15,577

Caroline County, MD Homes

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  • /26

    $475,000

    Sold Oct 15, 2025

    4631 Everlea Ct, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 2,228 Sq Ft
    • Built 1997

    Last Sold Summary

    • $213/SF
    • 4 Days On Market

    Current Estimated Value $484,364

    Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

    4631 Everlea Ct, Preston, MD 21655
    • /12

      Est $388,169

      Not Listed For Sale

      1108 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 2023
      1108 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 147 Days On Market

      Last Listing Agent Michelle DiDonato Island Realty, LLC

  • /19

    $260,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    200 S 2nd St, Denton, MD 21629

    Welcome to this Lovey Cape Cod situated on a corner lot surrounded by a vinyl picket fence. It boasts hardwood flooring through out the main rooms and has strong bones and it is noted for being very easy to heat. You can make your self comfortable while enjoying your favorite beverage on the front screened in porch. Inside a wood burning fireplace enhances the Living Room. This home offers ample

    Barbara Beaudet Brenton Realty Group

    200 S 2nd St, Denton, MD 21629
  • /21

    $59,900

    Sold Nov 24, 2025

    125 Bloomingdale Ave, Federalsburg, MD 21632

    • 4 Beds
    • 1 Bath
    • 1,696 Sq Ft
    • Built 1875

    Last Sold Summary

    • $35/SF
    • 22 Days On Market

    Current Estimated Value $142,628

    Last Listing Agent Daniel Demers Sell Your Home Services

    125 Bloomingdale Ave, Federalsburg, MD 21632
    • /49

      Est $570,547

      Not Listed For Sale

      15185 Day Rd, Goldsboro, MD 21636

      • 3 Beds
      • 2.5 Baths
      • 2,379 Sq Ft
      • Built 2010
      15185 Day Rd, Goldsboro, MD 21636

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /71

    $479,000

    • 3 Beds
    • 3 Baths
    • 2,506 Sq Ft

    104 Charlotte Ave, Federalsburg, MD 21632

    Custom Brick Rancher with 2500 sq ft of living space sitting on over half an acre just outside of downtown Federalsburg overlooking Chambers Park is waiting for you to come see to appreciate. Owners have done many improvements and upgrades to the property, but left some of it's timeless charm. New carpet has been installed on the porch, breakfast nook, and family room July 2026, new windows 2026,

    Shelby Roney Benson & Mangold, LLC

    104 Charlotte Ave, Federalsburg, MD 21632
  • /64

    $527,000

    Sold Aug 14, 2026

    8590 Briar Patch Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft
    • Built 2003

    Last Sold Summary

    • $179/SF
    • 7 Days On Market

    Current Estimated Value $534,928

    Last Listing Agent Barbara Blosser Long & Foster Real Estate, Inc.

    8590 Briar Patch Dr, Denton, MD 21629
    • /17

      Est $171,409

      Not Listed For Sale

      21781 Wood Wharf Rd, Preston, MD 21655

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1920
      21781 Wood Wharf Rd, Preston, MD 21655

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /24

    $294,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    Sullivan Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless steel appliances, modern cabinetry, and an optional island with seating that is perfect for casual

    D.R. Horton Builder
    103 Park Ave Unit 36203275, Greensboro, MD 21639
  • /22

    $457,500

    Sold Apr 09, 2026

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    • Land
    • 63.16 Acres
    • $7,244 per Acre

    Last Sold Summary

    • 338 Days On Market

    Last Listing Agent Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
    • /30

      Est $432,903

      Not Listed For Sale

      4808 Frazier Neck Rd, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1920
      4808 Frazier Neck Rd, Preston, MD 21655

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Brenda Fornos Taylor Properties

  • /45

    $304,999

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,079 Sq Ft

    129 Bloomingdale Ave, Federalsburg, MD 21632

    BACK ON THE MARKET- DON'T MISS OUT! MOTIVATED SELLER!!! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch offering over 2,000 square feet of comfortable living space. Thoughtfully improved throughout, this home features stylish board-and-batten accents, quartz countertops, and a functional layout designed for everyday living and entertaining.Enjoy generous-sized bedrooms, a

    Beverly Brown Coldwell Banker Realty

    129 Bloomingdale Ave, Federalsburg, MD 21632
  • /65

    $550,000

    Sold Jun 11, 2026

    322 Deep Shore Rd, Denton, MD 21629

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1982

    Last Sold Summary

    • 12% Below List Price
    • $409/SF
    • 21 Days On Market

    Current Estimated Value $548,605

    Last Listing Agent Connie Loveland Benson & Mangold, LLC

    322 Deep Shore Rd, Denton, MD 21629
    • /74

      Not Listed For Sale

      4439 Bethlehem Rd, Preston, MD 21655

      • 5 Beds
      • 2.5 Baths
      • 2,560 Sq Ft
      • Built 1900
      4439 Bethlehem Rd, Preston, MD 21655

