15,698

Caroline County, MD Homes

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  • /14

    $124,900

    • Land
    • 10.39 Acres
    • $12,021 per Acre

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649

    Ready for you to build your new home! This beautiful lot is already perc approved for a 4=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 completed. So come see and come buy and be

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    (410) 650-6268

    PARCEL 91 Cool Spring Rd, Marydel, MD 21649
  • /16

    $2,350 per month

    • 4 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Townhouse for Rent

    6 N Maryland Ave Unit 6A / 6B, Ridgely, MD 21660

    Welcome to this stunning New Construction 4-bedroom, 2 full-bath duplex located in Ridgely, MD. Thoughtfully designed and developed by Lomaxx Custom Homes with modern living in mind, this spacious home offers a functional layout, quality finishes, and the convenience. The main level features open one bedroom and a full bathroom, perfect for guests, a home office, or flexible living needs. With

    Romont Fletcher Keller Williams Flagship

    6 N Maryland Ave Unit 6A / 6B, Ridgely, MD 21660
  • /24

    $290,000 Sold Jan 15, 2026

    26056 Fox Grape Rd, Greensboro, MD 21639

    • 3 Beds
    • 1.5 Baths
    • 1,215 Sq Ft
    • Built 1981

    Last Sold Summary

    • $239/SF
    • 2 Days On Market

    Current Estimated Value $287,183

    Last Listing Agent Amanda Morgan Brenton Realty Group

    26056 Fox Grape Rd, Greensboro, MD 21639
    • /11

      Est $271,527 Not Listed For Sale

      14581 Poplar St, Goldsboro, MD 21636

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2001
      14581 Poplar St, Goldsboro, MD 21636

      Last Sold Summary

      • 9% Above List Price
      • $203/SF
      • 118 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Peter Mellor Wright Real Estate

  • /10

    $620,000

    • Studio
    • 3,600 Sq Ft

    310 Main St, Marydel, MD 21649

    Great Apartment Building investment opportunity, updated, and ready to go! The building includes three 2-bedroom, 1-bath units and one 3-bedroom, 1-bath unit — all with private entrances and separately metered utilities. A furnished office space adds additional potential for on-site management or rental income.Recent upgrades include: New well (less than a year old) with a 20-year warranty,

    Agent Photo

    Sharon Daugherty

    Keller Williams Realty Delmarva

    (410) 881-8824

    310 Main St, Marydel, MD 21649
  • /17

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 8,096 Sq Ft
    • House for Rent

    15329 Church Ln, Goldsboro, MD 21636

    Welcome to this clean 3-bedroom 2-bath home that offers fenced in backyard and a large front porch for relaxing. Large kitchen and huge Primary with access to the backyard. Large soaking tube and separate shower. Walk-in closet. No Pets or Smoking.

    Roger Boyce Chesapeake Real Estate Associates, LLC

    15329 Church Ln, Goldsboro, MD 21636
  • /17

    $110,000 Sold Apr 11, 2025

    23993 E Cherry Ln, Goldsboro, MD 21636

    • Land
    • 2.2 Acres
    • $50,000 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $110,377

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    23993 E Cherry Ln, Goldsboro, MD 21636
    • /45

      Est $409,456 Not Listed For Sale

      25265 Smith Landing Rd, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1976
      25265 Smith Landing Rd, Denton, MD 21629

      Last Sold Summary

      • $342/SF
      • 335 Days On Market

      Last Sold Price $410,100

      Last Listing Agent Brenda Fornos Taylor Properties

  • /71

    $445,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    25699 Auction Rd, Federalsburg, MD 21632

    Back on market due to buyer financing issues — no fault of the seller or property. Appraisal completed and lender conditions previously satisfied. Opportunity to purchase a working farm with remodeled residence - from new luxury vinyl plank flooring and Advantech subfloors to a fully replaced middle beam for lasting structural integrity. Nearly all windows and doors are brand new, the heating

    Barbara McCaffrey Redfin Corp

    25699 Auction Rd, Federalsburg, MD 21632
  • /17

    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 1,742 Sq Ft
    • House for Rent

