15,698

Caroline County, MD Homes

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  • /30

    $390,000 Sold Jul 21, 2025

    333 Morning Glory Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,475 Sq Ft
    • Built 2021

    Last Sold Summary

    • $158/SF
    • 21 Days On Market

    Current Estimated Value $395,261

    Last Listing Agent Danny Martin Keller Williams Flagship

    333 Morning Glory Dr, Denton, MD 21629
    • /30

      Est $360,417 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

      • 8% Above List Price
      • $181/SF
      • 4 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Rita Gundotra Long & Foster

  • /45

    $495,000

    • 3 Beds
    • 3.5 Baths
    • 2,667 Sq Ft

    22408 Hog Creek Rd, Preston, MD 21655

    NEW PRICE! Enjoy peace and space on two tranquil country acres with no deed restrictions adjacent to open farmland. The deep backyard features a large vinyl-fenced area ideal for kids and pets, an above-ground pool with deck perfect for summer fun. This lovely home offers 2,667 Square feet (estimated) of living space, new LVP flooring on the main floor, and a versitile loft upstairs. The spacious

    James Bent Benson & Mangold, LLC

    22408 Hog Creek Rd, Preston, MD 21655
  • /45

    $308,000 Sold Apr 11, 2025

    3 Oak St, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Built 1995

    Last Sold Summary

    • $264/SF
    • 47 Days On Market

    Current Estimated Value $306,200

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    3 Oak St, Ridgely, MD 21660
    • /14

      Est $274,829 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

      • 4% Above List Price
      • $243/SF
      • 15 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Andrew Beaven Wright Real Estate

  • /10

    $275,000

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft

    21245 Tanyard Rd, Preston, MD 21655

    Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment opportunity,

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    21245 Tanyard Rd, Preston, MD 21655
  • /33

    $320,000 Sold Jul 07, 2025

    3880 Laurel Grove Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1940

    Last Sold Summary

    • $293/SF
    • 4 Days On Market

    Current Estimated Value $300,873

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

    3880 Laurel Grove Rd, Federalsburg, MD 21632
    • /36

      Est $257,822 Not Listed For Sale

      504 Liberty Rd, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1930
      504 Liberty Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 10% Above List Price
      • $145/SF
      • 14 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Walter Liang Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /25

    $110,000

    • 1,428 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Newly listed under new ownership following improvements and value enhancements. Days on Market do not apply. Prime Half-Acre Lot Near Smithville Lake – Cleared with Well & Oversized Garage Bay This unique 0.48-acre property on Possum Hill Rd is ideally located less than one mile west of the Maryland–Delaware state line, offering a rare combination of open space, existing infrastructure, and

    Sam Benkirane Proplocate Realty, LLC

    28035 Possum Hill Rd, Federalsburg, MD 21632
  • /33

    $191,000 Sold May 20, 2025

    22038 Church St, Hillsboro, MD 21641

    • Studio
    • 1,792 Sq Ft
    • Built 1950

    Last Sold Summary

    • $107/SF
    • 5 Days On Market

    Current Estimated Value $198,063

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    22038 Church St, Hillsboro, MD 21641
    • /20

      Est $386,145 Not Listed For Sale

      103 Elmor Ct, Greensboro, MD 21639

      • 5 Beds
      • 3 Baths
      • 2,232 Sq Ft
      • Built 2006
      103 Elmor Ct, Greensboro, MD 21639

      Last Sold Summary

      • 10% Above List Price
      • $157/SF
      • 28 Days On Market

      Last Sold Price $350,000

      Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

  • /5

    $140,000

    • Land
    • 3.75 Acres
    • $37,333 per Acre

    0 Burnt Mill Rd Unit MDCM2006056, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 3.75 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 MDCM2006056, Ridgely, MD 21660
  • /48

