15,694

Caroline County, MD Homes

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  • /2

    $11,000 Sold Jul 02, 2025

    534 N N 6th St, Denton, MD 21629

    • Land
    • 0.51 Acre
    • $21,569 per Acre

    Last Sold Summary

    • 370 Days On Market

    Current Estimated Value $161,000

    Last Listing Agent Heather Brummell Keller Williams Realty

    534 N N 6th St, Denton, MD 21629
    • /27

      Est $152,013 Not Listed For Sale

      308 Park Ave, Federalsburg, MD 21632

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft
      • Built 1904
      308 Park Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 10% Below List Price
      • $176/SF
      • 36 Days On Market

      Last Sold Price $168,000

      Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

  • /20

    $265,790 Pending

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

    132 Hobbs St, Greensboro, MD 21639

    **Red Tag Sales Event now through January 25, 2026! Was $268,490 Now: $265,790! Home must close on or before 3/31/2026.** Discover the Perry in Kinnamon Meadows, a 1,059 square foot open concept cottage-style ranch home, offering two bedrooms and two bathrooms at 132 Hobbs Street in Greensboro, MD. A welcoming front porch leads you into the spacious living room that seamlessly flows into the

    Justin Wood D.R. Horton Realty of Virginia, LLC

    132 Hobbs St, 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 $485,550

    Last Listing Agent Thomas Burdett Keller Williams Realty

    2570 Guard Rd, Federalsburg, MD 21632
    • /3

      Est $450,825 Not Listed For Sale

      12141 Greensboro Rd, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1950
      12141 Greensboro Rd, Greensboro, MD 21639

      Last Sold Summary

      • 9% Below List Price
      • $382/SF
      • 0 Days On Market

      Last Sold Price $495,000

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /12

    $160,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    2578 Hilltop Rd, Federalsburg, MD 21632

    Opportunity is knocking at 2578 Hilltop Road in Federalsburg, MD This home is ready for a full makeover and is perfect for investors, flippers, or anyone looking to bring a vision to life. A pipe burst while the home was unoccupied and went unnoticed for some time, resulting in interior damage—so this is not your average cosmetic project. But with the right eye and renovation, this property has

    Heather Brummell Keller Williams Realty

    2578 Hilltop Rd, Federalsburg, MD 21632
  • /46

    $439,500 Sold May 21, 2025

    11489 Reed Cir, Ridgely, MD 21660

    • 4 Beds
    • 2.5 Baths
    • 1,923 Sq Ft
    • Built 1995

    Last Sold Summary

    • $229/SF
    • 31 Days On Market

    Current Estimated Value $475,345

    Last Listing Agent Carol Delayo Chaney Homes, LLC

    11489 Reed Cir, Ridgely, MD 21660
    • /22

      Est $252,929 Not Listed For Sale

      350 Deep Shore Rd, Denton, MD 21629

      • 3 Beds
      • 1 Bath
      • 1,350 Sq Ft
      • Built 1965
      350 Deep Shore Rd, Denton, MD 21629

      Last Sold Summary

      • 5% Above List Price
      • $178/SF
      • 11 Days On Market

      Last Sold Price $239,900

      Last Listing Agent Barbara Beaudet Brenton Realty Group

  • /127

    $2,999,000

    • 8 Beds
    • 16 Baths
    • 9,364 Sq Ft

    4218 Harmony Rd, Preston, MD 21655

    A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind

    Donna Harrington Coldwell Banker Realty

    4218 Harmony Rd, Preston, MD 21655
  • /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 $451,337

    Last Listing Agent Heather Brummell Keller Williams Realty

    282 Tidewater Cir, Preston, MD 21655
    • /27

      Est $256,574 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

      • 7% Above List Price
      • $179/SF
      • 3 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Justin Pokrywka Taylor Properties

  • /2

    $189,000

    • 3 Beds
    • 1 Bath
    • 1,015 Sq Ft

    208 W 2nd St, Ridgely, MD 21660

    Fixer up in town!!! New plumbing throughout, bathroom upgrade. New hot water 2025. More pictures coming.

