15,625

Caroline County, MD Homes

Section Image
    • /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

  • /53

    $259,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    11 9th St, Ridgely, MD 21660

    Nestled at the end of a quiet street in the quaint town of Ridgely, you will find this beautifully maintained Rancher. The current owner has completed about everything imaginable to this wonderful home, including but not limited to the Windows, HVAC, Architectural shingled roof, Refrigerator and Stove..... even the crawl space has been encapsulated with a French drain, humidifier and sump pump.

    Michael Rosendale Rosendale Realty

    11 9th St, Ridgely, MD 21660
  • /2

    $286,990

    Sold Sep 24, 2025

    114 Parkland Rd, Greensboro, MD 21639

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

    Last Sold Summary

    • $197/SF
    • 9 Days On Market

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

    114 Parkland Rd, Greensboro, MD 21639
    • /5

      Est $84,333

      Not Listed For Sale

      120 Denton Rd, Federalsburg, MD 21632

      120 Denton Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 205 Days On Market

      Last Listing Agent Myisha Walker EXP Realty, LLC

  • /20

    $295,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    212 Apple Ln, Preston, MD 21655

    Seller is offering a $4,500 credit for new carpet in all 3 bedrooms! Welcome home to this charming 3-bedroom, 2-bath rancher offering the perfect blend of comfort and convenience. Nestled on a quiet street within the city limits, this property provides a peaceful, country-like setting while remaining just minutes from Easton, Denton, Federalsburg, and Cambridge.Step inside to find luxury

    Kayla Walter Keller Williams Realty

    212 Apple Ln, Preston, MD 21655
  • /52

    $320,000

    Sold Nov 19, 2025

    17635 Cool Spring Rd, Marydel, MD 21649

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 1992

    Last Sold Summary

    • $180/SF
    • 18 Days On Market

    Last Listing Agent Daphne Reeve Keller Williams Flagship

    17635 Cool Spring Rd, Marydel, MD 21649
    • /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

  • /13

    $315,000

    $50K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    21611 Everlea Dr, Preston, MD 21655

    Welcome to this estate sale opportunity offering convenient one-level living in a wonderful, well-established community just minutes from Easton and St. Michaels. Lovingly owned by the original owner, this 3-bedroom, 2-bath home is ready for its next chapter. The home features a functional floor plan with spacious living areas and offers great potential for updates to match your personal style.

    Nicole Giordano Coldwell Banker Waterman Realty

    21611 Everlea Dr, Preston, MD 21655
  • /19

    $300,000

    Sold Dec 23, 2025

    14 N Maple Ave, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $284/SF
    • 46 Days On Market

    Current Estimated Value $292,286

    Last Listing Agent Joshua Clark Clark & Co Realty, LLC

    14 N Maple Ave, Ridgely, MD 21660
    • /30

      Est $409,804

      Not Listed For Sale

      1106 Daylily Ln, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,096 Sq Ft
      • Built 2007
      1106 Daylily Ln, Denton, MD 21629

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • /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
  • /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 Alicia Gannon Dulin Benson & Mangold, LLC

    2451 Guard Rd, Federalsburg, MD 21632
    • /27

      Est $423,231

      Not Listed For Sale

      5576 Harmony Woods Dr, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 2020
      5576 Harmony Woods Dr, Preston, MD 21655

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Amy Betts Coldwell Banker Realty

  • /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
  • /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
    • /6

      Est $118,067

      Not Listed For Sale

      27105 River Bridge Rd, Henderson, MD 21640

      • Built 1955
      27105 River Bridge Rd, Henderson, MD 21640

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent David Moore Real Broker, LLC

  • /44

    $375,000

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 2,612 Sq Ft

    102 Lister Ln, Ridgely, MD 21660

    Welcome to 102 Lister Lane in Ridgely, MD! This spacious, 4 bedroom 3 full bath home offers plenty of room for you to spread out with a functional layout designed for everyday living. The main level even includes an office and the upper level an open loft area. The unfinished basement offers endless possibilities for additional living space, such as a home gym, workshop, or just plain storage

    Kristy Collins Douglas Realty, LLC

    102 Lister Ln, Ridgely, MD 21660
  • /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
    • /32

      Est $410,728

      Not Listed For Sale

      26062 Holly Ln, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,798 Sq Ft
      • Built 2007
      26062 Holly Ln, Greensboro, MD 21639

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Norma Coursey Benson & Mangold, LLC

  • /48

    $395,000

    • 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
  • /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
    • /52

      Est $378,854

      Not Listed For Sale

      201 Church St, Greensboro, MD 21639

      • 4 Beds
      • 2 Baths
      • 2,559 Sq Ft
      • Built 1910
      201 Church St, Greensboro, MD 21639

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Julie Stevenson Shore Living Real Estate

  • /37

    $299,900

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    1624 Blue Heron Dr, Denton, MD 21629

    Move-in ready and thoughtfully updated—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 guests, a

    Michelle DiDonato Island Realty, LLC

    1624 Blue Heron Dr, 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
    • /37

      Est $791,639

      Not Listed For Sale

      10903 Collinswood Dr, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 4,404 Sq Ft
      • Built 2007
      10903 Collinswood Dr, Denton, MD 21629

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Bruce Hechmer Long & Foster Real Estate, Inc.

  • /20

    $299,000

    New Construction $11K PRICE DROP
    • 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 everyday

    Amanda Morgan Brenton Realty Group

    510 Lincoln St, 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 $1,030,114

    Last Listing Agent Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
    • /39

      Est $403,191

      Not Listed For Sale

      1140 Canvasback Ln, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2007
      1140 Canvasback Ln, Denton, MD 21629

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Mark Milligan RE/Max Experience

  • /2

    $155,000

    $34K PRICE DROP Under Contract
    • 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. (Agent Owner)

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    208 W 2nd St, Ridgely, MD 21660
  • /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
    • /45

      Est $239,050

      Not Listed For Sale

      1306 Blue Heron Dr, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 2004
      1306 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Lawrence Lessin Save 6, Incorporated

  • /29

    $669,000

    Open Sat 11AM - 12PM $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 back,

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    1108 Camp Rd, Denton, MD 21629
  • /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
    • /54

      Est $333,181

      Not Listed For Sale

      203 Wood Duck Dr, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2003
      203 Wood Duck Dr, Greensboro, MD 21639

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Christina Smith Brenton Realty Group

  • /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
  • /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
    • /20

      Est $227,190

      Not Listed For Sale

      322 Maple Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 1958
      322 Maple Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Dale Hunter Bayside 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
  • /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
    • /26

      Not Listed For Sale

      12171 River Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1996
      12171 River Rd, Ridgely, MD 21660

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Justin Pokrywka Taylor Properties

Showing Results 321 - 360, Page 9 of 18

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