406

Recently Sold Caroline County MD Homes

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  • /28

    $179,900

    Sold May 18, 2026

    341 Academy Ave, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1988

    Last Sold Summary

    • $150/SF
    • 25 Days On Market

    Current Estimated Value $178,355

    Last Listing Agent Jason Dey Kevin Dey Realty

    341 Academy Ave, Denton, MD 21629
  • /32

    $415,000

    Sold Dec 19, 2025

    26674 Bentley Place, Henderson, MD 21640

    • 4 Beds
    • 2.5 Baths
    • 2,124 Sq Ft
    • Built 2004

    Last Sold Summary

    • $195/SF
    • 134 Days On Market

    Current Estimated Value $419,474

    Last Listing Agent Sally Fricke RE/MAX Solutions

    26674 Bentley Place, Henderson, MD 21640
  • /42

    $229,000

    Sold Nov 26, 2025

    102 Roe St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft
    • Built 1950

    Last Sold Summary

    • $189/SF
    • 61 Days On Market

    Current Estimated Value $241,433

    Last Listing Agent Jillian Luna Rosendale Realty

    102 Roe St, Greensboro, MD 21639
  • /36

    $289,000

    Sold Aug 31, 2026

    210 W 2nd St, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $161/SF
    • 57 Days On Market

    Current Estimated Value $322,561

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    210 W 2nd St, Ridgely, MD 21660
  • /6

    $55,000

    Sold Apr 14, 2026

    21166 Marsh Creek Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $46/SF
    • 4 Days On Market

    Last Listing Agent Donna Elliott Long & Foster Real Estate, Inc.

    21166 Marsh Creek Rd, Preston, MD 21655
  • /31

    $287,000

    Sold Sep 11, 2026

    106 Main St, Preston, MD 21655

    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft
    • Built 1925

    Last Sold Summary

    • 7% Below List Price
    • $233/SF
    • 85 Days On Market

    Current Estimated Value $281,014

    Last Listing Agent Shay Prattis Keller Williams Realty

    106 Main St, Preston, MD 21655
  • /45

    $435,000

    Sold Aug 13, 2026

    128 Main St, Preston, MD 21655

    • 3 Beds
    • 2.5 Baths
    • 2,839 Sq Ft
    • Built 2009

    Last Sold Summary

    • 5% Below List Price
    • $153/SF
    • 12 Days On Market

    Current Estimated Value $452,943

    Last Listing Agent Jessica Clark Wilson Realty & Staging LLC

    128 Main St, Preston, MD 21655
  • /39

    $399,500

    Sold Jun 02, 2026

    315 Morning Glory Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $146/SF
    • 40 Days On Market

    Current Estimated Value $400,294

    Last Listing Agent Crystal Smith RE/MAX Executive

    315 Morning Glory Dr, Denton, MD 21629
  • /93

    $615,000

    Sold Jun 16, 2026

    25305 Sandy Point Rd, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft
    • Built 1993

    Last Sold Summary

    • $207/SF
    • 25 Days On Market

    Current Estimated Value $606,634

    Last Listing Agent Janet Larson Benson & Mangold, LLC

    25305 Sandy Point Rd, Greensboro, MD 21639
  • /3

    $65,000

    Sold Dec 23, 2025

    800 Gay St, Denton, MD 21629

    • Land
    • 15,246 Sq Ft
    • $185,714 per Acre

    Last Sold Summary

    • 1 Day On Market

    Current Estimated Value $69,403

    Last Listing Agent Diane Wenk Wright Real Estate

    800 Gay St, Denton, MD 21629
  • /67

    $385,000

    Sold Jan 15, 2026

    14957 Cherry Ln, Ridgely, MD 21660

    • 3 Beds
    • 3 Baths
    • 2,645 Sq Ft
    • Built 1989

    Last Sold Summary

    • $146/SF
    • 4 Days On Market

    Current Estimated Value $454,109

    Last Listing Agent Judith Germain Benson & Mangold, LLC

    14957 Cherry Ln, Ridgely, MD 21660
  • /23

    $286,990

    Sold Dec 30, 2025

    203 Hobbs St, Greensboro, MD 21639

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

    Move in Ready Sold Summary

    • $235/SF
    • 42 Days On Market

    D.R. Horton Kinnamon Meadows

    203 Hobbs St, Greensboro, MD 21639
  • /2

    $60,000

    Sold Sep 09, 2026

    4669 Gadow Rd, Preston, MD 21655

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft
    • Built 1900

    Last Sold Summary

    • 40% Below List Price
    • $66/SF
    • 19 Days On Market

    Current Estimated Value $204,498

    Last Listing Agent Bonnie Duley Long & Foster Real Estate, Inc.