    $460,000 Sold Jul 22, 2025

    14462 Poplar St, Goldsboro, MD 21636

    • 3 Beds
    • 2.5 Baths
    • 2,131 Sq Ft
    • Built 2003

    Last Sold Summary

    • $216/SF
    • 5 Days On Market

    Current Estimated Value $464,292

    Last Listing Agent Peter Mellor Wright Real Estate

    14462 Poplar St, Goldsboro, MD 21636
    • /19

      Est $181,310 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

      • 22% Below List Price
      • $177/SF
      • 2 Days On Market

      Last Sold Price $231,500

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /42

    $469,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    24749 Woods Dr, Denton, MD 21629

    Beautifully maintained 4 bedroom, 2.5 bath Colonial set on a spacious lot just minutes from Denton and the newly opened Caroline Country Club. This inviting home features a comfortable, flowing layout featuring a gas fireplace, perfect for relaxing evenings or gatherings. The kitchen is conveniently located right off the main living area. The space showcases granite counter tops, stainless steel

    Peter Stark Benson & Mangold, LLC

    24749 Woods Dr, Denton, MD 21629
  • /42

    $250,000 Sold Jun 06, 2025

    11204 Academy St, Hillsboro, MD 21641

    • 4 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • Built 1800

    Last Sold Summary

    • $188/SF
    • 16 Days On Market

    Current Estimated Value $251,519

    Last Listing Agent Jennifer Chaney Chaney Homes, LLC

    11204 Academy St, Hillsboro, MD 21641
    • /95

      Est $517,153 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

      • 3% Above List Price
      • $259/SF
      • 4 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Lisa Lynch Keller Williams Realty

  • /4

    $345,000

    • Studio
    • 2,260 Sq Ft

    517 W Sunset Ave, Greensboro, MD 21639

    Three unit apartment building. Two 1bedroom apartments, one 2 bedroom. Fully leased with positive income to support expense and debt service

    Randy Staats Benson & Mangold, LLC

    517 W Sunset Ave, Greensboro, MD 21639
  • /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 $277,271

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    122 Mill St, Greensboro, MD 21639
    • /52

      Est $672,629 Not Listed For Sale

      6293 Statum Rd, Preston, MD 21655

      • 3 Beds
      • 2.5 Baths
      • 2,429 Sq Ft
      • Built 1998
      6293 Statum Rd, Preston, MD 21655

      Last Sold Summary

      • 1% Below List Price
      • $280/SF
      • 3 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /38

    $214,900 Under Contract

    • 2 Beds
    • 2 Baths
    • 606 Sq Ft

    318 Carter Ave, Denton, MD 21629

    This charming bungalow, fully renovated in 2020 and move-in ready, blends modern comfort with timeless appeal. Behind the classic covered front porch, an open layout offers two bedrooms and two full bathrooms on a single level. The living and kitchen area features a vaulted ceiling with recessed lighting, enhancing the sense of space and adding a clean, modern feel to this efficient floor

    Georgi Chauvin Benson & Mangold, LLC

    318 Carter Ave, Denton, MD 21629
  • /24

    $212,000 Sold Jul 09, 2025

    524 Denton Rd, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1920

    Last Sold Summary

    • $245/SF
    • 9 Days On Market

    Current Estimated Value $199,038

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

    524 Denton Rd, Federalsburg, MD 21632
    • /30

      Est $291,225 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

      • 8% Above List Price
      • $102/SF
      • 6 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • 125 Hobbs St, Greensboro, MD 21639

    $286,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    125 Hobbs St, Greensboro, MD 21639

    Discover 125 Hobbs Street, a new home soon to be under-construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious

    D.R. Horton Builder
    125 Hobbs St, Greensboro, MD 21639
  • /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 $943,969

    Last Listing Agent Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
    • /15

      Est $225,508 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

      • 2% Below List Price
      • $218/SF
      • 4 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /15

    $450,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft

    27329 Jenny Hye Ln, Marydel, MD 21649

    Situated on a 1.51 acre lot, backing to woods, this four Bedroom, 2 full bath home's interior has been completely renovated! Kitchen with eat -in area has been updated with new cabinetry, granite countertops & s/s appliances, Separate dining room for those wanting a more formalized area or can be used as a den, Living room with wood burning fireplace leads to expansive family room with access to

