15,698

Caroline County, MD Homes

Section Image
    • 201 S 2nd St, Denton, MD 21629
      201 S 2nd St, Denton, MD 21629
      201 S 2nd St, Denton, MD 21629
      /32

      Est $252,947 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

      • 1% Above List Price
      • $163/SF
      • 135 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Darlene Winegardner RE/MAX

  • 107 Parkland Rd, Greensboro, MD 21639
    107 Parkland Rd, Greensboro, MD 21639
    /2

    $281,990 Sold Jul 21, 2025

    107 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $231/SF
    • 9 Days On Market

    Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

    107 Parkland Rd, Greensboro, MD 21639
    • 24610 White Dogwood Dr, Denton, MD 21629
      24610 White Dogwood Dr, Denton, MD 21629
      24610 White Dogwood Dr, Denton, MD 21629
      /61

      Est $857,621 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

      • 4% Above List Price
      • $167/SF
      • 107 Days On Market

      Last Sold Price $826,900

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 9571 Legion Rd, Denton, MD 21629
    9571 Legion Rd, Denton, MD 21629
    9571 Legion Rd, Denton, MD 21629
    /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

    Last Listing Agent Sharon Fisher RE/MAX Advantage Realty

    9571 Legion Rd, Denton, MD 21629
    • 3531 Linchester Rd, Preston, MD 21655
      3531 Linchester Rd, Preston, MD 21655
      3531 Linchester Rd, Preston, MD 21655
      /31

      Est $264,327 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

      • 10% Above List Price
      • $227/SF
      • 37 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Linda Austin Long & Foster

  • 25879 Brookwood Rd, Greensboro, MD 21639
    25879 Brookwood Rd, Greensboro, MD 21639
    25879 Brookwood Rd, Greensboro, MD 21639
    /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 $506,329

    Last Listing Agent Brett Schrader Taylor Properties

    25879 Brookwood Rd, Greensboro, MD 21639
    • 305 S 2nd St, Denton, MD 21629
      305 S 2nd St, Denton, MD 21629
      305 S 2nd St, Denton, MD 21629
      /34

      Est $317,877 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

      • 6% Above List Price
      • $148/SF
      • 225 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Kat Thompson Benson & Mangold, LLC.

  • 0 River Rd, Greensboro, MD 21639
    0 River Rd, Greensboro, MD 21639
    0 River Rd, Greensboro, MD 21639
    /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
    • 303 Central Ave, Ridgely, MD 21660
      303 Central Ave, Ridgely, MD 21660
      303 Central Ave, Ridgely, MD 21660
      /36

      Est $315,452 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

      • 5% Above List Price
      • $208/SF
      • 53 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Michele Hamilton Taylor Properties

  • 306 Bernard Ave, Greensboro, MD 21639
    306 Bernard Ave, Greensboro, MD 21639
    306 Bernard Ave, Greensboro, MD 21639
    /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 $211,270

    Last Listing Agent Amanda Morgan Brenton Realty Group

    306 Bernard Ave, Greensboro, MD 21639
    • 108 Park Ave, Ridgely, MD 21660
      108 Park Ave, Ridgely, MD 21660
      108 Park Ave, Ridgely, MD 21660
      /31

      Est $285,429 Not Listed For Sale

      108 Park Ave, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1890
      108 Park Ave, Ridgely, MD 21660

      Last Sold Summary

      • 6% Above List Price
      • $193/SF
      • 20 Days On Market

      Last Sold Price $269,000

      Last Listing Agent Jimmy Rupert Douglas Realty, LLC

  • 22840 Peaviner Rd, Ridgely, MD 21660
    22840 Peaviner Rd, Ridgely, MD 21660
    /2

    $300,000 Sold May 28, 2025

    22840 Peaviner Rd, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1976

    Last Sold Summary

    • $229/SF
    • 16 Days On Market

    Current Estimated Value $324,121

    Last Listing Agent Dan Foster Long & Foster Real Estate, Inc.

