15,698

Caroline County, MD Homes

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  • /30

    $340,000 Sold Aug 20, 2025

    123 Briarwood Cir, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2015

    Last Sold Summary

    • $170/SF
    • 64 Days On Market

    Current Estimated Value $335,012

    Last Listing Agent Lou Chirgott Core Maryland Real Estate LLC

    123 Briarwood Cir, Denton, MD 21629
    • /66

      Est $321,426 Not Listed For Sale

      25970 Three Bridges Rd, Federalsburg, MD 21632

      • 4 Beds
      • 2 Baths
      • 1,844 Sq Ft
      • Built 1996
      25970 Three Bridges Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 71 Days On Market

      Last Sold Price $325,000

      Last Listing Agent John Tarpley Schwartz Realty, Inc.

  • /21

    $238,900

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    103 Riverwalk Terrace, Federalsburg, MD 21632

    This is an opportunity to buy in the sold out community of Riverwalk Terrace. The owner stayed at the home a few times some of the appliances never used. Open floor plan 1365 square feet , 3 bedrooms and 2.5 baths easy living. Only 2 years young this unit feels like new, was never a rental barley lived in. also backs up to the woods the private side of the community. Another perk to this location

    Kat Thompson Benson & Mangold, LLC.

    103 Riverwalk Terrace, Federalsburg, MD 21632
  • /26

    $295,000 Sold Dec 30, 2025

    504 Pintail St, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft
    • Built 2024

    Last Sold Summary

    • $177/SF
    • 133 Days On Market

    Current Estimated Value $307,162

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    504 Pintail St, Greensboro, MD 21639
    • /19

      Est $209,738 Not Listed For Sale

      206 Maple Ave, Ridgely, MD 21660

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1890
      206 Maple Ave, Ridgely, MD 21660

      Last Sold Summary

      • 10% Above List Price
      • $152/SF
      • 17 Days On Market

      Last Sold Price $189,900

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /4

    $399,999 New Construction

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    210 W 2nd St, Ridgely, MD 21660

    Brand new. Zero honey-do list. Full peace of mind. Welcome to this newly constructed 4-bedroom, 2-bath home in Ridgely, where modern design meets small-town charm. If you’ve been waiting for that fresh-start feeling — this is it. Step inside to a bright, open layout designed for real life. The spacious living area flows seamlessly into the kitchen and dining space, creating the perfect setup for

    Kenneth Jester Coldwell Banker Realty

    210 W 2nd St, Ridgely, MD 21660
  • /18

    $475,000 Sold Dec 22, 2025

    0 Temple Rd Unit MDCM2006034, Marydel, MD 21649

    • Land
    • 53.01 Acres
    • $8,961 per Acre

    Last Sold Summary

    • 140 Days On Market

    Last Listing Agent Benjamin Alder The Land Group

    0 Temple Rd Unit MDCM2006034, Marydel, MD 21649
    • /5

      Est $516,243 Not Listed For Sale

      24776 Tribbett Cir, Ridgely, MD 21660

      • Built 2025
      24776 Tribbett Cir, Ridgely, MD 21660

      Last Sold Summary

      • 351% Above List Price
      • $53/SF
      • 261 Days On Market

      Last Sold Price $114,500

      Last Listing Agent Stephan Strothe Washington Fine Properties, LLC

  • /55

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    11142 Log Cabin Rd, Denton, MD 21629

    Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

    Courtney Gallagher Keller Williams Realty Central-Delaware

    11142 Log Cabin Rd, Denton, MD 21629
  • /88

    $930,000 Sold Sep 30, 2025

    3069 Choptank Rd, Preston, MD 21655

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft
    • Built 2003

    Last Sold Summary

    • $370/SF
    • 11 Days On Market

    Current Estimated Value $914,184

    Last Listing Agent Eddie Matthews Benson & Mangold, LLC

    3069 Choptank Rd, Preston, MD 21655
    • /27

      Est $351,313 Not Listed For Sale

      1202 Trice Meadows Cir, Denton, MD 21629

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 2010
      1202 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 1% Above List Price
      • $227/SF
      • 25 Days On Market

