398

Recently Sold Caroline County MD Homes

Section Image Section Image
  • 502 N Academy St, Greensboro, MD 21639
    502 N Academy St, Greensboro, MD 21639
    502 N Academy St, Greensboro, MD 21639
    /59

    $385,000

    Sold Nov 07, 2025

    502 N Academy St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 2,378 Sq Ft
    • Built 1960

    Last Sold Summary

    • $162/SF
    • 105 Days On Market

    Current Estimated Value $366,756

    Last Listing Agent Chris Rosendale CR Realty

    502 N Academy St, Greensboro, MD 21639
  • 103 S Main St, Federalsburg, MD 21632
    103 S Main St, Federalsburg, MD 21632
    /2

    $90,000

    Sold Apr 07, 2026

    103 S Main St, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 2,116 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Below List Price
    • $43/SF
    • 18 Days On Market

    Last Listing Agent Valerie Brown Coldwell Banker Realty

    103 S Main St, Federalsburg, MD 21632
  • 151 Riverwalk Terrace, Federalsburg, MD 21632
    151 Riverwalk Terrace, Federalsburg, MD 21632
    151 Riverwalk Terrace, Federalsburg, MD 21632
    /28

    $240,990

    Sold Jun 30, 2025

    151 Riverwalk Terrace, Federalsburg, MD 21632

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

    Last Sold Summary

    • $177/SF
    • 26 Days On Market

    Current Estimated Value $238,114

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

    151 Riverwalk Terrace, Federalsburg, MD 21632
  • 215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    /18

    $75,000

    Sold Jun 01, 2026

    215 Academy Ave, Federalsburg, MD 21632

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1903

    Last Sold Summary

    • 21% Below List Price
    • $49/SF
    • 40 Days On Market

    Current Estimated Value $155,472

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

    215 Academy Ave, Federalsburg, MD 21632
  • 3376 Jefferson Pond Rd, Federalsburg, MD 21632
    3376 Jefferson Pond Rd, Federalsburg, MD 21632
    3376 Jefferson Pond Rd, Federalsburg, MD 21632
    /5

    $295,000

    Sold Jan 30, 2026

    3376 Jefferson Pond Rd, Federalsburg, MD 21632

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

    Last Sold Summary

    • $219/SF
    • 182 Days On Market

    Last Listing Agent Amy Herr Keller Williams Realty

    3376 Jefferson Pond Rd, Federalsburg, MD 21632
  • 113 Parkland Rd, Greensboro, MD 21639
    113 Parkland Rd, Greensboro, MD 21639
    /2

    $269,990

    Sold Oct 13, 2025

    113 Parkland Rd, Greensboro, MD 21639

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

    Move in Ready Sold Summary

    • $221/SF
    • 19 Days On Market

    D.R. Horton Kinnamon Meadows

    113 Parkland Rd, Greensboro, MD 21639
  • 1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    /25

    $260,000

    Sold Oct 30, 2025

    1904 Blue Heron Dr, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft
    • Built 2007

    Last Sold Summary

    • $98/SF
    • 61 Days On Market

    Current Estimated Value $254,018

    Last Listing Agent Ralph Harvey ListWithFreedom.com

    1904 Blue Heron Dr, Denton, MD 21629
  • 306 Sunrise Ave, Ridgely, MD 21660
    306 Sunrise Ave, Ridgely, MD 21660
    306 Sunrise Ave, Ridgely, MD 21660
    /13

    $260,000

    Sold Aug 13, 2025

    306 Sunrise Ave, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,539 Sq Ft
    • Built 1955

    Last Sold Summary

    • $169/SF
    • 120 Days On Market

    Current Estimated Value $276,009

    Last Listing Agent Wanda Hampton Clark & Co Realty, LLC

    306 Sunrise Ave, Ridgely, MD 21660
  • 8 N 2nd St, Denton, MD 21629
    8 N 2nd St, Denton, MD 21629
    8 N 2nd St, Denton, MD 21629
    /18

