15,698

Caroline County, MD Homes

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  • /49

    $797,500 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,342 Sq Ft

    12618 Knife Box Rd, Greensboro, MD 21639

    Custom home built in 2007, this home features a large eat in kitchen, a lovely screened porch over looking the park like property. Living room featuring a fireplace, and tray ceiling. to add another cozy feature. Hard wood flooring through out the living space gives that warm welcoming vibe. The property has the potential to be off the grid, the geothermal system is the basis., and a wood stove

    Kat Thompson Benson & Mangold, LLC.

    12618 Knife Box Rd, 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 $303,628

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

    27381 Greenwood Rd, Denton, MD 21629
    • /20

      Est $204,040 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

      • 17% Above List Price
      • $97/SF
      • 67 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Dale Hunter Bayside Realty

  • /4

    $24,500

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    204 Academy Ave, Federalsburg, MD 21632

    Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing

    Mike Dunn Keller Williams Realty Delmarva

    204 Academy Ave, Federalsburg, MD 21632
  • /99

    $420,000 Sold Aug 29, 2025

    208 Bloomingdale Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2.5 Baths
    • 3,734 Sq Ft
    • Built 1930

    Last Sold Summary

    • $112/SF
    • 16 Days On Market

    Current Estimated Value $400,370

    Last Listing Agent Blaine Williamson McClain-Williamson Realty, LLC

    208 Bloomingdale Ave, Federalsburg, MD 21632
    • /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

      Last Listing Agent Justin Pokrywka Taylor Properties

  • /23

    $200,000

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    1507 Blue Heron Dr, Denton, MD 21629

    3-Story Townhome Ready for Its New Owners!Home offers 3 bedrooms and 2.5 baths with a functional layout and comfortable living spaces. The spacious first floor features an open living area and convenient half bath for guests.The second floor includes two bedrooms, a full bath, and laundry area, providing everyday convenience. The third-floor primary suite offers a private retreat with a

    KL Harris Keller Williams Select Realtors of Cambridge

    1507 Blue Heron Dr, Denton, MD 21629
  • /31

    $227,000 Sold Jun 09, 2025

    326 N Main St, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1915

    Last Sold Summary

    • $143/SF
    • 188 Days On Market

    Current Estimated Value $220,427

    Last Listing Agent Billy Mister Keller Williams Realty

    326 N Main St, Federalsburg, MD 21632
    • /30

      Est $276,696 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

      • 5% Above List Price
      • $118/SF
      • 5 Days On Market

      Last Sold Price $264,000

      Last Listing Agent Jason Dey Kevin Dey Realty

  • /23

    $290,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft

    12 N Maple Ave, Ridgely, MD 21660

    Seller has to find home of choice. Welcome home to this charming 2-bedroom, 1-bath gem nestled in a quiet, established neighborhood. Perfect for first-time buyers, downsizers, or anyone looking for comfortable, low-maintenance living, this home offers both warmth and functionality. Step inside to find beautiful new wood flooring flowing through the living room, kitchen, and hallway, creating a

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    12 N Maple Ave, Ridgely, MD 21660
  • /53

    $320,000 Sold Apr 28, 2025

    6939 Reliance Rd, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1981

    Last Sold Summary

    • $205/SF
    • 132 Days On Market

    Current Estimated Value $302,810

    Last Listing Agent Sharon Fisher RE/MAX Advantage Realty

    6939 Reliance Rd, Federalsburg, MD 21632
    • /25

      Est $338,439 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

      • 3% Below List Price
      • $231/SF
      • 65 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Eric Haro The Parker Group

  • /35

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3-4 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over look the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers a

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /28

    $285,000 Sold May 09, 2025

    21959 Main St, Hillsboro, MD 21641

    • 4 Beds
    • 2 Baths
    • 2,168 Sq Ft
    • Built 1885

    Last Sold Summary

    • $131/SF
    • 9 Days On Market

    Current Estimated Value $299,370

    Last Listing Agent Jimmy White Long & Foster Real Estate, Inc.