    4669 Gadow Rd, Preston, MD 21655
  • /2

    $284,990

    Sold Oct 17, 2025

    116 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $234/SF
    • 11 Days On Market

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

    116 Parkland Rd, Greensboro, MD 21639
  • /17

    $165,000

    Sold Jul 22, 2026

    21666 Dover Bridge Rd, Preston, MD 21655

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1954

    Last Sold Summary

    • $246/SF
    • 2 Days On Market

    Current Estimated Value $150,034

    Last Listing Agent Peter Stark Benson & Mangold, LLC

    21666 Dover Bridge Rd, Preston, MD 21655
  • /20

    $163,000

    Sold Sep 17, 2026

    6140 Laurel Grove Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft
    • Built 1938

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 9 Days On Market

    Current Estimated Value $168,140

    Last Listing Agent Andrea Harrington Compass

    6140 Laurel Grove Rd, Denton, MD 21629
  • /70

    $365,000

    Sold Feb 13, 2026

    3871 Laurel Grove Rd, Federalsburg, MD 21632

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft
    • Built 1890

    Last Sold Summary

    • $173/SF
    • 188 Days On Market

    Current Estimated Value $373,808

    Last Listing Agent Dawn Shorter McClain-Williamson Realty, LLC

    3871 Laurel Grove Rd, Federalsburg, MD 21632
  • /21

    $225,000

    Sold Jul 07, 2026

    313 Holt St, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $223/SF
    • 1 Day On Market

    Current Estimated Value $210,747

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    313 Holt St, Federalsburg, MD 21632
  • /28

    $300,000

    Sold Mar 20, 2026

    12739 Greensboro Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $186/SF
    • 3 Days On Market

    Current Estimated Value $308,241

    Last Listing Agent Amy Mullen Iron Valley Real Estate Ocean City

    12739 Greensboro Rd, Greensboro, MD 21639
  • /39

    $425,000

    Sold Jun 12, 2026

    25095 Trunk Line Rd, Henderson, MD 21640

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2003

    Last Sold Summary

    • $253/SF
    • 8 Days On Market

    Current Estimated Value $420,486

    Last Listing Agent Heather Branham The Parker Group

    25095 Trunk Line Rd, Henderson, MD 21640
  • /36

    $206,500

    Sold Jun 03, 2026

    102 S Academy St, Greensboro, MD 21639

    • 3 Beds
    • 3 Baths
    • 1,678 Sq Ft
    • Built 1915

    Last Sold Summary

    • 25% Below List Price
    • $123/SF
    • 44 Days On Market

    Current Estimated Value $243,957

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    102 S Academy St, Greensboro, MD 21639
  • /24

    $239,000

    Sold Aug 03, 2026

    27311 Patricia Ct, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1992

    Last Sold Summary

    • $192/SF
    • 5 Days On Market

    Current Estimated Value $254,550

    Last Listing Agent Amy Betts Coldwell Banker Realty

    27311 Patricia Ct, Federalsburg, MD 21632
  • /15

    $175,000

    Sold Nov 19, 2025

    24873 Steamboat Aly, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,044 Sq Ft
    • Built 1880

    Last Sold Summary

    • $168/SF
    • 3 Days On Market

    Current Estimated Value $192,434

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    24873 Steamboat Aly, Denton, MD 21629
  • /2