    $425,000

    Sold Jul 23, 2025

    8 N 2nd St, Denton, MD 21629

    • Studio
    • 3,482 Sq Ft
    • Built 1890

    Last Sold Summary

    • $122/SF
    • 78 Days On Market

    Last Listing Agent Andrew Beaven Wright Real Estate

    8 N 2nd St, Denton, MD 21629
  • 21269 Dover Bridge Rd, Preston, MD 21655
    21269 Dover Bridge Rd, Preston, MD 21655
    21269 Dover Bridge Rd, Preston, MD 21655
    /12

    $60,027

    Sold Mar 31, 2026

    21269 Dover Bridge Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1996

    Last Sold Summary

    • $45/SF
    • 64 Days On Market

    Last Listing Agent Donna Harrington Coldwell Banker Realty

    21269 Dover Bridge Rd, Preston, MD 21655
  • 1202 Blue Heron Dr, Denton, MD 21629
    1202 Blue Heron Dr, Denton, MD 21629
    1202 Blue Heron Dr, Denton, MD 21629
    /13

    $230,000

    Sold Feb 27, 2026

    1202 Blue Heron Dr, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,753 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $131/SF
    • 46 Days On Market

    Current Estimated Value $230,388

    Last Listing Agent SHANTA PHILLIPS EXP Realty, LLC

    1202 Blue Heron Dr, Denton, MD 21629
  • 522 Lincoln St, Denton, MD 21629
    522 Lincoln St, Denton, MD 21629
    522 Lincoln St, Denton, MD 21629
    /16

    $215,000

    Sold Oct 24, 2025

    522 Lincoln St, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft
    • Built 1961

    Last Sold Summary

    • $336/SF
    • 10 Days On Market

    Current Estimated Value $206,172

    Last Listing Agent Amanda Morgan Brenton Realty Group

    522 Lincoln St, Denton, MD 21629
  • 245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    /10

    $180,000

    Sold Jan 14, 2026

    245 Briarwood Cir, Denton, MD 21629

    • Studio
    • Built 2010

    Last Sold Summary

    • 392 Days On Market

    Current Estimated Value $199,000

    Last Listing Agent Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • 0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
    /4

    $110,000

    Sold Dec 15, 2025

    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952

    • Land
    • 2 Acres
    • $55,000 per Acre

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Amy Torbert Diamond State Cooperative LLC

    0 Whiteleysburg Rd Unit DEKT2042216, Harrington, DE 19952
  • 25607 Garey Rd, Denton, MD 21629
    25607 Garey Rd, Denton, MD 21629
    25607 Garey Rd, Denton, MD 21629
    /19

    $315,000

    Sold Jan 09, 2026

    25607 Garey Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 1998

    Last Sold Summary

    • $342/SF
    • 39 Days On Market

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    25607 Garey Rd, Denton, MD 21629
  • 0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
    /16

    $230,000

    Sold Jan 30, 2026

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629

    • Land
    • 3.4 Acres
    • $67,647 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 631 Days On Market

    Last Listing Agent Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
  • 14271 Cedar Ln, Greensboro, MD 21639
    14271 Cedar Ln, Greensboro, MD 21639
    14271 Cedar Ln, Greensboro, MD 21639
    /108

    $1,200,000

    Sold Jan 21, 2026

    14271 Cedar Ln, Greensboro, MD 21639

    • 6 Beds
    • 3 Baths
    • 3,756 Sq Ft
    • Built 1998

    Last Sold Summary

    • $319/SF
    • 245 Days On Market

    Current Estimated Value $1,160,048

    Last Listing Agent Travis Gray Engel & Völkers Annapolis

    14271 Cedar Ln, Greensboro, MD 21639
  • 14418 Poplar St, Goldsboro, MD 21636
    14418 Poplar St, Goldsboro, MD 21636
    14418 Poplar St, Goldsboro, MD 21636
    /52