    21959 Main St, Hillsboro, MD 21641
    • /44

      Est $305,395 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

      • 7% Below List Price
      • $165/SF
      • 251 Days On Market

      Last Sold Price $329,900

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

  • /3

    $282,990 New Construction

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

    CURTIS Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms and two bathrooms. 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 kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along

    D.R. Horton Builder
    103 Park Ave Unit 36203276, Greensboro, MD 21639
  • /19

    $325,000 Sold Aug 08, 2025

    1206 Trice Meadows Cir, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 2018

    Last Sold Summary

    • $221/SF
    • 86 Days On Market

    Current Estimated Value $330,186

    Last Listing Agent Bonnie Johnson Keller Williams Realty

    1206 Trice Meadows Cir, Denton, MD 21629
    • /3

      Est $89,500 Not Listed For Sale

      326 E Central Ave, Federalsburg, MD 21632

      326 E Central Ave, Federalsburg, MD 21632

      Last Sold Summary

      • 156% Above List Price
      • 125 Days On Market

      Last Sold Price $35,000

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

  • /23

    $749,000 Under Contract

    21682 Dover Bridge Rd, Preston, MD 21655

    Beautiful farm outside of Preston. 2 parcels included in the sale totaling 95+/- acres improved with a 4 bay run in shed with power and an additional storage shed. Incredible hunting and there was a perc on the property however would need to be re-evaluated.

    Jim Corson Benson & Mangold, LLC

    21682 Dover Bridge Rd, Preston, MD 21655
  • /26

    $280,000 Sold Aug 25, 2025

    104 S 8th St, Denton, MD 21629

    • 2 Beds
    • 1.5 Baths
    • 1,055 Sq Ft
    • Built 1973

    Last Sold Summary

    • $265/SF
    • 7 Days On Market

    Current Estimated Value $273,362

    Last Listing Agent Tony Letizia VRA Realty

    104 S 8th St, Denton, MD 21629
    • /12

      Est $321,224 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

      • 6% Above List Price
      • $195/SF
      • 101 Days On Market

      Last Sold Price $304,000

      Last Listing Agent Sebastian Martinez Samson Properties

  • /24

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    329 Maple Ave, Federalsburg, MD 21632

    Charming Rancher with Beautiful Upgrades! This well-maintained 3-bedroom, 2-bath home features beautiful hardwood floors, a spacious living room, and an inviting kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops and ample workspace, perfect for cooking and gathering.Enjoy the convenience of a separate laundry room plus an additional storage room

    Mary Mabry Keller Williams Select Realtors of Cambridge

    329 Maple Ave, Federalsburg, MD 21632
  • /106

    $540,000 Sold Sep 04, 2025

    8534 Briar Patch Dr, Denton, MD 21629

    • 4 Beds
    • 3 Baths
    • 3,039 Sq Ft
    • Built 1995

    Last Sold Summary

    • $178/SF
    • 68 Days On Market

    Current Estimated Value $538,590

    Last Listing Agent Alana Taylor Worthington Realty Group, LLC

    8534 Briar Patch Dr, Denton, MD 21629
    • /25

      Est $296,180 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

      Last Listing Agent Ralph Harvey ListWithFreedom.com

  • /55

    $419,000 Under Contract

    • 5 Beds
    • 2 Baths
    • 4,060 Sq Ft

    8 W Liberty St, Ridgely, MD 21660

    Welcome to this beautiful updated Custom Built Brick 5-bedroom, 2-bath home nestled on a generous double corner lot in the quaint town of Ridgely. Combining classic charm with modern updates. This property offers comfort and convenience—perfect for growing families or those who love to entertain. Property hightlights include: Updated kitchen featuring brand-new stainless steel appliances, new

    Barbara Blosser Long & Foster Real Estate, Inc.

    8 W Liberty St, Ridgely, MD 21660
  • /65

    $450,000 Sold Sep 12, 2025

    135 Walnut St, Ridgely, MD 21660

    • 4 Beds
    • 4 Baths
    • 3,408 Sq Ft
    • Built 2005

    Last Sold Summary

    • $132/SF
    • 4 Days On Market

    Current Estimated Value $443,726

    Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Walnut St, Ridgely, MD 21660
    • /19

      Est $275,523 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

      • 2% Above List Price
      • $261/SF
      • 3 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Dustin Parker The Parker Group

  • /59

    $298,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,528 Sq Ft

    506 Park Ave, Ridgely, MD 21660

    Welcome to this delightful 2-bedroom, 1-bath rancher nestled in the heart of Ridgely. Perfectly positioned on a spacious double lot, this home offers abundant outdoor space—ideal for gardening, entertaining, or future expansion. A brand-new roof adds peace of mind and long-term value. Step inside to discover a bright and functional layout featuring a sun-drenched sunroom, a cozy living room with

