15,577

Caroline County, MD Homes

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  • /34

    $280,000

    Sold Mar 30, 2026

    2451 Guard Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Above List Price
    • $199/SF
    • 7 Days On Market

    Current Estimated Value $273,477

    Last Listing Agent Lish Gannon Dulin Benson & Mangold, LLC

    2451 Guard Rd, Federalsburg, MD 21632
    • /30

      Est $376,846

      Not Listed For Sale

      110 Sharp Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 1968
      110 Sharp Rd, Denton, MD 21629

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rita Gundotra Long & Foster Real Estate, Inc.

  • /2

    $30,000

    • Land
    • 23,522 Sq Ft
    • $55,556 per Acre

    26519 3 Bridges Rd, Federalsburg, MD 21632

    Previous building is a complete tear down. Do not enter the building. Half acre lot zoned R1, one property. Buyer must contact Caroline County for any more information. There could be a private community septic on the property. Seller will consider holding a 2 year note with $15,000 down payment.

    Charles Hajjar Smart Realty, LLC

    26519 3 Bridges Rd, Federalsburg, MD 21632
  • /19

    $205,000

    Sold Jul 24, 2026

    112 Vernon Ave, Federalsburg, MD 21632

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Built 1938

    Last Sold Summary

    • 5% Above List Price
    • $232/SF
    • 6 Days On Market

    Current Estimated Value $186,073

    Last Listing Agent Sharon Burkhardt Douglas Realty, LLC

    112 Vernon Ave, Federalsburg, MD 21632
    • /14

      Est $286,398

      Not Listed For Sale

      27701 Burrsville Rd, Denton, MD 21629

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1980
      27701 Burrsville Rd, Denton, MD 21629

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Andrew Beaven Wright Real Estate

  • /8

    $17,000

    • Land
    • 8,712 Sq Ft
    • $85,000 per Acre

    0 Brooklyn Ave, Federalsburg, MD 21632

    Opportunity awaits in Federalsburg! This residential lot offers the convenience of public water and sewer connections, making it a great option for your next build or investment project. Located close to local shops, dining, schools, and everyday amenities, this property provides both accessibility and potential. The lot next door is also available for sale, creating an opportunity to purchase

    Aubrey Campbell Keller Williams Realty Delmarva

    0 Brooklyn Ave, Federalsburg, MD 21632
  • /27

    $310,000

    Sold Jul 30, 2026

    207 S 7th St, Denton, MD 21629

    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft
    • Built 1961

    Last Sold Summary

    • 11% Below List Price
    • $191/SF
    • 99 Days On Market

    Current Estimated Value $326,652

    Last Listing Agent Amy Betts Coldwell Banker Realty

    207 S 7th St, Denton, MD 21629
    • /19

      Est $206,448

      Not Listed For Sale

      312 Buena Vista Ave, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,308 Sq Ft
      • Built 1900
      312 Buena Vista Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /26

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    105 Park Ave, Ridgely, MD 21660

    Welcome to this charming Colonial home located in the heart of Ridgely! With a little TLC, this property has the potential to become your very own “Home Sweet Home.” Enjoy a convenient location close to Tuckahoe State Park and the local town park, which offers tennis courts, pickleball courts, and a playground for outdoor recreation and family fun. Firehouse, local shops, and medical centers are

    Barbara Blosser Long & Foster Real Estate, Inc.

    105 Park Ave, Ridgely, MD 21660
  • /23

    $275,000

    Sold Sep 17, 2026

    505 Maryland Ave, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1989

    Last Sold Summary

    • 11% Below List Price
    • $246/SF
    • 85 Days On Market

    Current Estimated Value $284,058

    Last Listing Agent Heather Brummell Keller Williams Realty

    505 Maryland Ave, Ridgely, MD 21660
    • /95

      Est $553,989

      Not Listed For Sale

      25766 Beauchamp Branch Rd, Denton, MD 21629

      • 3 Beds
      • 1.5 Baths
      • 1,932 Sq Ft
      • Built 1915
      25766 Beauchamp Branch Rd, Denton, MD 21629

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lisa Lynch Keller Williams Realty