    Kathleen May Synergy Realty

    27329 Jenny Hye Ln, Marydel, MD 21649
  • /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 $238,175

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    113 Boyce Mill Rd, Greensboro, MD 21639
    • /49

      Est $878,329 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

      • 3% Below List Price
      • $406/SF
      • 1 Day On Market

      Last Sold Price $910,000

      Last Listing Agent Dustin Parker The Parker Group

  • /20

    $60,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    21182 Marsh Creek Rd, Preston, MD 21655

    Adorable and move-in ready 3BR/2BA single-wide home located in the quiet community of Prettyman Manor. A private driveway with parking for three cars sits just steps from the front door of your new home. Step inside to an inviting open floor plan with a spacious living room featuring a cozy wood-burning stove, and a well-equipped kitchen with plenty of cabinet and counter space, plus a double

    Shane Slacum LPT Realty, LLC

    21182 Marsh Creek Rd, Preston, MD 21655
  • /22

    $225,000 Sold Jun 18, 2025

    203 Bernard Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1972

    Last Sold Summary

    • $213/SF
    • 31 Days On Market

    Current Estimated Value $217,651

    Last Listing Agent Valerie Brown Charles C. Powell, Inc. Realtors

    203 Bernard Ave, Federalsburg, MD 21632
    • /71

      Est $584,553 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

      • 19% Above List Price
      • $128/SF
      • 142 Days On Market

      Last Sold Price $489,250

      Last Listing Agent Penny Hollis Keller Williams Select Realtors of Annapolis

  • /3

    $135,000 Under Contract

    • Land
    • 0.69 Acre
    • $195,652 per Acre

    1005 Market St, Denton, MD 21629

    A Rare Opportunity to Purchase a General Commercial Lot located in Denton off the High Visibility Corners of Market & Gay St. A Multitude of permissible uses. Water and Sewer hook ups are available for additional fee. There are not any structures on this cleared .69 ac lot. A wonderful Opportunity for the Entrepreneur with a Vision....Hurry to snag this one...

    Barbara Beaudet Brenton Realty Group

    1005 Market St, 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 $268,307

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

    148 Main St, Preston, MD 21655
    • /22

      Est $416,757 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

      • 5% Above List Price
      • $129/SF
      • 2 Days On Market

      Last Sold Price $398,000

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • /4

    $155,000

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft

    26355 Marydel Rd, Marydel, MD 21649

    House is of little to no value, existing well and septic. This house includes an additional parcel of 7 acres, tax id, 0601012428 for a total of 7.27 acres. Property being SOLD AS IS.

    George Thompson Long & Foster Real Estate, Inc.

    26355 Marydel Rd, Marydel, MD 21649
  • /58

    $345,000 Sold Jul 30, 2025

    510 Pintail St, Greensboro, MD 21639

    • 5 Beds
    • 2.5 Baths
    • 1,984 Sq Ft
    • Built 2005

    Last Sold Summary

    • $174/SF
    • 91 Days On Market

    Current Estimated Value $350,611

    Last Listing Agent Jon Fleming Weichert Realtors - Blue Ribbon

    510 Pintail St, Greensboro, MD 21639
    • /5

      Est $61,667 Not Listed For Sale

      120 Denton Rd, Federalsburg, MD 21632

      120 Denton Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 6,166,600% Above List Price
      • 205 Days On Market

      Last Sold Price $1

      Last Listing Agent Myisha Walker Long & Foster

  • /15

    $437,040 Under Contract

    • 3 Beds
    • 2 Baths

    0 Quail Ct Unit MDCM2006742, 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. The builder includes a generous package of upgrades at no additional cost. Enjoy an oversized attached two-car garage and a rear deck perfect for outdoor living. Situated on a cleared 1-acre lot in a private rural setting, this home offers the

    Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
  • /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 $190,987

    Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

    208 S 3rd St, Denton, MD 21629

Showing Results 321 - 360, Page 9 of 18

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