15,625

Caroline County, MD Homes

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  • /2

    $258,000

    Sold Aug 18, 2025

    318 S 5th Ave, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,326 Sq Ft
    • Built 1953

    Last Sold Summary

    • $195/SF
    • 1 Day On Market

    Current Estimated Value $258,259

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    318 S 5th Ave, Denton, MD 21629
    • /27

      Est $275,863

      Not Listed For Sale

      319 Kerr Ave, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1975
      319 Kerr Ave, Denton, MD 21629

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Justin Pokrywka Taylor Properties

  • /3

    $25,000

    • 728 Sq Ft

    23547 Jonestown Ln, Preston, MD 21655

    Build your dream home on this available lot in Preston, Md. Old home on property - either tear down or restore. Buyer to complete due diligence with County

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    23547 Jonestown Ln, Preston, MD 21655
  • /29

    $209,000

    Sold May 15, 2026

    417 N Academy St, Greensboro, MD 21639

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $223/SF
    • 8 Days On Market

    Current Estimated Value $213,401

    Last Listing Agent Lawrence Doyle Long & Foster Real Estate, Inc.

    417 N Academy St, Greensboro, MD 21639
    • /40

      Est $633,093

      Not Listed For Sale

      8291 Clearfield Rd, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 2005
      8291 Clearfield Rd, Denton, MD 21629

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Chris Rosendale CR Realty

  • /29

    $289,000

    $41K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    115 Boyce Mill Rd, Greensboro, MD 21639

    Welcome to this charming, Cape-Cod with a Full Unfinished basement—perfectly nestled on a spacious 1/2 Acre! This property gives you that “welcome home” feeling the moment you arrive. Inside, you’ll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful wood‐beam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the

    Kathleen Brenton Brenton Realty Group

    115 Boyce Mill Rd, Greensboro, MD 21639
  • /66

    $470,000

    Sold Dec 30, 2025

    2570 Guard Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 2020

    Last Sold Summary

    • $196/SF
    • 96 Days On Market

    Current Estimated Value $485,369

    Last Listing Agent Thomas Burdett Keller Williams Realty

    2570 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.

  • /22

    $269,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft

    Perry Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Perry, a 1,059 square foot open concept cottage-style ranch home, offers two bedrooms and two bathrooms. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern cabinetry, stainless steel appliances, a spacious peninsula

    D.R. Horton Builder
    103 Park Ave Unit 36203273, Greensboro, MD 21639
  • /33

    $449,000

    Sold Feb 27, 2026

    282 Tidewater Cir, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 2,946 Sq Ft
    • Built 2006

    Last Sold Summary

    • $152/SF
    • 14 Days On Market

    Current Estimated Value $453,939

    Last Listing Agent Heather Brummell Keller Williams Realty

    282 Tidewater Cir, Preston, MD 21655
    • /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

  • /2

    $55,000

    Pending
    • Land
    • 1.36 Acres
    • $40,441 per Acre

    0 Havercamp Rd, 4, Preston, MD 21655

    Rare perc approved building lot! Discover the perfect canvas for your dream home on this wooded 1.36-acre parcel of land, nestled among serene trees and lush woods. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature, creating a peaceful retreat just moments from everyday conveniences. Lot is completely wooded and perc approved for 3 bedroom home.

    Donna Roberts Long & Foster Real Estate, Inc.

    0 Havercamp Rd, 4, Preston, MD 21655
  • /19

    $189,900

    Sold Dec 29, 2025

    116 Stonesifer Dr, Greensboro, MD 21639

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1954

    Last Sold Summary

    • $226/SF
    • 2 Days On Market

    Current Estimated Value $191,757

    Last Listing Agent Brett Schrader Taylor Properties

    116 Stonesifer Dr, Greensboro, MD 21639
    • /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

  • /18

    $115,000

    $5K PRICE DROP
    • Land
    • 1.89 Acres
    • $60,847 per Acre

    27202 Sandtown Rd, Goldsboro, MD 21636

    Discover the perfect blend of tranquility and convenience with this perc-approved 1.88-acre homesite, ready for your dream build. Overlooking a scenic tributary of the Upper Choptank River, this property offers breathtaking natural views and a serene setting that wildlife enthusiasts will truly appreciate. Ducks and geese are common visitors on the water with fishing right in your back yard.

