15,671

Caroline County, MD Homes

Section Image
    • 1208 Blue Heron Dr, Denton, MD 21629
      1208 Blue Heron Dr, Denton, MD 21629
      1208 Blue Heron Dr, Denton, MD 21629
      /30

      Est $233,634 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
  • 13364 River Rd, Greensboro, MD 21639
    13364 River Rd, Greensboro, MD 21639
    13364 River Rd, Greensboro, MD 21639
    /11

    $459,000 New Construction

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

    13364 River Rd, Greensboro, MD 21639

    NEARING COMPLETION!!....Discover this stunning, newly built ranch-style home situated on a spacious 2.6 acre unrestricted lot. Perfect for those seeking privacy and tranquility, this beautifully appointed residence features 3 bedroom and 2 bathrooms, attached 2 car garage, rear deck, conditioned crawlspace, offering comfortable living in a serene setting. Thoughtfully designed with high quality

    Linda Moore Long & Foster Real Estate, Inc.

    13364 River Rd, Greensboro, MD 21639
  • 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 $426,938

    Last Listing Agent Judith Germain Benson & Mangold, LLC

    1110 Osprey Ln, 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 $758,258 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
  • 11584 Greensboro Rd, Greensboro, MD 21639
    11584 Greensboro Rd, Greensboro, MD 21639
    11584 Greensboro Rd, Greensboro, MD 21639
    /9

    $89,900

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    11584 Greensboro Rd, Greensboro, MD 21639

    This Craftsman style home offers a blank canvas for your vision of classic architectural elements for the discerning buyers. This property presents excellent investment potential. The solid construction provides a strong foundation for future appreciation. With thoughtful updates, this home could significantly increase in value while maintaining its distinctive character. The exterior storage

    Pamela Geib Long & Foster Real Estate, Inc.

    11584 Greensboro Rd, Greensboro, MD 21639
  • 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 $276,450

    Last Listing Agent Andrew Beaven Wright Real Estate

    3181 Gallagher Rd, Preston, MD 21655
    • 208 N Academy St, Greensboro, MD 21639
      208 N Academy St, Greensboro, MD 21639
      208 N Academy St, Greensboro, MD 21639
      /10

      Est $199,764 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
  • 206 N Academy St, Greensboro, MD 21639
    206 N Academy St, Greensboro, MD 21639
    206 N Academy St, Greensboro, MD 21639
    /40

    $239,999

    • 3 Beds
    • 1.5 Baths
    • 1,565 Sq Ft

    206 N Academy St, Greensboro, MD 21639

    *Seller is motivated and is now offering $5,000 in seller concessions with an acceptable offer.* Welcome home to 206 Academy Street — a beautifully updated 3-bedroom, 1.5-bath home in the heart of Greensboro. This charming property features a spacious living room and dining area, a large walk-in pantry, and a newly refreshed kitchen with brand-new cabinets (including a turnstyle corner cabinet),

    Heather Branham The Parker Group

    206 N Academy St, Greensboro, MD 21639
  • 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 $358,006

    Last Listing Agent Jarnell Foster Benson & Mangold, LLC

    15 Ridgeway Dr, Ridgely, MD 21660
    • 26220 Shore Hwy, Denton, MD 21629
      26220 Shore Hwy, Denton, MD 21629
      26220 Shore Hwy, Denton, MD 21629
      /3

      Est $305,661 Not Listed For Sale

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

      26220 Shore Hwy, Denton, MD 21629

      26220 Shore Hwy, Denton, MD 21629
  • E/S MD RT480 Unknown, Hillsboro, MD 21641
    E/S MD RT480 Unknown, Hillsboro, MD 21641
    /2

    $55,000

    • Land
    • 4.17 Acres
    • $13,189 per Acre

    E/S MD RT480 Unknown, Hillsboro, MD 21641

    Seller is waiting for perk results from Caroline county health department

    Diane Wenk Wright Real Estate

    E/S MD RT480 Unknown, Hillsboro, MD 21641
  • 15551 Wharton Rd, Goldsboro, MD 21636
    15551 Wharton Rd, Goldsboro, MD 21636
    15551 Wharton Rd, Goldsboro, MD 21636
    /80

    $804,000 Sold Nov 26, 2025

    15551 Wharton Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1850

    Last Sold Summary

    • $372/SF
    • 40 Days On Market

    Last Listing Agent Heather Branham The Parker Group

    15551 Wharton Rd, Goldsboro, MD 21636
    • 6105 Laurel Grove Rd, Denton, MD 21629
      6105 Laurel Grove Rd, Denton, MD 21629
      6105 Laurel Grove Rd, Denton, MD 21629
      /26

