15,577

Caroline County, MD Homes

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  • /30

    $239,900

    $35K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    205 N Academy St, Greensboro, MD 21639

    Welcome to this fully remodeled ranch, perfectly situated on a level lot on a quiet street. The showstopper kitchen features white shaker cabinets with dovetailed soft-close drawers, white quartz countertops, tile backsplash, and stainless steel appliances. Every inch of this home has been thoughtfully updated with new LVP flooring, plush carpet, fresh paint, and new lighting throughout. The

    Lee Wolff FSBO Broker

    205 N Academy St, Greensboro, MD 21639
  • /21

    $309,000

    Sold Nov 03, 2025

    27381 Greenwood Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft
    • Built 1900

    Last Sold Summary

    • $161/SF
    • 66 Days On Market

    Current Estimated Value $310,719

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

    27381 Greenwood Rd, Denton, MD 21629
    • /25

      Est $339,298

      Not Listed For Sale

      407 Maryland Ave, Ridgely, MD 21660

      • 4 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1902
      407 Maryland Ave, Ridgely, MD 21660

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Eric Haro The Parker Group

  • /37

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    7192 American Corner Rd, Denton, MD 21629

    Come make this updated and move in ready rancher your new home. Considerable improvements have been made over the last two years to include the following. This home has a new deep well, new septic system, new tankless propane water heater, new washer/dryer. new range and refrigerator, new roof, new siding, new hvac, renovated bathroom, new flooring, fresh paint, new privacy and chain link fencing

    Andrew Beaven Wright Real Estate

    7192 American Corner Rd, Denton, MD 21629
  • /20

    $280,000

    Sold Apr 17, 2026

    1303 Fairfield Ct, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 1,426 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $196/SF
    • 30 Days On Market

    Current Estimated Value $276,263

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    1303 Fairfield Ct, Denton, MD 21629
    • /44

      Est $324,961

      Not Listed For Sale

      618 Liberty Rd, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 1957
      618 Liberty Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 251 Days On Market

      Last Listing Agent Valerie Brown Charles C. Powell, Inc. Realtors

  • /4

    $155,000

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft

    26355 Marydel Rd, Marydel, MD 21649

    House is of little to no value, existing well and septic. This house includes an additional parcel of 7 acres, tax id, 0601012428 for a total of 7.27 acres. Property being SOLD AS IS.

    George Thompson Long & Foster Real Estate, Inc.

    26355 Marydel Rd, Marydel, MD 21649
  • /33

    $185,000

    Sold May 13, 2026

    221 Denton Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Above List Price
    • $172/SF
    • 56 Days On Market

    Current Estimated Value $180,607

    Last Listing Agent Matthew Altizer ANR Realty, LLC

    221 Denton Rd, Federalsburg, MD 21632
    • /65

      Est $870,152

      Not Listed For Sale

      25292 Sandy Point Rd, Greensboro, MD 21639

      • 3 Beds
      • 3 Baths
      • 3,334 Sq Ft
      • Built 1966
      25292 Sandy Point Rd, Greensboro, MD 21639

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Kathy Christensen TTR Sotheby's International Realty

  • /17

    $195,000

    Under Contract
    • 6 Beds
    • 1 Bath
    • 2,148 Sq Ft

    207 W Sunset Ave, Greensboro, MD 21639

    Accepting back up contracts on this home!! Welcome to 207 W Sunset Avenue, a well-located property in the heart of Greensboro, Maryland. Situated on a quiet residential street, this home offers convenient access to local shops, dining, schools, and parks, while maintaining the charm of a small-town setting. The property presents a solid opportunity for a primary residence, investment, or

    Holly Anderson Long & Foster Real Estate, Inc.

    207 W Sunset Ave, Greensboro, MD 21639
  • /73

    $180,000

    Sold Aug 12, 2026

    24872 Meeting House Rd, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,763 Sq Ft
    • Built 1900

    Last Sold Summary

    • $102/SF
    • 123 Days On Market

    Current Estimated Value $192,896

    Last Listing Agent Saad Jamil Samson Properties

    24872 Meeting House Rd, Denton, MD 21629
    • /3

      Est $122,000

      Not Listed For Sale

      326 E Central Ave, Federalsburg, MD 21632

      • Built 1858
      326 E Central Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 125 Days On Market

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

  • /11

    $3,700,000

    8019 Patten Rd, Denton, MD 21629

    Poultry farm features a total of 60.57 acres (40 acres tillable, 8.5 acres wooded, 1.5-acre retention pond) and a 40x72 shop that has garage parking and a separate space that could be finished for permanent living. Located approx. 5 miles from the DE line. Expired site evaluation-no septic on property.

