15,696

Caroline County, MD Homes

Section Image
    • 207 Brooklyn Ave, Federalsburg, MD 21632
      207 Brooklyn Ave, Federalsburg, MD 21632
      207 Brooklyn Ave, Federalsburg, MD 21632
      /16

      Est $179,090 Not Listed For Sale

      207 Brooklyn Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 2004
      207 Brooklyn Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 19% Above List Price
      • $123/SF
      • 23 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Christina Smith Brenton Realty Group

  • 8548 Dogwood Blossom Ln, Denton, MD 21629
    8548 Dogwood Blossom Ln, Denton, MD 21629
    8548 Dogwood Blossom Ln, Denton, MD 21629
    /46

    $365,000 Sold Jan 27, 2026

    8548 Dogwood Blossom Ln, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • $168/SF
    • 63 Days On Market

    Current Estimated Value $368,342

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    8548 Dogwood Blossom Ln, Denton, MD 21629
    • 210 Park Ave, Ridgely, MD 21660
      210 Park Ave, Ridgely, MD 21660
      210 Park Ave, Ridgely, MD 21660
      /29

      Est $199,549 Not Listed For Sale

      210 Park Ave, Ridgely, MD 21660

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1952
      210 Park Ave, Ridgely, MD 21660

      Last Sold Summary

      • 14% Above List Price
      • $235/SF
      • 4 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Heather Brummell Keller Williams Realty

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

    $276,990 Sold Oct 17, 2025

    115 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $234/SF
    • 22 Days On Market

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

    115 Parkland Rd, Greensboro, MD 21639
    • 501 Elaine Ave, Denton, MD 21629
      501 Elaine Ave, Denton, MD 21629
      501 Elaine Ave, Denton, MD 21629
      /32

      Est $339,470 Not Listed For Sale

      501 Elaine Ave, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      • Built 1976
      501 Elaine Ave, Denton, MD 21629

      Last Sold Summary

      • $180/SF
      • 12 Days On Market

      Last Sold Price $339,900

      Last Listing Agent Joni Barrow Coldwell Banker Realty

  • 206 Charles St, Federalsburg, MD 21632
    206 Charles St, Federalsburg, MD 21632
    206 Charles St, Federalsburg, MD 21632
    /35

    $335,000 Sold Feb 06, 2026

    206 Charles St, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft
    • Built 1995

    Last Sold Summary

    • $193/SF
    • 64 Days On Market

    Current Estimated Value $335,178

    Last Listing Agent Rosezette Dennis Coldwell Banker Realty

    206 Charles St, Federalsburg, MD 21632
    • 1111 Canvasback Ln, Denton, MD 21629
      1111 Canvasback Ln, Denton, MD 21629
      1111 Canvasback Ln, Denton, MD 21629
      /26

      Est $399,528 Not Listed For Sale

      1111 Canvasback Ln, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,388 Sq Ft
      • Built 2005
      1111 Canvasback Ln, Denton, MD 21629

      Last Sold Summary

      • 17% Above List Price
      • $144/SF
      • 84 Days On Market

      Last Sold Price $342,700

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • 17840 Cool Spring Rd, Marydel, MD 21649
    17840 Cool Spring Rd, Marydel, MD 21649
    17840 Cool Spring Rd, Marydel, MD 21649
    /8

    $329,000 Sold Jun 23, 2025

    17840 Cool Spring Rd, Marydel, MD 21649

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1994

    Last Sold Summary

    • $210/SF
    • 0 Days On Market

    Current Estimated Value $342,156

    Last Listing Agent Amanda Morgan Brenton Realty Group

    17840 Cool Spring Rd, Marydel, MD 21649
    • 406 Maple Ave, Ridgely, MD 21660
      406 Maple Ave, Ridgely, MD 21660
      406 Maple Ave, Ridgely, MD 21660
      /9

      Est $296,420 Not Listed For Sale

      406 Maple Ave, Ridgely, MD 21660

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1977
      406 Maple Ave, Ridgely, MD 21660

      Last Sold Summary

      • 12% Above List Price
      • $251/SF
      • 4 Days On Market

      Last Sold Price $264,900

      Last Listing Agent henry hale Benson & Mangold, LLC

  • 307 Buena Vista Ave, Federalsburg, MD 21632
    307 Buena Vista Ave, Federalsburg, MD 21632
    /2

    $53,000 Sold Mar 16, 2026

    307 Buena Vista Ave, Federalsburg, MD 21632

    • Land
    • 1.75 Acres
    • $30,286 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 18 Days On Market