    Lisa Lynch Keller Williams Realty

    506 Park Ave, Ridgely, MD 21660
  • /47

    $365,000 Sold May 22, 2025

    25782 Burrsville Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • $272/SF
    • 68 Days On Market

    Current Estimated Value $377,888

    Last Listing Agent Brittany Gough RE/MAX One

    25782 Burrsville Rd, Denton, MD 21629
    • /8

      Est $487,742 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

      • 4% Above List Price
      • $301/SF
      • 127 Days On Market

      Last Sold Price $470,000

      Last Listing Agent rachael harrison Coldwell Banker Realty

  • /54

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 3,442 Sq Ft

    5585 Harmony Woods Dr, Preston, MD 21655

    Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open

    Georgi Chauvin Benson & Mangold, LLC

    5585 Harmony Woods Dr, Preston, MD 21655
  • /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 $376,726

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    24887 Holsinger Ln, Ridgely, MD 21660
    • /17

      Est $220,676 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

      • $279/SF
      • 7 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Marti McGinty Chesapeake Real Estate Associates, LLC

  • /31

    $269,900

    • 3 Beds
    • 1.5 Baths
    • 1,155 Sq Ft

    502 W Sunset Ave, Greensboro, MD 21639

    Renovated & Move-In Ready with Detached 2-Car Garage! Welcome to this beautifully updated 3-bedroom, 1.5-bath home where modern style meets everyday comfort. From the moment you step inside, you’ll notice the fresh, clean feel created by brand-new LVP flooring, recessed lighting, fresh paint throughout, and a completely renovated kitchen and bathroom designed with today’s buyer in mind.The

    Pamela Geib Long & Foster Real Estate, Inc.

    502 W Sunset Ave, Greensboro, MD 21639
  • /11

    $245,000 Sold Sep 09, 2025

    210 Denton Rd, Federalsburg, MD 21632

    • 4 Beds
    • 3 Baths
    • 1,190 Sq Ft
    • Built 1935

    Last Sold Summary

    • $206/SF
    • 127 Days On Market

    Current Estimated Value $191,784

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    210 Denton Rd, Federalsburg, MD 21632
    • /33

      Est $327,575 Not Listed For Sale

      7881 Dyer Rd, Denton, MD 21629

      • 4 Beds
      • 2 Baths
      • 1,961 Sq Ft
      • Built 1972
      7881 Dyer Rd, Denton, MD 21629

      Last Sold Summary

      • 13% Above List Price
      • $148/SF
      • 40 Days On Market

      Last Sold Price $289,900

      Last Listing Agent Douglas Reyes Smart Realty, LLC

  • /28

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    341 Academy Ave, Denton, MD 21629

    Welcome to Denton! Small town living with all the amenities nearby! Cute townhouse with two bedrooms, one and a half baths with washer/dryer in unit. Nice rear desk with new Trex decking, private parking in the rear. Low maintenance and No HOA. Walk into town for coffee or a meal then walk down to the water along the Choptank River. Boat ramp and kayak/paddle board launch minutes away. Super

    Jason Dey Kevin Dey Realty

    341 Academy Ave, Denton, MD 21629
  • /34

    $332,000 Sold Sep 05, 2025

    22329 Tanyard Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft
    • Built 1972

    Last Sold Summary

    • $314/SF
    • 29 Days On Market

    Current Estimated Value $329,783

    Last Listing Agent Laura Anderson Coldwell Banker Realty

    22329 Tanyard Rd, Preston, MD 21655
    • /61

      Est $436,361 Not Listed For Sale

      1146 Osprey Ln, Denton, MD 21629

      • 4 Beds
      • 2.5 Baths
      • 3,082 Sq Ft
      • Built 2006
      1146 Osprey Ln, Denton, MD 21629

      Last Sold Summary

      • 8% Above List Price
      • $131/SF
      • 2 Days On Market

      Last Sold Price $403,000

      Last Listing Agent Whitney Westover First Coast Realty LLC

  • /6

    $58,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    21166 Marsh Creek Rd, Preston, MD 21655

    Welcome to this charming 3 bedroom, 2 bath home located in the quiet community of Prettyman Manor.This home offers a spacious living room featuring a beautiful fireplace, perfect for cozy evenings.It has a nice size master bedroom with full bathroom that includes an updated walk in shower and vanity. The home sits on a large yard that backs to trees, providing added privacy and a peaceful setting

    Donna Elliott Long & Foster Real Estate, Inc.

    21166 Marsh Creek Rd, Preston, MD 21655

Showing Results 401 - 440, Page 11 of 18

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