15,698

Caroline County, MD Homes

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  • /46

    $330,000 Sold Apr 15, 2025

    517 Gay St, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 3,734 Sq Ft
    • Built 1957

    Last Sold Summary

    • $88/SF
    • 213 Days On Market

    Current Estimated Value $349,169

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    517 Gay St, Denton, MD 21629
    • /6

      Est $276,787 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

      • 3% Above List Price
      • $237/SF

      Last Sold Price $269,900

      Last Listing Agent Sean Steward Century 21 Home Team Realty

  • /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
  • /36

    $375,000 Sold Jun 30, 2025

    11145 Branch Ct, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1999

    Last Sold Summary

    • $279/SF
    • 82 Days On Market

    Current Estimated Value $380,784

    Last Listing Agent Sean O'Connor Coldwell Banker Realty

    11145 Branch Ct, Denton, MD 21629
    • /31

      Not Listed For Sale

      22510 Ash Blvd, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,612 Sq Ft
      • Built 1999
      22510 Ash Blvd, Preston, MD 21655

      Last Sold Summary

      • $129/SF
      • 4 Days On Market

      Last Sold Price $208,250

      Last Listing Agent Brooke Tephabock LPT Realty, LLC

  • /18

    $445,000

    • 0.5 Baths
    • 3,321 Sq Ft

    7 W Belle St, Ridgely, MD 21660

    Over 3,300 sq. ft. two-story building, constructed in 2006, offers endless potential with a little imagination. Previously a pharmacy, gift shop, and ice cream parlor, it could easily be transformed into a fantastic four-bedroom, 2.5-bath residence or adapted for other mixed-use purposes. Both levels feature open, flexible layouts—ready to be reimagined to suit your vision. Located in the

    Traci Jordan Meredith Fine Properties

    7 W Belle St, Ridgely, MD 21660
  • /13

    $225,000 Sold Aug 15, 2025

    505 Market St, Denton, MD 21629

    • 4 Beds
    • 2 Baths
    • 3,731 Sq Ft
    • Built 1890

    Last Sold Summary

    • $60/SF
    • 148 Days On Market

    Current Estimated Value $253,714

    Last Listing Agent Barbara Beaudet Brenton Realty Group

    505 Market St, Denton, MD 21629
    • /17

      Est $441,678 Not Listed For Sale

      3498 Pepper Rd, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1996
      3498 Pepper Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 5% Above List Price
      • $250/SF
      • 49 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Barbara Nichols Results Realty Inc.

  • /34

    $249,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    2451 Guard Rd, Federalsburg, MD 21632

    Highest and best by 2/23/2026 at 12pm. Charming 3-bedroom, 2-bath home set on a private 1.43+/- acre lot in a peaceful country setting. The property features a large pole barn with overhead door, plus multiple additional sheds and outbuildings. An excellent opportunity with endless potential.

    Alicia Gannon Dulin Benson & Mangold, LLC

    2451 Guard Rd, Federalsburg, MD 21632
  • /41

    $382,000 Sold Jun 06, 2025

    106 Morning Glory Dr, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2022

    Last Sold Summary

    • $230/SF
    • 254 Days On Market

    Current Estimated Value $381,272

    Last Listing Agent Dan Foster Long & Foster Real Estate, Inc.

    106 Morning Glory Dr, Denton, MD 21629
    • /14

      Est $404,671 Not Listed For Sale

      1211 Painted Fern Rd, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,238 Sq Ft
      • Built 2006
      1211 Painted Fern Rd, Denton, MD 21629

      Last Sold Summary

      • 4% Above List Price
      • $120/SF
      • 19 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • /57

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,038 Sq Ft

    27329 Iron Gate Rd, Federalsburg, MD 21632

    Charming Colonial-style farmhouse set on 9 scenic acres, offering a rare blend of historic character, pastoral beauty, and endless potential. Ideal for animal lovers or those seeking a peaceful weekend retreat, the home features hardwood floors, exposed ceiling beams, and three wood-burning stoves that add warmth and timeless appeal. Large Spacious bedrooms, a screened porch and rear patio

    Shannon Parker Keller Williams Select Realtors of Cambridge

    27329 Iron Gate Rd, Federalsburg, MD 21632
  • /121

    $835,000 Sold Jun 06, 2025

    22879 Stevenson Rd, Ridgely, MD 21660

    • 5 Beds
    • 5 Baths
    • 5,328 Sq Ft
    • Built 2012

    Last Sold Summary

    • $157/SF
    • 47 Days On Market

    Current Estimated Value $873,446

    Last Listing Agent Chris Rosendale CR Realty

    22879 Stevenson Rd, Ridgely, MD 21660
    • /32

      Est $210,917 Not Listed For Sale

      28012 Bloomery Rd, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,548 Sq Ft
      • Built 1900
      28012 Bloomery Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 56% Above List Price
      • $87/SF
      • 10 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Katie Mister Keller Williams Select Realtors of Cambridge