      Est $627,895 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
  • 23792 Bridgetown Rd, Henderson, MD 21640
    23792 Bridgetown Rd, Henderson, MD 21640
    23792 Bridgetown Rd, Henderson, MD 21640
    /70

    $500,000 Sold Apr 23, 2025

    23792 Bridgetown Rd, Henderson, MD 21640

    • 3 Beds
    • 3.5 Baths
    • 2,375 Sq Ft
    • Built 1987

    Last Sold Summary

    • $211/SF
    • 6 Days On Market

    Current Estimated Value $540,051

    Last Listing Agent Chris Rosendale CR Realty

    23792 Bridgetown Rd, Henderson, MD 21640
    • 1706 Blue Heron Dr, Denton, MD 21629
      1706 Blue Heron Dr, Denton, MD 21629
      1706 Blue Heron Dr, Denton, MD 21629
      /24

      Est $251,998 Not Listed For Sale

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

      1706 Blue Heron Dr, Denton, MD 21629

      1706 Blue Heron Dr, Denton, MD 21629
  • 24656 White Dogwood Dr, Denton, MD 21629
    24656 White Dogwood Dr, Denton, MD 21629
    24656 White Dogwood Dr, Denton, MD 21629
    /46

    $637,000 Sold May 30, 2025

    24656 White Dogwood Dr, Denton, MD 21629

    • 6 Beds
    • 3 Baths
    • 4,064 Sq Ft
    • Built 1999

    Last Sold Summary

    • $157/SF
    • 40 Days On Market

    Current Estimated Value $687,315

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    24656 White Dogwood Dr, Denton, MD 21629
    • 403 Mallard Dr, Greensboro, MD 21639
      403 Mallard Dr, Greensboro, MD 21639
      403 Mallard Dr, Greensboro, MD 21639
      /59

      Est $300,620 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft

      403 Mallard Dr, Greensboro, MD 21639

      403 Mallard Dr, Greensboro, MD 21639
  • 122 Julie Ln, Federalsburg, MD 21632
    122 Julie Ln, Federalsburg, MD 21632
    122 Julie Ln, Federalsburg, MD 21632
    /28

    $214,990 Sold Sep 12, 2025

    122 Julie Ln, Federalsburg, MD 21632

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

    Last Sold Summary

    • $158/SF
    • 19 Days On Market

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

    122 Julie Ln, Federalsburg, MD 21632
    • 112 Carolin Ct, Preston, MD 21655
      112 Carolin Ct, Preston, MD 21655
      112 Carolin Ct, Preston, MD 21655
      /11

      Est $304,550 Not Listed For Sale

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

      112 Carolin Ct, Preston, MD 21655

      112 Carolin Ct, Preston, MD 21655
  • 314 Kerr Ave, Denton, MD 21629
    314 Kerr Ave, Denton, MD 21629
    314 Kerr Ave, Denton, MD 21629
    /19

    $340,000 Sold Dec 05, 2025

    314 Kerr Ave, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1984

    Last Sold Summary

    • $193/SF
    • 4 Days On Market

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

    314 Kerr Ave, Denton, MD 21629
    • 25778 Herring Ln, Denton, MD 21629
      25778 Herring Ln, Denton, MD 21629
      25778 Herring Ln, Denton, MD 21629
      /30

      Est $484,534 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,608 Sq Ft

      25778 Herring Ln, Denton, MD 21629

      25778 Herring Ln, Denton, MD 21629
  • 112 Riverwalk Terrace, Federalsburg, MD 21632
    112 Riverwalk Terrace, Federalsburg, MD 21632
    112 Riverwalk Terrace, Federalsburg, MD 21632
    /27

    $209,990 Sold May 05, 2025

    112 Riverwalk Terrace, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2024

    Last Sold Summary

    • $154/SF
    • 84 Days On Market

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

    112 Riverwalk Terrace, Federalsburg, MD 21632
    • 429 N 6th St, Denton, MD 21629
      429 N 6th St, Denton, MD 21629
      429 N 6th St, Denton, MD 21629
      /30

      Est $291,551 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,336 Sq Ft

      429 N 6th St, Denton, MD 21629

      429 N 6th St, Denton, MD 21629
  • 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 K Wood D.R. Horton Realty of Virginia, LLC

    115 Parkland Rd, Greensboro, MD 21639
    • 24352 Robins Creek Rd, Preston, MD 21655
      24352 Robins Creek Rd, Preston, MD 21655
      24352 Robins Creek Rd, Preston, MD 21655
      /14

      Est $317,120 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft

      24352 Robins Creek Rd, Preston, MD 21655

      24352 Robins Creek Rd, Preston, MD 21655
  • 23956 Willow Pond Rd, Denton, MD 21629
    23956 Willow Pond Rd, Denton, MD 21629
    23956 Willow Pond Rd, Denton, MD 21629
    /107