    Current Estimated Value $64,812

    Last Listing Agent Heather Brummell Keller Williams Realty

    307 Buena Vista Ave, Federalsburg, MD 21632
    • 14800 Day Rd, Goldsboro, MD 21636
      14800 Day Rd, Goldsboro, MD 21636
      14800 Day Rd, Goldsboro, MD 21636
      /33

      Est $593,490 Not Listed For Sale

      14800 Day Rd, Goldsboro, MD 21636

      • 4 Beds
      • 2.5 Baths
      • 2,590 Sq Ft
      • Built 1992
      14800 Day Rd, Goldsboro, MD 21636

      Last Sold Summary

      • 2% Above List Price
      • $224/SF
      • 9 Days On Market

      Last Sold Price $580,000

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 23730 Henry Rd, Ridgely, MD 21660
    23730 Henry Rd, Ridgely, MD 21660
    23730 Henry Rd, Ridgely, MD 21660
    /68

    $545,000 Sold May 01, 2025

    23730 Henry Rd, Ridgely, MD 21660

    • 3 Beds
    • 3.5 Baths
    • 3,276 Sq Ft
    • Built 2023

    Last Sold Summary

    • $166/SF
    • 8 Days On Market

    Current Estimated Value $578,366

    Last Listing Agent Barbara Best RE/MAX One

    23730 Henry Rd, Ridgely, MD 21660
    • 28370 Bloomery Rd, Federalsburg, MD 21632
      28370 Bloomery Rd, Federalsburg, MD 21632
      28370 Bloomery Rd, Federalsburg, MD 21632
      /23

      Est $362,262 Not Listed For Sale

      28370 Bloomery Rd, Federalsburg, MD 21632

      • 4 Beds
      • 2 Baths
      • 1,749 Sq Ft
      • Built 1977
      28370 Bloomery Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 2% Below List Price
      • $211/SF
      • 26 Days On Market

      Last Sold Price $369,900

      Last Listing Agent Megan Carpenter Tesla Realty Group, LLC

  • 24749 Woods Dr, Denton, MD 21629
    24749 Woods Dr, Denton, MD 21629
    24749 Woods Dr, Denton, MD 21629
    /42

    $465,000 Sold Mar 30, 2026

    24749 Woods Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $182/SF
    • 80 Days On Market

    Current Estimated Value $468,987

    Last Listing Agent Peter Stark Benson & Mangold, LLC

    24749 Woods Dr, Denton, MD 21629
    • 319 Morris Ave, Federalsburg, MD 21632
      319 Morris Ave, Federalsburg, MD 21632
      319 Morris Ave, Federalsburg, MD 21632
      /10

      Est $251,634 Not Listed For Sale

      319 Morris Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,848 Sq Ft
      • Built 1989
      319 Morris Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 9% Above List Price
      • $124/SF
      • 71 Days On Market

      Last Sold Price $229,900

      Last Listing Agent Pamela Geib Long & Foster

  • 201 Denton Rd, Federalsburg, MD 21632
    201 Denton Rd, Federalsburg, MD 21632
    201 Denton Rd, Federalsburg, MD 21632
    /26

    $110,000 Sold Sep 15, 2025

    201 Denton Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,051 Sq Ft
    • Built 1955

    Last Sold Summary

    • $105/SF
    • 6 Days On Market

    Current Estimated Value $113,469

    Last Listing Agent Alex Fox Allfirst Realty, Inc.

    201 Denton Rd, Federalsburg, MD 21632
    • 2634 Meadowbrook Rd, Federalsburg, MD 21632
      2634 Meadowbrook Rd, Federalsburg, MD 21632
      2634 Meadowbrook Rd, Federalsburg, MD 21632
      /38

      Est $288,306 Not Listed For Sale

      2634 Meadowbrook Rd, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1993
      2634 Meadowbrook Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 11% Above List Price
      • $193/SF
      • 5 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Alex Modaressi RE/MAX

  • 308 W Sunset Ave, Greensboro, MD 21639
    308 W Sunset Ave, Greensboro, MD 21639
    308 W Sunset Ave, Greensboro, MD 21639
    /17

    $245,000 Sold May 09, 2025

    308 W Sunset Ave, Greensboro, MD 21639

    • 4 Beds
    • 1.5 Baths
    • 1,786 Sq Ft
    • Built 1880

    Last Sold Summary

    • $137/SF
    • 9 Days On Market

    Current Estimated Value $269,556

    Last Listing Agent Heather Brummell Keller Williams Realty

    308 W Sunset Ave, Greensboro, MD 21639
    • 25840 Garey Rd, Denton, MD 21629
      25840 Garey Rd, Denton, MD 21629
      25840 Garey Rd, Denton, MD 21629
      /68