    108 W Sunset Ave, Greensboro, MD 21639

    Charming older home with hardwood floors and plenty of space. Separate large living room and dining room. Eat in space in kitchen. Kitchen has exit to mud room, that also leads to back yard. Very spacious laundry room with shelving for pantry and storage. The home has 3 rooms upstairs that could all be bedrooms; one does not have a closet. There is a cellar with workbench and HVAC unit. Nice

    Cindy Jacobs Maryland Residential Management Co

    108 W Sunset Ave, Greensboro, MD 21639
  • /5

    $132,000 Sold Sep 25, 2025

    28471 Kinder Rd, Federalsburg, MD 21632

    • 3 Beds
    • 1 Bath
    • 640 Sq Ft
    • Built 1963

    Last Sold Summary

    • $206/SF
    • 71 Days On Market

    Current Estimated Value $133,732

    Last Listing Agent Gillian Walsh Keller Williams Realty

    28471 Kinder Rd, Federalsburg, MD 21632
    • /18

      Est $177,764 Not Listed For Sale

      305 Maple Ave, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,392 Sq Ft
      • Built 1940
      305 Maple Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 5% Above List Price
      • $122/SF
      • 43 Days On Market

      Last Sold Price $169,900

      Last Listing Agent Traci Jordan Meredith Fine Properties

  • /37

    $295,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    1106 Osprey Ln, Denton, MD 21629

    Welcome to 1106 Osprey Lane in Mallards Landing — a fantastic opportunity to own a spacious 4-bedroom, 2.5 bath home in one of Denton’s most desirable communities. While in overall average condition, it presents an excellent opportunity for cosmetic updates and improvements that can truly elevate the space. Fresh paint and new carpeting would go a long way in transforming the interior and

    Barbara McCaffrey Redfin Corp

    1106 Osprey Ln, Denton, MD 21629
  • /37

    $238,000 Sold Oct 07, 2025

    6238 Bethlehem Rd, Preston, MD 21655

    • 2 Beds
    • 1 Bath
    • 1,234 Sq Ft
    • Built 1875

    Last Sold Summary

    • $193/SF
    • 34 Days On Market

    Last Listing Agent Amy Betts Coldwell Banker Realty

    6238 Bethlehem Rd, Preston, MD 21655
    • /4

      Est $206,265 Not Listed For Sale

      511 Market St, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 2,172 Sq Ft
      • Built 1880
      511 Market St, Denton, MD 21629

      Last Sold Summary

      • 15% Above List Price
      • $83/SF
      • 0 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Barbara Beaudet Brenton Realty Group

  • /2

    $79,900

    • Land
    • 0.21 Acre
    • $380,476 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 Jr. Benson and Mangold

    6 N Central Ave, Ridgely, MD 21660
  • /44

    $355,000 Sold Aug 29, 2025

    3590 Choptank Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft
    • Built 1994

    Last Sold Summary

    • $241/SF
    • 32 Days On Market

    Current Estimated Value $351,306

    Last Listing Agent Dawn O'Day Samson Properties

    3590 Choptank Rd, Preston, MD 21655
    • /22

      Est $273,176 Not Listed For Sale

      517 Franklin St, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1900
      517 Franklin St, Denton, MD 21629

      Last Sold Summary

      • 1% Below List Price
      • $255/SF
      • 108 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Amanda Morgan Brenton Realty Group

  • /14

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,533 Sq Ft

    11305 River Rd, Ridgely, MD 21660

    Price Improvement!! Call today. Charming 3-bedroom, 1-bath rancher offers over 1500 SF of comfortable living space. Several updates have already been completed, making this home move in ready with room to add your own touches. Enjoy peaceful mornings and evenings on the screened-in rear porch, perfect for relaxing while taking in the surrounding wildlife. A great blend of comfort, space and

    Pamela Geib Long & Foster Real Estate, Inc.