    $680,000 Sold Mar 31, 2025

    23956 Willow Pond Rd, Denton, MD 21629

    • 4 Beds
    • 2 Baths
    • 2,888 Sq Ft
    • Built 1955

    Last Sold Summary

    • $235/SF
    • 22 Days On Market

    Current Estimated Value $728,651

    Last Listing Agent Chris Rosendale CR Realty

    23956 Willow Pond Rd, Denton, MD 21629
    • 3477 Holland Dr, Federalsburg, MD 21632
      3477 Holland Dr, Federalsburg, MD 21632
      3477 Holland Dr, Federalsburg, MD 21632
      /7

      Est $212,062 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,164 Sq Ft

      3477 Holland Dr, Federalsburg, MD 21632

      3477 Holland Dr, Federalsburg, MD 21632
  • 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 $340,938

    Last Listing Agent Amanda Morgan Brenton Realty Group

    17840 Cool Spring Rd, Marydel, MD 21649
    • 1311 Chesapeake Dr, Denton, MD 21629
      1311 Chesapeake Dr, Denton, MD 21629
      1311 Chesapeake Dr, Denton, MD 21629
      /34

      Est $319,394 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      1311 Chesapeake Dr, Denton, MD 21629

      1311 Chesapeake Dr, Denton, MD 21629
  • 1915 Blue Heron Dr, Denton, MD 21629
    1915 Blue Heron Dr, Denton, MD 21629
    1915 Blue Heron Dr, Denton, MD 21629
    /41

    $269,000 Sold Mar 24, 2025

    1915 Blue Heron Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • Built 2006

    Last Sold Summary

    • $102/SF
    • 13 Days On Market

    Current Estimated Value $294,433

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    1915 Blue Heron Dr, Denton, MD 21629
    • 627 Camp Rd, Denton, MD 21629
      627 Camp Rd, Denton, MD 21629
      627 Camp Rd, Denton, MD 21629
      /12

      Est $253,956 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      627 Camp Rd, Denton, MD 21629

      627 Camp Rd, Denton, MD 21629
  • 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 $578,138

    Last Listing Agent Barbara Best RE/MAX One

    23730 Henry Rd, Ridgely, MD 21660
    • 22959 Lyn Oaks Dr, Preston, MD 21655
      22959 Lyn Oaks Dr, Preston, MD 21655
      22959 Lyn Oaks Dr, Preston, MD 21655
      /77

      Est $529,780 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft

      22959 Lyn Oaks Dr, Preston, MD 21655

      22959 Lyn Oaks Dr, Preston, MD 21655
  • 0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660
    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660
    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660
    /7

    $132,500 Sold Mar 19, 2025

    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660

    • Land
    • 3.54 Acres
    • $37,429 per Acre

    Last Sold Summary

    Last Listing Agent Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660
    • 607 Academy Ave, Federalsburg, MD 21632
      607 Academy Ave, Federalsburg, MD 21632
      607 Academy Ave, Federalsburg, MD 21632
      /12

      Est $238,903 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,148 Sq Ft

      607 Academy Ave, Federalsburg, MD 21632

      607 Academy Ave, Federalsburg, MD 21632
  • 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 $112,510

    Last Listing Agent Alex Fox Allfirst Realty, Inc.

    201 Denton Rd, Federalsburg, MD 21632
    • 207 Brooklyn Ave, Federalsburg, MD 21632
      207 Brooklyn Ave, Federalsburg, MD 21632
      207 Brooklyn Ave, Federalsburg, MD 21632
      /16

      Est $191,482 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft

      207 Brooklyn Ave, Federalsburg, MD 21632

      207 Brooklyn Ave, Federalsburg, MD 21632
  • 304 W Central Ave, Federalsburg, MD 21632
    304 W Central Ave, Federalsburg, MD 21632
    /2

    $85,000 Sold Mar 31, 2025

    304 W Central Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,808 Sq Ft
    • Built 1903

    Last Sold Summary

    • $47/SF
    • 4 Days On Market

    Current Estimated Value $235,846

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

    304 W Central Ave, Federalsburg, MD 21632
    • 210 Park Ave, Ridgely, MD 21660
      210 Park Ave, Ridgely, MD 21660
      210 Park Ave, Ridgely, MD 21660
      /29

      Est $200,791 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft

      210 Park Ave, Ridgely, MD 21660

      210 Park Ave, Ridgely, MD 21660
  • 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 $271,396

    Last Listing Agent Heather Brummell Keller Williams Realty

    308 W Sunset Ave, Greensboro, MD 21639

Showing Results 561 - 600, Page 15 of 18

Maryland Caroline County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group