    $260,000

    Sold Jul 31, 2026

    311 Maple Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Below List Price
    • $173/SF
    • 33 Days On Market

    Current Estimated Value $246,217

    Last Listing Agent Valerie Brown Coldwell Banker Realty

    311 Maple Ave, Federalsburg, MD 21632
  • /46

    $399,000

    Sold May 12, 2026

    15204 Jarrell Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • Built 1990

    Last Sold Summary

    • $280/SF
    • 7 Days On Market

    Current Estimated Value $395,859

    Last Listing Agent Rachael Altemose Monument Sotheby's International Realty

    15204 Jarrell Rd, Goldsboro, MD 21636
  • /26

    $249,500

    Sold Oct 31, 2025

    26089 3 Bridges Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1978

    Last Sold Summary

    • $178/SF
    • 2 Days On Market

    Current Estimated Value $259,156

    Last Listing Agent Robert Lacaze Sotheby's International Realty

    26089 3 Bridges Rd, Federalsburg, MD 21632
  • /28

    $214,990

    Sold Dec 05, 2025

    153 Riverwalk Terrace, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2025

    Last Sold Summary

    • $158/SF
    • 36 Days On Market

    Current Estimated Value $228,859

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

    153 Riverwalk Terrace, Federalsburg, MD 21632
  • /24

    $225,000

    Sold Apr 07, 2026

    163 Riverwalk Terrace, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $156/SF
    • 5 Days On Market

    Current Estimated Value $234,146

    Last Listing Agent Deshay Kennedy Keller Williams Realty Central-Delaware

    163 Riverwalk Terrace, Federalsburg, MD 21632
  • /2

    $315,000

    Sold Jun 30, 2026

    8409 Harmony Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2000

    Last Sold Summary

    • $234/SF
    • 32 Days On Market

    Current Estimated Value $313,246

    Last Listing Agent Barbara McCaffrey Redfin Corp

    8409 Harmony Rd, Denton, MD 21629
  • /44

    $557,500

    Sold Jun 29, 2026

    12104 Holly Rd, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 2003

    Last Sold Summary

    • 11% Below List Price
    • $356/SF
    • 38 Days On Market

    Current Estimated Value $571,346

    Last Listing Agent Keith Hensley Taylor Properties

    12104 Holly Rd, Ridgely, MD 21660
  • /2

    $291,990

    Sold Oct 02, 2025

    119 Parkland Rd, Greensboro, MD 21639

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

    Move in Ready Sold Summary

    • $200/SF
    • 43 Days On Market

    D.R. Horton Kinnamon Meadows

    119 Parkland Rd, Greensboro, MD 21639
  • /37

    $592,500

    Sold May 21, 2026

    24712 Tribbett Cir, Ridgely, MD 21660

    • 4 Beds
    • 5 Baths
    • 3,491 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $170/SF
    • 133 Days On Market

    Current Estimated Value $593,866

    Last Listing Agent Chris Warren Long & Foster Real Estate, Inc.

    24712 Tribbett Cir, Ridgely, MD 21660
  • /2

    $279,990

    Sold Nov 05, 2025

    121 Parkland Rd, Greensboro, MD 21639

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

    Move in Ready Sold Summary

    • $230/SF
    • 7 Days On Market

    D.R. Horton Kinnamon Meadows

    121 Parkland Rd, Greensboro, MD 21639
  • /2

    $275,990

    Sold Sep 23, 2025

    118 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $233/SF
    • 62 Days On Market

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

    118 Parkland Rd, Greensboro, MD 21639
  • /27

    $330,000

    Sold Jul 24, 2026

    1302 Trice Meadows Cir, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $137/SF
    • 26 Days On Market

    Current Estimated Value $348,649

    Last Listing Agent Lori Guimond Keller Williams Select Realtors of Easton

    1302 Trice Meadows Cir, Denton, MD 21629
  • /2

    $605,000

    Sold Sep 26, 2025

    23290 Ninetown Rd, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft

    Last Sold Summary

    • $302/SF
    • 9 Days On Market

    Current Estimated Value $589,293

    Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

    23290 Ninetown Rd, Ridgely, MD 21660
  • /35

    $155,000

    Sold Oct 16, 2025

    6140 Laurel Grove Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft
    • Built 1938

    Last Sold Summary

    • $208/SF
    • 344 Days On Market

    Current Estimated Value $168,140

    Last Listing Agent Sheri Smith Keller Williams Realty Delmarva

    6140 Laurel Grove Rd, Denton, MD 21629
  • /32

    $220,000

    Sold Sep 11, 2026

    304 Academy Ave, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 9 Days On Market

    Current Estimated Value $243,655

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    304 Academy Ave, Denton, MD 21629
  • /67

    $410,000

    Sold Jul 31, 2026

    109 Briarwood Cir, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 3,372 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $122/SF
    • 32 Days On Market

    Current Estimated Value $423,597

    Last Listing Agent Anissa Hastings Keller Williams Flagship

    109 Briarwood Cir, Denton, MD 21629
  • /32

    $225,000

    Sold Oct 10, 2025

    11198 Maple Ave, Hillsboro, MD 21641

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 1900

    Last Sold Summary

    • $133/SF
    • 6 Days On Market

    Current Estimated Value $228,779

    Last Listing Agent Keith Hensley Taylor Properties

    11198 Maple Ave, Hillsboro, MD 21641

Showing Results 281 - 320, Page 8 of 11

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