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Recently Sold Caroline County MD Homes

Section Image
  • 26732 Idlewild Rd, Federalsburg, MD 21632
    26732 Idlewild Rd, Federalsburg, MD 21632
    26732 Idlewild Rd, Federalsburg, MD 21632
    /15

    $195,000 Sold Mar 17, 2026

    26732 Idlewild Rd, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1966

    Last Sold Summary

    • $188/SF
    • 91 Days On Market

    Current Estimated Value $210,351

    Last Listing Agent Michael Shipley Benson & Mangold, LLC.

    26732 Idlewild Rd, Federalsburg, MD 21632
  • 1612 Cattail Commons Way, Denton, MD 21629
    1612 Cattail Commons Way, Denton, MD 21629
    1612 Cattail Commons Way, Denton, MD 21629
    /67

    $385,000 Sold Dec 31, 2025

    1612 Cattail Commons Way, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft
    • Built 2007

    Last Sold Summary

    • $154/SF
    • 77 Days On Market

    Current Estimated Value $398,431

    Last Listing Agent Daniel Register Northrop Realty

    1612 Cattail Commons Way, Denton, MD 21629
  • 1208 Painted Fern Rd, Denton, MD 21629
    1208 Painted Fern Rd, Denton, MD 21629
    1208 Painted Fern Rd, Denton, MD 21629
    /39

    $400,000 Sold Dec 12, 2025

    1208 Painted Fern Rd, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,994 Sq Ft
    • Built 2006

    Last Sold Summary

    • $134/SF
    • 8 Days On Market

    Current Estimated Value $404,907

    Last Listing Agent Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    1208 Painted Fern Rd, Denton, MD 21629
  • 318 S 5th Ave, Denton, MD 21629
    318 S 5th Ave, Denton, MD 21629
    /2

    $258,000 Sold Aug 18, 2025

    318 S 5th Ave, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,326 Sq Ft
    • Built 1953

    Last Sold Summary

    • $195/SF
    • 1 Day On Market

    Current Estimated Value $249,661

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    318 S 5th Ave, Denton, MD 21629
  • 25612 Auction Rd, Federalsburg, MD 21632
    25612 Auction Rd, Federalsburg, MD 21632
    25612 Auction Rd, Federalsburg, MD 21632
    /71

    $429,000 Sold Jul 07, 2025

    25612 Auction Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,648 Sq Ft
    • Built 1984

    Last Sold Summary

    • $260/SF
    • 29 Days On Market

    Current Estimated Value $403,569

    Last Listing Agent Megan Rosendale Rosendale Realty

    25612 Auction Rd, Federalsburg, MD 21632
  • 5026 Bethlehem Rd, Preston, MD 21655
    5026 Bethlehem Rd, Preston, MD 21655
    5026 Bethlehem Rd, Preston, MD 21655
    /15

    $55,000 Sold Apr 14, 2025

    5026 Bethlehem Rd, Preston, MD 21655

    • 3 Beds
    • 1.5 Baths
    • 1,845 Sq Ft
    • Built 1890

    Last Sold Summary

    • $30/SF
    • 201 Days On Market

    Current Estimated Value $274,936

    Last Listing Agent Wes Russum Coldwell Banker Chesapeake Real Estate Company

    5026 Bethlehem Rd, Preston, MD 21655
  • 214 S 1st St, Denton, MD 21629
    214 S 1st St, Denton, MD 21629
    214 S 1st St, Denton, MD 21629
    /39

    $655,000 Sold Apr 04, 2025

    214 S 1st St, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,182 Sq Ft
    • Built 1953

    Last Sold Summary

    • $300/SF
    • 48 Days On Market

    Current Estimated Value $658,894

    Last Listing Agent Sharon DeGrouchy Long & Foster Real Estate, Inc.

