15,754

Caroline, MD Homes

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  • /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
    • /8

      Est $175,241 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 845 Sq Ft

      108 Roe St, Greensboro, MD 21639

      108 Roe St, Greensboro, MD 21639
  • /74

    $1,213,650

    • Land
    • 135 Acres
    • $9,000 per Acre

    0 Marblehead Rd, Ridgely, MD 21660

    Your Eastern Shore Hunting Legacy Awaits on Marblehead Road!Presenting 134.85 +/- acres of prime hunting land nestled on Marblehead Road in Ridgely, Maryland – a true Hunter's Paradise poised to deliver unforgettable adventures and a lifetime of cherished memories.Imagine stepping onto your own expansive tract, meticulously crafted by nature for the avid sportsman. This property

    Dale Hunter Bayside Realty

    0 Marblehead Rd, Ridgely, MD 21660
  • /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
    • /52

      Est $409,810 Not Listed For Sale

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

      1709 Cattail Commons Way, Denton, MD 21629

      1709 Cattail Commons Way, Denton, MD 21629
  • /3

    $30,000

    • Land
    • 0.50 Acre
    • $60,000 per Acre

    0 Gadow Rd, 4, Preston, MD 21655

    Tucked away in the heart of Caroline County, this -acre parcel of raw land in Preston, Maryland offers an affordable opportunity to create your perfect escape or future investment. Whether you're dreaming of a peaceful rural retreat, a new build, or simply a spot to call your own, this lot is a blank canvas full of potential. Why Preston? Living in Preston means enjoying a small-town, rural

    Lisa Longest Realty Navigator

    0 Gadow Rd, 4, Preston, MD 21655
  • /55

    $649,000 Sold May 23, 2025

    • 2,100 Sq Ft
    • $309/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    26268 Baker Rd, Denton, MD 21629

    Got horses? This farmette is absolutely horse ready! *This gorgeous, well-built, properly maintained home will please you with its flowing floor plan, bucolic views and country location that is a little less than an hour from Annapolis! The kitchen provides plenty of work space on the granite counters and all of the appliances are Frigidaire Gallery, 4 years old or less.The maximum solar array

    Deborah Dawkins Coldwell Banker Realty

    26268 Baker Rd, Denton, MD 21629
    • /18

      Est $334,274 Not Listed For Sale

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

      13585 Dahlia Ct, Greensboro, MD 21639

      13585 Dahlia Ct, Greensboro, MD 21639
  • /20

    $2,225,000

    • 3 Beds
    • 2 Baths

    16255 Jackson Ln, Goldsboro, MD 21636

    Incredible opportunity to own approximately 204± acres spanning Delaware and Maryland, featuring a charming 3-bedroom, 2-bath home with hardwood floors, a custom kitchen with island, dining room, living room with wood-burning stove, and a covered back porch. The property includes two large outbuildings with electric—a 30' x 105' four-bay building and a 30' x 50' three-bay pole building—along with

    Timothy Caropreso Keller Williams Realty Delmarva

    16255 Jackson Ln, Goldsboro, MD 21636
  • /59

    $415,000 Sold May 23, 2025

    • 1,500 Sq Ft
    • $277/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    24905 Holsinger Ln, Ridgely, MD 21660

    Motivated Sellers have found home of choice!! Pastoral views are what you will find at this 3-bedroom, 2-bath home. Open floor plan and split bedroom locations. Located on over an acre of land so plenty of room for that garden, pool or just sit on the back deck and enjoy the wildlife. Easy access to major highway for easy commuting to beaches or Annapolis area. Wood burning stove to keep you

    Pamela Geib Long & Foster Real Estate, Inc.

