15,709

Caroline County, MD Homes

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  • /2

    $150,000 Sold Jan 27, 2026

    208 S 3rd St, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • Built 1900

    Last Sold Summary

    • 25% Below List Price
    • $132/SF
    • 11 Days On Market

    Current Estimated Value $162,525

    Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

    208 S 3rd St, Denton, MD 21629
    • /54

      Est $327,058 Not Listed For Sale

      203 Wood Duck Dr, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2003
      203 Wood Duck Dr, Greensboro, MD 21639

      Last Sold Summary

      • 1% Above List Price
      • $242/SF
      • 7 Days On Market
      • Last Sold Price $325,000
      • Feb 27, 2024

      Last Listing Agent Christina Smith Brenton Realty Group

  • /4

    $345,000

    • Studio
    • 2,260 Sq Ft

    517 W Sunset Ave, Greensboro, MD 21639

    Three unit apartment building. Two 1bedroom apartments, one 2 bedroom. Fully leased with positive income to support expense and debt service

    Randy Staats Benson & Mangold, LLC

    517 W Sunset Ave, Greensboro, MD 21639
  • /20

    $294,000 Sold Oct 24, 2025

    512 Lincoln St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2024

    Last Sold Summary

    • $207/SF
    • 28 Days On Market

    Last Listing Agent Amy Betts Coldwell Banker Realty

    512 Lincoln St, Denton, MD 21629
    • /20

      Est $226,177 Not Listed For Sale

      322 Maple Ave, Federalsburg, MD 21632

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 1958
      322 Maple Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 29% Above List Price
      • $97/SF
      • 67 Days On Market
      • Last Sold Price $175,000
      • Dec 12, 2023

      Last Listing Agent Dale Hunter Bayside Realty

  • 125 Hobbs St, Greensboro, MD 21639

    $286,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    125 Hobbs St, Greensboro, MD 21639

    Discover 125 Hobbs Street, a new home soon to be under-construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious

    D.R. Horton Builder
    125 Hobbs St, Greensboro, MD 21639
  • /41

    $325,000 Sold Feb 27, 2026

    406 Wood Duck Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,364 Sq Ft
    • Built 2003

    Last Sold Summary

    • $238/SF
    • 114 Days On Market

    Current Estimated Value $320,628

    Last Listing Agent Brittany Gough RE/MAX One

    406 Wood Duck Dr, Greensboro, MD 21639
    • /26

      Not Listed For Sale

      12171 River Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1996
      12171 River Rd, Ridgely, MD 21660

      Last Sold Summary

      • $168/SF
      • 5 Days On Market
      • Last Sold Price $263,000
      • Oct 11, 2023

      Last Listing Agent Justin Pokrywka Taylor Properties

  • /15

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft

    27329 Jenny Hye Ln, Marydel, MD 21649

    Situated on a 1.51 acre lot, backing to woods, this four Bedroom, 2 full bath home's interior has been completely renovated! Kitchen with eat -in area has been updated with new cabinetry, granite countertops & s/s appliances, Separate dining room for those wanting a more formalized area or can be used as a den, Living room with wood burning fireplace leads to expansive family room with access to

    Kathleen May Synergy Realty

    27329 Jenny Hye Ln, Marydel, MD 21649
  • /33

    $435,000 Sold Aug 29, 2025

    22716 Havercamp Rd, Preston, MD 21655

    • 3 Beds
    • 2.5 Baths
    • 2,192 Sq Ft
    • Built 2007

    Last Sold Summary

    • $198/SF
    • 72 Days On Market

    Current Estimated Value $446,351

    Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    22716 Havercamp Rd, Preston, MD 21655
    • /30

      Est $265,101 Not Listed For Sale

      1622 Blue Heron Dr, Denton, MD 21629

      • 4 Beds
      • 4 Baths
      • 2,244 Sq Ft
      • Built 2006
      1622 Blue Heron Dr, Denton, MD 21629

      Last Sold Summary

      • $118/SF
      • 5 Days On Market
      • Last Sold Price $264,000
      • Nov 08, 2024

      Last Listing Agent Jason Dey Kevin Dey Realty

  • /26

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    1 Oakview Ct, Ridgely, MD 21660

    Well-maintained 3BR, 2BA home offering a functional layout with a cozy living room and an updated kitchen featuring stainless steel appliances. The primary bedroom includes a full bath, and the laundry/mudroom provides added practicality. Fresh paint throughout, plus a fenced yard, gazebo, and patio create inviting outdoor space. Recent improvements include solar panels (2018) and a new roof