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    208 W 2nd St, Ridgely, MD 21660
  • /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 $189,125

    Last Listing Agent Brett Schrader Taylor Properties

    116 Stonesifer Dr, Greensboro, MD 21639
    • /19

      Est $272,059 Not Listed For Sale

      111 Maple Ave, Goldsboro, MD 21636

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2008
      111 Maple Ave, Goldsboro, MD 21636

      Last Sold Summary

      • 13% Above List Price
      • $179/SF
      • 14 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Jamie Latham Benson & Mangold, LLC

  • /30

    $749,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    1108 Camp Rd, Denton, MD 21629

    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. This home features stunning stone work on both the front and back, framing the house in natural beauty and providing a warm welcome. The meticulously crafted stone walls create an inviting outdoor ambiance. Venture

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    1108 Camp Rd, Denton, MD 21629
  • /17

    $150,000 Sold Apr 30, 2025

    207 Caroline Ave, Ridgely, MD 21660

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1890

    Last Sold Summary

    • $149/SF
    • 6 Days On Market

    Current Estimated Value $170,890

    Last Listing Agent Timothy Caropreso Keller Williams Flagship

    207 Caroline Ave, Ridgely, MD 21660
    • /30

      Est $356,812 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

      • 7% Above List Price
      • $181/SF
      • 4 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Rita Gundotra Long & Foster

  • /31

    $459,000

    • 4 Beds
    • 1.5 Baths
    • 2,885 Sq Ft

    112 S 5th Ave, Denton, MD 21629

    Just reduced! 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 owners have the house set up as a

    Kat Thompson Benson & Mangold, LLC.

    112 S 5th Ave, Denton, MD 21629
  • /22

    $226,000 Sold May 07, 2025

    8 N Maple Ave, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1977

    Last Sold Summary

    • $214/SF
    • 7 Days On Market

    Current Estimated Value $247,262

    Last Listing Agent Blaine Williamson McClain-Williamson Realty, LLC

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

      Est $275,532 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

  • /5

    $130,000

    • Land
    • 8.85 Acres
    • $14,689 per Acre

    15589 Union Rd, Goldsboro, MD 21636

    25309 Golt farm Ln has an old vacant double-wide on it . PLEASE DO NOT GO INSIDE THE FLOORS ARE NOT SAFE TO GO IN.

    Diane Wenk Wright Real Estate

    15589 Union Rd, Goldsboro, MD 21636
  • /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 $412,400

    Last Listing Agent Andrew Beaven Wright Real Estate

    14990 Greensboro Rd, Goldsboro, MD 21636
    • /36

      Est $259,181 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)

  • /45

    $485,000

    • 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
  • /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 $231,232

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    113 Maple Ave, Goldsboro, MD 21636
    • /20

      Est $364,532 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

      • 4% Above List Price
      • $157/SF
      • 28 Days On Market

      Last Sold Price $350,000

      Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

  • /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
  • /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
    • /19

      Est $191,777 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

      • 17% Below List Price
      • $177/SF
      • 2 Days On Market

      Last Sold Price $231,500

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /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
  • /39

    $355,000 Sold Apr 18, 2025

    25329 Calvert Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • Built 1990

    Last Sold Summary

    • $210/SF
    • 13 Days On Market

    Current Estimated Value $380,868

    Last Listing Agent Nick Waldner Keller Williams Realty Centre

    25329 Calvert Dr, Greensboro, MD 21639
    • /95

      Est $507,500 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

      • 2% Above List Price
      • $259/SF
      • 4 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Lisa Lynch Keller Williams Realty

  • /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
  • /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
    • /52

      Est $644,467 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

      • 5% Below List Price
      • $280/SF
      • 3 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /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
  • /12

    $236,000 Sold Apr 10, 2025

    27030 Stafford Rd, Marydel, MD 21649

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft
    • Built 1972

    Last Sold Summary

    • $173/SF
    • 352 Days On Market

    Current Estimated Value $254,680

    Last Listing Agent Myisha Walker Long & Foster Real Estate, Inc.

    27030 Stafford Rd, Marydel, MD 21649
    • /30

      Est $303,663 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

      • 12% Above List Price
      • $102/SF
      • 6 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /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
  • /31

    $292,900 Sold May 16, 2025

    123 Bloomingdale Ave, Federalsburg, MD 21632

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft
    • Built 1900

    Last Sold Summary

    • $185/SF
    • 369 Days On Market

    Current Estimated Value $298,638

    Last Listing Agent Marla Baines Meredith Fine Properties

    123 Bloomingdale Ave, Federalsburg, MD 21632

Showing Results 281 - 320, Page 8 of 18

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