15,754

Caroline, MD Homes

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  • /8

    $2,950,000 Sold Mar 13, 2025

    • Land
    • 349 Acres
    • $8,442 per Acre
    • 20 Days On Market

    0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632

    349.43+/- production farm located northeast of Federalsburg in Caroline County, MD. The farm consists of 253+/- tillable acres of which, 190+/- acres are irrigated through center pivot. All irrigation equipment and generators will convey in the sale. The remaining 96+/- acres consist of timber in various age classes. The two parcels straddling White Road are encumbered by a MALPF Easement. See

    Benjamin Alder The Land Group

    0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632
    • /60

      Est $798,678 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,546 Sq Ft

      24461 Friendship Rd, Preston, MD 21655

      24461 Friendship Rd, Preston, MD 21655
  • /16

    $299,900 New Construction

    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004048, Denton, MD 21629
  • /4

    $180,000 Sold Mar 12, 2025

    • 2,172 Sq Ft
    • $83/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1880

    511 Market St, Denton, MD 21629

    Part of this home used to be a Beauty Salon. It can be changed back to the original space if desired, Has a large storage garage at end of the back yard and off street parking. Home is sold in an as in condition.A New Roof has been installed in the last 3 years.

    Barbara Beaudet Brenton Realty Group

    511 Market St, Denton, MD 21629
    • /11

      Est $276,492 Not Listed For Sale

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

      408 Maple Ave, Ridgely, MD 21660

      408 Maple Ave, Ridgely, MD 21660
  • /28

    $214,990 Pending

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

    122 Julie Ln, Federalsburg, MD 21632

    **Red Tag Sales Event through July 20, 2025! Was $232,990 Now: $214,990!** Discover 122 Julie Lane, a new home in Riverwalk Terrace in Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with ample

    Justin Wood D.R. Horton Realty of Virginia, LLC

    122 Julie Ln, Federalsburg, MD 21632
  • /19

    $440,000 Sold Mar 11, 2025

    • 1,712 Sq Ft
    • $257/SF
    • 3 Beds
    • 2 Baths
    • Built 2020

    11255 Maplewood Dr, Ridgely, MD 21660

    Another opportunity to become a homeowner in 2025 in the very polular community of Maplewood Estates. This stunning 3-bedroom, 2.5-bathroom ranch-style home offers the perfect blend of modern comfort and rural charm. Built in 2020, this 1,712 square foot residence sits on a spacious 1.63-acre lot, providing ample space for outdoor activities and future expansions.Step inside to discover

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11255 Maplewood Dr, Ridgely, MD 21660
    • /39

      Est $314,286 Not Listed For Sale

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

      12 Oakview Ct, Ridgely, MD 21660

      12 Oakview Ct, Ridgely, MD 21660
  • /7

    $239,900 Pending

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    4539 Houston Branch Rd, Federalsburg, MD 21632

    Complete rehab house, metal roof, new kitcen, new windows bounus room in attic

    Barbara Nichols Results Realty Inc.

    4539 Houston Branch Rd, Federalsburg, MD 21632
  • /22

    $275,000 Sold Mar 11, 2025

    • 1,080 Sq Ft
    • $255/SF
    • 108 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    517 Franklin St, Denton, MD 21629

    This beautiful historic home in Downtown Denton is ready for its new owners! Situated on a spacious in town lot, step inside to the bright and welcoming living area, open to the formal dining room, all with gorgeous hardwood flooring throughout. New full bathroom on the main level. The kitchen has plenty of cabinets for storage and a large pantry. Upstairs has three spacious bedrooms and a

    Amanda Morgan Brenton Realty Group

    517 Franklin St, Denton, MD 21629
    • /20

      Est $253,231 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,364 Sq Ft

      411 N 6th St, Denton, MD 21629

      411 N 6th St, Denton, MD 21629
  • /2

    $284,990 Pending

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    116 Parkland Rd, Greensboro, MD 21639

    Introducing 116 Parkland Road, a new home soon to be built in Kinnamon Meadows in Greensboro, MD. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts

    Justin Wood D.R. Horton Realty of Virginia, LLC

    116 Parkland Rd, Greensboro, MD 21639
  • /4

    $249,900 Sold Mar 06, 2025

    • Land
    • 21 Acres
    • $11,900 per Acre
    • 11 Days On Market

    0 Bridgetown Rd Unit MDCM2005246, Goldsboro, MD 21636

    Vacant wooded parcel located in North West part of Caroline County. Perc approved for one residence. Deer hunting and other recreational opportunities on the property. Easy commute to Maryland Rt. 301 and Delaware line. Private wooded parcel.