      Est $654,668 Not Listed For Sale

      25840 Garey Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1900
      25840 Garey Rd, Denton, MD 21629

      Last Sold Summary

      • 3% Below List Price
      • $397/SF
      • 10 Days On Market

      Last Sold Price $675,000

      Last Listing Agent June Steinweg Long & Foster

  • 101 Liberty Rd, Federalsburg, MD 21632
    101 Liberty Rd, Federalsburg, MD 21632
    101 Liberty Rd, Federalsburg, MD 21632
    /56

    $125,000 Sold May 13, 2025

    101 Liberty Rd, Federalsburg, MD 21632

    • 4 Beds
    • 2 Baths
    • 3,386 Sq Ft
    • Built 1905

    Last Sold Summary

    • $37/SF
    • 43 Days On Market

    Current Estimated Value $206,486

    Last Listing Agent Ben Garner Cummings & Co. Realtors

    101 Liberty Rd, Federalsburg, MD 21632
    • 1223 Fairfield Ct, Denton, MD 21629
      1223 Fairfield Ct, Denton, MD 21629
      1223 Fairfield Ct, Denton, MD 21629
      /20

      Est $279,224 Not Listed For Sale

      1223 Fairfield Ct, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 2004
      1223 Fairfield Ct, Denton, MD 21629

      Last Sold Summary

      • 7% Above List Price
      • $212/SF
      • 49 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • 106 Briarwood Cir, Denton, MD 21629
    106 Briarwood Cir, Denton, MD 21629
    106 Briarwood Cir, Denton, MD 21629
    /60

    $400,000 Sold Jan 06, 2026

    106 Briarwood Cir, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,551 Sq Ft
    • Built 2021

    Last Sold Summary

    • $157/SF
    • 4 Days On Market

    Current Estimated Value $402,548

    Last Listing Agent Stephanie Smith Douglas Realty, LLC

    106 Briarwood Cir, Denton, MD 21629
    • 100 S 7th St, Denton, MD 21629
      100 S 7th St, Denton, MD 21629
      100 S 7th St, Denton, MD 21629
      /39

      Est $327,872 Not Listed For Sale

      100 S 7th St, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 2,504 Sq Ft
      • Built 1880
      100 S 7th St, Denton, MD 21629

      Last Sold Summary

      • 2% Below List Price
      • $134/SF
      • 38 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Shawna Kirlin NextHome Preferred

  • 301 Central Ave, Ridgely, MD 21660
    301 Central Ave, Ridgely, MD 21660
    301 Central Ave, Ridgely, MD 21660
    /20

    $189,000 Sold Dec 02, 2025

    301 Central Ave, Ridgely, MD 21660

    • 4 Beds
    • 1 Bath
    • 1,706 Sq Ft
    • Built 1860

    Last Sold Summary

    • $111/SF
    • 7 Days On Market

    Current Estimated Value $197,939

    Last Listing Agent Jim Corson Benson & Mangold, LLC

    301 Central Ave, Ridgely, MD 21660
    • 201 S 2nd St, Denton, MD 21629
      201 S 2nd St, Denton, MD 21629
      201 S 2nd St, Denton, MD 21629
      /32

      Est $260,281 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

      • 4% Above List Price
      • $163/SF
      • 135 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Darlene Winegardner RE/MAX

  • 529 N 6th St, Denton, MD 21629
    529 N 6th St, Denton, MD 21629
    529 N 6th St, Denton, MD 21629
    /21

    $249,500 Sold Nov 10, 2025

    529 N 6th St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,019 Sq Ft
    • Built 1930

    Last Sold Summary

    • $245/SF
    • 62 Days On Market

    Current Estimated Value $243,052

    Last Listing Agent Cody Weese Weese Properties, LLC

    529 N 6th St, Denton, MD 21629
    • 24610 White Dogwood Dr, Denton, MD 21629
      24610 White Dogwood Dr, Denton, MD 21629
      24610 White Dogwood Dr, Denton, MD 21629
      /61

      Est $829,965 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

      • $167/SF
      • 107 Days On Market

      Last Sold Price $826,900

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 25361 Calvert Dr, Greensboro, MD 21639
    25361 Calvert Dr, Greensboro, MD 21639
    25361 Calvert Dr, Greensboro, MD 21639
    /70

    $325,000 Sold Mar 12, 2026

    25361 Calvert Dr, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1989

    Last Sold Summary

    • $224/SF
    • 50 Days On Market

    Current Estimated Value $328,273

    Last Listing Agent Chris Rosendale CR Realty

    25361 Calvert Dr, Greensboro, MD 21639
    • 3531 Linchester Rd, Preston, MD 21655
      3531 Linchester Rd, Preston, MD 21655
      3531 Linchester Rd, Preston, MD 21655
      /31