    214 S 1st St, Denton, MD 21629
  • 5213A Bethlehem Rd, Preston, MD 21655
    5213A Bethlehem Rd, Preston, MD 21655
    5213A Bethlehem Rd, Preston, MD 21655
    /50

    $875,000 Sold Jul 11, 2025

    5213A Bethlehem Rd, Preston, MD 21655

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft
    • Built 2014

    Last Sold Summary

    • $292/SF
    • 3 Days On Market

    Current Estimated Value $920,865

    Last Listing Agent Amanda Morgan Brenton Realty Group

    5213A Bethlehem Rd, Preston, MD 21655
  • 534 N N 6th St, Denton, MD 21629
    534 N N 6th St, Denton, MD 21629
    /2

    $11,000 Sold Jul 02, 2025

    534 N N 6th St, Denton, MD 21629

    • Land
    • 0.51 Acre
    • $21,569 per Acre

    Last Sold Summary

    • 370 Days On Market

    Current Estimated Value $184,000

    Last Listing Agent Heather Brummell Keller Williams Realty

    534 N N 6th St, Denton, MD 21629
  • 2570 Guard Rd, Federalsburg, MD 21632
    2570 Guard Rd, Federalsburg, MD 21632
    2570 Guard Rd, Federalsburg, MD 21632
    /66

    $470,000 Sold Dec 30, 2025

    2570 Guard Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 2020

    Last Sold Summary

    • $196/SF
    • 96 Days On Market

    Current Estimated Value $468,978

    Last Listing Agent Thomas Burdett Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
  • 11489 Reed Cir, Ridgely, MD 21660
    11489 Reed Cir, Ridgely, MD 21660
    11489 Reed Cir, Ridgely, MD 21660
    /46

    $439,500 Sold May 21, 2025

    11489 Reed Cir, Ridgely, MD 21660

    • 4 Beds
    • 2.5 Baths
    • 1,923 Sq Ft
    • Built 1995

    Last Sold Summary

    • $229/SF
    • 31 Days On Market

    Current Estimated Value $451,594

    Last Listing Agent Carol Delayo Chaney Homes, LLC

    11489 Reed Cir, Ridgely, MD 21660
  • 282 Tidewater Cir, Preston, MD 21655
    282 Tidewater Cir, Preston, MD 21655
    282 Tidewater Cir, Preston, MD 21655
    /33

    $449,000 Sold Feb 27, 2026

    282 Tidewater Cir, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 2,946 Sq Ft
    • Built 2006

    Last Sold Summary

    • $152/SF
    • 14 Days On Market

    Current Estimated Value $469,689

    Last Listing Agent Heather Brummell Keller Williams Realty

    282 Tidewater Cir, Preston, MD 21655
  • 116 Stonesifer Dr, Greensboro, MD 21639
    116 Stonesifer Dr, Greensboro, MD 21639
    116 Stonesifer Dr, Greensboro, MD 21639
    /19

    $189,900 Sold Dec 29, 2025

    116 Stonesifer Dr, Greensboro, MD 21639

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

    Last Sold Summary

    • $226/SF
    • 2 Days On Market

    Current Estimated Value $196,640

    Last Listing Agent Brett Schrader Taylor Properties

    116 Stonesifer Dr, Greensboro, MD 21639
  • 207 Caroline Ave, Ridgely, MD 21660
    207 Caroline Ave, Ridgely, MD 21660
    207 Caroline Ave, Ridgely, MD 21660
    /17

    $150,000 Sold Apr 30, 2025

    207 Caroline Ave, Ridgely, MD 21660

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1890

    Last Sold Summary

    • $149/SF
    • 6 Days On Market

    Current Estimated Value $164,382

    Last Listing Agent Timothy Caropreso Keller Williams Flagship

    207 Caroline Ave, Ridgely, MD 21660
  • 8 N Maple Ave, Ridgely, MD 21660
    8 N Maple Ave, Ridgely, MD 21660
    8 N Maple Ave, Ridgely, MD 21660
    /22

    $226,000 Sold May 07, 2025

    8 N Maple Ave, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1977

    Last Sold Summary

    • $214/SF
    • 7 Days On Market

    Current Estimated Value $233,642

    Last Listing Agent Blaine Williamson McClain-Williamson Realty, LLC

    8 N Maple Ave, Ridgely, MD 21660
  • 14990 Greensboro Rd, Goldsboro, MD 21636
    14990 Greensboro Rd, Goldsboro, MD 21636
    14990 Greensboro Rd, Goldsboro, MD 21636
    /51