    11305 River Rd, Ridgely, MD 21660
  • /2

    $100,000 Sold Nov 21, 2025

    13243 Greensboro Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1910

    Last Sold Summary

    • $92/SF
    • 5 Days On Market

    Current Estimated Value $133,364

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    13243 Greensboro Rd, Greensboro, MD 21639
    • /9

      Not Listed For Sale

      0 Brunkhorst Rd Unit MDCM2004290, Preston, MD 21655

      0 Brunkhorst Rd Unit MDCM2004290, Preston, MD 21655

      Last Sold Summary

      • 253 Days On Market

      Last Sold Price $82,500

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /19

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    8664 Mitchell Rd, Denton, MD 21629

    Nestled on a serene 5.64-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern living in a tranquil rural setting. Built in 2003, this well-maintained residence boasts 2,100 square feet of thoughtfully designed space, featuring three spacious bedrooms and two full bathrooms, ideal for relaxation and everyday living. Step inside to discover a warm and inviting

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    8664 Mitchell Rd, Denton, MD 21629
  • /21

    $629,900 Sold Jan 12, 2026

    26067 Goldsboro Rd, Goldsboro, MD 21636

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • Built 2024

    Last Sold Summary

    • $303/SF
    • 7 Days On Market

    Current Estimated Value $615,982

    Last Listing Agent Scott Judy Coldwell Banker Waterman Realty

    26067 Goldsboro Rd, Goldsboro, MD 21636
    • /19

      Est $447,774 Not Listed For Sale

      11255 Maplewood Dr, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,712 Sq Ft
      • Built 2020
      11255 Maplewood Dr, Ridgely, MD 21660

      Last Sold Summary

      • 2% Above List Price
      • $257/SF

      Last Sold Price $440,000

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • /14

    $399,000 Under Contract

    • 3 Beds
    • 2 Baths

    0 Quail Ct Unit MDCM2006644, Greensboro, MD 21639

    Quick Delivery – To Be Built Rancher!This beautifully designed rancher offers 3 bedrooms and 2 full baths with an open-concept floor plan and cathedral ceilings in the main living area. The builder includes a generous package of upgrades at no additional cost. Enjoy an oversized attached two-car garage and a rear deck perfect for outdoor living. Situated on a cleared 1-acre lot in a private

    Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2006644, Greensboro, MD 21639
  • /3

    $20,000 Sold Apr 23, 2025

    8602 Hickory Place, 3, Denton, MD 21629

    • Land
    • 1.28 Acres
    • $15,625 per Acre

    Last Sold Summary

    • 11 Days On Market

    Current Estimated Value $45,000

    Last Listing Agent Amanda Morgan Brenton Realty Group

    8602 Hickory Place, 3, Denton, MD 21629
    • /21

      Est $26,189 Not Listed For Sale

      12760 Cow Barn Rd, Ridgely, MD 21660

      12760 Cow Barn Rd, Ridgely, MD 21660

      Last Sold Summary

      • 5% Above List Price
      • 143 Days On Market

      Last Sold Price $25,000

      Last Listing Agent Jennifer Young Keller Williams Realty

  • /35

    $239,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 1,756 Sq Ft

    515 Vaughn Ave, Greensboro, MD 21639

    This charming home in Cedar Run is set to shine with a major refresh in 2026, blending modern comforts with classic appeal. Spanning 1,756 sq. ft. , this end-of-row home offers a cozy atmosphere perfect for creating lasting memories. The spacious layout features an attached garage, providing convenience and ease. Nestled in a vibrant community, residents enjoy access to nearby parks, perfect for

    Chad Muse KD Realty Inc

    515 Vaughn Ave, Greensboro, MD 21639
  • /22

    $115,000 Sold Feb 27, 2026

    208 N Main St, Federalsburg, MD 21632

    • 2,668 Sq Ft
    • Built 1913

    Last Sold Summary

    • $43/SF
    • 106 Days On Market

    Current Estimated Value $192,667

    Last Listing Agent Barton Johnson/not int Marshy Hope Realty LLC

    208 N Main St, Federalsburg, MD 21632
    • /10

      Est $674,073 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1965
      Unlisted Address