    $465,000

    Sold Jun 16, 2026

    14418 Poplar St, Goldsboro, MD 21636

    • 2 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $252/SF
    • 6 Days On Market

    Current Estimated Value $445,152

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    14418 Poplar St, Goldsboro, MD 21636
  • 111 Parkland Rd, Greensboro, MD 21639
    111 Parkland Rd, Greensboro, MD 21639
    /2

    $289,990

    Sold Sep 25, 2025

    111 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $199/SF
    • 13 Days On Market

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

    111 Parkland Rd, Greensboro, MD 21639
  • 3485 Gallagher Rd, Preston, MD 21655
    3485 Gallagher Rd, Preston, MD 21655
    3485 Gallagher Rd, Preston, MD 21655
    /74

    $740,000

    Sold Jan 20, 2026

    3485 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2.5 Baths
    • 3,326 Sq Ft
    • Built 2003

    Last Sold Summary

    • $222/SF
    • 5 Days On Market

    Current Estimated Value $723,377

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    3485 Gallagher Rd, Preston, MD 21655
  • 8556 Tuckahoe Rd, Denton, MD 21629
    8556 Tuckahoe Rd, Denton, MD 21629
    8556 Tuckahoe Rd, Denton, MD 21629
    /52

    $390,000

    Sold Oct 23, 2025

    8556 Tuckahoe Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2001

    Last Sold Summary

    • $290/SF
    • 42 Days On Market

    Current Estimated Value $382,252

    Last Listing Agent Kathleen Armiger Coldwell Banker Realty

    8556 Tuckahoe Rd, Denton, MD 21629
  • 26042 Line Rd, Denton, MD 21629
    26042 Line Rd, Denton, MD 21629
    26042 Line Rd, Denton, MD 21629
    /3

    $80,000

    Sold Sep 02, 2025

    26042 Line Rd, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1970

    Last Sold Summary

    • $111/SF
    • 9 Days On Market

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

    26042 Line Rd, Denton, MD 21629
  • 13800 Cedar Ln, Greensboro, MD 21639
    13800 Cedar Ln, Greensboro, MD 21639
    13800 Cedar Ln, Greensboro, MD 21639
    /104

    $478,000

    Sold Aug 19, 2025

    13800 Cedar Ln, Greensboro, MD 21639

    • 2 Beds
    • 1 Bath
    • 1,372 Sq Ft
    • Built 1920

    Last Sold Summary

    • $348/SF
    • 10 Days On Market

    Current Estimated Value $474,157

    Last Listing Agent Lona Todd Taylor Properties

    13800 Cedar Ln, Greensboro, MD 21639
  • 17990 Henderson Rd, Marydel, MD 21649
    17990 Henderson Rd, Marydel, MD 21649
    17990 Henderson Rd, Marydel, MD 21649
    /24

    $165,000

    Sold Nov 10, 2025

    17990 Henderson Rd, Marydel, MD 21649

    • 1 Bed
    • 1 Bath
    • 1,527 Sq Ft
    • Built 1973

    Last Sold Summary

    • $108/SF
    • 10 Days On Market

    Current Estimated Value $200,499

    Last Listing Agent Timothy Morgan Keller Williams Realty Delmarva

    17990 Henderson Rd, Marydel, MD 21649
  • 26091 Hokum Dr, Greensboro, MD 21639
    26091 Hokum Dr, Greensboro, MD 21639
    26091 Hokum Dr, Greensboro, MD 21639
    /61

    $429,900

    Sold Jan 05, 2026

    26091 Hokum Dr, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 2004

    Last Sold Summary

    • $191/SF
    • 24 Days On Market

    Current Estimated Value $440,349

    Last Listing Agent Lori Marino Long & Foster Real Estate, Inc.