  • /18

    $1,500,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    0 Cool Spring Rd Unit MDCM2006846, Marydel, MD 21649

    Cool Spring Poultry Farm is a well-maintained three-house poultry operation situated on approximately 25.8 acres in northern Caroline County, Maryland. The farm is currently under contract with Amick, and the owner has consistently ranked among the top growers. Each of the three 60' x 500' poultry houses was built in 2006 and has seen numerous recent upgrades, including Rotem controllers with

    Nick Campanaro The Land Group

    0 Cool Spring Rd Unit MDCM2006846, Marydel, MD 21649
  • /3

    $85,000 Sold Sep 16, 2025

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632

    • Land
    • 2 Acres
    • $42,500 per Acre

    Last Sold Summary

    • 160 Days On Market

    Last Listing Agent Mickey Hayward Sunset Properties

    Lot 3 Clark Canning House Rd, Federalsburg, MD 21632
    • /15

      Est $207,735 Not Listed For Sale

      23904 Bridgetown Rd, Goldsboro, MD 21636

      • Studio
      • 1,608 Sq Ft
      • Built 1900
      23904 Bridgetown Rd, Goldsboro, MD 21636

      Last Sold Summary

      • 26% Above List Price
      • $103/SF
      • 36 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Andrew Beaven Wright Real Estate

  • /16

    $220,000

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    115 Maple Ave, Goldsboro, MD 21636

    Classic character, generous space, and a beautiful backyard create a wonderful opportunity to bring new life to this charming property. Buyers will appreciate the timeless details, inviting layout, and the chance to transform the home with thoughtful updates. With a spacious layout and a setting buyers often love, this home offers a wonderful opportunity for someone ready to refresh and

    Sandra Bradley Keller Williams Select Realtors of Easton

    115 Maple Ave, Goldsboro, MD 21636
  • /31

    $280,000 Sold Jul 24, 2025

    5059 Gina Ln, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1981

    Last Sold Summary

    • $192/SF
    • 120 Days On Market

    Current Estimated Value $260,705

    Last Listing Agent Andrew Beaven Wright Real Estate

    5059 Gina Ln, Federalsburg, MD 21632
    • /33

      Est $277,298 Not Listed For Sale

      1901 Blue Heron Dr, Denton, MD 21629

      • 4 Beds
      • 3.5 Baths
      • 2,640 Sq Ft
      • Built 2006
      1901 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • 7% Above List Price
      • $98/SF
      • 3 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Natalie Chaffinch Clark & Co Realty, LLC

  • /4

    $20,000

    • Land
    • 0.5 Acre
    • $40,000 per Acre

    0 Nelpine Rd, Preston, MD 21655

    Discover a hidden gem on Nelpine Rd, a 0.50-acre property located in a small community just north of Preston off Harmony Road. This half-acre of vacant land is a blank canvas awaiting your vision. Whether you're a developer, an investor, or someone looking to build a personal sanctuary, this property offers limitless potential. Only 15 minutes to Choptank River, 20 minutes to Easton, under an

    ryan byrd Coldwell Banker Realty

    0 Nelpine Rd, Preston, MD 21655
  • /72

    $320,000 Sold May 02, 2025

    3297 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1994

    Last Sold Summary

    • $207/SF
    • 84 Days On Market

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

    3297 Gallagher Rd, Preston, MD 21655
    • /38

      Est $445,526 Not Listed For Sale

      25938 Beauchamp Branch Rd, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft
      • Built 2007
      25938 Beauchamp Branch Rd, Denton, MD 21629

      Last Sold Summary

      • 2% Above List Price
      • $216/SF
      • 0 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Amy Mullen Iron Valley Real Estate Ocean City

  • /41

    $269,900 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 2,820 Sq Ft

    306 S Main St, Federalsburg, MD 21632

    Bring Your Fishing Pole! Nestled along the tranquil waters of Marshyhope Creek, this waterfront retreat offers peaceful views and the rare opportunity to fish or kayak directly from your own private shoreline. This charming 2,820 sq. ft. Victorian home features 4 spacious, freshly painted bedrooms and 1.5 baths and is ready for you to add your special touches. Begin your mornings with coffee on

    Mary Mabry Keller Williams Select Realtors of Cambridge

    306 S Main St, Federalsburg, MD 21632
  • /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
    • /21

      Est $334,602 Not Listed For Sale

      22354 Hillsboro Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1975
      22354 Hillsboro Rd, Denton, MD 21629

      Last Sold Summary

      • 15% Above List Price
      • $189/SF
      • 8 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Pamela Geib Long & Foster