    24905 Holsinger Ln, Ridgely, MD 21660
    • /43

      Est $311,804 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,952 Sq Ft

      505 Teal Cir, Greensboro, MD 21639

      505 Teal Cir, Greensboro, MD 21639
  • /20

    $2,225,000

    • 3 Beds
    • 2 Baths

    16255 Jackson Ln, Goldsboro, MD 21636

    Incredible opportunity to own approximately 204± acres spanning Delaware and Maryland, featuring a charming 3-bedroom, 2-bath home with hardwood floors, a custom kitchen with island, dining room, living room with wood-burning stove, and a covered back porch. The property includes two large outbuildings with electric—a 30' x 105' four-bay building and a 30' x 50' three-bay pole building—along with

    Timothy Caropreso Keller Williams Realty Delmarva

    16255 Jackson Ln, Goldsboro, MD 21636
  • /12

    $176,400 Sold May 23, 2025

    • 1,155 Sq Ft
    • $153/SF
    • 223 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1948

    502 W Sunset Ave, Greensboro, MD 21639

    3 bedroom rancher located near the town park and within walking distance to many of the town's great features. It has a detached 2 car garage and a deck off of the back of the house. Large kitchen off of the living room and a separate bedroom floor plan.

    Pamela Geib Long & Foster Real Estate, Inc.

    502 W Sunset Ave, Greensboro, MD 21639
    • /28

      Est $200,693 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft

      316 N Main St, Greensboro, MD 21639

      316 N Main St, Greensboro, MD 21639
  • /7

    $65,000

    • Land
    • 0.58 Acre
    • $112,069 per Acre

    205 New St, Goldsboro, MD 21636

    Currently home on the lot. DO NOT ENTER. Value in the land. This 0.57-acre corner lot in Goldsboro offers a great opportunity for new construction. Property is ready to be tapped into Town of Greensboro's Sewage. Existing well on site, (condition unknown, not hooked up) Current home allows per Planning and Zoning no Excise tax on next build. Permits for new construction to be applied through

    Roger Boyce Chesapeake Real Estate Associates, LLC

    205 New St, Goldsboro, MD 21636
  • /40

    $375,000 Sold May 22, 2025

    • 2,772 Sq Ft
    • $135/SF
    • 36 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    26726 Sandtown Rd, Goldsboro, MD 21636

    Private location with tranquil setting with neighboring farms on each side. This home is being sold "AS IS" and currently features a 2 bedroom and 1 bathroom. There is an unfinished addition with plans to complete a master bedroom, master bathroom, and one additional bedroom. Once finished, the home will offer a 4 bedroom 2.5 bathrooms.6 acres of cleared land: Plenty of space for the horses to

    Barbara Blosser Long & Foster Real Estate, Inc.

    26726 Sandtown Rd, Goldsboro, MD 21636
    • /34

      Est $414,081 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,056 Sq Ft

      1610 Cattail Commons Way, Denton, MD 21629

      1610 Cattail Commons Way, Denton, MD 21629
  • /4

    $169,500

    • Land
    • 10 Acres
    • $16,314 per Acre

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649

    Ready for you to build your new home! This beautiful lot is already perc tested for a 3-bedroom home. The woods are a great habitat for deer and turkey and other wildlife. This lovely lot is all ready for the new owner to apply for home construction as the buyer has had the survey completed with the SRA noted on it so lots of the necessary paperwork is complete. So come see and come buy and

    Bonnie Duley Long & Foster Real Estate, Inc.

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649
  • /47

    $365,000 Sold May 22, 2025

    • 1,344 Sq Ft
    • $272/SF
    • 68 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    25782 Burrsville Rd, Denton, MD 21629

    Situated on a 2 acre flag lot, this property offers endless possibilities. Upon entering you will be welcomed by the warm and inviting living space, featuring vinyl plank flooring. The kitchen/dining room combo offers plenty of space for entertaining. Access off the kitchen to a large back deck. Handicap accessible with ramp. Primary bedroom features its own bathroom, and large closet. Two

    Brittany Gough RE/MAX One

    25782 Burrsville Rd, Denton, MD 21629
    • /47

      Est $398,455 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      25711 Mockingbird Ln, Greensboro, MD 21639

      25711 Mockingbird Ln, Greensboro, MD 21639
  • /38

    $630,000

    • Studio
    • 3,600 Sq Ft

    310 Main St, Marydel, MD 21649

    Great Investment Opportunity Available Now!!! This Apartment Building is a Turn-Key Investment with 4 Large Apartments that are currently Occupied, and a Furnished Office on half an Acre of property. There are 3 - Two Bedroom/One Bathroom Units, and 1 - Three Bedroom/One Bathroom Unit. All units have separate entrances & meters, Assigned Tenant Parking & Handicapped Space. Potential Rental