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Mickey Hayward Sunset Properties

  • /39

    $336,900

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft

    504 Main St, Goldsboro, MD 21636

    Welcome to this turn-key, eco-friendly rancher offering single-level living and a modern, open layout. Step inside to a fluid floor plan featuring striking dark wood-look laminate flooring throughout. The spacious living room features a designer green accent wall and flows seamlessly into the country kitchen and dining combination. The kitchen boasts sleek white cabinetry, stainless steel

    Dustin Parker The Parker Group

    504 Main St, Goldsboro, MD 21636
  • /25

    $370,000

    Sold May 29, 2026

    23168 Deer Run Ct, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 2002

    Last Sold Summary

    • $268/SF
    • 3 Days On Market

    Current Estimated Value $367,442

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    23168 Deer Run Ct, Denton, MD 21629
    • /48

      Est $339,295

      Not Listed For Sale

      6 Maple Ave, Ridgely, MD 21660

      • 4 Beds
      • 2 Baths
      • 2,492 Sq Ft
      • Built 1957
      6 Maple Ave, Ridgely, MD 21660

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Phill Whitby Long & Foster Real Estate, Inc.

  • /86

    $624,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,289 Sq Ft

    10930 Holt Ct, Denton, MD 21629

    Welcome to 10930 Holt Court in the Hackett's Garden community in Denton/Hillsboro Maryland. This beautiful 4 bedroom, 3.5 bath home is resting on a 1.69 acre manicured lot at the very end of the cul-de-sac is awaiting it's next owner. As you arrive at this home, you'll immediately notice the care and pride that the current owners have in this home, The large just resurfaced driveway leading to

    Edward Beres RE/MAX Executive

    10930 Holt Ct, Denton, MD 21629
  • /49

    $750,000

    Sold Nov 12, 2025

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649

    • Land
    • 187 Acres
    • $4,011 per Acre

    Last Sold Summary

    • 139 Days On Market

    Last Listing Agent Benjamin Alder The Land Group

    0 Cool Spring Rd Unit MDCM2005520, Marydel, MD 21649
    • /31

      Est $578,672

      Not Listed For Sale

      5132 Clark Canning House Rd, Federalsburg, MD 21632

      • 4 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 1930
      5132 Clark Canning House Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 353 Days On Market

      Last Listing Agent Bobby Gorski The Land Group

  • /17

    $295,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,252 Sq Ft

    1043 Camp Rd, Denton, MD 21629

    NICE COUNTRY RANCHER IN A WOODED PARADISE CLOSE TO ALL OF THE TOWN AMENITIES. LARGE FAMILY ROOM WITH VAULTED CEILING AND SURROUND SOUND WITH A WOOD BURNING BRICK FIREPLACE. AN ENCLOSED PATIO WITH PRIVACY. LARGE YARD SURROUNDED BY TREES. BOTH AN ATTACHED GARAGE AND A DETACHED GARAGE. REAR DECK FOR ENTERTAINING. PLENTY OF ROOM FOR YOUR FAMILY ACTIVITIES. THIS IS A MUST-SEE PROPERTY. ESTATE PROPERTY

    James Patrick Century 21 Harbor Realty

    1043 Camp Rd, Denton, MD 21629
  • /27

    $369,000

    Sold Nov 17, 2025

    130 Walnut St, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 2011

    Last Sold Summary

    • $238/SF
    • 5 Days On Market

    Current Estimated Value $366,289

    Last Listing Agent Pamela Geib Long & Foster Real Estate, Inc.

    130 Walnut St, Ridgely, MD 21660
    • /38

      Est $368,789

      Not Listed For Sale

      508 Teal Cir, Greensboro, MD 21639

      • 3 Beds
      • 2.5 Baths
      • 1,952 Sq Ft
      • Built 2004
      508 Teal Cir, Greensboro, MD 21639

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /61

    $559,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    7884 Laurel Ln, Denton, MD 21629

    Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    7884 Laurel Ln, Denton, MD 21629
  • /2

    $18,000

    Sold Aug 31, 2026

    10291 Bridge St, Denton, MD 21629

    • Land
    • 22,651 Sq Ft
    • $34,615 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 19 Days On Market

    Current Estimated Value $173,667

    Last Listing Agent Henry Gibbons-Neff Meredith Fine Properties

    10291 Bridge St, Denton, MD 21629
    • /10

      Est $133,011

      Not Listed For Sale

      103 Reliance Ave, Federalsburg, MD 21632

      • 3 Beds
      • 1.5 Baths
      • 1,423 Sq Ft
      • Built 1900
      103 Reliance Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent rachael harrison Coldwell Banker Realty

  • /2

    $21,000

    • Land
    • 6,098 Sq Ft
    • $150,000 per Acre

    12115 Lincoln St, Ridgely, MD 21660

    Vacant lot, check with the county about putting a new house on this lot. There was previously a house on this lot.