    22840 Peaviner Rd, Ridgely, MD 21660
    • 14645 Fox Chase Cir, Ridgely, MD 21660
      14645 Fox Chase Cir, Ridgely, MD 21660
      14645 Fox Chase Cir, Ridgely, MD 21660
      /80

      Est $479,065 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

      • 4% Above List Price
      • $175/SF
      • 66 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • 25292 Sandy Point Rd, Greensboro, MD 21639
    25292 Sandy Point Rd, Greensboro, MD 21639
    25292 Sandy Point Rd, Greensboro, MD 21639
    /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 $845,331

    Last Listing Agent Kathy Christensen TTR Sotheby's International Realty

    25292 Sandy Point Rd, Greensboro, MD 21639
    • 7675 Tall Tree Ln, Preston, MD 21655
      7675 Tall Tree Ln, Preston, MD 21655
      7675 Tall Tree Ln, Preston, MD 21655
      /30

      Est $407,777 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

      • 7% Above List Price
      • $284/SF
      • 4 Days On Market

      Last Sold Price $381,900

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

  • 15185 Day Rd, Goldsboro, MD 21636
    15185 Day Rd, Goldsboro, MD 21636
    15185 Day Rd, Goldsboro, MD 21636
    /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 $551,549

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    15185 Day Rd, Goldsboro, MD 21636
    • 9165 Andersontown Rd, Denton, MD 21629
      9165 Andersontown Rd, Denton, MD 21629
      9165 Andersontown Rd, Denton, MD 21629
      /43

      Est $259,051 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

      • 13% Above List Price
      • $137/SF
      • 141 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 21405 Tanyard Rd, Preston, MD 21655
    21405 Tanyard Rd, Preston, MD 21655
    21405 Tanyard Rd, 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 $385,270

    Last Listing Agent Justin Pokrywka Taylor Properties

    21405 Tanyard Rd, Preston, MD 21655
    • 211 W Central Ave, Federalsburg, MD 21632
      211 W Central Ave, Federalsburg, MD 21632
      211 W Central Ave, Federalsburg, MD 21632
      /24

      Est $252,635 Not Listed For Sale

      211 W Central Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 2,416 Sq Ft
      • Built 1934
      211 W Central Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 58% Above List Price
      • $66/SF
      • 43 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Mike McCarthy Metro DMV Realty

  • 108 Parkland Rd, Greensboro, MD 21639
    108 Parkland Rd, Greensboro, MD 21639
    /2

    $274,490 Sold Jun 30, 2025

    108 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $232/SF
    • 4 Days On Market

    Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

    108 Parkland Rd, Greensboro, MD 21639
    • 318 S 4th St, Denton, MD 21629
      318 S 4th St, Denton, MD 21629
      318 S 4th St, Denton, MD 21629
      /32

      Est $288,531 Not Listed For Sale

      318 S 4th St, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,176 Sq Ft
      • Built 2001
      318 S 4th St, Denton, MD 21629

      Last Sold Summary

      • 2% Below List Price
      • $251/SF
      • 66 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Darrel Reel Pearson Smith Realty, LLC

  • 23678 Willow Pond Rd, Denton, MD 21629
    23678 Willow Pond Rd, Denton, MD 21629
    23678 Willow Pond 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 $486,556

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    23678 Willow Pond Rd, Denton, MD 21629
    • 715 Market St, Denton, MD 21629
      715 Market St, Denton, MD 21629
      715 Market St, Denton, MD 21629
      /25

      Est $245,132 Not Listed For Sale

      715 Market St, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 2,436 Sq Ft
      • Built 1900
      715 Market St, Denton, MD 21629

      Last Sold Summary

      • 104% Above List Price
      • $49/SF
      • 166 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Sherry Price RealHome Services and Solutions, Inc.

