15,677

Caroline County, MD Homes

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    • /71

      Est $620,613 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,813 Sq Ft

      24251 Willow Pond Rd, Denton, MD 21629

      24251 Willow Pond Rd, Denton, MD 21629
  • /5

    $55,000

    • Land
    • 0.27 Acre
    • $203,704 per Acre

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639

    Prime Opportunity for Walkable Living or Development in Greensboro MD. Attention developers Home Builders and Homeowners - Build Your Dream Home: This vacant at Lot 3 on School Street, offers unmatched potential for creativity and flexibility. With public water and sewer access available, this centrally located lot is primed for growth and offers an incredible opportunity to be part of

    Lisa Knotts Meredith Fine Properties

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
  • /41

    $382,000 Sold Jun 06, 2025

    • 1,664 Sq Ft
    • $230/SF
    • 254 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    106 Morning Glory Dr, Denton, MD 21629

    Don't miss this great opportunity to own a beautiful 1 story home in excellent condition and less than 2 years old. This home features 3 bedrooms, 2 bathrooms, numerous amenities including custom upgrades of granite countertops, LVT flooring, large kitchen with island, walk-in pantry, it's all open to the living room and sunroom/dining. The primary bedroom is spacious with private

    Dan Foster Long & Foster Real Estate, Inc.

    106 Morning Glory Dr, Denton, MD 21629
    • /22

      Est $424,453 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,096 Sq Ft

      1702 Cattail Commons Way, Denton, MD 21629

      1702 Cattail Commons Way, Denton, MD 21629
  • /17

    $285,000

    • 3 Beds
    • 2 Baths
    • 2,546 Sq Ft

    14706 Cherry Ln, Ridgely, MD 21660

    Are you looking for a diamond in the rough with endless potential at a great price? Here is your opportunity! Make this home shine again and create your own retreat! Leave the stress of every day life behind in this 3 bedrooms, 2 baths rambler with basement, on a beautiful lot and outside of all the hustle and bustle. Come and see for yourself! Hurry! Don't let this one get away! Needs work. Sold

    Ingrid Butler CENTURY 21 New Millennium

    14706 Cherry Ln, Ridgely, MD 21660
  • /24

    $199,000 Sold Jun 05, 2025

    • 1,304 Sq Ft
    • $153/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    311 S 4th St, Denton, MD 21629

    Nice In-Town 3 bed 1 bath. Home has Large Eat-in Kitchen, Family Room, Living Room, 3 Bedrooms and Full Bath on Second Floor. Some Recent Upgrades! Spacious Yard with mature Trees and Shed. Home has a beautiful side porch for entertaining! Very private Back yard! Enjoy Downtown living with Parks, Restaurants, Shopping, Boating and Fishing access to the Choptank River. Within less than 30 miles

    Kathleen Brenton Brenton Realty Group

    311 S 4th St, Denton, MD 21629
    • /5

      Est $71,500 Not Listed For Sale

      120 Denton Rd, Federalsburg, MD 21632

      120 Denton Rd, Federalsburg, MD 21632
  • /15

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    501 Lincoln St, Denton, MD 21629

    Property is being sold As/ Is. Located on a corner lot. Owner has completed some work to the property, but additional work will be required. Please contact Denton Planning and Codes to verify remaining requirements to obtain an occupancy permit.

    Diane Wenk Wright Real Estate

    501 Lincoln St, Denton, MD 21629
  • /6

    $309,900 Sold Jun 05, 2025

    • 1,344 Sq Ft
    • $231/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    3449 Jefferson Pond Rd, Federalsburg, MD 21632

    To be completed May 2025. You will be touring 3457 Jefferson Pond Rd, as model. Welcome to 3457 Jefferson Pond Road in the charming Jefferson Run community of Federalsburg, MD! This stunning new construction home features 3 spacious bedrooms and 2 modern bathrooms, designed with both style and function in mind. The kitchen boasts elegant granite countertops and brand-new appliances, perfect for