      Last Sold Price $349,000

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /6

    $624,900 Coming Soon

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

    322 Deep Shore Rd, Denton, MD 21629

    This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for

    Connie Loveland Benson & Mangold, LLC

    322 Deep Shore Rd, Denton, MD 21629
  • /44

    $295,900 Sold Dec 31, 2025

    3622 Choptank Rd, Preston, MD 21655

    • 2 Beds
    • 1.5 Baths
    • 1,700 Sq Ft
    • Built 1961

    Last Sold Summary

    • $174/SF
    • 2 Days On Market

    Current Estimated Value $288,975

    Last Listing Agent Brooke Tephabock LPT Realty, LLC

    3622 Choptank Rd, Preston, MD 21655
    • /10

      Est $394,646 Not Listed For Sale

      1101 Trice Meadows Cir, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 2023
      1101 Trice Meadows Cir, Denton, MD 21629

      Last Sold Summary

      • 8% Above List Price
      • $159/SF
      • 95 Days On Market

      Last Sold Price $364,900

      Last Listing Agent Michelle DiDonato Island Realty, LLC

  • /29

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 2,017 Sq Ft

    211 Bloomingdale Ave, Federalsburg, MD 21632

    Welcome to 211 Bloomingdale Ave. This custom‐built Brick Williamsburg‐style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‐ins, and detailed moldings. The spacious living room offers an inviting wood‐burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third

    Jana Meredith Meredith Fine Properties

    211 Bloomingdale Ave, Federalsburg, MD 21632
  • /27

    $209,990 Sold Feb 24, 2026

    120 Julie Ln, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Built 2025

    Last Sold Summary

    • $154/SF
    • 13 Days On Market

    Last Listing Agent Justin Wood D.R. Horton Realty of Virginia, LLC

    120 Julie Ln, Federalsburg, MD 21632
    • /21

      Est $213,772 Not Listed For Sale

      613 Denton Rd, Federalsburg, MD 21632

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1930
      613 Denton Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 1% Below List Price
      • $213/SF
      • 1 Day On Market

      Last Sold Price $214,900

      Last Listing Agent Austin Whitehead Whitehead Real Estate Exec.

  • /50

    $399,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    406 Morning Glory Dr, Denton, MD 21629

    SUPER PRICE IMPROVEMENT!! 2020-BUILT EASTERN SHORE COLONIAL. On the outskirts of historic Denton, you will find this 4-bedroom, 2.5 bathroom home in the pleasant neighborhood of “The Gardens!" This one-owner home offers high-end detailing including a fresh decorator neutral paint palette, free-flowing open concept floor plan, beautiful NEW carpeting, as well as luxury vinyl tile flooring, a

    Mary Stevens Long & Foster Real Estate, Inc.

    406 Morning Glory Dr, Denton, MD 21629
  • /16

    $265,000 Sold Jul 31, 2025

    17 Greenridge Ave, Ridgely, MD 21660

    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • Built 1991

    Last Sold Summary

    • $233/SF
    • 7 Days On Market

    Current Estimated Value $267,064

    Last Listing Agent Mary Mabry Keller Williams Select Realtors of Cambridge

    17 Greenridge Ave, Ridgely, MD 21660
    • /3

      Est $271,905 Not Listed For Sale

      510 Lincoln St, Denton, MD 21629

      • Built 2024
      510 Lincoln St, Denton, MD 21629

      Last Sold Summary

      • 806% Above List Price
      • $23/SF
      • 200 Days On Market

      Last Sold Price $30,000

      Last Listing Agent Barbara Beaudet Brenton Realty Group

  • /27

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft

    207 S 7th St, Denton, MD 21629

    3BR, 1.5BA home on LARGE in town lot featuring Corian countertops, hardwood floors and built-in bookshelves. Enjoy a welcoming front porch and screened breezeway connecting a 2 car attached garage with additional lean-to storage. Roof replaced 2021. Full Walkout Dry basement with French drain and sump pump. Convenient in town location close to local amenities, all that is missing is your car in

