393

Recently Sold Caroline County MD Homes

Section Image Section Image
  • 24029 Meadows Dr, Ridgely, MD 21660
    24029 Meadows Dr, Ridgely, MD 21660
    24029 Meadows Dr, Ridgely, MD 21660
    /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 $389,344

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    24029 Meadows Dr, Ridgely, MD 21660
  • 124 Parkland Rd, Greensboro, MD 21639
    124 Parkland Rd, Greensboro, MD 21639
    124 Parkland Rd, Greensboro, MD 21639
    /20

    $267,490 Sold Aug 12, 2025

    124 Parkland Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $253/SF
    • 6 Days On Market

    D.R. Horton Kinnamon Meadows

    124 Parkland Rd, Greensboro, MD 21639
  • 3471 Laurel Grove Rd, Federalsburg, MD 21632
    3471 Laurel Grove Rd, Federalsburg, MD 21632
    /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 $142,000

    Last Listing Agent Heather Brummell Keller Williams Realty

    3471 Laurel Grove Rd, Federalsburg, MD 21632
  • 5890 Harmony Rd, Preston, MD 21655
    5890 Harmony Rd, Preston, MD 21655
    5890 Harmony Rd, Preston, MD 21655
    /11

    $1,050,000 Sold May 16, 2025

    5890 Harmony Rd, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1920

    Last Sold Summary

    • $464/SF
    • 6 Days On Market

    Current Estimated Value $1,071,417

    Last Listing Agent Nick Campanaro The Land Group

    5890 Harmony Rd, Preston, MD 21655
  • 311 Holt St, Federalsburg, MD 21632
    311 Holt St, Federalsburg, MD 21632
    311 Holt St, 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 $235,876

    Last Listing Agent Heather Brummell Keller Williams Realty

    311 Holt St, Federalsburg, MD 21632
  • 311 Maple Ave, Federalsburg, MD 21632
    311 Maple Ave, Federalsburg, MD 21632
    311 Maple Ave, 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 $126,939

    Last Listing Agent Melissa Tippett TTR Sotheby's International Realty

    311 Maple Ave, Federalsburg, MD 21632
  • 104 Roe St, Greensboro, MD 21639
    104 Roe St, Greensboro, MD 21639
    104 Roe 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 $262,732

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

    104 Roe St, Greensboro, MD 21639
  • 311 Reliance Ave, Federalsburg, MD 21632
    311 Reliance Ave, Federalsburg, MD 21632
    311 Reliance Ave, Federalsburg, MD 21632
    /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 $187,529

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    311 Reliance Ave, Federalsburg, MD 21632
  • 157 Riverwalk Terrace, Federalsburg, MD 21632
    157 Riverwalk Terrace, Federalsburg, MD 21632
    157 Riverwalk Terrace, Federalsburg, MD 21632
    /27

    $219,990 Sold Aug 14, 2025

    157 Riverwalk Terrace, Federalsburg, MD 21632

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

    Move in Ready Sold Summary

    • $161/SF
    • 14 Days On Market

    Current Estimated Value $201,000

    157 Riverwalk Terrace, Federalsburg, MD 21632
  • 4808 Frazier Neck Rd, Preston, MD 21655
    4808 Frazier Neck Rd, Preston, MD 21655
    4808 Frazier Neck Rd, Preston, MD 21655
    /30

    $435,000 Sold Aug 11, 2025

    4808 Frazier Neck Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1920

    Last Sold Summary

    • $275/SF
    • 88 Days On Market

    Current Estimated Value $431,529

    Last Listing Agent Brenda Fornos Taylor Properties

    4808 Frazier Neck Rd, Preston, MD 21655
  • 402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    /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
  • 116 Julie Ln, Federalsburg, MD 21632
    116 Julie Ln, Federalsburg, MD 21632
    116 Julie Ln, Federalsburg, MD 21632
    /28

    $209,990 Sold Sep 15, 2025

    116 Julie Ln, Federalsburg, MD 21632

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

    Move in Ready Sold Summary

    • $154/SF
    • 12 Days On Market

    116 Julie Ln, Federalsburg, MD 21632
  • 22691 Sawmill Rd, Ridgely, MD 21660
    22691 Sawmill Rd, Ridgely, MD 21660
    22691 Sawmill Rd, Ridgely, MD 21660
    /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 $150,031

    Last Listing Agent Amanda Morgan Brenton Realty Group

    22691 Sawmill Rd, Ridgely, MD 21660
  • 407 Wood Duck Dr, Greensboro, MD 21639
    407 Wood Duck Dr, Greensboro, MD 21639
    407 Wood Duck Dr, Greensboro, MD 21639
    /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 $315,678