    Brett Schrader Taylor Properties

    27202 Sandtown Rd, Goldsboro, MD 21636
  • /46

    $300,000

    Sold Jul 10, 2026

    209 W Sunset Ave, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft
    • Built 1910

    Last Sold Summary

    • 9% Below List Price
    • $92/SF
    • 16 Days On Market

    Current Estimated Value $323,242

    Last Listing Agent Teal Clise EXP Realty, LLC

    209 W Sunset Ave, Greensboro, MD 21639
    • /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

  • /24

    $199,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft

    26606 Idlewild Rd, Federalsburg, MD 21632

    Three Bedroom, 1 and a half bathrooms, located on a quiet county road. This house has been freshly painted inside and outside, new LVP flooring installed throughout the house, all interior doors have been replaced with white six panel doors and new light fixtures in each room. New washer/dryer and refrigerator installed, heat pump is 1 year old, and there is a 22 kw Generac generator as a backup

    Robert Bringman Long & Foster Real Estate, Inc.

    26606 Idlewild Rd, Federalsburg, MD 21632
  • /23

    $295,990

    Sold May 27, 2026

    101 Parkland Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $243/SF
    • 25 Days On Market

    D.R. Horton Kinnamon Meadows

    101 Parkland Rd, Greensboro, MD 21639
    • /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

    $359,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,712 Sq Ft

    410 Wood Duck Dr, Greensboro, MD 21639

    Welcome to this spacious three-level home offering flexible living space and a functional floor plan! The main level features a bright living room that flows in the open kitchen. Separate dining room for those family gatherings. Also, on this level is a half bath and a small guest bedroom or turn into your reading area or an office space. Upstairs, you'll find three additional bedrooms and the

    Pamela Geib Long & Foster Real Estate, Inc.

    410 Wood Duck Dr, Greensboro, MD 21639
  • /50

    $400,000

    Sold May 04, 2026

    406 Morning Glory Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft
    • Built 2020

    Last Sold Summary

    • $146/SF
    • 140 Days On Market

    Current Estimated Value $396,499

    Last Listing Agent Mary Stevens Long & Foster Real Estate, Inc.

    406 Morning Glory Dr, Denton, MD 21629
    • /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

  • /20

    $449,000

    New Construction
    • 3 Beds
    • 2 Baths

    0 Quail Ct Unit MDCM2007622, Greensboro, MD 21639

    TBB....This beautifully designed rancher offers 3 bedrooms and 2 full baths with an open-concept floor plan and cathedral ceilings in the main living area. . Enclosed Sunporch that leads to back patio and Front porch for your morning coffee. Enjoy an oversized attached two-car garage and a rear deck perfect for outdoor living. Encapsulated conditioned crawl space . Situated on a cleared 1-acre

    Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2007622, Greensboro, MD 21639
  • /38

    $4,000,000

    Sold Jul 23, 2026

    24795 E Cherry Ln, Greensboro, MD 21639

    • Built 2007

    Last Sold Summary

    • 6 Days On Market

    Current Estimated Value $3,641,333

    Last Listing Agent Debbie Figgs Long & Foster Real Estate, Inc.

