15,675

Caroline County, MD Homes

Section Image
    • 23278 Holly Park Dr, Preston, MD 21655
      23278 Holly Park Dr, Preston, MD 21655
      23278 Holly Park Dr, Preston, MD 21655
      /43

      Est $734,721 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,711 Sq Ft

      23278 Holly Park Dr, Preston, MD 21655

      23278 Holly Park Dr, Preston, MD 21655
  • 5734 Bell Creek Rd, Preston, MD 21655
    5734 Bell Creek Rd, Preston, MD 21655
    5734 Bell Creek Rd, Preston, MD 21655
    /20

    $344,000 Sold Apr 30, 2025

    5734 Bell Creek Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2001

    Last Sold Summary

    • $279/SF
    • 4 Days On Market

    Current Estimated Value $377,358

    Last Listing Agent Katie Moore Coldwell Banker Chesapeake Real Estate Company

    5734 Bell Creek Rd, Preston, MD 21655
    • 206 Bernard Ave, Federalsburg, MD 21632
      206 Bernard Ave, Federalsburg, MD 21632
      206 Bernard Ave, Federalsburg, MD 21632
      /12

      Est $221,235 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 960 Sq Ft

      206 Bernard Ave, Federalsburg, MD 21632

      206 Bernard Ave, Federalsburg, MD 21632
  • 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
    • 202 N Central Ave, Ridgely, MD 21660
      202 N Central Ave, Ridgely, MD 21660
      202 N Central Ave, Ridgely, MD 21660
      /45

      Est $408,222 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,668 Sq Ft

      202 N Central Ave, Ridgely, MD 21660

      202 N Central Ave, Ridgely, MD 21660
  • 12041 Crouse Mill Rd, Ridgely, MD 21660
    12041 Crouse Mill Rd, Ridgely, MD 21660
    12041 Crouse Mill Rd, Ridgely, MD 21660
    /42

    $337,500 Sold Apr 16, 2025

    12041 Crouse Mill Rd, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 1994

    Last Sold Summary

    • $171/SF
    • 18 Days On Market

    Current Estimated Value $380,146

    Last Listing Agent Justin Brewer Baltimore Realty, LLC

    12041 Crouse Mill Rd, Ridgely, MD 21660
    • 18 Lister Ln, Ridgely, MD 21660
      18 Lister Ln, Ridgely, MD 21660
      18 Lister Ln, Ridgely, MD 21660
      /44

      Est $454,624 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,252 Sq Ft

      18 Lister Ln, Ridgely, MD 21660

      18 Lister Ln, Ridgely, MD 21660
  • 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 $216,433

    Last Listing Agent Amanda Morgan Brenton Realty Group

    522 Lincoln St, Denton, MD 21629
    • 23592 Henry Rd, Ridgely, MD 21660
      23592 Henry Rd, Ridgely, MD 21660
      23592 Henry Rd, Ridgely, MD 21660
      /15

      Est $343,766 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft

      23592 Henry Rd, Ridgely, MD 21660

      23592 Henry Rd, Ridgely, MD 21660
  • 508 Teal Cir, Greensboro, MD 21639
    508 Teal Cir, Greensboro, MD 21639
    508 Teal Cir, Greensboro, MD 21639
    /38

    $355,000 Sold Jun 06, 2025

    508 Teal Cir, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft
    • Built 2004

    Last Sold Summary

    • $182/SF
    • 10 Days On Market

    Current Estimated Value $383,057

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    508 Teal Cir, Greensboro, MD 21639
    • 1130 Osprey Ln, Denton, MD 21629
      1130 Osprey Ln, Denton, MD 21629
      1130 Osprey Ln, Denton, MD 21629
      /69

      Est $420,935 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,644 Sq Ft

      1130 Osprey Ln, Denton, MD 21629

      1130 Osprey Ln, 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

    Last Listing Agent Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
    • 321 S University Ave, Federalsburg, MD 21632
      321 S University Ave, Federalsburg, MD 21632
      321 S University Ave, Federalsburg, MD 21632
      /28

      Est $179,278 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      321 S University Ave, Federalsburg, MD 21632

      321 S University Ave, Federalsburg, MD 21632
  • 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
    • 526 High St, Denton, MD 21629
      526 High St, Denton, MD 21629
      526 High St, Denton, MD 21629
      /17

      Est $230,756 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,232 Sq Ft

      526 High St, Denton, MD 21629

      526 High St, Denton, MD 21629
  • 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
    • 11458 Reed Cir, Ridgely, MD 21660
      11458 Reed Cir, Ridgely, MD 21660
      11458 Reed Cir, Ridgely, MD 21660
      /19

      Est $419,016 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft

      11458 Reed Cir, Ridgely, MD 21660

      11458 Reed Cir, Ridgely, MD 21660
  • 17690 Melville Rd, Henderson, MD 21640
    17690 Melville Rd, Henderson, MD 21640
    17690 Melville Rd, Henderson, MD 21640
    /26

    $115,000 Sold Jun 12, 2025

    17690 Melville Rd, Henderson, MD 21640

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1973

    Last Sold Summary

    • $106/SF
    • 119 Days On Market

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    17690 Melville Rd, Henderson, MD 21640
    • 23 Lister Ln, Ridgely, MD 21660
      23 Lister Ln, Ridgely, MD 21660
      23 Lister Ln, Ridgely, MD 21660
      /42