    Christopher Sidoriak Keller Williams Flagship

    310 Main St, Marydel, MD 21649
  • /14

    $95,000 Sold May 22, 2025

    • Land
    • 2.09 Acres
    • $45,455 per Acre
    • 135 Days On Market

    8320 Detour Rd, Denton, MD 21629

    Country living...Lots of roam to roam...nice, level, partially cleared 2+ acres...Build your dream home....No builder tie-in...perc'd approved up to a 4 bedroom home...Conveniently located, close to restaurants, water sports, Delaware beaches and Delaware tax free shopping, just 30 minutes to the Bay Bridge. Also, just a hop skip and a jump to Caroline County 4H Park (walking trails, horse

    Karen Clark Clark & Co Realty, LLC

    8320 Detour Rd, Denton, MD 21629
    • /35

      Est $414,364 Not Listed For Sale

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

      1524 Cattail Commons Way, Denton, MD 21629

      1524 Cattail Commons Way, Denton, MD 21629
  • /71

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    8816 Dorothy Ln, Denton, MD 21629

    Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural

    Dustin Parker The Parker Group

    8816 Dorothy Ln, Denton, MD 21629
  • /46

    $439,500 Sold May 21, 2025

    • 1,923 Sq Ft
    • $229/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    11489 Reed Cir, Ridgely, MD 21660

    The owner has refreshed this home throughout with neutral colors and a coastal vibe! Wonderful floor plan with Owners Suite wing, guest PLUS family or guest wing and with a beautiful kitchen and family room in the center of it all! Large Rambler style home with 4 spacious bedrooms and 2 1/2 Baths. The huge family boasts vaulted ceilings, a wall of Anderson glass doors opening to the rear patio

    Carol Delayo Chaney Homes, LLC

    11489 Reed Cir, Ridgely, MD 21660
    • /36

      Est $300,362 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,914 Sq Ft

      202 Caroline Ave, Ridgely, MD 21660

      202 Caroline Ave, Ridgely, MD 21660
  • /22

    $540,000

    • Land
    • 63 Acres
    • $8,550 per Acre

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655

    63 Acre parcel located on Dover Bridge Road, just 4 miles to Preston and 7.5 miles to Easton. The property is perc-approved for residential use and there is a forestry management plan attached in the documents section explaining that 58 acres was timbered in 2008 and reforested with Loblolly Pine in 2009 with several acres around the perimeter remaining in hardwoods. The interior of the parcel

    Coard Benson Benson & Mangold, LLC

    0 Dover Bridge Rd Unit MDCM2005586, Preston, MD 21655
  • /17

    $132,000 Sold May 21, 2025

    • 924 Sq Ft
    • $143/SF
    • 102 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    21781 Wood Wharf Rd, Preston, MD 21655

    Just Reduced & sellers are motivated. Located in a private setting overlooking farmland and backing to woods, this 2-bedroom, 1-bath cottage sits on 2.20 acres consisting of two parcels. The home features a kitchen with table space, spacious living room that could be divided offering dining space, generous size bedrooms and a separate laundry room. Home is in need of renovations and repairs

    Kim Crouch Ozman Benson & Mangold, LLC

    21781 Wood Wharf Rd, Preston, MD 21655
    • /22

      Est $353,202 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,654 Sq Ft

      110 S 8th St, Denton, MD 21629

      110 S 8th St, Denton, MD 21629
  • /15

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    506 Pintail St, Greensboro, MD 21639

    Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

    Bonnie Johnson Keller Williams Realty

    506 Pintail St, Greensboro, MD 21639
  • /33

    $191,000 Sold May 20, 2025

    • 1,792 Sq Ft
    • $107/SF
    • 5 Days On Market
    • Studio
    • Built 1950

    22038 Church St, Hillsboro, MD 21641

    Great Investment Opportunity! Spacious Corner lot Duplex offers 2 Units with separate Front Porches, Rear patio's, Storage Sheds and Park across the street. One Unit ready for Occupancy & other currently income producing. Loaf area upstairs in both units could be converted to additional bedrooms. This is a Must see to appreciate - schedule your tour today!