  • /19

    $200,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,252 Sq Ft

    409 Main St, Goldsboro, MD 21636

    After no fault of the Sellers this property is back to Active and ready for its new Owners. Welcome to 409 Main Street, a delightful 2 bedroom, 1.5 bath home nestled in the heart of Goldsboro. This property features a cozy living room with pellet stove, dining room, a functional kitchen, bonus room (use as an office or 3rd bedroom), comfortable bedrooms and a basement offering endless potential

    Amy Betts Coldwell Banker Realty

    409 Main St, Goldsboro, MD 21636
  • /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 $364,716

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

    130 Walnut St, Ridgely, MD 21660
    • /33

      Est $420,553 Not Listed For Sale

      24565 Holsinger Ln, Ridgely, MD 21660

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 1989
      24565 Holsinger Ln, Ridgely, MD 21660

      Last Sold Summary

      • 11% Above List Price
      • $252/SF
      • 65 Days On Market

      Last Sold Price $378,000

      Last Listing Agent Pamela Geib Long & Foster

  • /45

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    300 S 1st St, Denton, MD 21629

    Peaceful Living on the Choptank River!!! One level Living! Brand New Roof! Offering 3 Bed and 1.5 Bath. Home features an open Floor Plan with Large Living Room w/ Gas Burning Stove., Spacious Kitchen with Tons of Storage, Breakfast Bar, and plenty of space for your Table and Chairs! Primary Bedroom facing the Water with Great Waterfront Views. Home also features a paved driveway with 2 door

    Kathleen Brenton Brenton Realty Group

    300 S 1st St, Denton, MD 21629
  • /13

    $350,000 Sold Sep 05, 2025

    4516 Frazier Neck Rd, Preston, MD 21655

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1969

    Last Sold Summary

    • $333/SF
    • 5 Days On Market

    Current Estimated Value $354,283

    Last Listing Agent Benjamin Alder The Land Group

    4516 Frazier Neck Rd, Preston, MD 21655
    • /24

      Est $450,206 Not Listed For Sale

      22700 Thawley Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1989
      22700 Thawley Rd, Denton, MD 21629

      Last Sold Summary

      • 4% Below List Price
      • $301/SF
      • 3 Days On Market

      Last Sold Price $469,000

      Last Listing Agent Shirley Coulbourne Coldwell Banker Realty

  • /2

    $79,000

    • Land
    • 2.11 Acres
    • $37,441 per Acre

    lot 6 Harmony Woods Dr, Preston, MD 21655

    Barbara Nichols Results Realty Inc.

    lot 6 Harmony Woods Dr, Preston, MD 21655
  • /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 $243,041

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    312 Fountain Ave, Denton, MD 21629
    • /36

      Est $503,277 Not Listed For Sale

      24911 Woods Dr, Denton, MD 21629

      • 3 Beds
      • 2.5 Baths
      • 3,222 Sq Ft
      • Built 1988
      24911 Woods Dr, Denton, MD 21629

      Last Sold Summary

      • 5% Above List Price
      • $149/SF
      • 74 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Jacob Ennis Coldwell Banker Realty

  • /4

    $92,000

    • Land
    • 0.33 Acre
    • $278,788 per Acre

    162 Main St, Preston, MD 21655

    Anne Schmidt Long & Foster Real Estate, Inc.

    162 Main St, Preston, MD 21655
  • 125 Park Ave, Greensboro, MD 21639

    $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 $243,302

    D.R. Horton Kinnamon Meadows

    125 Park Ave, Greensboro, MD 21639
    • /21

      Est $492,934 Not Listed For Sale

      9605 Quail Run Rd, Denton, MD 21629

      • 3 Beds
      • 3 Baths
      • 2,646 Sq Ft
      • Built 1988
      9605 Quail Run Rd, Denton, MD 21629

      Last Sold Summary

      • 16% Above List Price
      • $161/SF
      • 16 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Barbara Watkins Benson & Mangold, LLC

  • /20

    $290,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,426 Sq Ft

    1303 Fairfield Ct, Denton, MD 21629

    This charming ranch-style home in the Fairfield subdivision offers a blend of comfort and convenience. Built in 2003, the property features durable vinyl siding and a well-maintained exterior with a gutter system, sidewalks, and street lights enhancing the neighborhood's appeal. The 0.14-acre lot includes a private rear fenced yard, perfect for outdoor activities. Inside, the home boasts 1,426

    Tricia Wilson Wilson Realty & Staging LLC

    1303 Fairfield Ct, Denton, MD 21629
  • /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 $604,911

    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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