    Amy Herr Keller Williams Realty

    3449 Jefferson Pond Rd, Federalsburg, MD 21632
    • /18

      Est $483,060 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft

      4191 Harmony Rd, Preston, MD 21655

      4191 Harmony Rd, Preston, MD 21655
  • /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • /52

    $230,000 Sold Jun 04, 2025

    • 1,988 Sq Ft
    • $116/SF
    • 15 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    105 Liberty Rd, Federalsburg, MD 21632

    An abundance of living space spread over two floors behind the doors of this 3BR/1BA Farm Home located on a spacious lot in the quiet neighborhood of Federalsburg. Parking is ample in the extra long and wide driveway as you make your way to the covered front porch of your forever home. Step inside to a home filled with tons of original character including hardwood floors and crown moldings.

    Brooke Tephabock VYBE Realty

    105 Liberty Rd, Federalsburg, MD 21632
    • /13

      Est $335,193 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,654 Sq Ft

      1306 Chesapeake Dr, Denton, MD 21629

      1306 Chesapeake Dr, Denton, MD 21629
  • /13

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    314 Kerr Ave, Denton, MD 21629

    Huge open backyard will easily accommodate a pool, playground, or outdoor games. There is a handicap ramp in the garage entry. The internal walls will allow wheelchair passage (37.5 inches). work bench in garage, shelving installed in garage. New carpeting installed in the three bedrooms on June 27, 2025. The new roof was put on and finished June 11,2025. Seller is motivated.

    Donald Schloss Taylor Properties

    314 Kerr Ave, Denton, MD 21629
  • /50

    $180,000 Sold Jun 02, 2025

    • 2,886 Sq Ft
    • $62/SF
    • 84 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2006

    294 Tidewater Cir, Preston, MD 21655

    NEW ROOF was installed 03/22/2025, Warranty will transfer to buyer with purchase of the home.Looking for more space? This is the one that checks all the boxes. 5-Bedroom, 2.5-Bath Home in a wonderful community in the charming town of Preston. This open kitchen layout is amazing, truly is the heart of this home! Open to the large family room that features a cozy gas fireplace, the kitchens center

    Christina Smith Brenton Realty Group

    294 Tidewater Cir, Preston, MD 21655
    • /27

      Est $410,892 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      5576 Harmony Woods Dr, Preston, MD 21655

      5576 Harmony Woods Dr, Preston, MD 21655
  • /7

    $127,000

    • Land
    • 4.14 Acres
    • $30,676 per Acre

    0 Burnt Mill Rd Unit MDCM2004850, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 4.14 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

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2004850, Ridgely, MD 21660
  • /2

    $32,500 Sold May 30, 2025

    • Land
    • 0.31 Acre
    • $104,839 per Acre
    • 11 Days On Market

    11441 Ridgely Rd, Hillsboro, MD 21641

    Discover a unique opportunity to own two adjacent parcels on Ridgely Road in beautiful Caroline County. This offering includes the lot at 11441 Ridgely Road along with an additional 1.4-acre lot identified as Tax Map 0021, Parcel 76, Grid 0024. Together, these properties provide ample space and potential for future use.Please note: There is currently no approved perc test on file. Buyers are

    Jarnell Foster Benson & Mangold, LLC

    11441 Ridgely Rd, Hillsboro, MD 21641
    • /23

      Est $170,057 Not Listed For Sale

      • Studio
      • 1,640 Sq Ft

      202B Maple Ave, Federalsburg, MD 21632

      202B Maple Ave, Federalsburg, MD 21632
  • /8

    $225,000

    • Land
    • 0.06 Acre
    • $3,750,000 per Acre

    245 Briarwood Cir, Denton, MD 21629

    LETS MAKE A DEAL****Hard to Find Great Construction Project waiting for you.Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Or remove and build new for this special block of 4 town house lots. Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • /46

    $637,000 Sold May 30, 2025

    • 4,064 Sq Ft
    • $157/SF
    • 40 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1999