      Est $461,324 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,441 Sq Ft

      23 Lister Ln, Ridgely, MD 21660

      23 Lister Ln, Ridgely, MD 21660
  • 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
    • 27515 Anthony Mill Rd, Denton, MD 21629
      27515 Anthony Mill Rd, Denton, MD 21629
      27515 Anthony Mill Rd, Denton, MD 21629
      /15

      Est $74,092 Not Listed For Sale

      27515 Anthony Mill Rd, Denton, MD 21629

      27515 Anthony Mill Rd, 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

    Last Listing Agent Travis Gray Engel & Völkers Annapolis

    14271 Cedar Ln, Greensboro, MD 21639
    • 304 Kerr Ave, Denton, MD 21629
      304 Kerr Ave, Denton, MD 21629
      304 Kerr Ave, Denton, MD 21629
      /15

      Est $374,176 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,808 Sq Ft

      304 Kerr Ave, Denton, MD 21629

      304 Kerr Ave, Denton, MD 21629
  • 17791 Keens Fright Ln, Henderson, MD 21640
    17791 Keens Fright Ln, Henderson, MD 21640
    17791 Keens Fright Ln, Henderson, MD 21640
    /27

    $675,000 Sold Feb 26, 2025

    17791 Keens Fright Ln, Henderson, MD 21640

    • 4 Beds
    • 2.5 Baths
    • 3,356 Sq Ft
    • Built 2006

    Last Sold Summary

    • $201/SF
    • 16 Days On Market

    Current Estimated Value $719,190

    Last Listing Agent Elisabeth Yeager Homes and Farms Real Estate

    17791 Keens Fright Ln, Henderson, MD 21640
    • 5577 Harmony Woods Dr, Preston, MD 21655
      5577 Harmony Woods Dr, Preston, MD 21655
      5577 Harmony Woods Dr, Preston, MD 21655
      /47

      Est $512,933 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,526 Sq Ft

      5577 Harmony Woods Dr, Preston, MD 21655

      5577 Harmony Woods Dr, Preston, MD 21655
  • 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 K Wood D.R. Horton Realty of Virginia, LLC

    111 Parkland Rd, Greensboro, MD 21639
    • 109 Sunset Blvd, Preston, MD 21655
      109 Sunset Blvd, Preston, MD 21655
      109 Sunset Blvd, Preston, MD 21655
      /46

      Est $359,829 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,632 Sq Ft

      109 Sunset Blvd, Preston, MD 21655

      109 Sunset Blvd, Preston, MD 21655
  • 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

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    3485 Gallagher Rd, Preston, MD 21655
    • 1311 Fairfield Ct, Denton, MD 21629
      1311 Fairfield Ct, Denton, MD 21629
      1311 Fairfield Ct, Denton, MD 21629
      /15

      Est $337,495 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,360 Sq Ft

      1311 Fairfield Ct, Denton, MD 21629

      1311 Fairfield Ct, Denton, MD 21629
  • 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 $412,168

    Last Listing Agent Kathleen Armiger Coldwell Banker Realty

    8556 Tuckahoe Rd, Denton, MD 21629
    • 1208 Blue Heron Dr, Denton, MD 21629
      1208 Blue Heron Dr, Denton, MD 21629
      1208 Blue Heron Dr, Denton, MD 21629
      /30

      Est $235,795 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft

      1208 Blue Heron Dr, Denton, MD 21629

      1208 Blue Heron Dr, 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
    • 23079 Tuckahoe Springs Dr, Denton, MD 21629
      23079 Tuckahoe Springs Dr, Denton, MD 21629
      23079 Tuckahoe Springs Dr, Denton, MD 21629
      /62

      Est $760,157 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,737 Sq Ft

      23079 Tuckahoe Springs Dr, Denton, MD 21629

      23079 Tuckahoe Springs Dr, 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 $459,093

    Last Listing Agent Lona Todd Taylor Properties

    13800 Cedar Ln, Greensboro, MD 21639
    • 208 N Academy St, Greensboro, MD 21639
      208 N Academy St, Greensboro, MD 21639
      208 N Academy St, Greensboro, MD 21639
      /10

      Est $197,778 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,236 Sq Ft

      208 N Academy St, Greensboro, MD 21639

      208 N Academy St, 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

    Last Listing Agent Timothy Morgan Keller Williams Realty Delmarva

    17990 Henderson Rd, Marydel, MD 21649
    • 26220 Shore Hwy, Denton, MD 21629
      26220 Shore Hwy, Denton, MD 21629
      26220 Shore Hwy, Denton, MD 21629
      /3

      Est $315,162 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,104 Sq Ft

      26220 Shore Hwy, Denton, MD 21629

      26220 Shore Hwy, Denton, MD 21629
  • 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

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

    26091 Hokum Dr, Greensboro, MD 21639
    • 6105 Laurel Grove Rd, Denton, MD 21629
      6105 Laurel Grove Rd, Denton, MD 21629
      6105 Laurel Grove Rd, Denton, MD 21629
      /26

      Est $648,821 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,512 Sq Ft

      6105 Laurel Grove Rd, Denton, MD 21629

      6105 Laurel Grove Rd, 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
    • 0.23 Acre
    • $119,565 per Acre

    Last Sold Summary

    • 589 Days On Market

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

    222 Denton Rd, Federalsburg, MD 21632

Showing Results 521 - 560, Page 14 of 18

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