      Last Sold Summary

      • 10% Below List Price
      • $576/SF

      Last Sold Price $748,200

      Last Listing Agent datacorrect BrightMLS Non Subscribing Office

  • /23

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    130 Charlotte Ave, Federalsburg, MD 21632

    Welcome to 130 Charlotte Avenue in Federalsburg, Maryland—a well-appointed home offering three bedrooms, two full baths, and an attached two-car garage with a versatile bonus room above, ideal for a home office, gym, or guest space. Tucked away at the end of a quiet cul-de-sac, this property provides private outdoor enjoyment while remaining conveniently located for an easy commute to Seaford and

    FRANK LITTLE Berkshire Hathaway HomeServices PenFed Realty

    130 Charlotte Ave, Federalsburg, MD 21632
  • /52

    $470,000 Sold Jun 11, 2025

    5569 Harmony Woods Dr, Preston, MD 21655

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • Built 2005

    Last Sold Summary

    • $162/SF
    • 185 Days On Market

    Current Estimated Value $497,492

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    5569 Harmony Woods Dr, Preston, MD 21655
    • /26

      Est $454,491 Not Listed For Sale

      11490 Maplewood Dr, Ridgely, MD 21660

      • 4 Beds
      • 3 Baths
      • 2,346 Sq Ft
      • Built 2019
      11490 Maplewood Dr, Ridgely, MD 21660

      Last Sold Summary

      • 1% Above List Price
      • $191/SF
      • 6 Days On Market

      Last Sold Price $449,000

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • /39

    $384,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    24029 Meadows Dr, Ridgely, MD 21660

    Enjoy the best of Eastern Shore living with the tranquility of a quiet, country setting while remaining conveniently located just outside of the quaint little town of Ridgely. This nanticoke rancher features a nice family room addition off the kitchen and is located on a private 2 acre lot on the end of a cul-de-sac. Featuring 3 bedrooms and 2 full baths and a two car garage. This property also

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    24029 Meadows Dr, Ridgely, MD 21660
  • /34

    $469,000 Sold Oct 10, 2025

    25790 Herring Ln, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 2,132 Sq Ft
    • Built 1989

    Last Sold Summary

    • $220/SF
    • 18 Days On Market

    Current Estimated Value $457,409

    Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

    25790 Herring Ln, Denton, MD 21629
    • /23

      Est $330,657 Not Listed For Sale

      323 Mallard Dr, Greensboro, MD 21639

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 2023
      323 Mallard Dr, Greensboro, MD 21639

      Last Sold Summary

      • 5% Above List Price
      • $193/SF
      • 10 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  • /47

    $693,000

    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    4757 Long Swamp Rd, Federalsburg, MD 21632

    Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a

    Billy Mister Keller Williams Realty

    4757 Long Swamp Rd, Federalsburg, MD 21632
  • /26

    $402,000 Sold Dec 09, 2025

    1111 Daylily Ln, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 3,838 Sq Ft
    • Built 2007

    Last Sold Summary

    • $105/SF
    • 7 Days On Market

    Current Estimated Value $412,255

    Last Listing Agent Terri Murray RE/MAX Executive

    1111 Daylily Ln, Denton, MD 21629
    • /30

      Est $319,939 Not Listed For Sale

      319 Mallard Dr, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft
      • Built 2023
      319 Mallard Dr, Greensboro, MD 21639

      Last Sold Summary

      • 2% Above List Price
      • $215/SF
      • 35 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  • /50

    $575,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    25749 Herring Ln, Denton, MD 21629

    Back on the market no fault of the seller. Welcome to your dream home! This beautifully maintained 3-bedroom, 2.5-bath rancher offers modern comfort and incredible outdoor amenities. Nestled on a spacious lot, just under 3 acres, this home boasts all-new stainless steel appliances, a newer HVAC system, and solar panels for energy efficiency bringing your electric bills down to $15-$50 a month!

    Justin Damadio Iron Valley Real Estate Ocean City

    25749 Herring Ln, Denton, MD 21629

Showing Results 41 - 80, Page 2 of 18

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