    $400,000 Sold Jan 14, 2026

    14990 Greensboro Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1994

    Last Sold Summary

    • $198/SF
    • 58 Days On Market

    Current Estimated Value $400,966

    Last Listing Agent Andrew Beaven Wright Real Estate

    14990 Greensboro Rd, Goldsboro, MD 21636
  • 25266 Smith Landing Rd, Denton, MD 21629
    25266 Smith Landing Rd, Denton, MD 21629
    25266 Smith Landing Rd, Denton, MD 21629
    /43

    $315,000 Sold Sep 15, 2025

    25266 Smith Landing Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft
    • Built 1953

    Last Sold Summary

    • $251/SF
    • 2 Days On Market

    Last Listing Agent Megan Rosendale Rosendale Realty

    25266 Smith Landing Rd, Denton, MD 21629
  • 25329 Calvert Dr, Greensboro, MD 21639
    25329 Calvert Dr, Greensboro, MD 21639
    25329 Calvert Dr, Greensboro, MD 21639
    /39

    $355,000 Sold Apr 18, 2025

    25329 Calvert Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • Built 1990

    Last Sold Summary

    • $210/SF
    • 13 Days On Market

    Current Estimated Value $378,278

    Last Listing Agent Nick Waldner Keller Williams Realty Centre

    25329 Calvert Dr, Greensboro, MD 21639
  • 114 Parkland Rd, Greensboro, MD 21639
    114 Parkland Rd, Greensboro, MD 21639
    /2

    $286,990 Sold Sep 24, 2025

    114 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $197/SF
    • 9 Days On Market

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

    114 Parkland Rd, Greensboro, MD 21639
  • 27030 Stafford Rd, Marydel, MD 21649
    27030 Stafford Rd, Marydel, MD 21649
    27030 Stafford Rd, Marydel, MD 21649
    /12

    $236,000 Sold Apr 10, 2025

    27030 Stafford Rd, Marydel, MD 21649

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft
    • Built 1972

    Last Sold Summary

    • $173/SF
    • 352 Days On Market

    Current Estimated Value $246,863

    Last Listing Agent Myisha Walker Long & Foster Real Estate, Inc.

    27030 Stafford Rd, Marydel, MD 21649
  • 104 Roe St, Greensboro, MD 21639
    104 Roe St, Greensboro, MD 21639
    104 Roe St, Greensboro, MD 21639
    /3

    $140,000 Sold Apr 30, 2025

    104 Roe St, Greensboro, MD 21639

    • 3 Beds
    • 1 Bath
    • 1,764 Sq Ft
    • Built 1948

    Last Sold Summary

    • $79/SF
    • 7 Days On Market

    Current Estimated Value $258,210

    Last Listing Agent Heather Brummell Keller Williams Realty

    104 Roe St, Greensboro, MD 21639
  • 123 Bloomingdale Ave, Federalsburg, MD 21632
    123 Bloomingdale Ave, Federalsburg, MD 21632
    123 Bloomingdale Ave, Federalsburg, MD 21632
    /31

    $292,900 Sold May 16, 2025

    123 Bloomingdale Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft
    • Built 1900

    Last Sold Summary

    • $185/SF
    • 369 Days On Market

    Current Estimated Value $270,775

    Last Listing Agent Marla Baines Meredith Fine Properties

    123 Bloomingdale Ave, Federalsburg, MD 21632
  • 17635 Cool Spring Rd, Marydel, MD 21649
    17635 Cool Spring Rd, Marydel, MD 21649
    17635 Cool Spring Rd, Marydel, MD 21649
    /52

    $320,000 Sold Nov 19, 2025

    17635 Cool Spring Rd, Marydel, MD 21649

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 1992

    Last Sold Summary

    • $180/SF
    • 18 Days On Market

    Last Listing Agent Daphne Reeve Keller Williams Flagship

    17635 Cool Spring Rd, Marydel, MD 21649
  • 24742 Tribbett Cir, Ridgely, MD 21660
    24742 Tribbett Cir, Ridgely, MD 21660
    24742 Tribbett Cir, Ridgely, MD 21660
    /38