    24795 E Cherry Ln, Greensboro, MD 21639
    • /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

  • /40

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    608 Market St, Denton, MD 21629

    Full Re-Hab 2023! Home shows well. The best of Downtown Living! This refurbished Farmhouse, has all the feels of intown country living with all the new modern ammenties! Large Eat- in Kitchen with Tons of Storage! Family Room with Fireplace, leads to a side yard Patio for entertaining! Upstairs you will find three nice size Bedrooms, 2 Full Baths, and a Loft area. Attic has finished space

    Kathleen Brenton Brenton Realty Group

    608 Market St, Denton, MD 21629
  • /51

    $400,000

    Sold Jan 14, 2026

    14990 Greensboro Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1994

    Last Sold Summary

    • $198/SF
    • 58 Days On Market

    Current Estimated Value $414,249

    Last Listing Agent Andrew Beaven Wright Real Estate

    14990 Greensboro Rd, Goldsboro, MD 21636
    • /30

      Est $286,363

      Not Listed For Sale

      1150 Canvasback Ln, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 2007
      1150 Canvasback Ln, Denton, MD 21629

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /66

    $539,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    3410 Seaman Rd, Preston, MD 21655

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod, privately nestled off the road for peace and seclusion. Lovingly cared for throughout ownership, this home features numerous major upgrades, offering both quality and peace of mind for its next owner. Inside, you'll find a warm and inviting floor plan with comfortable living spaces designed for everyday living and

    Linda Moore Long & Foster Real Estate, Inc.

    3410 Seaman Rd, Preston, MD 21655
  • /30

    $345,000

    Sold Jul 21, 2026

    1309 Fairfield Ct, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Above List Price
    • $254/SF
    • 3 Days On Market

    Current Estimated Value $330,588

    Last Listing Agent Ashley Yost Douglas Realty, LLC

    1309 Fairfield Ct, Denton, MD 21629
    • /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

  • /28

    $440,000

    New Construction $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    13926 Quail Ct, Greensboro, MD 21639

    Brand‐new construction in a peaceful country setting! Enjoy effortless one‐level living in this bright, open‐concept rancher designed for comfort and convenience. The spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting space for everyday life and entertaining. BONUS! Seller upgrades are already included! Skip the extra expense - these desirable upgrades are

    Amanda Morgan Brenton Realty Group

    13926 Quail Ct, Greensboro, MD 21639
  • /6

    $77,500

    Sold May 14, 2026

    0 Laurel Ln, Denton, MD 21629

    • Land
    • 1.15 Acres
    • $67,391 per Acre

    Last Sold Summary

    • 649 Days On Market

    Last Listing Agent Michael Bozek Michael J. Bozek

    0 Laurel Ln, Denton, MD 21629
    • /49

      Est $815,416

      Not Listed For Sale

      13389 Mason Branch Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 2,244 Sq Ft
      • Built 1975
      13389 Mason Branch Rd, Ridgely, MD 21660

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Dustin Parker The Parker Group

  • /3

    $69,000

    • Land
    • 2.08 Acres
    • $33,173 per Acre

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629

    Beautiful 2.08 acre flat lot. Was approved for a potential mound system in 1991. All paperwork is included in the disclosures. Buyer to verify well and septic approval before closing.

    Toni Lynne Advance Realty, Inc.

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
  • /17

    $231,000

    Sold Mar 27, 2026

    113 Maple Ave, Goldsboro, MD 21636

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1875

    Last Sold Summary

    • $160/SF
    • 84 Days On Market

    Current Estimated Value $235,170

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    113 Maple Ave, Goldsboro, MD 21636
    • /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

  • /4

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,816 Sq Ft

    21579 Tanyard Rd, Preston, MD 21655

    Opportunity awaits on this peaceful 1.46± acre wooded parcel in Preston. Tucked among mature trees, this property offers a private country setting with endless potential for its next chapter. The existing ranch-style home is being conveyed as part of an estate and is being sold AS-IS, including all remaining personal property and contents. Buyers should plan to complete their own due diligence

    Kaitlyn Collins Benson & Mangold, LLC

    21579 Tanyard Rd, Preston, MD 21655
  • /43

    $315,000

    Sold Sep 15, 2025

    25266 Smith Landing Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft
    • Built 1953

    Last Sold Summary

    • $251/SF
    • 2 Days On Market

    Last Listing Agent Megan Rosendale Rosendale Realty

    25266 Smith Landing Rd, Denton, MD 21629

Showing Results 281 - 320, Page 8 of 18

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