    26091 Hokum Dr, Greensboro, MD 21639
  • 207 Bloomingdale Ave, Federalsburg, MD 21632
    207 Bloomingdale Ave, Federalsburg, MD 21632
    207 Bloomingdale Ave, Federalsburg, MD 21632
    /43

    $240,000

    Sold May 06, 2026

    207 Bloomingdale Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 1953

    Last Sold Summary

    • $143/SF
    • 202 Days On Market

    Current Estimated Value $240,976

    Last Listing Agent Dustin Parker The Parker Group

    207 Bloomingdale Ave, Federalsburg, MD 21632
  • 132 Hobbs St, Greensboro, MD 21639
    132 Hobbs St, Greensboro, MD 21639
    132 Hobbs St, Greensboro, MD 21639
    /20

    $265,490

    Sold Feb 06, 2026

    132 Hobbs St, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $251/SF
    • 17 Days On Market

    D.R. Horton Kinnamon Meadows

    132 Hobbs St, Greensboro, MD 21639
  • 610 Lincoln St, Denton, MD 21629
    610 Lincoln St, Denton, MD 21629
    610 Lincoln St, Denton, MD 21629
    /22

    $205,000

    Sold Jun 05, 2026

    610 Lincoln St, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft
    • Built 1915

    Last Sold Summary

    • 8% Above List Price
    • $291/SF
    • 14 Days On Market

    Current Estimated Value $185,355

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    610 Lincoln St, Denton, MD 21629
  • 222 Denton Rd, Federalsburg, MD 21632
    222 Denton Rd, Federalsburg, MD 21632
    222 Denton Rd, Federalsburg, MD 21632
    /3

    $27,500

    Sold Dec 04, 2025

    222 Denton Rd, Federalsburg, MD 21632

    • Land
    • 10,018 Sq Ft
    • $119,565 per Acre

    Last Sold Summary

    • 589 Days On Market

    Current Estimated Value $81,965

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

    222 Denton Rd, Federalsburg, MD 21632
  • 25211 Adams Landing Rd, Denton, MD 21629
    25211 Adams Landing Rd, Denton, MD 21629
    25211 Adams Landing Rd, Denton, MD 21629
    /58

    $700,000

    Sold Dec 17, 2025

    25211 Adams Landing Rd, Denton, MD 21629

    • 4 Beds
    • 2 Baths
    • 2,273 Sq Ft
    • Built 1960

    Last Sold Summary

    • $308/SF
    • 12 Days On Market

    Current Estimated Value $689,677

    Last Listing Agent Linda Moore Long & Foster Real Estate, Inc.

    25211 Adams Landing Rd, Denton, MD 21629
  • 1111 Ruddy Duck Ct, Denton, MD 21629
    1111 Ruddy Duck Ct, Denton, MD 21629
    1111 Ruddy Duck Ct, Denton, MD 21629
    /49

    $390,000

    Sold Feb 13, 2026

    1111 Ruddy Duck Ct, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft
    • Built 2006

    Last Sold Summary

    • $146/SF
    • 13 Days On Market

    Current Estimated Value $386,412

    Last Listing Agent Lee Wolff FSBO Broker

    1111 Ruddy Duck Ct, Denton, MD 21629
  • 116 Maple Ave, Preston, MD 21655
    116 Maple Ave, Preston, MD 21655
    116 Maple Ave, Preston, MD 21655
    /5

    $238,000

    Sold Sep 24, 2025

    116 Maple Ave, Preston, MD 21655

    • 2 Beds
    • 1.5 Baths
    • 1,458 Sq Ft
    • Built 1915

    Last Sold Summary

    • $163/SF
    • 69 Days On Market

    Current Estimated Value $229,436

    Last Listing Agent Mary Haddaway Benson & Mangold, LLC

    116 Maple Ave, Preston, MD 21655
  • 306 Kerr Ave, Denton, MD 21629
    306 Kerr Ave, Denton, MD 21629
    306 Kerr Ave, Denton, MD 21629
    /34