    William Norris Select Land & Homes, LLC

    0 Bridgetown Rd Unit MDCM2005246, Goldsboro, MD 21636
    • /25

      Est $173,015 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 962 Sq Ft

      208 W 2nd St, Ridgely, MD 21660

      208 W 2nd St, Ridgely, MD 21660
  • /27

    $219,990 Pending

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

    149 Riverwalk Terrace, Federalsburg, MD 21632

    **Red Tag Sales Event now through April 20, 2025! Was $227,990 Now: $219,990! Home must close on or before 06/13/2025.** Take in stunning river views of the Marshyhope Creek from the back deck of your new home at 149 Riverwalk Terrace in Federalsburg, MD, located in the charming Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms,

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    149 Riverwalk Terrace, Federalsburg, MD 21632
  • /7

    $265,000 Sold Mar 05, 2025

    • 1,890 Sq Ft
    • $140/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1981

    128 Mill St, Greensboro, MD 21639

    ?Welcome to 128 Mill Street in Greensboro, Maryland! This charming cape cod home offers stunning views of the Choptank River and a peaceful park in smugglers cove. The great room on the first level features natural light, a brick hearth with a woodstove, one full bathroom. Upstairs, a loft area awaits a second bath, along with two spacious bedrooms. The covered deck is perfect for enjoying

    Phill Whitby Long & Foster Real Estate, Inc.

    128 Mill St, Greensboro, MD 21639
    • /50

      Est $358,194 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,820 Sq Ft

      25922 Fox Grape Rd, Greensboro, MD 21639

      25922 Fox Grape Rd, Greensboro, MD 21639
  • /32

    $229,999 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    1303 Blue Heron Dr, Denton, MD 21629

    Charming 3-Bedroom Townhouse with Modern Updates & Low HOA!Welcome to this spacious and beautifully maintained 3-bedroom, 2.5-bath townhouse offering 1,816 sq ft of comfortable living space. Recent upgrades include new carpet, fresh paint, updated light fixtures, and new flooring in the kitchen and primary bathroom—making this home move-in ready!The main level features an

    Justin Pokrywka Meredith Fine Properties

    1303 Blue Heron Dr, Denton, MD 21629
  • /15

    $200,000 Sold Mar 04, 2025

    • 1,252 Sq Ft
    • $160/SF
    • 25 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    22081 Dover Bridge Rd, Preston, MD 21655

    Charming 3-bedroom, 1-bathroom home in the heart of Preston, MD, featuring modern updates throughout. This home boasts a brand-new metal roof, mini-split systems in every room, and a new water heater for comfort and efficiency. The open kitchen flows into a spacious dining area, which is perfect for family gatherings, and opens further into a cozy living room. Off the kitchen, enjoy a finished

    Pamela Price RE/MAX Advantage Realty

    22081 Dover Bridge Rd, Preston, MD 21655
    • /28

      Est $414,432 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,994 Sq Ft

      1104 Foster Holly Ct, Denton, MD 21629

      1104 Foster Holly Ct, Denton, MD 21629
  • /2

    $287,990 Pending

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

    111 Parkland Rd, Greensboro, MD 21639

    Coming soon at 111 Parkland Road, a new home soon to be built in our newest community Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of

    Justin Wood D.R. Horton Realty of Virginia, LLC

    111 Parkland Rd, Greensboro, MD 21639
  • /34

    $324,000 Sold Mar 03, 2025

    • 1,232 Sq Ft
    • $263/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    5480 Bethlehem Rd, Preston, MD 21655

    This well-maintained rancher offers easy one-level living on a spacious 1+/- acre lot. The home has been freshly painted and features an abundance of natural light and an open floor plan with vaulted ceilings in the living room and kitchen. Hardwood floors flow throughout the main living areas. The open kitchen includes table space, an island and ample of cabinet and counter space. The primary