    Tambra Reagan CALLAWAY FARNELL AND MOORE

    8019 Patten Rd, Denton, MD 21629
  • /48

    $471,500

    Sold Apr 30, 2026

    111 Riverview Ln, Greensboro, MD 21639

    • 4 Beds
    • 1.5 Baths
    • 2,000 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Above List Price
    • $236/SF

    Current Estimated Value $467,974

    Last Listing Agent John Howard Long & Foster Real Estate, Inc.

    111 Riverview Ln, Greensboro, MD 21639
    • /12

      Est $259,822

      Not Listed For Sale

      27030 Stafford Rd, Marydel, MD 21649

      • 3 Beds
      • 1 Bath
      • 1,368 Sq Ft
      • Built 1972
      27030 Stafford Rd, Marydel, MD 21649

      Last Sold Summary

      • 352 Days On Market

      Last Listing Agent Myisha Walker EXP Realty, LLC

  • /50

    $595,000

    • 5 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    24276 Asbury Dr, Denton, MD 21629

    Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    24276 Asbury Dr, Denton, MD 21629
  • /29

    $380,000

    Sold Nov 14, 2025

    24887 Holsinger Ln, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2015

    Last Sold Summary

    • $264/SF
    • 120 Days On Market

    Current Estimated Value $380,713

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    24887 Holsinger Ln, Ridgely, MD 21660
    • /3

      Est $291,997

      Not Listed For Sale

      524 N 6th St, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,348 Sq Ft
      • Built 1994
      524 N 6th St, Denton, MD 21629

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Yvonne Andres Keller Williams Select Realtors of Easton

  • /53

    $389,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    155 Wright St, Preston, MD 21655

    Welcome to 155 Wright St, Preston, MD 21655!This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water

    Dana Miller Chesapeake Bay Real Estate Plus, LLC

    155 Wright St, Preston, MD 21655
  • /33

    $415,000

    Sold Sep 30, 2025

    12 Sunrise Ave, Ridgely, MD 21660

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • $255/SF
    • 187 Days On Market

    Last Listing Agent Crystal Smith RE/MAX Executive

    12 Sunrise Ave, Ridgely, MD 21660
    • /13

      Est $318,906

      Not Listed For Sale

      9347 Double Hills Rd, Denton, MD 21629

      • 3 Beds
      • 1.5 Baths
      • 2,080 Sq Ft
      • Built 1900
      9347 Double Hills Rd, Denton, MD 21629

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Andrew Beaven Wright Real Estate

  • /33

    $349,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft

    11 Ridgeway Dr, Ridgely, MD 21660

    Discover the charm of this beautifully designed ranch-style home, built in 2016, offering a perfect blend of comfort and modern living. Meticulously kept with 1,563 square feet of thoughtfully laid-out space, this residence features three spacious bedrooms and two full bathrooms, ideal for relaxation and privacy. Step into the heart of the home, where a well-appointed kitchen awaits. Enjoy

    Peggy Gayhardt Central Properties, LLC

    11 Ridgeway Dr, Ridgely, MD 21660
  • /7

    $150,000

    Sold Aug 28, 2026

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636

    • Land
    • 5.28 Acres
    • $28,409 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 293 Days On Market

    Last Listing Agent Brett Schrader Taylor Properties

    0 5 281 Acres Schulyer Rd, Goldsboro, MD 21636
    • /12

      Est $333,715

      Not Listed For Sale

      2 Greenridge Ave, Ridgely, MD 21660

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1991
      2 Greenridge Ave, Ridgely, MD 21660

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Sebastian Martinez Samson Properties

  • /20

    $850,000

    $250K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 2,320 Sq Ft

    6401 Laurel Grove Rd, Denton, MD 21629

    Nestled on an expansive 52.08-acre estate, this stunning ranch-style farm offers a harmonious blend of luxury and tranquility, perfect for those seeking an exclusive lifestyle in a serene rural setting. The property boasts a traditional architectural design, complemented by aluminum siding that enhances its timeless appeal. Step inside to discover a thoughtfully designed interior that exudes

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    6401 Laurel Grove Rd, Denton, MD 21629
  • /65

    $485,000

    Sold Jun 24, 2026

    13099 Ridgely Rd, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,856 Sq Ft
    • Built 1982

    Last Sold Summary

    • $261/SF
    • 0 Days On Market

    Current Estimated Value $481,085

    Last Listing Agent Brendan Spear Caprika Realty

    13099 Ridgely Rd, Greensboro, MD 21639
    • /25

      Est $299,761

      Not Listed For Sale

      9585 Legion Rd, Denton, MD 21629

      • 2 Beds
      • 1 Bath
      • 1,291 Sq Ft
      • Built 1956
      9585 Legion Rd, Denton, MD 21629

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Ralph Harvey ListWithFreedom.com

  • /20

    $199,000

    $11K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 812 Sq Ft

    310 Park Ave, Federalsburg, MD 21632

    This charming farmhouse-style home, built in 1904 has undergone a major renovation in 2026. With 812 square feet of thoughtfully designed living space, this delightful residence features two cozy bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking comfort and style. Step inside to discover a beautifully updated interior adorned with luxury vinyl plank flooring,