    $565,000 Sold Mar 25, 2025

    24742 Tribbett Cir, Ridgely, MD 21660

    • 4 Beds
    • 2.5 Baths
    • 2,373 Sq Ft
    • Built 2025

    Last Sold Summary

    • $238/SF

    Current Estimated Value $574,481

    Last Listing Agent Kimberly Utz RE/MAX Executive

    24742 Tribbett Cir, Ridgely, MD 21660
  • 14 N Maple Ave, Ridgely, MD 21660
    14 N Maple Ave, Ridgely, MD 21660
    14 N Maple Ave, Ridgely, MD 21660
    /19

    $300,000 Sold Dec 23, 2025

    14 N Maple Ave, Ridgely, MD 21660

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

    Last Sold Summary

    • 5% Below List Price
    • $284/SF
    • 46 Days On Market

    Current Estimated Value $283,742

    Last Listing Agent Joshua Clark Chesapeake Real Estate Associates, LLC

    14 N Maple Ave, Ridgely, MD 21660
  • 333 Morning Glory Dr, Denton, MD 21629
    333 Morning Glory Dr, Denton, MD 21629
    333 Morning Glory Dr, Denton, MD 21629
    /30

    $390,000 Sold Jul 21, 2025

    333 Morning Glory Dr, Denton, MD 21629

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

    Last Sold Summary

    • $158/SF
    • 21 Days On Market

    Current Estimated Value $395,261

    Last Listing Agent Danny Martin Keller Williams Flagship

    333 Morning Glory Dr, Denton, MD 21629
  • 3 Oak St, Ridgely, MD 21660
    3 Oak St, Ridgely, MD 21660
    3 Oak St, Ridgely, MD 21660
    /45

    $308,000 Sold Apr 11, 2025

    3 Oak St, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Built 1995

    Last Sold Summary

    • $264/SF
    • 47 Days On Market

    Current Estimated Value $306,200

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    3 Oak St, Ridgely, MD 21660
  • 3880 Laurel Grove Rd, Federalsburg, MD 21632
    3880 Laurel Grove Rd, Federalsburg, MD 21632
    3880 Laurel Grove Rd, Federalsburg, MD 21632
    /33

    $320,000 Sold Jul 07, 2025

    3880 Laurel Grove Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1940

    Last Sold Summary

    • $293/SF
    • 4 Days On Market

    Current Estimated Value $300,873

    Last Listing Agent Barton Johnson/not int Marshy Hope Realty LLC

    3880 Laurel Grove Rd, Federalsburg, MD 21632
  • 22038 Church St, Hillsboro, MD 21641
    22038 Church St, Hillsboro, MD 21641
    22038 Church St, Hillsboro, MD 21641
    /33

    $191,000 Sold May 20, 2025

    22038 Church St, Hillsboro, MD 21641

    • Studio
    • 1,792 Sq Ft
    • Built 1950

    Last Sold Summary

    • $107/SF
    • 5 Days On Market

    Current Estimated Value $198,063

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    22038 Church St, Hillsboro, MD 21641
  • 14462 Poplar St, Goldsboro, MD 21636
    14462 Poplar St, Goldsboro, MD 21636
    14462 Poplar St, Goldsboro, MD 21636
    /48

    $460,000 Sold Jul 22, 2025

    14462 Poplar St, Goldsboro, MD 21636

    • 3 Beds
    • 2.5 Baths
    • 2,131 Sq Ft
    • Built 2003

    Last Sold Summary

    • $216/SF
    • 5 Days On Market

    Current Estimated Value $464,292

    Last Listing Agent Peter Mellor Wright Real Estate

    14462 Poplar St, Goldsboro, MD 21636
  • 11204 Academy St, Hillsboro, MD 21641
    11204 Academy St, Hillsboro, MD 21641
    11204 Academy St, Hillsboro, MD 21641
    /42

    $250,000 Sold Jun 06, 2025

    11204 Academy St, Hillsboro, MD 21641

    • 4 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • Built 1800

    Last Sold Summary

    • $188/SF
    • 16 Days On Market

    Current Estimated Value $251,519

    Last Listing Agent Jennifer Chaney Chaney Homes, LLC

    11204 Academy St, Hillsboro, MD 21641
  • 122 Mill St, Greensboro, MD 21639
    122 Mill St, Greensboro, MD 21639
    122 Mill St, Greensboro, MD 21639
    /57