  • /2

    $285,000

    Coming Soon Sep 24
    • 6 Beds
    • 2 Baths
    • 2,320 Sq Ft

    22033 Main St, Hillsboro, MD 21641

    Well-maintained duplex in the heart of Hillsboro offering an excellent opportunity for an owner-occupant or investor. The property features two separate units, with the upper-level unit offering 2 bedrooms and 1 full bath and the lower-level unit offering 4 bedrooms and 1 full bath. Both units have been consistently rented, providing an established investment opportunity.Recent

    Heather Branham The Parker Group

    22033 Main St, Hillsboro, MD 21641
  • /54

    $380,000

    Sold Jun 29, 2026

    12658 Oakland Rd, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • Built 1973

    Last Sold Summary

    • 11% Below List Price
    • $225/SF
    • 121 Days On Market

    Current Estimated Value $382,100

    Last Listing Agent John Cary Rosendale Realty

    12658 Oakland Rd, Ridgely, MD 21660
    • /46

      Est $408,150

      Not Listed For Sale

      1706 Cattail Commons Way, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,136 Sq Ft
      • Built 2007
      1706 Cattail Commons Way, Denton, MD 21629

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Katie Revels Cummings & Co. Realtors

  • /42

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,254 Sq Ft

    216 S 3rd St, Denton, MD 21629

    Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full

    Erin Anderson Chesapeake Real Estate Associates, LLC

    216 S 3rd St, Denton, MD 21629
  • /57

    $280,000

    Sold Nov 26, 2025

    122 Mill St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 2002

    Last Sold Summary

    • $254/SF
    • 48 Days On Market

    Current Estimated Value $277,541

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    122 Mill St, Greensboro, MD 21639
    • /59

      Est $408,153

      Not Listed For Sale

      1603 Cattail Commons Way, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,056 Sq Ft
      • Built 2007
      1603 Cattail Commons Way, Denton, MD 21629

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Matthew Wyble Next Step Realty

  • /48

    $385,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    502 Kathryn Ct, Denton, MD 21629

    Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious

    Charlene Reaser EXP Realty, LLC

    502 Kathryn Ct, Denton, MD 21629
  • /71

    $940,000

    Sold Nov 17, 2025

    8816 Dorothy Ln, Denton, MD 21629

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft
    • Built 1989

    Last Sold Summary

    • $230/SF
    • 166 Days On Market

    Current Estimated Value $964,424

    Last Listing Agent Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
    • /44

      Est $464,792

      Not Listed For Sale

      25276 Adams Landing Rd, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,616 Sq Ft
      • Built 2006
      25276 Adams Landing Rd, Denton, MD 21629

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /37

    $289,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    1624 Blue Heron Dr, Denton, MD 21629

    MOVE IN READY!— Newly renovated. This is one you won’t want to miss.Step inside this newly renovated 2,200 sq. ft. townhome located in the heart of Denton, MD. Featuring four spacious bedrooms and 3.5 bathrooms, this home offers a perfect blend of comfort, functionality, and modern design.The entry level includes a versatile first-floor bedroom with a walk-in closet—ideal for

    Michelle DiDonato Island Realty, LLC

    1624 Blue Heron Dr, Denton, MD 21629
  • /18

    $1,337,000

    Sold Aug 31, 2026

    0 Cool Spring Rd Unit MDCM2006846, Marydel, MD 21649

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $799/SF
    • 69 Days On Market

    Last Listing Agent Nick Campanaro The Land Group

    0 Cool Spring Rd Unit MDCM2006846, Marydel, MD 21649
    • /15

      Est $252,583

      Not Listed For Sale

      24541 Hynson Rd, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1973
      24541 Hynson Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /20

    $299,000

    New Construction $11K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    510 Lincoln St, Denton, MD 21629

    Discover effortless one‑level living in this newly constructed three-bedroom, two-bathroom rancher, completed in 2024 and perfectly positioned in the center of downtown Denton. Modern design, thoughtful upgrades, and an open, airy layout make this home stand out from the moment you step inside.The open-concept living, dining, and kitchen area creates a warm and welcoming flow—ideal for

    Amanda Morgan Brenton Realty Group

    510 Lincoln St, Denton, MD 21629
  • /25

    $235,000

    Sold Oct 30, 2025

    113 Boyce Mill Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2007

    Last Sold Summary

    • $196/SF
    • 18 Days On Market

    Current Estimated Value $254,478

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    113 Boyce Mill Rd, Greensboro, MD 21639
    • /71