    Peter Stark Benson & Mangold, LLC

    1 Oakview Ct, Ridgely, MD 21660
  • /41

    $270,000 Sold Apr 15, 2026

    306 S Main St, Federalsburg, MD 21632

    • 4 Beds
    • 1.5 Baths
    • 2,820 Sq Ft
    • Built 1908

    Last Sold Summary

    • $96/SF
    • 139 Days On Market

    Current Estimated Value $273,069

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    306 S Main St, Federalsburg, MD 21632
    • /25

      Est $335,906 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

      • 4% Below List Price
      • $231/SF
      • 65 Days On Market
      • Last Sold Price $350,000
      • Feb 06, 2025

      Last Listing Agent Eric Haro The Parker Group

  • /28

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    1 Sunrise Ave, Ridgely, MD 21660

    **Open House Saturday, May 9th from 1-3pm**1 Sunrise Avenue is complete and ready for your private tour today! Just imagine as the morning light rises over Sunrise Village, this home, The Sunshine, thoughtfully crafted by local builder Lomaxx Custom Homes comes to life. Golden light spills across the nearby fields and settles gently indoors, where days begin with coffee on the back deck, birds

    Crystal Smith RE/MAX Executive

    1 Sunrise Ave, Ridgely, MD 21660
  • /28

    $275,000 Sold Jul 08, 2025

    104 Sunset Blvd, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1992

    Last Sold Summary

    • $273/SF
    • 215 Days On Market

    Current Estimated Value $287,751

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

    104 Sunset Blvd, Ridgely, MD 21660
    • /44

      Est $309,996 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

      • 6% Below List Price
      • $165/SF
      • 251 Days On Market
      • Last Sold Price $329,900
      • Feb 13, 2025

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

  • /3

    $135,000 Under Contract

    • Land
    • 30,056 Sq Ft
    • $195,652 per Acre

    1005 Market St, Denton, MD 21629

    A Rare Opportunity to Purchase a General Commercial Lot located in Denton off the High Visibility Corners of Market & Gay St. A Multitude of permissible uses. Water and Sewer hook ups are available for additional fee. There are not any structures on this cleared .69 ac lot. A wonderful Opportunity for the Entrepreneur with a Vision....Hurry to snag this one...

    Barbara Beaudet Brenton Realty Group

    1005 Market St, Denton, MD 21629
  • /2

    $286,990 Sold Aug 15, 2025

    110 Parkland Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2025

    Last Sold Summary

    • $197/SF
    • 7 Days On Market

    Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

    110 Parkland Rd, Greensboro, MD 21639
    • /3

      Est $93,333 Not Listed For Sale

      326 E Central Ave, Federalsburg, MD 21632

      326 E Central Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 167% Above List Price
      • 125 Days On Market
      • Last Sold Price $35,000
      • Apr 10, 2024

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

  • /37

    $249,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,320 Sq Ft

    121 E Central Ave, Federalsburg, MD 21632

    Step into the timeless charm of 121 E Central Avenue, a stately four-bedroom, two-full-bathroom residence that perfectly captures the essence of classic Eastern Shore living. Situated in the heart of Federalsburg, this home makes a grand first impression with its expansive wrap-around front porch, offering the ideal vantage point to enjoy refreshing breezes and peaceful water views of the nearby

    LEE MARLAND Keller Williams Realty

    121 E Central Ave, Federalsburg, MD 21632
  • /2

    $70,000 Sold Jan 09, 2026

    22415 Hillsboro Rd, Denton, MD 21629

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1910

    Last Sold Summary

    • $61/SF
    • 17 Days On Market

    Current Estimated Value $100,061

    Last Listing Agent TAMMY GREEN Samson Properties

    22415 Hillsboro Rd, Denton, MD 21629
    • /12

      Est $254,680 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

      • 8% Above List Price
      • $173/SF
      • 352 Days On Market
      • Last Sold Price $236,000
      • Apr 10, 2025

      Last Listing Agent Myisha Walker Long & Foster

  • /10

    $190,000

    • Land
    • 7.99 Acres
    • $23,780 per Acre

    Parcels #82 & #96 Drapers Mill Rd, Goldsboro, MD 21636

    Discover the possibilities with these 2 buildable lots totaling 7.994± acres on Maryland’s beautiful Eastern Shore. Each parcel is perc approved for a 4-bedroom home, offering flexibility whether you're ready to build now or planning for the future.The property is clearly marked with blue paint and stakes, making it easy to walk and envision your plans. Both lots are wooded, providing natural