    Last Listing Agent Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
  • 141 Riverwalk Terrace, Federalsburg, MD 21632
    141 Riverwalk Terrace, Federalsburg, MD 21632
    141 Riverwalk Terrace, Federalsburg, MD 21632
    /28

    $229,990 Sold Aug 05, 2025

    141 Riverwalk Terrace, Federalsburg, MD 21632

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

    Move in Ready Sold Summary

    • $168/SF
    • 21 Days On Market

    141 Riverwalk Terrace, Federalsburg, MD 21632
  • 9709 Foy Rd, Denton, MD 21629
    9709 Foy Rd, Denton, MD 21629
    9709 Foy Rd, Denton, MD 21629
    /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 $154,667

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
  • 213 S 6th St, Denton, MD 21629
    213 S 6th St, Denton, MD 21629
    213 S 6th St, Denton, MD 21629
    /31

    $260,000 Sold Aug 01, 2025

    213 S 6th St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1983

    Last Sold Summary

    • $232/SF
    • 5 Days On Market

    Current Estimated Value $264,606

    Last Listing Agent Christian Schou TTR Sotheby's International Realty

    213 S 6th St, Denton, MD 21629
  • 7 S 7th St, Denton, MD 21629
    7 S 7th St, Denton, MD 21629
    7 S 7th St, Denton, MD 21629
    /18

    $195,000 Sold Jun 27, 2025

    7 S 7th St, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1880

    Last Sold Summary

    • $162/SF
    • 33 Days On Market

    Current Estimated Value $211,594

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    7 S 7th St, Denton, MD 21629
  • 1106 Osprey Ln, Denton, MD 21629
    1106 Osprey Ln, Denton, MD 21629
    1106 Osprey Ln, 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 $297,594

    Last Listing Agent Barbara McCaffrey Redfin Corp

    1106 Osprey Ln, Denton, MD 21629
  • 133 Hobbs St, Greensboro, MD 21639
    133 Hobbs St, Greensboro, MD 21639
    133 Hobbs St, Greensboro, MD 21639
    /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
  • 8320 Detour Rd, Denton, MD 21629
    8320 Detour Rd, Denton, MD 21629
    8320 Detour Rd, Denton, MD 21629
    /14

    $95,000 Sold May 22, 2025

    8320 Detour Rd, Denton, MD 21629

    • Land
    • 2.09 Acres
    • $45,455 per Acre

    Last Sold Summary

    • 135 Days On Market

    Current Estimated Value $102,780

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    8320 Detour Rd, Denton, MD 21629
  • 24316 Auction Rd, Preston, MD 21655
    24316 Auction Rd, Preston, MD 21655
    24316 Auction Rd, Preston, MD 21655
    /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 $349,772

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    24316 Auction Rd, Preston, MD 21655
  • 4631 Everlea Ct, Preston, MD 21655
    4631 Everlea Ct, Preston, MD 21655
    4631 Everlea Ct, 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 $473,205

    Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

    4631 Everlea Ct, Preston, MD 21655
  • 125 Bloomingdale Ave, Federalsburg, MD 21632
    125 Bloomingdale Ave, Federalsburg, MD 21632
    125 Bloomingdale Ave, Federalsburg, MD 21632
    /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 $137,333

    Last Listing Agent Daniel Demers Sell Your Home Services

    125 Bloomingdale Ave, Federalsburg, MD 21632
  • 143 Riverwalk Terrace, Federalsburg, MD 21632
    143 Riverwalk Terrace, Federalsburg, MD 21632
    143 Riverwalk Terrace, Federalsburg, MD 21632
    /27

    $219,990 Sold Aug 29, 2025

    143 Riverwalk Terrace, Federalsburg, MD 21632

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

    Last Sold Summary

    • $161/SF
    • 6 Days On Market

    Current Estimated Value $225,652

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

    143 Riverwalk Terrace, Federalsburg, MD 21632
  • 11145 Branch Ct, Denton, MD 21629
    11145 Branch Ct, Denton, MD 21629
    11145 Branch Ct, Denton, MD 21629
    /36

    $375,000 Sold Jun 30, 2025

    11145 Branch Ct, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1999

    Last Sold Summary

    • $279/SF
    • 82 Days On Market

    Current Estimated Value $399,960

    Last Listing Agent Sean O'Connor Coldwell Banker Realty

    11145 Branch Ct, Denton, MD 21629
  • 505 Market St, Denton, MD 21629
    505 Market St, Denton, MD 21629
    505 Market St, Denton, MD 21629
    /13