  • 24771 Woods Dr, Denton, MD 21629
    24771 Woods Dr, Denton, MD 21629
    24771 Woods Dr, Denton, MD 21629
    /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 $404,093

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    24771 Woods Dr, Denton, MD 21629
    • 560 Vaughn Ave, Greensboro, MD 21639
      560 Vaughn Ave, Greensboro, MD 21639
      560 Vaughn Ave, Greensboro, MD 21639
      /14

      Est $296,283 Not Listed For Sale

      560 Vaughn Ave, Greensboro, MD 21639

      • 4 Beds
      • 2.5 Baths
      • 1,828 Sq Ft
      • Built 2004
      560 Vaughn Ave, Greensboro, MD 21639

      Last Sold Summary

      • 16% Above List Price
      • $139/SF
      • 4 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Linda Moore Long & Foster

  • 307 Academy Ave, Denton, MD 21629
    307 Academy Ave, Denton, MD 21629
    307 Academy Ave, Denton, MD 21629
    /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 $156,912

    Last Listing Agent Karla Wieland-Cherry Meredith Fine Properties

    307 Academy Ave, Denton, MD 21629
    • 104 S Academy St, Greensboro, MD 21639
      104 S Academy St, Greensboro, MD 21639
      104 S Academy St, Greensboro, MD 21639
      /30

      Est $292,887 Not Listed For Sale

      104 S Academy St, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 2012
      104 S Academy St, Greensboro, MD 21639

      Last Sold Summary

      • 8% Above List Price
      • $204/SF
      • 27 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Kelly McDevitt Cummings & Co Realtors

  • 10803 Greensboro Rd, Denton, MD 21629
    10803 Greensboro Rd, Denton, MD 21629
    10803 Greensboro Rd, Denton, MD 21629
    /44

    $390,000 Sold Jul 31, 2025

    10803 Greensboro Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • Built 2014

    Last Sold Summary

    • $318/SF
    • 13 Days On Market

    Current Estimated Value $386,129

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    10803 Greensboro Rd, Denton, MD 21629
    • 21965 Marsh Creek Rd, Preston, MD 21655
      21965 Marsh Creek Rd, Preston, MD 21655
      21965 Marsh Creek Rd, Preston, MD 21655
      /41

      Est $304,071 Not Listed For Sale

      21965 Marsh Creek Rd, Preston, MD 21655

      • 3 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1943
      21965 Marsh Creek Rd, Preston, MD 21655

      Last Sold Summary

      • 9% Above List Price
      • $277/SF
      • 4 Days On Market

      Last Sold Price $279,500

      Last Listing Agent Chris Rosendale CR Realty

  • 105 Liberty Rd, Federalsburg, MD 21632
    105 Liberty Rd, Federalsburg, MD 21632
    105 Liberty Rd, Federalsburg, MD 21632
    /52

    $230,000 Sold Jun 04, 2025

    105 Liberty Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,988 Sq Ft
    • Built 1900

    Last Sold Summary

    • $116/SF
    • 15 Days On Market

    Current Estimated Value $237,417

    Last Listing Agent Brooke Tephabock LPT Realty, LLC

    105 Liberty Rd, Federalsburg, MD 21632
    • 711 Gay St, Denton, MD 21629
      711 Gay St, Denton, MD 21629
      711 Gay St, Denton, MD 21629
      /27

      Est $241,668 Not Listed For Sale

      711 Gay St, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1885
      711 Gay St, Denton, MD 21629

      Last Sold Summary

      • 3% Above List Price
      • $145/SF
      • 5 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 278 Wood Duck Dr, Greensboro, MD 21639
    278 Wood Duck Dr, Greensboro, MD 21639
    278 Wood Duck Dr, Greensboro, MD 21639
    /31

