15,625

Caroline County, MD Homes

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  • /33

    $340,000

    $29K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    401 S 2nd St, Denton, MD 21629

    This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 11⁄2 bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events. Inside, you’ll find beautiful hardwood floors that add warmth and timeless appeal throughout much of

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    401 S 2nd 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 $358,207

    Last Listing Agent Benjamin Alder The Land Group

    4516 Frazier Neck Rd, Preston, MD 21655
    • /15

      Est $229,220

      Not Listed For Sale

      22818 Marsh Creek Rd, Preston, MD 21655

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1976
      22818 Marsh Creek Rd, Preston, MD 21655

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Wes Russum Coldwell Banker Chesapeake Real Estate Company

  • /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
  • /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 $549,140

    Last Listing Agent Vincent Payne Realty Navigator

    17753 Marvel Rd, Marydel, MD 21649
    • /43

      Est $343,813

      Not Listed For Sale

      505 Teal Cir, Greensboro, MD 21639

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

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Jillian Luna Rosendale Realty

  • /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
  • /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
    • /28

      Est $220,221

      Not Listed For Sale

      316 N Main St, Greensboro, MD 21639

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft
      • Built 1910
      316 N Main St, Greensboro, MD 21639

      Last Sold Summary

      • 143 Days On Market

      Last Listing Agent Marcia Rostien Long & Foster Real Estate, Inc.

  • /27

    $299,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    208 Oriole Ave, Ridgely, MD 21660

    Charming 3-bedroom, 2-bath rancher located in Ridgely! Inside, you’ll find comfortable one-level living with a functional open layout connecting the living room and kitchen, complete with stainless steel appliances. The spacious primary suite features a large en-suite bath and private doors leading directly to the backyard deck. Two additional generously sized bedrooms provide plenty of space for

    Alicia Gannon Dulin Benson & Mangold, LLC

    208 Oriole Ave, Ridgely, MD 21660
  • /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
    • /51

      Est $329,696

      Not Listed For Sale

      25720 Burrsville Rd, Denton, MD 21629

      • 3 Beds
      • 1 Bath
      • 936 Sq Ft
      • Built 1999
      25720 Burrsville Rd, Denton, MD 21629

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Jarnell Foster Samson Properties

  • /2

    $84,000

    $5K PRICE INCREASE
    • Land
    • 2.11 Acres
    • $39,810 per Acre

    lot 6 Harmony Woods Dr, Preston, MD 21655

    Barbara Nichols Results Realty Inc.

    lot 6 Harmony Woods Dr, Preston, MD 21655
  • /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
    • /35

      Est $411,412

      Not Listed For Sale

      1524 Cattail Commons Way, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,492 Sq Ft
      • Built 2007
      1524 Cattail Commons Way, Denton, MD 21629

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Niya Davis Century 21 Harris Hawkins & Co.

  • /18

    $219,900

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,694 Sq Ft

    156 Main St, Preston, MD 21655

    Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP)

    Chuck Mangold Benson & Mangold, LLC

    156 Main St, Preston, MD 21655
  • /29

    $299,000

    Sold Mar 05, 2026

    121 Edenton Ln, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1978

    Last Sold Summary

    • $243/SF
    • 98 Days On Market

    Current Estimated Value $297,633

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    121 Edenton Ln, Denton, MD 21629
    • /32

      Est $489,076

      Not Listed For Sale

      10767 Collinswood Dr, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,182 Sq Ft
      • Built 2006
      10767 Collinswood Dr, Denton, MD 21629

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Amanda Morgan Brenton Realty Group

  • /20

    $272,490

    New Construction $3K PRICE INCREASE Pending
    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft

    127 Hobbs St, Greensboro, MD 21639

    Discover a new home at 127 Hobbs Street in the Kinnamon Meadows community of Greensboro, MD. This home is under construction. This 1,059 square foot open concept cottage-style ranch home offers two bedrooms, two bathrooms, and a two-car driveway. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests

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

    127 Hobbs St, Greensboro, MD 21639
  • /9

    $370,000

    Sold Dec 23, 2025

    3345 Gallagher Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 2025

    Last Sold Summary

    • $282/SF
    • 22 Days On Market

    Current Estimated Value $360,955

    Last Listing Agent Janiece Hines Crown Homes Real Estate

    3345 Gallagher Rd, Preston, MD 21655
    • /20

      Est $273,476

      Not Listed For Sale

      116 Main St, Preston, MD 21655

      • 3 Beds
      • 2 Baths
      • 1,185 Sq Ft
      • Built 1920
      116 Main St, Preston, MD 21655

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Henry Gibbons-Neff Meredith Fine Properties

  • /73

    $175,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,763 Sq Ft

    24872 Meeting House Rd, Denton, MD 21629

    Own your own vacation home only a short distnce to Ocean City Md. and Rehoboth Beach. The renovation process has been started and you are just in time to choose your own finishes. Have you ever wanted to have your very own AirBNB or vacation home for your family and friends? From here you can walk to the Choptank River where you can fish, enjoy a nice picnic area or you can bring your boat down

    Saad Jamil Samson Properties

    24872 Meeting House Rd, Denton, MD 21629
  • /16

    $223,000

    Sold May 08, 2026

    204 Maple Ave, Greensboro, MD 21639

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft
    • Built 1905

    Last Sold Summary

    • 3% Below List Price
    • $116/SF
    • 13 Days On Market

    Current Estimated Value $225,259

    Last Listing Agent Ursula Encarnacion Long & Foster Real Estate, Inc.