    24656 White Dogwood Dr, Denton, MD 21629

    This is a WOW!!! Looking for Space??? Let me present to you "24656 White Dogwood Drive". Home Features 6 Bedrooms, 3 Full & 1 Half Bath. Large Eat-in Kitchen with lots of Storage with Center Island with an adjacent Breakfast Nook. Separate Dining Room , Spacious Family Room which leads to Patio and Large level Lot. Primary Bedroom on First Floor with Super Bath to include Walk-in

    Kathleen Brenton Brenton Realty Group

    24656 White Dogwood Dr, Denton, MD 21629
    • /52

      Est $308,688 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,559 Sq Ft

      201 Church St, Greensboro, MD 21639

      201 Church St, Greensboro, MD 21639
  • /8

    $225,000

    • Studio

    245 Briarwood Cir, Denton, MD 21629

    Improved 4 adjoining townhouse parcels with concrete slab (check with governmental officials for usability?)Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or rent.Listing shows one lotLots 55, 56, 57 & 58 This is a unique opportunity for small project in a nice setting.Call for details.

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • /17

    $60,000 Sold May 30, 2025

    • 1,488 Sq Ft
    • $40/SF
    • 53 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    223 Old Denton Rd, Federalsburg, MD 21632

    Attention investors! This 3-bedroom, 1-bath home in Federalsburg, MD is a fantastic opportunity to add to your portfolio. Featuring public water and sewer, this property offers a solid foundation for rental income or resale potential. Conveniently located near local amenities and just a short drive to major Eastern Shore destinations, this home is ready for your vision. Whether you're looking to

    Benjamin Smith Whitehead Real Estate Exec.

    223 Old Denton Rd, Federalsburg, MD 21632
    • /40

      Est $413,392 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,424 Sq Ft

      1513 Cattail Commons Way, Denton, MD 21629

      1513 Cattail Commons Way, Denton, MD 21629
  • /37

    $415,000

    • 3 Beds
    • 3 Baths
    • 2,464 Sq Ft

    25513 Hill Rd, Greensboro, MD 21639

    Don't miss this large home on 1.4 country acres with lots to offer! Home has 3 bedrooms 3 baths, and an office that could be an additional br and a play room. As you enter the home from the front porch the warm and welcoming living room awaits you with it's wood floors and stone fireplace with built in shelving. The large kitchen with an extra wall of pantry cabinets, extra freezer and

    Marcia Rostien Long & Foster Real Estate, Inc.

    25513 Hill Rd, Greensboro, MD 21639
  • /25

    $350,000 Sold May 29, 2025

    • 1,472 Sq Ft
    • $238/SF
    • 320 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1959

    24636 Williston Rd, Denton, MD 21629

    Price Reduction!Welcome to the charming village of Williston. This 3 bedroom, 1 1/2 bath home has been lovingly maintained. Featuring central air, oak floors, replacement windows and a recently replaced roof; this home is move-in ready. With an attached garage and a detached garage/workshop you have plenty of storage and workspace. Relax or entertain on the spacious back porch overlooking a

    Andrew Beaven Wright Real Estate

    24636 Williston Rd, Denton, MD 21629
    • /37

      Est $849,413 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,404 Sq Ft

      10903 Collinswood Dr, Denton, MD 21629

      10903 Collinswood Dr, Denton, MD 21629
  • /6

    $85,000

    • Land
    • 1.15 Acres
    • $73,913 per Acre

    0 Laurel Ln, Denton, MD 21629

    Beautiful, wooded lot ready to be built on available in established Forest Landing. Conveniently located between Denton and Easton. Lot has approved perc for a 4 bedroom mound system. Community offers a private beach area, picnic tables, great spot to launch your canoe or kayak or do a little fishing. Not many opportunities to build your next home in a mature neighborhood left around.

    Michael Bozek Michael J. Bozek

    0 Laurel Ln, Denton, MD 21629
  • /11

    $209,000 Sold May 28, 2025

    • 1,474 Sq Ft
    • $142/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1974

    9359 Mike St, Denton, MD 21629

    One level Living!! 3 bed 1 Bath House in Stafford Heights. Large Family Room, Living Room , Eat-in Kitchen. Detached 1 Car Garage, Nice lot with plenty of space in the the front and back yard. Within minutes to Shopping, Restaurants, Parks & Boating and Fishing in the Choptank River. Sold AS-IS.

