25999 Fox Grape Rd, Greensboro, MD 21639
  • /18

    $330,000

    Sold Aug 19, 2026

    25865 Brookwood Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $143/SF
    • 42 Days On Market

    Current Estimated Value $401,441

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    25865 Brookwood Rd, Greensboro, MD 21639
  • /12

    $80,000

    Sold Jul 24, 2026

    103 Chambers St, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1900

    Last Sold Summary

    • 41% Below List Price
    • $54/SF
    • 210 Days On Market

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

    103 Chambers St, Preston, MD 21655
  • /46

    $348,000

    Sold Oct 14, 2025

    22490 Ash Blvd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2001

    Last Sold Summary

    • $188/SF
    • 22 Days On Market

    Last Listing Agent Kathryn Tennant Douglas Realty, LLC

    22490 Ash Blvd, Preston, MD 21655
  • /35

    $239,900

    Sold Mar 31, 2026

    515 Vaughn Ave, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $137/SF
    • 27 Days On Market

    Current Estimated Value $245,197

    Last Listing Agent Chad Muse KD Realty Inc

    515 Vaughn Ave, Greensboro, MD 21639
  • /29

    $261,000

    Sold Jan 13, 2026

    1105 Market St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2021

    Last Sold Summary

    • $201/SF
    • 85 Days On Market

    Current Estimated Value $277,652

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    1105 Market St, Denton, MD 21629
  • /48

    $350,000

    Sold Jan 14, 2026

    334 Deep Shore Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Built 1957

    Last Sold Summary

    • $213/SF
    • 15 Days On Market

    Current Estimated Value $345,058

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    334 Deep Shore Rd, Denton, MD 21629
  • /23

    $287,000

    Sold Sep 04, 2026

    130 Charlotte Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 2006

    Last Sold Summary

    • $174/SF
    • 240 Days On Market

    Current Estimated Value $294,784

    Last Listing Agent FRANK LITTLE Berkshire Hathaway HomeServices PenFed Realty

    130 Charlotte Ave, Federalsburg, MD 21632
  • /39

    $365,000

    Sold Mar 27, 2026

    24029 Meadows Dr, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1990

    Last Sold Summary

    • $204/SF
    • 67 Days On Market

    Current Estimated Value $370,364

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    24029 Meadows Dr, Ridgely, MD 21660
  • /61

    $330,000

    Sold Jun 23, 2026

    411 Mallard Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 24 Days On Market

    Current Estimated Value $326,751

    Last Listing Agent Vincent Payne Realty Navigator

    411 Mallard Dr, Greensboro, MD 21639
  • /2

    $100,000

    Sold Feb 20, 2026

    3471 Laurel Grove Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Below List Price
    • $113/SF
    • 31 Days On Market

    Current Estimated Value $165,099

    Last Listing Agent Heather Brummell Keller Williams Realty

    3471 Laurel Grove Rd, Federalsburg, MD 21632
  • /26

    $269,000

    Sold Apr 23, 2026

    311 Holt St, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,696 Sq Ft
    • Built 1895

    Last Sold Summary

    • $159/SF
    • 5 Days On Market

    Current Estimated Value $249,532

    Last Listing Agent Heather Brummell Keller Williams Realty

    311 Holt St, Federalsburg, MD 21632
  • /10

    $125,000

    Sold Jan 15, 2026

    311 Maple Ave, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $102/SF
    • 4 Days On Market

    Current Estimated Value $246,217

    Last Listing Agent Melissa Tippett TTR Sotheby's International Realty

    311 Maple Ave, Federalsburg, MD 21632
  • /23

    $299,990

    Sold Aug 27, 2026

    119 Hobbs St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $246/SF
    • 8 Days On Market

    D.R. Horton Kinnamon Meadows

    119 Hobbs St, Greensboro, MD 21639
  • /29

    $275,000

    Sold Oct 21, 2025

    104 Roe St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1948

    Last Sold Summary

    • $228/SF
    • 3 Days On Market

    Current Estimated Value $271,171

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

    104 Roe St, Greensboro, MD 21639
  • /26

    $185,000

    Sold Nov 10, 2025

    311 Reliance Ave, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1950

    Last Sold Summary

    • $151/SF
    • 7 Days On Market

    Current Estimated Value $195,027

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    311 Reliance Ave, Federalsburg, MD 21632
  • /5

