14

Colonial Homes for Sale in Caroline County MD

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  • 8605 Hickory Place, Denton, MD 21629
    8605 Hickory Place, Denton, MD 21629
    8605 Hickory Place, Denton, MD 21629
    /38

    $479,000

    • 4 Beds
    • 2.5 Baths
    • 2,747 Sq Ft

    8605 Hickory Place, Denton, MD 21629

    Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    8605 Hickory Place, Denton, MD 21629
  • 322 S 2nd St, Denton, MD 21629
    322 S 2nd St, Denton, MD 21629
    322 S 2nd St, Denton, MD 21629
    /87

    $1,550,000

    • 5 Beds
    • 4.5 Baths
    • 4,853 Sq Ft

    322 S 2nd St, Denton, MD 21629

    Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built

    Agent Photo

    Elizabeth Osborn

    Coldwell Banker Realty

    322 S 2nd St, Denton, MD 21629
  • 24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    /41

    $579,900

    Open Sat 11AM - 1PM $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    24766 Tribbett Cir, Ridgely, MD 21660

    Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious .85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black

    Barbara McCaffrey Redfin Corp

    24766 Tribbett Cir, Ridgely, MD 21660
  • 8548 Dogwood Blossom Ln, Denton, MD 21629
    8548 Dogwood Blossom Ln, Denton, MD 21629
    8548 Dogwood Blossom Ln, Denton, MD 21629
    /48

    $374,900

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    8548 Dogwood Blossom Ln, Denton, MD 21629

    Nestled along a private road in a peaceful, tucked-away setting, this well-maintained Colonial offers the perfect blend of privacy, space, and convenience. Situated on more than 1.2 acres, the property backs to mature woods, providing beautiful wooded views and a serene backdrop to everyday living. The home needs only minor cosmetic updates, making it an excellent opportunity to add your own

    Barbara McCaffrey Redfin Corp

    8548 Dogwood Blossom Ln, Denton, MD 21629
  • 27329 Iron Gate Rd, Federalsburg, MD 21632
    27329 Iron Gate Rd, Federalsburg, MD 21632
    27329 Iron Gate Rd, Federalsburg, MD 21632
    /59

    $465,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,038 Sq Ft

    27329 Iron Gate Rd, Federalsburg, MD 21632

    Charming Colonial-style farmhouse set on 9 scenic acres, offering a rare blend of historic character, pastoral beauty, and endless potential. Ideal for animal lovers or those seeking a peaceful weekend retreat, the home features hardwood floors, exposed ceiling beams, and three wood-burning stoves that add warmth and timeless appeal. Large Spacious bedrooms, a screened porch and rear patio

    Shannon Parker Keller Williams Select Realtors of Cambridge

    27329 Iron Gate Rd, Federalsburg, MD 21632
  • 401 S 2nd St, Denton, MD 21629
    401 S 2nd St, Denton, MD 21629
    401 S 2nd St, Denton, MD 21629
    /33

    $340,000

    $29K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    401 S 2nd St, Denton, MD 21629

    This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 11⁄2 bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events. Inside, you’ll find beautiful hardwood floors that add warmth and timeless appeal throughout much of

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    401 S 2nd St, Denton, MD 21629
  • 608 Market St, Denton, MD 21629
    608 Market St, Denton, MD 21629
    608 Market St, Denton, MD 21629
    /40

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    608 Market St, Denton, MD 21629

    Full Re-Hab 2023! Home shows well. The best of Downtown Living! This refurbished Farmhouse, has all the feels of intown country living with all the new modern ammenties! Large Eat- in Kitchen with Tons of Storage! Family Room with Fireplace, leads to a side yard Patio for entertaining! Upstairs you will find three nice size Bedrooms, 2 Full Baths, and a Loft area. Attic has finished space

    Kathleen Brenton Brenton Realty Group

    608 Market St, Denton, MD 21629
  • 502 Kathryn Ct, Denton, MD 21629
    502 Kathryn Ct, Denton, MD 21629
    502 Kathryn Ct, Denton, MD 21629
    /48

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    502 Kathryn Ct, Denton, MD 21629

    Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious

    Charlene Reaser EXP Realty, LLC

    502 Kathryn Ct, Denton, MD 21629
  • 1 Sunrise Ave, Ridgely, MD 21660
    1 Sunrise Ave, Ridgely, MD 21660
    1 Sunrise Ave, Ridgely, MD 21660
    /28

    $399,000

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

    1 Sunrise Ave, Ridgely, MD 21660

    1 Sunrise Avenue is complete and ready for your private tour today! Just imagine starting your mornings in this thoughtfully crafted Lomaxx Custom Homes new build. Golden light spills across the nearby fields and settles gently indoors, where days begin with coffee on the back deck, birds gliding by, and daylight drifting through the windows, filling each room with a calm glow. Lomaxx Custom

    Crystal Smith RE/MAX Executive

    1 Sunrise Ave, Ridgely, MD 21660
  • 22005 Main St, Hillsboro, MD 21641
    22005 Main St, Hillsboro, MD 21641
    22005 Main St, Hillsboro, MD 21641
    /74

    $525,000

    • 3 Beds
    • 3 Baths
    • 3,088 Sq Ft

    22005 Main St, Hillsboro, MD 21641

    PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on 3⁄4 of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • 222 S 2nd St, Denton, MD 21629
    222 S 2nd St, Denton, MD 21629
    222 S 2nd St, Denton, MD 21629
    /42

    $334,900

    $24K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    222 S 2nd St, Denton, MD 21629

    This is 222 S. 2nd Street, a recently renovated home with historic charm. Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history. Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding. The house offers something that many two-story homes do

    Kathleen Brenton Brenton Realty Group

    222 S 2nd St, Denton, MD 21629
  • 245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    245 Briarwood Cir, Denton, MD 21629
    /10

    $309,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    245 Briarwood Cir, Denton, MD 21629

    Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality. The open-concept floor plan is perfect for both entertaining and daily living, featuring a gourmet kitchen with quartz countertops, a

    Michelle DiDonato Island Realty, LLC

    245 Briarwood Cir, Denton, MD 21629
  • 1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    /41

    $385,000

    $4K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    1111 Trice Meadows Cir, Denton, MD 21629

    ****PRICE ADJUSTMENT****Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience

    LaTanya Drayton United Real Estate Premier

    1111 Trice Meadows Cir, Denton, MD 21629
  • 1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    1709 Cattail Commons Way, Denton, MD 21629
    /36

    $430,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    1709 Cattail Commons Way, Denton, MD 21629

    Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
Maryland

Real Estate & Homes for Sale in Caroline County, MD

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