    Amy Betts Coldwell Banker Realty

    207 S 7th St, Denton, MD 21629
  • /29

    $325,000 Sold Oct 06, 2025

    614 Market St, Denton, MD 21629

    • 3 Beds
    • 2.5 Baths
    • 2,508 Sq Ft
    • Built 1890

    Last Sold Summary

    • $130/SF
    • 53 Days On Market

    Current Estimated Value $317,226

    Last Listing Agent Michael Bozek Michael J. Bozek

    614 Market St, Denton, MD 21629
    • /26

      Est $124,315 Not Listed For Sale

      13416 Greensboro Rd, Greensboro, MD 21639

      • Built 1971
      13416 Greensboro Rd, Greensboro, MD 21639

      Last Sold Summary

      • 8% Above List Price
      • $160/SF
      • 71 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

  • /54

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft

    12658 Oakland Rd, Ridgely, MD 21660

    Right on the outskirts of the Historic Town of Ridgely Maryland you will find this fully remodeled 4 bedroom rancher on a beautiful acre of land. A fenced backyard perfect for your pets and or your small farm animal dreams! Plenty of room for a kitchen garden too! Inside you will find a recently remodeled open concept kitchen with large island that makes for a great workspace & great gatherings!

    John Cary Rosendale Realty

    12658 Oakland Rd, Ridgely, MD 21660
  • /20

    $266,990 Sold Oct 10, 2025

    120 Parkland Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $252/SF
    • 24 Days On Market

    D.R. Horton Kinnamon Meadows

    120 Parkland Rd, Greensboro, MD 21639
    • /16

      Est $170,436 Not Listed For Sale

      4845 Houston Branch Rd, Federalsburg, MD 21632

      4845 Houston Branch Rd, Federalsburg, MD 21632

      Last Sold Summary

      • 7% Above List Price
      • 91 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Pamela Price Berkshire Hathaway HomeServices PenFed Realty

  • /64

    $405,000

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft

    8578 Tuckahoe Rd, Denton, MD 21629

    This property boasts with a 4 bedroom 3 full bathroom cape cod on a 1 acre lot in a beautiful wide open country setting! Fresh paint throughout the entire house, new refrigerator, new oven, new dryer AND new HVAC! All of the hard work has been done! Minutes to Denton or Easton. Move in ready!

    Megan Rosendale Rosendale Realty

    8578 Tuckahoe Rd, Denton, MD 21629
  • /23

    $379,000 Sold Mar 20, 2026

    25999 Fox Grape Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1987

    Last Sold Summary

    • $211/SF
    • 70 Days On Market

    Current Estimated Value $378,868

    Last Listing Agent Amy Betts Coldwell Banker Realty

    25999 Fox Grape Rd, Greensboro, MD 21639
    • /29

      Est $366,762 Not Listed For Sale

      21994 Main St, Hillsboro, MD 21641

      • 3 Beds
      • 3 Baths
      • 4,000 Sq Ft
      • Built 1800
      21994 Main St, Hillsboro, MD 21641

      Last Sold Summary

      • 56% Above List Price
      • $59/SF
      • 139 Days On Market

      Last Sold Price $234,900

      Last Listing Agent Gina Gargeu Century 21 Downtown

  • /50

    $399,000

    • 7 Beds
    • 4 Baths
    • 3,376 Sq Ft

    23267 Shady Oak Ln, Denton, MD 21629

    This is an idea for a description: "Welcome to 23267 Shady Oak Lane in Denton, MD - a spacious property set on over 4 acres. This 7-bedroom, 4-bath home offers 3,376 sq ft of living space, along with a detached 2-car garage and a private, wooded setting. The home offers a solid layout and is ready for updates, making it a great opportunity for buyers looking to renovate and create their ideal