    Kim Crouch Ozman Benson & Mangold, LLC

    5480 Bethlehem Rd, Preston, MD 21655
    • /15

      Est $323,639 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,162 Sq Ft

      522 Bernard Ave, Greensboro, MD 21639

      522 Bernard Ave, Greensboro, MD 21639
  • /56

    $399,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    18089 Templeville Rd, Marydel, MD 21649

    Welcome to 18089 Templeville Road, a 4-bedroom, 2-bath rancher set on nearly half an acre of wide-open land, with pond and pole barn to max it all out—offering the space you want and the flexibility you need.This home delivers a classic layout with a large living room, separate dining space, and a generously sized kitchen ready for your vision. With a split-bedroom floor plan, the primary

    Phil Gerdes Real Broker, LLC - Annapolis

    18089 Templeville Rd, Marydel, MD 21649
  • /15

    $219,000 Sold Feb 28, 2025

    • 1,524 Sq Ft
    • $144/SF
    • 32 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1885

    114 S 3rd St, Denton, MD 21629

    Professional photos coming soon. Step into this charming 2-bedroom, 1.5-bath gem nestled in the heart of downtown Denton, where modern convenience meets timeless style. Well maintained and move-in ready, this home boasts off-street parking and a detached one-car garage, with a half bath and additional versatile space, complete with extra room for storage, a workshop, or even a cozy office.

    Shirley Coulbourne Coldwell Banker Realty

    114 S 3rd St, Denton, MD 21629
    • /10

      Est $244,079 Not Listed For Sale

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

      312 W Sunset Ave, Greensboro, MD 21639

      312 W Sunset Ave, Greensboro, MD 21639
  • /28

    $219,990 Pending

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

    141 Riverwalk Terrace, Federalsburg, MD 21632

    Relax on your back deck and enjoy picturesque views of the Marshyhope Creek at 141 Riverwalk Terrace in Federalsburg, MD, in the welcoming Riverwalk Terrace community. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms, two and a half bathrooms and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    141 Riverwalk Terrace, Federalsburg, MD 21632
  • /14

    $265,000 Sold Feb 28, 2025

    • 1,676 Sq Ft
    • $158/SF
    • 177 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    24751 Woods Dr, Denton, MD 21629

    Welcome to this charming rancher nestled on a serene half acre wooded lot, offering the perfect blend of tranquility and convenience. This well maintained home features 2 or possibly 3 bedrooms, ideal for accommodating various living arrangements or a dedicated home office space. While the interior awaits your personal touch with updating and finishing touches, the property boasts a solid

    Linda Moore Meredith Fine Properties

    24751 Woods Dr, Denton, MD 21629
    • /61

      Est $432,323 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft

      1107 Ruddy Duck Ct, Denton, MD 21629

      1107 Ruddy Duck Ct, Denton, MD 21629
  • /15

    $219,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,340 Sq Ft

    307 W Central Ave, Federalsburg, MD 21632

    Charming and full of character, this adorable 3-bedroom, 1-bath home is nestled in the heart of town, offering convenience and cozy living. With a wrap-around porch, gas log fireplace, and fenced rear yard with a shed, this home is perfect for those seeking comfort and charm. This delightful home offers the best of small-town living with modern comforts. Whether you're a first-time homebuyer,

    Mary Mabry Keller Williams Select Realtors of Cambridge

    307 W Central Ave, Federalsburg, MD 21632
  • /31

    $158,000 Sold Feb 26, 2025

    • 988 Sq Ft
    • $160/SF
    • 8 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1960

    313 Reliance Ave, Federalsburg, MD 21632

    This charming 988 Sq Ft. home on 313 Reliance Ave in Federalsburg, Md!.This 1 bedroom, 1 bath property offers a perfect blend of comfort and functionality. The large bedroom features hardwood floors and two spacious cedar closets while a cedar lined hall closet adds an elegant touch .Added bonus, this property has a backup generator.The oversized kitchen has plenty of room for a

    Mary Jameson Long & Foster Real Estate, Inc.