    204 Maple Ave, Greensboro, MD 21639
    • /18

      Est $396,141

      Not Listed For Sale

      1308 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,505 Sq Ft
      • Built 2007
      1308 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 264 Days On Market

      Last Listing Agent Venita Jacobson CENTURY 21 New Millennium

  • /23

    $224,000

    $6K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,828 Sq Ft

    126 Maple Ave, Preston, MD 21655

    Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

    Marsha Tull Marshy Hope Realty LLC

    126 Maple Ave, Preston, MD 21655
  • /24

    $125,000

    Sold Mar 03, 2026

    0 Asbury Dr, Denton, MD 21629

    • Land
    • 3 Acres
    • $41,667 per Acre

    Last Sold Summary

    • 255 Days On Market

    Last Listing Agent Coard Benson Benson & Mangold, LLC

    0 Asbury Dr, Denton, MD 21629
    • /71

      Est $434,276

      Not Listed For Sale

      25612 Auction Rd, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,648 Sq Ft
      • Built 1984
      25612 Auction Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Megan Rosendale Rosendale Realty

  • /45

    $499,000

    $131K PRICE DROP
    • Studio
    • 3,600 Sq Ft

    310 Main St, Marydel, MD 21649

    Excellent investment opportunity. Also perfect for a homeowner, live in one unit and let the other units pay your mortgage. 4-unit residential apartments fully rented with long-term tenants. Additional office space available. 5 units total. Current income from 4 units is $5,100/month, potentially $6,100/month including the office. Plenty of parking for tenants, guests, and customers. Updated

    Raphael Szendro R&R Executive Realty

    310 Main St, Marydel, MD 21649
  • /15

    $195,000

    Sold Mar 17, 2026

    26732 Idlewild Rd, Federalsburg, MD 21632

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1966

    Last Sold Summary

    • $188/SF
    • 91 Days On Market

    Current Estimated Value $214,939

    Last Listing Agent Michael Shipley Benson & Mangold, LLC.

    26732 Idlewild Rd, Federalsburg, MD 21632
    • /25

      Est $347,923

      Not Listed For Sale

      24636 Williston Rd, Denton, MD 21629

      • 3 Beds
      • 1.5 Baths
      • 1,472 Sq Ft
      • Built 1959
      24636 Williston Rd, Denton, MD 21629

      Last Sold Summary

      • 320 Days On Market

      Last Listing Agent Andrew Beaven Wright Real Estate

  • /2

    $39,950

    • Land
    • 10,454 Sq Ft
    • $166,458 per Acre

    0 Brooklyn Ave, Federalsburg, MD 21632

    Unimproved bulding lot . Did you know that there is a Brooklyn in Federalsburg.

    Barton Johnson/not int Marshy Hope Realty LLC

    0 Brooklyn Ave, Federalsburg, MD 21632
  • /67

    $385,000

    Sold Dec 31, 2025

    1612 Cattail Commons Way, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft
    • Built 2007

    Last Sold Summary

    • $154/SF
    • 77 Days On Market

    Current Estimated Value $394,345

    Last Listing Agent Daniel Register Northrop Realty

    1612 Cattail Commons Way, Denton, MD 21629
    • /27

      Est $161,474

      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

      • 36 Days On Market

      Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

  • /55

    $435,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    25485 Hignutt Rd, Denton, MD 21629

    SELLER WILL CONSIDER CONTRIBUTING TOWARD THE BUYER’S ALLOWABLE CLOSING COSTS WITH AN ACCEPTABLE OFFER! Welcome to 25485 Hignutt Road—a completely renovated 3-bedroom, 2.5-bath home situated on nearly half an acre in a peaceful country setting, just minutes from Denton’s shopping, dining and everyday conveniences. This truly move-in-ready home offers comfortable one-level living with luxury vinyl

    Justin Pokrywka Taylor Properties

    25485 Hignutt Rd, Denton, MD 21629
  • /37

    $250,000

    Sold Jun 08, 2026

    705 S 2nd St, Denton, MD 21629

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft
    • Built 1953

    Last Sold Summary

    • $124/SF
    • 5 Days On Market

    Current Estimated Value $252,824

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    705 S 2nd St, Denton, MD 21629
    • /3

      Est $501,532

      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

      • 0 Days On Market

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /31

    $450,000

    Under Contract
    • 1 Bed
    • 1.5 Baths
    • 1,596 Sq Ft

    23629 Willow Pond Rd, Denton, MD 21629

    A Unique Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside.Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel).The 2.18 acre parcel hosts an impressive

    Stephany Barrett Long & Foster Real Estate, Inc.

    23629 Willow Pond Rd, Denton, MD 21629
  • /39

    $400,000

    Sold Dec 12, 2025

    1208 Painted Fern Rd, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,994 Sq Ft
    • Built 2006

    Last Sold Summary

    • $134/SF
    • 8 Days On Market

    Current Estimated Value $407,114

    Last Listing Agent Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    1208 Painted Fern Rd, Denton, MD 21629
    • /22

      Est $264,209

      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

      • 11 Days On Market

      Last Listing Agent Barbara Beaudet Brenton Realty Group

  • /7

    $159,900

    $10K PRICE DROP Under Contract
    • Land
    • 5.28 Acres
    • $30,284 per Acre

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636

    Peaceful 5.281-Acre Wooded Home site with Wildlife Pond Views. Owner Financing Available with an acceptable down payment and terms. Discover the perfect blend of natural beauty and rural tranquility on this 5.281-acre perc-approved building lot, ready for your dream home. Nestled in a quiet country setting, this property offers a stunning overlook of a preserved wildlife pond, where geese, ducks,

    Brett Schrader Taylor Properties

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636

Showing Results 241 - 280, Page 7 of 18

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