    Mike Cowan Coldwell Banker Realty

    23267 Shady Oak Ln, Denton, MD 21629
  • /46

    $348,000 Sold Oct 14, 2025

    22490 Ash Blvd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2001

    Last Sold Summary

    • $188/SF
    • 22 Days On Market

    Last Listing Agent Kathryn Tennant Douglas Realty, LLC

    22490 Ash Blvd, Preston, MD 21655
    • /24

      Est $336,346 Not Listed For Sale

      5 Seward Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 2017
      5 Seward Rd, Ridgely, MD 21660

      Last Sold Summary

      • 4% Above List Price
      • $211/SF
      • 50 Days On Market

      Last Sold Price $324,000

      Last Listing Agent Amanda Morgan Brenton Realty Group

  • /26

    $369,000

    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft

    1302 Trice Meadows Cir, Denton, MD 21629

    Lovely Raised Rancher consisting of 2,412 square feet of living with the main level having 3 bedrooms, 2 bathrooms, office/den, living room, kitchen and laundry area with a split floor plan of the bedrooms and the owner's suite on the opposite end of house. No worries about parking your vehicles with this nice 2 car attached garage and on street parking. Additionally, the second floor 52x15 bonus

    George Thompson Long & Foster Real Estate, Inc.

    1302 Trice Meadows Cir, Denton, MD 21629
  • /21

    $297,500 Sold Apr 07, 2025

    3457 Jefferson Pond Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2024

    Last Sold Summary

    • $221/SF
    • 145 Days On Market

    Last Listing Agent Amy Herr Keller Williams Realty

    3457 Jefferson Pond Rd, Federalsburg, MD 21632
    • /5

      Est $83,333 Not Listed For Sale

      328 E Central Ave, Federalsburg, MD 21632

      328 E Central Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 317% Above List Price
      • 28 Days On Market

      Last Sold Price $20,000

      Last Listing Agent Heather Brummell Keller Williams Realty

  • /13

    $235,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,753 Sq Ft

    1202 Blue Heron Dr, Denton, MD 21629

    WELCOME HOME!!! 1753 SQ FT OF COMFORT...... 3 FLOORS, 3 SPACIOUS BEDROOMS, 3 BATHROOMS, WHITE WOOD CABINETS, MARBLE COUNTERTOPS, STAINLESS STEEL APPLIANCES, LUXURY VINYL FLOORING DOWNSTAIRS, FULLY CARPETED UPSTAIRS, LAUNDRY ROOM, PANTRY AND MORE. CORNER LOT/ QUICK ENTRY & EXIT/ PLAYGROUND/ POOL / CLUBHOUSE/ PET FRIENDLY NEIGHBORHOOD/ HOA / CLOSE DRIVE TO SCHOOLS, STORES, OCEAN CITY, CHESAPEAKE

    SHANTA PHILLIPS EXP Realty, LLC

    1202 Blue Heron Dr, Denton, MD 21629
  • /9

    $225,000 Sold Jun 11, 2025

    19 S 8th St, Denton, MD 21629

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1981

    Last Sold Summary

    • $260/SF
    • 9 Days On Market

    Current Estimated Value $225,096

    Last Listing Agent Myisha Walker Long & Foster Real Estate, Inc.

    19 S 8th St, Denton, MD 21629
    • /5

      Est $49,083 Not Listed For Sale

      26302 Sennett Rd, Denton, MD 21629

      26302 Sennett Rd, Denton, MD 21629

      Last Sold Summary

      • 31% Above List Price
      • 233 Days On Market

      Last Sold Price $37,500

      Last Listing Agent Michelle Anderson Coldwell Banker Premier - Seaford

  • /31

    $374,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    1107 Osprey Ln, Denton, MD 21629

    This well maintained 4 bedroom 2.5 bath home in the excellent community setting of Mallard Landing is ready for its new owners! This 2000 sq ft property features a partially fenced yard with a lovely patio/firepit area and plenty of room for gardening, fresh cabinets & counter tops, built in electric fireplaces throughout, new washer & dryer, oversized attached 2 car garage currently set up as a

    Megan Rosendale Rosendale Realty

    1107 Osprey Ln, Denton, MD 21629
  • /29

    $261,000 Sold Jan 13, 2026

    1105 Market St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2021

    Last Sold Summary

    • $201/SF
    • 85 Days On Market

    Current Estimated Value $262,017

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    1105 Market St, Denton, MD 21629

Showing Results 81 - 120, Page 3 of 18

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