    $290,000 Sold Jul 25, 2025

    278 Wood Duck Dr, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Built 2024

    Last Sold Summary

    • $229/SF
    • 102 Days On Market

    Last Listing Agent Crystal Smith RE/MAX Executive

    278 Wood Duck Dr, Greensboro, MD 21639
    • 527 Vaughn Ave, Greensboro, MD 21639
      527 Vaughn Ave, Greensboro, MD 21639
      527 Vaughn Ave, Greensboro, MD 21639
      /26

      Est $286,125 Not Listed For Sale

      527 Vaughn Ave, Greensboro, MD 21639

      • 4 Beds
      • 2.5 Baths
      • 1,756 Sq Ft
      • Built 2004
      527 Vaughn Ave, Greensboro, MD 21639

      Last Sold Summary

      • 12% Above List Price
      • $145/SF
      • 15 Days On Market

      Last Sold Price $254,995

      Last Listing Agent Jamie Taraila Keller Williams Realty Central-Delaware

  • 213 W Central Ave, Federalsburg, MD 21632
    213 W Central Ave, Federalsburg, MD 21632
    213 W Central Ave, Federalsburg, MD 21632
    /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 $186,823

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

    213 W Central Ave, Federalsburg, MD 21632
    • 8475 Deer Run Rd, Denton, MD 21629
      8475 Deer Run Rd, Denton, MD 21629
      8475 Deer Run Rd, Denton, MD 21629
      /51

      Est $504,786 Not Listed For Sale

      8475 Deer Run Rd, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1997
      8475 Deer Run Rd, Denton, MD 21629

      Last Sold Summary

      • 3% Above List Price
      • $221/SF
      • 16 Days On Market

      Last Sold Price $489,900

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • 403 W 4th St, Ridgely, MD 21660
    403 W 4th St, Ridgely, MD 21660
    /2

    $450,000 Sold Apr 14, 2025

    403 W 4th St, Ridgely, MD 21660

    • Studio
    • 2,880 Sq Ft
    • Built 1988

    Last Sold Summary

    • $156/SF
    • 87 Days On Market

    Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

    403 W 4th St, Ridgely, MD 21660
    • 8435 Mitchell Rd, Denton, MD 21629
      8435 Mitchell Rd, Denton, MD 21629
      8435 Mitchell Rd, Denton, MD 21629
      /43

      Est $370,100 Not Listed For Sale

      8435 Mitchell Rd, Denton, MD 21629

      • 2 Beds
      • 1 Bath
      • 1,644 Sq Ft
      • Built 1971
      8435 Mitchell Rd, Denton, MD 21629

      Last Sold Summary

      • 4% Above List Price
      • $216/SF
      • 45 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Barbara Blosser Long & Foster

  • 24905 Holsinger Ln, Ridgely, MD 21660
    24905 Holsinger Ln, Ridgely, MD 21660
    24905 Holsinger Ln, Ridgely, MD 21660
    /59

    $415,000 Sold May 23, 2025

    24905 Holsinger Ln, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2016

    Last Sold Summary

    • $277/SF
    • 46 Days On Market

    Current Estimated Value $409,807

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

    24905 Holsinger Ln, Ridgely, MD 21660
    • 8296 Hickman Rd, Denton, MD 21629
      8296 Hickman Rd, Denton, MD 21629
      8296 Hickman Rd, Denton, MD 21629
      /21

      Est $218,151 Not Listed For Sale

      8296 Hickman Rd, Denton, MD 21629

      • 2 Beds
      • 2 Baths
      • 1,328 Sq Ft
      • Built 1900
      8296 Hickman Rd, Denton, MD 21629

      Last Sold Summary

      • 1% Above List Price
      • $162/SF
      • 8 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

  • 14706 Cherry Ln, Ridgely, MD 21660
    14706 Cherry Ln, Ridgely, MD 21660
    14706 Cherry Ln, Ridgely, MD 21660
    /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 $287,916

    Last Listing Agent Ingrid Butler CENTURY 21 New Millennium

    14706 Cherry Ln, Ridgely, MD 21660

Showing Results 641 - 680, Page 17 of 18

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