    Pamela Geib Long & Foster Real Estate, Inc.

    12115 Lincoln St, Ridgely, MD 21660
  • /65

    $550,000

    Sold Jun 02, 2026

    17753 Marvel Rd, Marydel, MD 21649

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

    Last Sold Summary

    • 4% Below List Price
    • $222/SF
    • 47 Days On Market

    Current Estimated Value $551,148

    Last Listing Agent Vincent Payne Realty Navigator

    17753 Marvel Rd, Marydel, MD 21649
    • /7

      Est $299,478

      Not Listed For Sale

      128 Mill St, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,890 Sq Ft
      • Built 1981
      128 Mill St, Greensboro, MD 21639

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Phill Whitby Long & Foster Real Estate, Inc.

  • /72

    $499,990

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    22845 Peaviner Rd, Ridgely, MD 21660

    Welcome to your own private retreat! Situated on 4 peaceful acres, this well-maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality.Inside, you'll find a spacious and inviting floor plan with generous living areas, an updated kitchen, and plenty of room for family and guests. Step outside to the enormous rear deck, an ideal space for

    Chris Rosendale CR Realty

    22845 Peaviner Rd, Ridgely, MD 21660
  • /38

    $245,000

    Sold Nov 14, 2025

    312 Fountain Ave, Denton, MD 21629

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Built 1982

    Last Sold Summary

    • $224/SF
    • 72 Days On Market

    Current Estimated Value $248,538

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    312 Fountain Ave, Denton, MD 21629
    • /6

      Est $281,277

      Not Listed For Sale

      105 Chamber St, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 2024
      105 Chamber St, Preston, MD 21655

      Last Sold Summary

      Last Listing Agent Sean Steward Century 21 Home Team Realty

  • /23

    $230,000

    • 2 Beds
    • 1 Bath
    • 1,108 Sq Ft

    3894 Old Denton Rd, Federalsburg, MD 21632

    Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch

    Billy Mister Keller Williams Realty

    3894 Old Denton Rd, Federalsburg, MD 21632
  • /2

    $292,990

    Sold Oct 28, 2025

    125 Park Ave, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $201/SF
    • 18 Days On Market

    Current Estimated Value $249,974

    D.R. Horton Kinnamon Meadows

    125 Park Ave, Greensboro, MD 21639
    • /14

      Est $161,610

      Not Listed For Sale

      136 Halltown Rd, Marydel, MD 21649

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1900
      136 Halltown Rd, Marydel, MD 21649

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Dawn Loeffler Thurston Wyatt Real Estate, LLC

  • /5

    $900,000

    • Land
    • 26.15 Acres
    • $34,417 per Acre

    1017 Camp Rd, Denton, MD 21629

    Approximately 27.16 acres of development land located within the Town of Denton. The property is currently zoned UR (Urban Residential). Public water and sewer are available in the area; purchasers should independently verify utility capacity, connection requirements, and all development approvals with the Town of Denton and Caroline County. The property is being offered for sale as raw land. A

    Benjamin Alder The Land Group

    1017 Camp Rd, Denton, MD 21629
  • /27

    $265,000

    Sold Sep 15, 2026

    10819 Greensboro Rd, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1915

    Last Sold Summary

    • $243/SF
    • 135 Days On Market

    Current Estimated Value $260,525

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    10819 Greensboro Rd, Denton, MD 21629
    • /22

      Est $372,761

      Not Listed For Sale

      25432 Piney Branch Ln, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,746 Sq Ft
      • Built 1982
      25432 Piney Branch Ln, Denton, MD 21629

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Brian Gearhart Benson & Mangold, LLC

  • /22

    $389,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    13790 Drapers Mill Rd, Greensboro, MD 21639

    4 bedroom 2 bath rancher on 3.6 spacious acres on the headwaters of the Choptank.

    Scott Judy Coldwell Banker Waterman Realty

    13790 Drapers Mill Rd, Greensboro, MD 21639
  • /77

    $590,000

    Sold Jan 09, 2026

    8197 Detour Rd, Denton, MD 21629

    • 3 Beds
    • 3 Baths
    • 2,565 Sq Ft
    • Built 1989

    Last Sold Summary

    • $230/SF
    • 250 Days On Market

    Current Estimated Value $593,149

    Last Listing Agent Penny Windsor Benson & Mangold, LLC

    8197 Detour Rd, Denton, MD 21629

Showing Results 201 - 240, Page 6 of 18

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