    Kathleen Brenton Brenton Realty Group

    9359 Mike St, Denton, MD 21629
    • /15

      Est $264,045 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft

      508 N 6th St, Denton, MD 21629

      508 N 6th St, Denton, MD 21629
  • /2

    $59,900

    • Land
    • 0.21 Acre
    • $285,238 per Acre

    6 N Central Ave, Ridgely, MD 21660

    Zoned commercial is this prime lot in the heart of Ridgely and next to the Town Office. Convenient street parking fronting the lot.

    Chuck Mangold Benson & Mangold, LLC

    6 N Central Ave, Ridgely, MD 21660
  • /63

    $529,900 Sold May 28, 2025

    • 2,250 Sq Ft
    • $236/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    20735 Tammuxzena Dr, Preston, MD 21655

    Welcome to this beautiful new custom-built home that features three bedrooms and two and a half bathrooms, guaranteed to make you fall in love at first glance! The theme of style and comfort shines through in the open-concept gourmet kitchen, where cooking and socializing become delightful shared experiences. With vaulted ceilings, the open floor plan creates a sense of spaciousness filled with

    Leo Kuneman Meredith Fine Properties

    20735 Tammuxzena Dr, Preston, MD 21655
    • /39

      Est $403,539 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,602 Sq Ft

      1140 Canvasback Ln, Denton, MD 21629

      1140 Canvasback Ln, Denton, MD 21629
  • /16

    $249,900

    • Land
    • 3.40 Acres
    • $73,500 per Acre

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
  • /19

    $335,000 Sold May 27, 2025

    • 1,260 Sq Ft
    • $266/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    13061 Logan Ln, Greensboro, MD 21639

    Welcome to your move-in ready dream home! This beautifully updated property features 3 spacious bedrooms and 2 full bathrooms, perfectly blending comfort and style. Enjoy cooking and entertaining in the modern kitchen, complete with gleaming stainless steel appliances, sleek countertops, and updated cabinetry. Fresh flooring, contemporary fixtures, and tasteful finishes flow throughout the home.

    Megan Carpenter Tesla Realty Group, LLC

    13061 Logan Ln, Greensboro, MD 21639
    • /19

      Est $395,255 Not Listed For Sale

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

      1238 Painted Fern Rd, Denton, MD 21629

      1238 Painted Fern Rd, Denton, MD 21629
  • /18

    $114,000

    • 2,168 Sq Ft

    28035 Possum Hill Rd, Federalsburg, MD 21632

    Prime Half-Acre Lot Near Smithville Lake – Cleared, with Well and Oversized Garage BayThis unique 0.48-acre property on Possum Hill Rd is ideally situated less than a mile west of the Maryland-Delaware state line, offering a rare combination of open space, infrastructure, and development potential.Property Highlights:Cleared Lot with Existing Well – The land has already been cleared

    Sam Benkirane Proplocate Realty, LLC

    28035 Possum Hill Rd, Federalsburg, MD 21632
  • /15

    $50,000 Sold May 27, 2025

    • 708 Sq Ft
    • $71/SF
    • 153 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1962

    13306 Greensboro Rd, Greensboro, MD 21639

    Investor Alert! Bring your imagination and turn this home into a gem with a water view in charming Greensboro. Minutes to several state parks, recreational facilities, restaurants, cafes and shopping. Schedule your tour today and also experience the Town's rich history, outdoor activities on the Choptank River such as fishing, kayaking or just enjoy the nature .

    Dalton Adshead Keller Williams Select Realtors of Cambridge

    13306 Greensboro Rd, Greensboro, MD 21639
    • /45

      Est $252,478 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft

      1306 Blue Heron Dr, Denton, MD 21629

      1306 Blue Heron Dr, Denton, MD 21629

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