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    310 Park Ave, Federalsburg, MD 21632
  • /2

    $275,000

    Sold Aug 07, 2026

    21134 Dover Bridge Rd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $173/SF
    • 0 Days On Market

    Current Estimated Value $289,774

    Last Listing Agent Iva Herr Benson & Mangold, LLC

    21134 Dover Bridge Rd, Preston, MD 21655
    • /19

      Est $299,315

      Not Listed For Sale

      11401 Greensboro Rd, Denton, MD 21629

      • 3 Beds
      • 1 Bath
      • 1,036 Sq Ft
      • Built 1940
      11401 Greensboro Rd, Denton, MD 21629

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Dustin Parker The Parker Group

  • /2

    $175,000

    • Land
    • 18.51 Acres
    • $9,454 per Acre

    0 Houston Branch Rd Unit MDCM2007884, Federalsburg, MD 21632

    These parcels are being sold to settle an estate. Three contiguous parcels totaling 18.5+/- acres. Parcel 2 received a preliminary perc approval April 2015.

    Andrew Beaven Wright Real Estate

    0 Houston Branch Rd Unit MDCM2007884, Federalsburg, MD 21632
  • /8

    $129,000

    Sold Apr 01, 2026

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660

    • Land
    • 3.51 Acres
    • $36,752 per Acre

    Last Sold Summary

    • 381 Days On Market

    Last Listing Agent Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005292, Ridgely, MD 21660
    • /50

      Est $427,977

      Not Listed For Sale

      294 Tidewater Cir, Preston, MD 21655

      • 5 Beds
      • 2.5 Baths
      • 2,886 Sq Ft
      • Built 2006
      294 Tidewater Cir, Preston, MD 21655

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Christina Smith Brenton Realty Group

  • /25

    $239,900

    • 2 Beds
    • 1 Bath
    • 788 Sq Ft

    1115 Market St, Denton, MD 21629

    Nestled in the charming Town of Denton, this Adorable Cottage exudes warmth and character! Lots of Upgrades and Updates are all sure to please! This beautiful home features 2 Bedrooms and an updated Full Bathroom. The inviting living space is enhanced by luxury vinyl plank flooring, seamlessly blending comfort and style. Set on a generous sized lot, the property offers room for expansion, along

    Pamela Ackermann-Doll RE/MAX Executive

    1115 Market St, Denton, MD 21629
  • /9

    $125,000

    Sold Aug 28, 2026

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660

    • Land
    • 2.54 Acres
    • $49,213 per Acre

    Last Sold Summary

    • 479 Days On Market

    Last Listing Agent Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
    • /8

      Est $488,201

      Not Listed For Sale

      23209 Gilpin Point Rd, Preston, MD 21655

      • 2 Beds
      • 1 Bath
      • 1,560 Sq Ft
      • Built 1965
      23209 Gilpin Point Rd, Preston, MD 21655

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent rachael harrison Coldwell Banker Realty

  • /61

    $435,500

    New Construction Under Contract
    • 3 Beds
    • 2 Baths
    • 1,802 Sq Ft

    13926 N Quail Ct, Greensboro, MD 21639

    Welcome to 13926 S Quail Ct in Greensboro! This brand-new construction home offers just over 1,800 square feet of thoughtfully designed living space on more than an acre, backing to mature trees for added privacy. Tucked away on a dead-end street with no through traffic, the setting offers plenty of space and privacy while still providing the convenience of a beautiful new home.From the

    Chris Rosendale CR Realty

    13926 N Quail Ct, Greensboro, MD 21639
  • /2

    $50,000

    Sold May 29, 2026

    17485 Henderson Rd, Marydel, MD 21649

    • Land
    • 3,049 Sq Ft
    • $714,286 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $52,149

    Last Listing Agent Andrew Beaven Wright Real Estate

    17485 Henderson Rd, Marydel, MD 21649
    • /33

      Est $461,075

      Not Listed For Sale

      22716 Havercamp Rd, Preston, MD 21655

      • 3 Beds
      • 2.5 Baths
      • 2,192 Sq Ft
      • Built 2007
      22716 Havercamp Rd, Preston, MD 21655

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • /20

    $350,000

    $50K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    26784 Bilbrough Rd, Goldsboro, MD 21636

    Welcome to your private slice of Eastern Shore living in Goldsboro. Set on 4.7 secluded acres, this 2022-built home offers the space, comfort, and modern features today's market demands. With over 2,100 square feet, 4 bedrooms, and 2 full baths, the layout is open, bright, and designed for seamless everyday living.Step inside to a spacious floor plan that flows effortlessly from room to

    Sandra Bradley Keller Williams Select Realtors of Easton

    26784 Bilbrough Rd, Goldsboro, MD 21636

Showing Results 401 - 440, Page 11 of 18

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