      Est $263,823 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

  • 122 Lister Ln, Ridgely, MD 21660
    122 Lister Ln, Ridgely, MD 21660
    122 Lister Ln, Ridgely, MD 21660
    /71

    $450,000 Sold Sep 19, 2025

    122 Lister Ln, Ridgely, MD 21660

    • 4 Beds
    • 3 Baths
    • 4,304 Sq Ft
    • Built 2006

    Last Sold Summary

    • $105/SF
    • 30 Days On Market

    Current Estimated Value $452,800

    Last Listing Agent Chris Rosendale CR Realty

    122 Lister Ln, Ridgely, MD 21660
    • 305 S 2nd St, Denton, MD 21629
      305 S 2nd St, Denton, MD 21629
      305 S 2nd St, Denton, MD 21629
      /34

      Est $326,503 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

      • 9% Above List Price
      • $148/SF
      • 225 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Kat Thompson Benson & Mangold, LLC.

  • 8 Sunrise Ave, Ridgely, MD 21660
    8 Sunrise Ave, Ridgely, MD 21660
    8 Sunrise Ave, Ridgely, MD 21660
    /23

    $365,000 Sold Dec 22, 2025

    8 Sunrise Ave, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft
    • Built 2025

    Last Sold Summary

    • $283/SF
    • 6 Days On Market

    Last Listing Agent Amy Betts Coldwell Banker Realty

    8 Sunrise Ave, Ridgely, MD 21660
    • 303 Central Ave, Ridgely, MD 21660
      303 Central Ave, Ridgely, MD 21660
      303 Central Ave, Ridgely, MD 21660
      /36

      Est $317,726 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

      • 6% Above List Price
      • $208/SF
      • 53 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Michele Hamilton Taylor Properties

  • 307 W Central Ave, Federalsburg, MD 21632
    307 W Central Ave, Federalsburg, MD 21632
    307 W Central Ave, Federalsburg, MD 21632
    /15

    $200,000 Sold Sep 15, 2025

    307 W Central Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,340 Sq Ft
    • Built 1935

    Last Sold Summary

    • $149/SF
    • 105 Days On Market

    Current Estimated Value $203,110

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    307 W Central Ave, Federalsburg, MD 21632
    • 108 Park Ave, Ridgely, MD 21660
      108 Park Ave, Ridgely, MD 21660
      108 Park Ave, Ridgely, MD 21660
      /31

      Est $286,363 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

  • 3449 Jefferson Pond Rd, Federalsburg, MD 21632
    3449 Jefferson Pond Rd, Federalsburg, MD 21632
    3449 Jefferson Pond Rd, Federalsburg, MD 21632
    /6

    $309,900 Sold Jun 05, 2025

    3449 Jefferson Pond Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2025

    Last Sold Summary

    • $231/SF
    • 39 Days On Market

    Last Listing Agent Amy Herr Keller Williams Realty

    3449 Jefferson Pond Rd, Federalsburg, MD 21632
    • 14645 Fox Chase Cir, Ridgely, MD 21660
      14645 Fox Chase Cir, Ridgely, MD 21660
      14645 Fox Chase Cir, Ridgely, MD 21660
      /80

      Est $464,719 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

      • 1% Above List Price
      • $175/SF
      • 66 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • 317 W Central Ave, Federalsburg, MD 21632
    317 W Central Ave, Federalsburg, MD 21632
    317 W Central Ave, Federalsburg, MD 21632
    /25

    $240,000 Sold Nov 12, 2025

    317 W Central Ave, Federalsburg, MD 21632

    • 4 Beds
    • 1.5 Baths
    • 1,670 Sq Ft
    • Built 1931

    Last Sold Summary

    • $144/SF
    • 56 Days On Market

    Current Estimated Value $236,295

    Last Listing Agent Kelly Sharpless Kelstar Properties

    317 W Central Ave, Federalsburg, MD 21632
    • 7675 Tall Tree Ln, Preston, MD 21655
      7675 Tall Tree Ln, Preston, MD 21655
      7675 Tall Tree Ln, Preston, MD 21655
      /30

      Est $389,408 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

      • 2% Above List Price
      • $284/SF
      • 4 Days On Market

      Last Sold Price $381,900

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

  • 5549 Harmony Woods Dr, Preston, MD 21655
    5549 Harmony Woods Dr, Preston, MD 21655
    /2

    $399,000 Sold Jul 03, 2025

    5549 Harmony Woods Dr, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 2025

    Last Sold Summary

    • $228/SF
    • 42 Days On Market

    Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

    5549 Harmony Woods Dr, Preston, MD 21655

Showing Results 601 - 640, Page 16 of 18

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