      Est $609,909

      Not Listed For Sale

      24251 Willow Pond Rd, Denton, MD 21629

      • 5 Beds
      • 3.5 Baths
      • 3,813 Sq Ft
      • Built 1992
      24251 Willow Pond Rd, Denton, MD 21629

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Penny Hollis Samson Properties

  • /2

    $155,000

    $34K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,015 Sq Ft

    208 W 2nd St, Ridgely, MD 21660

    Fixer up in town!!! New hot water 2025. More pictures coming. This is a short sale and bank has already appraised.(Agent Owner)

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    208 W 2nd St, Ridgely, MD 21660
  • /44

    $220,000

    Sold Oct 30, 2025

    148 Main St, Preston, MD 21655

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft
    • Built 1880

    Last Sold Summary

    • $76/SF
    • 69 Days On Market

    Current Estimated Value $224,747

    Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

    148 Main St, Preston, MD 21655
    • /22

      Est $425,832

      Not Listed For Sale

      1702 Cattail Commons Way, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,096 Sq Ft
      • Built 2007
      1702 Cattail Commons Way, Denton, MD 21629

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • /42

    $249,000

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

    104 S University Ave, Federalsburg, MD 21632

    Completely transformed from top to bottom, 104 S University Ave is the definition of move-in ready! This beautifully updated home features luxury vinyl plank flooring throughout, custom built-ins in the living room, and countless upgrades that allow you to move in with confidence.Step outside to enjoy the large fenced backyard, a newly sealed driveway, and a detached one-car garage with a

    Heather Brummell Keller Williams Realty

    104 S University Ave, Federalsburg, MD 21632
  • /16

    $230,000

    Sold Apr 30, 2026

    115 Maple Ave, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $112/SF
    • 65 Days On Market

    Current Estimated Value $224,694

    Last Listing Agent Sandra Bradley Keller Williams Select Realtors of Easton

    115 Maple Ave, Goldsboro, MD 21636
    • /5

      Est $84,667

      Not Listed For Sale

      120 Denton Rd, Federalsburg, MD 21632

      • Built 1923
      120 Denton Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 205 Days On Market

      Last Listing Agent Myisha Walker EXP Realty, LLC

  • /29

    $669,000

    Open Sat 1PM - 2PM $131K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    1108 Camp Rd, Denton, MD 21629

    Price Reduction! Motivated Seller. Welcome to 1108 Camp Street, sits on over 14 acres of land where modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and style.Secluded in a great location for Dirt biking, bow hunting. The included outbuilding is great for car enthusiast.This home features stunning stone work on both the front and

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    1108 Camp Rd, Denton, MD 21629
  • /2

    $150,000

    Sold Jan 27, 2026

    208 S 3rd St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • Built 1900

    Last Sold Summary

    • 25% Below List Price
    • $132/SF
    • 11 Days On Market

    Current Estimated Value $166,573

    Last Listing Agent SALLY KERCHNER AXEN Realty LLC

    208 S 3rd St, Denton, MD 21629
    • /18

      Est $514,902

      Not Listed For Sale

      4191 Harmony Rd, Preston, MD 21655

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 2007
      4191 Harmony Rd, Preston, MD 21655

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • /31

    $369,900

    $99K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,885 Sq Ft

    112 S 5th Ave, Denton, MD 21629

    Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current

    Kat Thompson Benson & Mangold, LLC.

    112 S 5th Ave, Denton, MD 21629
  • /4

    $225,000

    Sold Jul 30, 2026

    12191 Knife Box Rd, Greensboro, MD 21639

    • Land
    • 8.7 Acres
    • $25,862 per Acre

    Last Sold Summary

    • 8 Days On Market

    Current Estimated Value $569,742

    Last Listing Agent Todd McGill ExecuHome Realty

    12191 Knife Box Rd, Greensboro, MD 21639
    • /26

      Est $276,491

      Not Listed For Sale

      104 S 8th St, Denton, MD 21629

      • 2 Beds
      • 1.5 Baths
      • 1,055 Sq Ft
      • Built 1973
      104 S 8th St, Denton, MD 21629

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Tony Letizia VRA Realty

  • /35

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /20

    $294,000

    Sold Oct 24, 2025

    512 Lincoln St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2024

    Last Sold Summary

    • $207/SF
    • 28 Days On Market

    Last Listing Agent Amy Betts Coldwell Banker Realty

    512 Lincoln St, Denton, MD 21629

Showing Results 321 - 360, Page 9 of 18

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