    $46,000

    Sold Dec 10, 2025

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639

    • Land
    • 11,761 Sq Ft
    • $170,370 per Acre

    Last Sold Summary

    • 195 Days On Market

    Last Listing Agent Lisa Knotts Coldwell Banker Realty

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
  • /7

    $105,000

    Sold Mar 23, 2026

    22691 Sawmill Rd, Ridgely, MD 21660

    • 2 Beds
    • 1 Bath
    • 1,088 Sq Ft
    • Built 1945

    Last Sold Summary

    • 16% Below List Price
    • $97/SF
    • 6 Days On Market

    Current Estimated Value $118,696

    Last Listing Agent Amanda Morgan Brenton Realty Group

    22691 Sawmill Rd, Ridgely, MD 21660
  • /32

    $310,000

    Sold Feb 20, 2026

    407 Wood Duck Dr, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Built 2004

    Last Sold Summary

    • $191/SF
    • 149 Days On Market

    Current Estimated Value $323,790

    Last Listing Agent Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
  • /3

    $94,900

    Sold Oct 03, 2025

    9709 Foy Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1900

    Last Sold Summary

    • $41/SF
    • 13 Days On Market

    Current Estimated Value $167,397

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
  • /37

    $295,000

    Sold Apr 10, 2026

    1106 Osprey Ln, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft
    • Built 2004

    Last Sold Summary

    • $168/SF
    • 15 Days On Market

    Current Estimated Value $293,104

    Last Listing Agent Barbara McCaffrey Redfin Corp

    1106 Osprey Ln, Denton, MD 21629
  • /23

    $286,990

    Sold Feb 06, 2026

    133 Hobbs St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft
    • Built 2025

    Last Sold Summary

    • $235/SF
    • 36 Days On Market

    Last Listing Agent Justin Wood D.R. Horton Realty of Virginia, LLC

    133 Hobbs St, Greensboro, MD 21639
  • /21

    $319,000

    Sold Jul 17, 2026

    1308 Chesapeake Dr, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $218/SF
    • 30 Days On Market

    Current Estimated Value $315,542

    Last Listing Agent Bonnie Johnson Keller Williams Realty

    1308 Chesapeake Dr, Denton, MD 21629
  • /33

    $350,000

    Sold Sep 26, 2025

    24316 Auction Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,438 Sq Ft
    • Built 1975

    Last Sold Summary

    • $243/SF
    • 19 Days On Market

    Current Estimated Value $352,458

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    24316 Auction Rd, Preston, MD 21655
  • /26

    $475,000

    Sold Oct 15, 2025

    4631 Everlea Ct, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 2,228 Sq Ft
    • Built 1997

    Last Sold Summary

    • $213/SF
    • 4 Days On Market

    Current Estimated Value $484,364

    Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

    4631 Everlea Ct, Preston, MD 21655
  • /21

    $59,900

    Sold Nov 24, 2025

    125 Bloomingdale Ave, Federalsburg, MD 21632

    • 4 Beds
    • 1 Bath
    • 1,696 Sq Ft
    • Built 1875

    Last Sold Summary

    • $35/SF
    • 22 Days On Market

    Current Estimated Value $142,628

    Last Listing Agent Daniel Demers Sell Your Home Services

    125 Bloomingdale Ave, Federalsburg, MD 21632
  • /64

    $527,000

    Sold Aug 14, 2026

    8590 Briar Patch Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft
    • Built 2003

    Last Sold Summary

    • $179/SF
    • 7 Days On Market

    Current Estimated Value $534,928

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

    8590 Briar Patch Dr, Denton, MD 21629
  • /22

    $457,500

    Sold Apr 09, 2026

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    • Land
    • 63.16 Acres
    • $7,244 per Acre

    Last Sold Summary

    • 338 Days On Market

    Last Listing Agent Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • /65

    $550,000

    Sold Jun 11, 2026

    322 Deep Shore Rd, Denton, MD 21629

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1982

    Last Sold Summary

    • 12% Below List Price
    • $409/SF
    • 21 Days On Market

    Current Estimated Value $548,605

    Last Listing Agent Connie Loveland Benson & Mangold, LLC

    322 Deep Shore Rd, Denton, MD 21629
  • /25

    $370,000

    Sold May 29, 2026

    23168 Deer Run Ct, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 2002

    Last Sold Summary

    • $268/SF
    • 3 Days On Market

    Current Estimated Value $367,442

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    23168 Deer Run Ct, Denton, MD 21629
  • /49

    $750,000

    Sold Nov 12, 2025

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649

    • Land
    • 187 Acres
    • $4,011 per Acre

    Last Sold Summary

    • 139 Days On Market

    Last Listing Agent Benjamin Alder The Land Group

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
  • /27

    $369,000

    Sold Nov 17, 2025

    130 Walnut St, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 2011

    Last Sold Summary

    • $238/SF
    • 5 Days On Market

    Current Estimated Value $366,289

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

    130 Walnut St, Ridgely, MD 21660
  • /2

    $18,000

    Sold Aug 31, 2026

    10291 Bridge St, Denton, MD 21629

    • Land
    • 22,651 Sq Ft
    • $34,615 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 19 Days On Market

    Current Estimated Value $173,667

    Last Listing Agent Henry Gibbons-Neff Meredith Fine Properties

    10291 Bridge St, Denton, MD 21629
  • /65

    $550,000

    Sold Jun 02, 2026

    17753 Marvel Rd, Marydel, MD 21649

    • 4 Beds
    • 2.5 Baths
    • 2,475 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $222/SF
    • 47 Days On Market

    Current Estimated Value $551,148

    Last Listing Agent Vincent Payne Realty Navigator

    17753 Marvel Rd, Marydel, MD 21649
  • /38

    $245,000

    Sold Nov 14, 2025

    312 Fountain Ave, Denton, MD 21629

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Built 1982

    Last Sold Summary

    • $224/SF
    • 72 Days On Market

    Current Estimated Value $248,538

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    312 Fountain Ave, Denton, MD 21629
  • /2

    $292,990

    Sold Oct 28, 2025

    125 Park Ave, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $201/SF
    • 18 Days On Market

    Current Estimated Value $249,974

    D.R. Horton Kinnamon Meadows

    125 Park Ave, Greensboro, MD 21639
  • /27

    $265,000

    Sold Sep 15, 2026

    10819 Greensboro Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1915

    Last Sold Summary

    • $243/SF
    • 135 Days On Market

    Current Estimated Value $260,525

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    10819 Greensboro Rd, Denton, MD 21629
  • /77

    $590,000

    Sold Jan 09, 2026

    8197 Detour Rd, Denton, MD 21629

    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft
    • Built 1989

    Last Sold Summary

    • $230/SF
    • 250 Days On Market

    Current Estimated Value $593,149

    Last Listing Agent Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629

Showing Results 41 - 80, Page 2 of 11

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