    $225,000 Sold Aug 15, 2025

    505 Market St, Denton, MD 21629

    • 4 Beds
    • 2 Baths
    • 3,731 Sq Ft
    • Built 1890

    Last Sold Summary

    • $60/SF
    • 148 Days On Market

    Current Estimated Value $253,315

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    505 Market St, Denton, MD 21629
  • 106 Morning Glory Dr, Denton, MD 21629
    106 Morning Glory Dr, Denton, MD 21629
    106 Morning Glory Dr, Denton, MD 21629
    /41

    $382,000 Sold Jun 06, 2025

    106 Morning Glory Dr, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2022

    Last Sold Summary

    • $230/SF
    • 254 Days On Market

    Current Estimated Value $399,891

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

    106 Morning Glory Dr, Denton, MD 21629
  • 0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    /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
  • 22879 Stevenson Rd, Ridgely, MD 21660
    22879 Stevenson Rd, Ridgely, MD 21660
    22879 Stevenson Rd, Ridgely, MD 21660
    /121

    $835,000 Sold Jun 06, 2025

    22879 Stevenson Rd, Ridgely, MD 21660

    • 5 Beds
    • 5 Baths
    • 5,328 Sq Ft
    • Built 2012

    Last Sold Summary

    • $157/SF
    • 47 Days On Market

    Current Estimated Value $884,822

    Last Listing Agent Chris Rosendale CR Realty

    22879 Stevenson Rd, Ridgely, MD 21660
  • Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
    /3

    $85,000 Sold Sep 16, 2025

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632

    • Land
    • 2 Acres
    • $42,500 per Acre

    Last Sold Summary

    • 160 Days On Market

    Last Listing Agent Mickey Hayward Sunset Properties

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
  • 5059 Gina Ln, Federalsburg, MD 21632
    5059 Gina Ln, Federalsburg, MD 21632
    5059 Gina Ln, Federalsburg, MD 21632
    /31

    $280,000 Sold Jul 24, 2025

    5059 Gina Ln, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1981

    Last Sold Summary

    • $192/SF
    • 120 Days On Market

    Current Estimated Value $283,233

    Last Listing Agent Andrew Beaven Wright Real Estate

    5059 Gina Ln, Federalsburg, MD 21632
  • 0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
    /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
  • 130 Walnut St, Ridgely, MD 21660
    130 Walnut St, Ridgely, MD 21660
    130 Walnut St, Ridgely, MD 21660
    /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 $374,738

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

    130 Walnut St, Ridgely, MD 21660
  • 4516 Frazier Neck Rd, Preston, MD 21655
    4516 Frazier Neck Rd, Preston, MD 21655
    4516 Frazier Neck Rd, Preston, MD 21655
    /13

    $350,000 Sold Sep 05, 2025

    4516 Frazier Neck Rd, Preston, MD 21655

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1969

    Last Sold Summary

    • $333/SF
    • 5 Days On Market

    Current Estimated Value $361,512

    Last Listing Agent Benjamin Alder The Land Group

    4516 Frazier Neck Rd, Preston, MD 21655
  • 312 Fountain Ave, Denton, MD 21629
    312 Fountain Ave, Denton, MD 21629
    312 Fountain Ave, Denton, MD 21629
    /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 $248,416

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    312 Fountain Ave, Denton, MD 21629
  • 125 Park Ave, Greensboro, MD 21639

    $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 $246,843

    D.R. Horton Kinnamon Meadows

    125 Park Ave, Greensboro, MD 21639
  • 8197 Detour Rd, Denton, MD 21629
    8197 Detour Rd, Denton, MD 21629
    8197 Detour 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 $605,425

    Last Listing Agent Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629
  • 121 Edenton Ln, Denton, MD 21629
    121 Edenton Ln, Denton, MD 21629
    121 Edenton Ln, Denton, MD 21629
    /29

    $299,000 Sold Mar 05, 2026

    121 Edenton Ln, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1978

    Last Sold Summary

    • $243/SF
    • 98 Days On Market

    Current Estimated Value $297,361

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    121 Edenton Ln, Denton, MD 21629
  • 3345 Gallagher Rd, Preston, MD 21655
    3345 Gallagher Rd, Preston, MD 21655
    3345 Gallagher Rd, Preston, MD 21655
    /9

    $370,000 Sold Dec 23, 2025

    3345 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 2025

    Last Sold Summary

    • $282/SF
    • 22 Days On Market

    Current Estimated Value $373,070

    Last Listing Agent Janiece Hines Crown Homes Real Estate

    3345 Gallagher Rd, Preston, MD 21655

Showing Results 41 - 80, Page 2 of 10

Maryland Caroline County

Recently Sold Real Estate & Homes in Caroline County, MD

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