15,720

Caroline County, MD Homes

Section Image
    • /14

      Not Listed For Sale

      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,896 Sq Ft
      • Built 1975
      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      Last Sold Summary

      • 7 Days On Market

  • /12

    $575,000

    • Land
    • 61.88 Acres
    • $9,292 per Acre

    17619 Melville Rd, Henderson, MD 21640

    The Melville Rd Farm is located on the east side of Melville Road and is bordered to the north by Trunk Line Road. The property includes approximately 51± acres of tillable ground along with 11± acres of wooded areas primarily situated around drainage ditches, providing natural transitions and wildlife cover. Two transmission lines run through the center of the farm, offering access corridors and

    Benjamin Alder The Land Group

    17619 Melville Rd, Henderson, MD 21640
  • /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 $264,726

    Last Listing Agent Heather Brummell Keller Williams Realty

    311 Holt St, Federalsburg, MD 21632
    • /27

      Est $222,631

      Not Listed For Sale

      117 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      117 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 47 Days On Market

  • /7

    $127,000

    • Land
    • 4.14 Acres
    • $30,676 per Acre

    0 Burnt Mill Rd Unit MDCM2006400, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 4.14 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain throughout

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2006400, Ridgely, MD 21660
  • /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 $255,980

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

    104 Roe St, Greensboro, MD 21639
    • /28

      Est $238,425

      Not Listed For Sale

      115 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      115 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 66 Days On Market

  • /6

    $375,000

    • Land
    • 5.3 Acres
    • $70,755 per Acre

    0 Bloomingdale Ave Unit MDCM2006762, Federalsburg, MD 21632

    5.3 acre site on Bloomingdale Avenue, Federalsburg. Situated next to Dollar General, across from ProvidentState Bank and very near Royal Farm Store and McDonalds. Contains 3 parcels sold as a package. Publicutilities to the property. Shared access with Dollar General. C1 Commercial zoning allows a wide variety ofuses including: office, general business and professional uses, banks,

    Florence Adams SVN |Miller Commercial Real Estate

    0 Bloomingdale Ave Unit MDCM2006762, 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 $202,851

    Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    311 Reliance Ave, Federalsburg, MD 21632
    • /8

      Not Listed For Sale

      0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632

      0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632

      Last Sold Summary

      • 20 Days On Market

  • /40

    $305,000

    • 5 Beds
    • 2 Baths
    • 1,884 Sq Ft

    407 W Sunset Ave, Greensboro, MD 21639

    Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing &

    Raphael Szendro R&R Executive Realty

    407 W Sunset Ave, Greensboro, MD 21639
  • /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 $221,333

    157 Riverwalk Terrace, Federalsburg, MD 21632
    • /40

      Est $339,350

      Not Listed For Sale

      21968 Main St, Hillsboro, MD 21641

      • 4 Beds
      • 2 Baths
      • 2,704 Sq Ft
      • Built 1900
      21968 Main St, Hillsboro, MD 21641

      Last Sold Summary

      • 6 Days On Market

  • /46

    $320,000

    $10K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    209 W Sunset Ave, Greensboro, MD 21639

    *THE HIGHLIGHTS: 4BR | 2.5BA | True primary suite | Bedroom-level laundry | Original hardwood floors | Pre-blight American Chestnut woodwork & details | Stained glass | Grand staircase | Updated kitchen with chestnut island | Walk-up attic with 2 finished flex rooms | Updated electrical | Newer main-level windows | Owned solar panels | Pellet stove conveys | Wraparound porch | Screened rear porch

    Teal Clise EXP Realty, LLC

    209 W Sunset Ave, Greensboro, MD 21639
  • /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 $422,909

    Last Listing Agent Brenda Fornos Taylor Properties

    4808 Frazier Neck Rd, Preston, MD 21655
    • /79

      Est $505,248

      Not Listed For Sale

      13056 Hog Lot Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 2008
      13056 Hog Lot Rd, Ridgely, MD 21660

      Last Sold Summary

      • 0 Days On Market

  • /46

    $75,000

    Under Contract
    • Land
    • 8.43 Acres
    • $8,897 per Acre

    0 Iron Gate Rd Unit MDCM2004762, Federalsburg, MD 21632

    Bring your imagination to this gorgeous 8.43 wooded acreage in Federalsburg! No current permits pulled! No builder tie in! This property was perc approved back in the 1980's & owner hasn't done anything with it since. No well or septic currently on property.

    Megan Rosendale Rosendale Realty

    0 Iron Gate Rd Unit MDCM2004762, Federalsburg, MD 21632
  • /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
    • /24

      Not Listed For Sale

      123/123A/125 123A/12 N Main St, Federalsburg, MD 21632

      • Studio
      • 3,926 Sq Ft
      • Built 1895
      123/123A/125 123A/12 N Main St, Federalsburg, MD 21632

      Last Sold Summary

      • 125 Days On Market

  • /38

    $4,000,000

    Under Contract

    24795 E Cherry Ln, Greensboro, MD 21639

    Welcome to East Cherry Lane Poultry Farm - This property consist of 9 Poultry Houses outside measurements 60 X 500. Other features Manure sheds: 1) 40 X 68 2) 27 X 64 (DOUBLE COMPOSTER) 3) 62 X 165 (DOUBLE COMPO. New office building updated and also a single 14 x 70 mobile home set up.Equipment that conveys: Tractor with implements other equipment negotiable with contract or purchased at

    Debbie Figgs Long & Foster Real Estate, Inc.