    $280,000 Sold Nov 26, 2025

    122 Mill St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 2002

    Last Sold Summary

    • $254/SF
    • 48 Days On Market

    Current Estimated Value $277,271

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    122 Mill St, Greensboro, MD 21639
  • 524 Denton Rd, Federalsburg, MD 21632
    524 Denton Rd, Federalsburg, MD 21632
    524 Denton Rd, Federalsburg, MD 21632
    /24

    $212,000 Sold Jul 09, 2025

    524 Denton Rd, Federalsburg, MD 21632

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

    Last Sold Summary

    • $245/SF
    • 9 Days On Market

    Current Estimated Value $199,038

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

    524 Denton Rd, Federalsburg, MD 21632
  • 502 W Sunset Ave, Greensboro, MD 21639
    502 W Sunset Ave, Greensboro, MD 21639
    502 W Sunset Ave, Greensboro, MD 21639
    /12

    $176,400 Sold May 23, 2025

    502 W Sunset Ave, Greensboro, MD 21639

    • 3 Beds
    • 1.5 Baths
    • 1,155 Sq Ft
    • Built 1948

    Last Sold Summary

    • $153/SF
    • 223 Days On Market

    Current Estimated Value $202,326

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

    502 W Sunset Ave, Greensboro, MD 21639
  • 8816 Dorothy Ln, Denton, MD 21629
    8816 Dorothy Ln, Denton, MD 21629
    8816 Dorothy Ln, Denton, MD 21629
    /71

    $940,000 Sold Nov 17, 2025

    8816 Dorothy Ln, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft
    • Built 1989

    Last Sold Summary

    • $230/SF
    • 166 Days On Market

    Current Estimated Value $943,969

    Last Listing Agent Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
  • 113 Boyce Mill Rd, Greensboro, MD 21639
    113 Boyce Mill Rd, Greensboro, MD 21639
    113 Boyce Mill Rd, Greensboro, MD 21639
    /25

    $235,000 Sold Oct 30, 2025

    113 Boyce Mill Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2007

    Last Sold Summary

    • $196/SF
    • 18 Days On Market

    Current Estimated Value $238,175

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    113 Boyce Mill Rd, Greensboro, MD 21639
  • 203 Bernard Ave, Federalsburg, MD 21632
    203 Bernard Ave, Federalsburg, MD 21632
    203 Bernard Ave, Federalsburg, MD 21632
    /22

    $225,000 Sold Jun 18, 2025

    203 Bernard Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1972

    Last Sold Summary

    • $213/SF
    • 31 Days On Market

    Current Estimated Value $217,651

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

    203 Bernard Ave, Federalsburg, MD 21632
  • 148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    /44

    $220,000 Sold Oct 30, 2025

    148 Main St, Preston, MD 21655

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft
    • Built 1880

    Last Sold Summary

    • $76/SF
    • 69 Days On Market

    Current Estimated Value $268,307

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

    148 Main St, Preston, MD 21655
  • 510 Pintail St, Greensboro, MD 21639
    510 Pintail St, Greensboro, MD 21639
    510 Pintail St, Greensboro, MD 21639
    /58

    $345,000 Sold Jul 30, 2025

    510 Pintail St, Greensboro, MD 21639

    • 5 Beds
    • 2.5 Baths
    • 1,984 Sq Ft
    • Built 2005

    Last Sold Summary

    • $174/SF
    • 91 Days On Market

    Current Estimated Value $350,611

    Last Listing Agent Jon Fleming Weichert Realtors - Blue Ribbon

    510 Pintail St, Greensboro, MD 21639
  • 208 S 3rd St, Denton, MD 21629
    208 S 3rd St, Denton, MD 21629
    /2

    $150,000 Sold Jan 27, 2026

    208 S 3rd St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • Built 1900

    Last Sold Summary

    • 25% Below List Price
    • $132/SF
    • 11 Days On Market

    Current Estimated Value $190,987

    Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

    208 S 3rd St, Denton, MD 21629

Showing Results 81 - 120, Page 3 of 10

Maryland Caroline County

Recently Sold Real Estate & Homes in Caroline County, MD

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