    Mary Mabry Keller Williams Select Realtors of Cambridge

    22038 Church St, Hillsboro, MD 21641
    • /45

      Est $418,432 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,420 Sq Ft

      1101 Canvasback Ln, Denton, MD 21629

      1101 Canvasback Ln, Denton, MD 21629
  • /11

    $239,000

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft

    210 Denton Rd, Federalsburg, MD 21632

    JUST REDUCED, WHAT A DEAL!Square footage is not reflected correctly, please confirm square footage the estimate is 1190. This listing including , the adjacent lot (property ID-05-0159272). Charming 4 bedroom, 3 full bath home sits up on a hill over looking open space. The kitchen and living area are a nice open floor plan, with a bonus area for reading or office area. Up-date kitchen

    Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
  • /46

    $373,000 Sold May 20, 2025

    • 3,136 Sq Ft
    • $119/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2007

    1706 Cattail Commons Way, Denton, MD 21629

    Welcome to this beautiful Savannah Overlook Colonial with double Gables boasting 4 Bedrooms, 2.5 Bathrooms and a 2-car Garage. If you missed the chance previously, this property is back on the market after the approved Short sale and appraisal. Walk into equity - check the comps. Before you even enter, you'll fall in love with this sought after neighborhood and will want to sit on the large

    Katie Revels Cummings & Co. Realtors

    1706 Cattail Commons Way, Denton, MD 21629
    • /30

      Est $401,820 Not Listed For Sale

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

      1606 Cattail Commons Way, Denton, MD 21629

      1606 Cattail Commons Way, Denton, MD 21629
  • /28

    $180,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    213 W Central Ave, Federalsburg, MD 21632

    Large Lot! Must See if you are looking for a bit of privacy with in-Town living and a VERY Large Shop; insulated steel building with electric and 2 bays behind the house (separate meter). Great for small business owner shop or hobbyist. Cottage style home, 2 bedrooms, 1 bath, Open Floor plan to living room. Close to waterfront for fishing or access to the Trail. Whether its your first home,

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    213 W Central Ave, Federalsburg, MD 21632
  • /11

    $1,050,000 Sold May 16, 2025

    • 2,264 Sq Ft
    • $464/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1920

    5890 Harmony Rd, Preston, MD 21655

    Four house poultry farm on +/- 22.24 acres currently growing for Allen Harim. Poultry houses are all 40x500s built in the mid-1990s and fully updated in 2024. Recent upgrades include: all new water lines, new top railings, new heaters in all end chambers, solid side walls (plywood and metal) on all four houses, one new model 50 rotem controller, new regulators, and new stand tubes in all

    Nick Campanaro The Land Group

    5890 Harmony Rd, Preston, MD 21655
    • /18

      Est $402,290 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,505 Sq Ft

      1308 Trice Meadows Cir, Denton, MD 21629

      1308 Trice Meadows Cir, Denton, MD 21629
  • /10

    $172,500

    • Land
    • 1.01 Acres
    • $170,792 per Acre

    707 W Sunset Ave, Greensboro, MD 21639

    Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water and sewer are available. The offering does seem to have some ownership of another parcel consisting of Cosden St. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639
  • /31

    $292,900 Sold May 16, 2025

    • 1,584 Sq Ft
    • $185/SF
    • 369 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    123 Bloomingdale Ave, Federalsburg, MD 21632

    New Price!! All appliances are included along with a home warranty for this charming, solidly built, totally renovated home (2006) with a home office. New plumbing and electric, a downstairs AC/heat pump, appliances, a spacious front porch, and more! The well appointed kitchen with wood cabinets offers a nice size eat in kitchen with plenty of light from the sliding glass door that lends to

    Marla Baines Meredith Fine Properties

    123 Bloomingdale Ave, Federalsburg, MD 21632

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