    313 Reliance Ave, Federalsburg, MD 21632
    • /19

      Est $313,739 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,480 Sq Ft

      6 Oak St, Ridgely, MD 21660

      6 Oak St, Ridgely, MD 21660
  • /57

    $405,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,994 Sq Ft

    1208 Painted Fern Rd, Denton, MD 21629

    BEST VALUE IN THE SOUGHT AFTER COMMUNITY OF SAVANNAH OVERLOOK! This pristine 2006 built, 4 bedroom, 2.5 bath updated colonial is situated on a .25 lot and offers newly installed privacy fence, pemium 50-year architectural roofing system installed 2022 (transferable warranty included), brand new laundry appliances, 2024, new carpeting throughout, 2024, contemporary lighting upgrades interior

    Barbara McCaffrey Redfin Corp

    1208 Painted Fern Rd, Denton, MD 21629
  • /27

    $675,000 Sold Feb 26, 2025

    • 3,356 Sq Ft
    • $201/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    17791 Keens Fright Ln, Henderson, MD 21640

    Stunning colonial on over 4 acres in Caroline County at 17791 Keens Fright Lane! A custom built 2006 home featuring over 3,350+ square feet, nestled on flat acreage in the country side with amazing amenities - make yourself at home! The long, meandering driveway stops at the front of the home where the expansive front porch awaits, greeting you with opportunities to put your feet up and relax

    Elisabeth Yeager Homes and Farms Real Estate

    17791 Keens Fright Ln, Henderson, MD 21640
    • /18

      Est $371,393 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,130 Sq Ft

      312 Hughlett St, Preston, MD 21655

      312 Hughlett St, Preston, MD 21655
  • /99

    $409,900 Pending

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

    208 Bloomingdale Ave, Federalsburg, MD 21632

    **Discover Your Dream Retreat: A Stunning 3-Bedroom Rancher with Unmatched Amenities!**Welcome to your private sanctuary, where elegance meets endless possibilities! This remarkable 3-bedroom, 2.5-bath rancher is nestled on an expansive lot, featuring a beautifully brick-fenced yard, a finished basement, a detached 2-car garage, and even a stable/barn. With an entertainment room complete

    Blaine Williamson McClain-Williamson Realty, LLC

    208 Bloomingdale Ave, Federalsburg, MD 21632
  • /27

    $219,990 Sold Feb 26, 2025

    • 1,365 Sq Ft
    • $161/SF
    • 130 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    108 Riverwalk Terrace, Federalsburg, MD 21632

    **Red Tag Sales Event now through January 19, 2025! Was $229,990 Now: $219,990! Home must close on or before 3/17/2025.** Discover 108 Riverwalk Terrace, a new home located in the new townhome community of Riverwalk Terrace in Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms and two and a half bathrooms. The first

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    108 Riverwalk Terrace, Federalsburg, MD 21632
    • /54

      Est $450,747 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,898 Sq Ft

      3 Robins Ct, Ridgely, MD 21660

      3 Robins Ct, Ridgely, MD 21660
  • /27

    $220,990 Pending

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

    120 Julie Ln, Federalsburg, MD 21632

    Explore 120 Julie Lane, a new home in the welcoming Riverwalk Terrace community of Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story interior townhome with three bedrooms, two and a half bathrooms, and on-street parking.The first floor is spacious with a large, thoughtfully designed kitchen with ample gray cabinet space, granite countertops, stainless steel

    Justin Wood D.R. Horton Realty of Virginia, LLC

    120 Julie Ln, Federalsburg, MD 21632
  • /32

    $250,000 Sold Feb 26, 2025

    • 1,536 Sq Ft
    • $163/SF
    • 135 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1885

    201 S 2nd St, Denton, MD 21629

    Huge Price Improvement! Come out and see this lovely home! Welcome to this charming Victorian home nestled in the heart of Denton, where classic elegance meets modern convenience. This delightful 4-bedroom, 2-bathroom residence features a welcoming wrap-around front porch perfect for relaxing and enjoying the neighborhood ambiance. With one bedroom conveniently located on the first floor, it

    Darlene Winegardner RE/MAX Executive

    201 S 2nd St, Denton, MD 21629

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