    $386,000

    Sold Jun 27, 2025

    306 Kerr Ave, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,064 Sq Ft
    • Built 2005

    Last Sold Summary

    • $187/SF
    • 48 Days On Market

    Current Estimated Value $398,526

    Last Listing Agent Justin Pokrywka Taylor Properties

    306 Kerr Ave, Denton, MD 21629
  • 1110 Osprey Ln, Denton, MD 21629
    1110 Osprey Ln, Denton, MD 21629
    1110 Osprey Ln, Denton, MD 21629
    /70

    $398,000

    Sold Jun 27, 2025

    1110 Osprey Ln, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 2005

    Last Sold Summary

    • $150/SF
    • 3 Days On Market

    Current Estimated Value $406,251

    Last Listing Agent Judith Germain Benson & Mangold, LLC

    1110 Osprey Ln, Denton, MD 21629
  • 3181 Gallagher Rd, Preston, MD 21655
    3181 Gallagher Rd, Preston, MD 21655
    3181 Gallagher Rd, Preston, MD 21655
    /15

    $265,000

    Sold Aug 20, 2025

    3181 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1990

    Last Sold Summary

    • $237/SF
    • 23 Days On Market

    Current Estimated Value $268,764

    Last Listing Agent Andrew Beaven Wright Real Estate

    3181 Gallagher Rd, Preston, MD 21655
  • 123 Parkland Rd, Greensboro, MD 21639
    123 Parkland Rd, Greensboro, MD 21639
    /2

    $269,950

    Sold Jan 23, 2026

    123 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $228/SF
    • 85 Days On Market

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

    123 Parkland Rd, Greensboro, MD 21639
  • 205 New St, Goldsboro, MD 21636
    205 New St, Goldsboro, MD 21636
    205 New St, Goldsboro, MD 21636
    /7

    $55,000

    Sold Mar 20, 2026

    205 New St, Goldsboro, MD 21636

    • Land
    • 25,264 Sq Ft
    • $94,828 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $61,531

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    205 New St, Goldsboro, MD 21636
  • 15 Ridgeway Dr, Ridgely, MD 21660
    15 Ridgeway Dr, Ridgely, MD 21660
    15 Ridgeway Dr, Ridgely, MD 21660
    /30

    $354,900

    Sold Sep 12, 2025

    15 Ridgeway Dr, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 2009

    Last Sold Summary

    • $228/SF
    • 53 Days On Market

    Current Estimated Value $353,179

    Last Listing Agent Jarnell Foster Samson Properties

    15 Ridgeway Dr, Ridgely, MD 21660
  • 2578 Hilltop Rd, Federalsburg, MD 21632
    2578 Hilltop Rd, Federalsburg, MD 21632
    2578 Hilltop Rd, Federalsburg, MD 21632
    /12

    $160,000

    Sold Apr 07, 2026

    2578 Hilltop Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 1977

    Last Sold Summary

    • $80/SF
    • 4 Days On Market

    Current Estimated Value $219,778

    Last Listing Agent Heather Brummell Keller Williams Realty

    2578 Hilltop Rd, Federalsburg, MD 21632
  • 4218 Harmony Rd, Preston, MD 21655
    4218 Harmony Rd, Preston, MD 21655
    4218 Harmony Rd, Preston, MD 21655
    /127

    $2,560,000

    Sold Jun 04, 2026

    4218 Harmony Rd, Preston, MD 21655

    • 8 Beds
    • 16 Baths
    • 9,364 Sq Ft
    • Built 2004

    Last Sold Summary

    • $273/SF
    • 136 Days On Market

    Current Estimated Value $2,965,383

    Last Listing Agent Donna Harrington Coldwell Banker Realty

    4218 Harmony Rd, Preston, MD 21655

Showing Results 161 - 200, Page 5 of 10

Maryland Caroline County

Recently Sold Real Estate & Homes in Caroline County, MD

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