    Erin Anderson Chesapeake Real Estate Associates, LLC

    Parcels #82 & #96 Drapers Mill Rd, Goldsboro, MD 21636
  • /19

    $200,000 Sold Mar 27, 2026

    409 Main St, Goldsboro, MD 21636

    • 2 Beds
    • 1.5 Baths
    • 1,252 Sq Ft
    • Built 1955

    Last Sold Summary

    • $160/SF
    • 134 Days On Market

    Current Estimated Value $194,928

    Last Listing Agent Amy Betts Coldwell Banker Realty

    409 Main St, Goldsboro, MD 21636
    • /12

      Est $329,591 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

      • 8% Above List Price
      • $195/SF
      • 101 Days On Market
      • Last Sold Price $304,000
      • Mar 28, 2024

      Last Listing Agent Sebastian Martinez Samson Properties

  • /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
  • 123 Park Ave, Greensboro, MD 21639

    $274,990 Sold Dec 16, 2025

    123 Park Ave, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $233/SF
    • 27 Days On Market

    Current Estimated Value $278,985

    D.R. Horton Kinnamon Meadows

    123 Park Ave, Greensboro, MD 21639
    • /25

      Est $295,409 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

      • 1% Below List Price
      • $232/SF
      • 64 Days On Market
      • Last Sold Price $298,900
      • Dec 26, 2024

      Last Listing Agent Ralph Harvey ListWithFreedom.com

  • /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
  • /29

    $220,000 Sold Aug 07, 2025

    306 Railroad Ave, Goldsboro, MD 21636

    • 3 Beds
    • 1 Bath
    • 1,568 Sq Ft
    • Built 1900

    Last Sold Summary

    • $140/SF
    • 10 Days On Market

    Current Estimated Value $218,182

    Last Listing Agent Brett Schrader Taylor Properties

    306 Railroad Ave, Goldsboro, MD 21636
    • /19

      Est $278,237 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% Above List Price
      • $261/SF
      • 3 Days On Market
      • Last Sold Price $270,000
      • Jun 14, 2024

      Last Listing Agent Dustin Parker The Parker Group

  • /15

    $437,040 Under Contract

    • 3 Beds
    • 2 Baths

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639

    TBB....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 rural setting, this home offers the

    Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
  • /43

    $245,000 Sold Mar 18, 2026

    511 Bernard Ave, Greensboro, MD 21639

    • 3 Beds
    • 1 Bath
    • 1,385 Sq Ft
    • Built 1950

    Last Sold Summary

    • $177/SF
    • 118 Days On Market

    Current Estimated Value $249,137

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    511 Bernard Ave, Greensboro, MD 21639
    • /8

      Est $460,264 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

      • 2% Below List Price
      • $301/SF
      • 127 Days On Market
      • Last Sold Price $470,000
      • Jan 30, 2025

      Last Listing Agent rachael harrison Coldwell Banker Realty

  • /17

    $195,000 Pending

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

    207 W Sunset Ave, Greensboro, MD 21639

    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 renovation project. With its established

    Holly Anderson Long & Foster Real Estate, Inc.

    207 W Sunset Ave, Greensboro, MD 21639
  • /18

    $300,000 Sold Nov 20, 2025

    202 Maryland Ave, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2000

    Last Sold Summary

    • $223/SF
    • 123 Days On Market

    Current Estimated Value $303,492

    Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    202 Maryland Ave, Ridgely, MD 21660
    • /17

      Est $217,396 Not Listed For Sale

      1115 Market St, Denton, MD 21629

      • 2 Beds
      • 1 Bath
      • 788 Sq Ft
      • Built 1950
      1115 Market St, Denton, MD 21629

      Last Sold Summary

      • 1% Below List Price
      • $279/SF
      • 7 Days On Market
      • Last Sold Price $220,000
      • Apr 08, 2024

      Last Listing Agent Marti McGinty Chesapeake Real Estate Associates, LLC

  • /2

    $189,000

    • 3 Beds
    • 1 Bath
    • 1,406 Sq Ft

    24876 Meeting House Rd, Denton, MD 21629

    Traditional country style home sits right out side town limits. Close to town and Denton amenities, make this an excellent location for convenience. Nice size yard for a garden, pets, or children. This has been a rental for many years and has always been cared for. Continue this as a rental or make this your home. The current tenant owns the appliances, possible to supply needed appliances for

    Kat Thompson Benson & Mangold, LLC.

    24876 Meeting House Rd, Denton, MD 21629
  • /55

    $390,000 Sold Jun 20, 2025

    305 Morning Glory Dr, Denton, MD 21629

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft
    • Built 2021

    Last Sold Summary

    • $147/SF
    • 37 Days On Market

    Current Estimated Value $423,938

    Last Listing Agent Cornelia Fallon Coldwell Banker Waterman Realty

    305 Morning Glory Dr, Denton, MD 21629

Showing Results 361 - 400, Page 10 of 18

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