    24795 E Cherry Ln, Greensboro, MD 21639
  • /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
    • /7

      Not Listed For Sale

      0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660

      0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660

      Last Sold Summary

      • 124 Days On Market

  • /62

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    12397 Ridgely Rd, Ridgely, MD 21660

    Picture your horse here! Grazing in lush pastures safely fenced with Electro-Braid, training in the round pen or the 60' x 120' dressage arena, or resting in one of 4 fully matted stalls with fans in the main barn (there are two more stalls in the other stable along with hay storage.) In the main barn, two of the stalls can be joined to create a foaling stall with a monitor camera!For the

    Deborah Dawkins Coldwell Banker Realty

    12397 Ridgely 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 $127,779

    Last Listing Agent Amanda Morgan Brenton Realty Group

    22691 Sawmill Rd, Ridgely, MD 21660
    • /5

      Est $115,177

      Not Listed For Sale

      21373 Dover Bridge Rd, Preston, MD 21655

      • Built 1890
      21373 Dover Bridge Rd, Preston, MD 21655

      Last Sold Summary

      • 16 Days On Market

  • /2

    $499,999

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,613 Sq Ft

    25660 Cherry Blossom Ln, Denton, MD 21629

    Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to

    Bonnie Johnson Keller Williams Realty

    25660 Cherry Blossom Ln, Denton, MD 21629
  • /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 $313,225

    Last Listing Agent Kathryn Matic Patterson-Schwartz - Greenville

    407 Wood Duck Dr, Greensboro, MD 21639
    • /39

      Est $507,523

      Not Listed For Sale

      21303 Dover Bridge Rd, Preston, MD 21655

      • 3 Beds
      • 3 Baths
      • 2,607 Sq Ft
      • Built 1998
      21303 Dover Bridge Rd, Preston, MD 21655

      Last Sold Summary

      • 16 Days On Market

  • /2

    $180,000

    $95K PRICE DROP
    • Land
    • 0 Sq Ft

    11920 Central Ave, Ridgely, MD 21660

    Huge Price Drop – Act Fast Before It’s Gone! (Serious Buyers Only)This exceptional property features over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R-1, it offers outstanding potential—perfect for holding, subdividing, or developing.Located just outside the Ridgely city limits and close to the town center, the property

    Sam Benkirane Proplocate Realty, LLC

    11920 Central Ave, Ridgely, MD 21660
  • /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
    • /23

      Est $307,702

      Not Listed For Sale

      106 Noble Ave, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1995
      106 Noble Ave, Preston, MD 21655

      Last Sold Summary

      • 3 Days On Market

  • /30

    $335,000

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

    1309 Fairfield Ct, Denton, MD 21629

    Welcome home to this charming and well maintained 3 bedroom, 2.5 bath home tucked away on a quiet cut-de-sac in a desirable neighborhood. After entering through the inviting front porch, inside you will find a home that has been lovingly cared for and beautifully decorated creating a warm atmosphere throughout. The spacious layout offers comfortable living spaces for everyday and entertaining.

    Ashley Yost Douglas Realty, LLC

    1309 Fairfield Ct, 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 $173,491

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
    • /53

      Est $412,630

      Not Listed For Sale

      230 Main St, Preston, MD 21655

      • 5 Beds
      • 5 Baths
      • 3,208 Sq Ft
      • Built 1890
      230 Main St, Preston, MD 21655

      Last Sold Summary

      • 7 Days On Market

  • /19

    $260,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    200 S 2nd St, Denton, MD 21629

    Welcome to this Lovey Cape Cod situated on a corner lot surrounded by a vinyl picket fence. It boasts hardwood flooring through out the main rooms and has strong bones and it is noted for being very easy to heat. You can make your self comfortable while enjoying your favorite beverage on the front screened in porch. Inside a wood burning fireplace enhances the Living Room. This home offers ample

    Barbara Beaudet Brenton Realty Group

    200 S 2nd 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 $251,484

    Last Listing Agent Christian Schou TTR Sotheby's International Realty

    213 S 6th St, Denton, MD 21629
    • /17

      Est $290,686

      Not Listed For Sale

      104 Noble Ave, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,236 Sq Ft
      • Built 1995
      104 Noble Ave, Preston, MD 21655

      Last Sold Summary

      • 76 Days On Market

  • /49

    $259,900

    $65K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,448 Sq Ft

    522 Market St, Denton, MD 21629

    Investor special in the heart of Denton! This duplex at 522 Market St offers incredible potential for the right buyer looking to add value and build equity. Featuring two separate units, each level includes 2 bedrooms and 1 full bathroom, providing a functional layout ideal for rental income or multi-generational living. This also has potential to be converted back into a single family

    Mike Lee Elmore EXP Realty, LLC

    522 Market 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 $201,813

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    7 S 7th St, Denton, MD 21629
    • /14

      Est $374,602

      Not Listed For Sale

      111 Fooks Ave, Preston, MD 21655

      • 4 Beds
      • 2 Baths
      • 2,072 Sq Ft
      • Built 1974
      111 Fooks Ave, Preston, MD 21655

      Last Sold Summary

      • 323 Days On Market

Showing Results 161 - 200, Page 5 of 18

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