18

Colonial Homes for Sale in Caroline County MD

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  • /26

    $290,700

    Open House 9/26 $19K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,759 Sq Ft

    105 S 5th Ave, Denton, MD 21629

    Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own.One of the most special features of this location is the true front-row seat to Denton's hometown

    Jerry Peele Keller Williams Realty

    105 S 5th Ave, Denton, MD 21629
  • /11

    $329,900

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    1307 Chesapeake Dr, Denton, MD 21629

    Be sure to visit the open house Sept 5 from 11 to 2 pm! This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with

    Marcia Rostien Long & Foster Real Estate, Inc.

    1307 Chesapeake Dr, Denton, MD 21629
  • /52

    $554,000

    • 4 Beds
    • 2.5 Baths
    • 2,253 Sq Ft

    22677 Camryns Way, Queen Anne, MD 21657

    Welcome to 22677 Camryn’s Way, where timeless Colonial charm, thoughtful updates, and a peaceful setting come together on more than one spacious, private acre. Built in 2010 and meticulously maintained, this four-bedroom, two-and-a-half-bath home is truly move-in ready. Beautifully refinished hardwood floors have been extended throughout the main level, stair treads, and upper landing, creating a

    Justin Pokrywka Taylor Properties

    22677 Camryns Way, Queen Anne, MD 21657
  • /32

    $419,000

    • 5 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    109 Walnut St, Ridgely, MD 21660

    5 BEDROOMS — 2,250 SQ FT — MOVE-IN READY — 2-CAR GARAGE — ESTABLISHED LISTER ESTATES Looking for the space of a larger home without the wait, construction process, or uncertainty of new construction? Why wait for new construction when you can enjoy the space, comfort and established charm of a beautifully maintained Colonial in desirable Lister Estates? Offering 5 bedrooms, 2.5 baths and

    Camille Bullard Coldwell Banker Realty

    109 Walnut St, Ridgely, MD 21660
  • /61

    $569,900

    • 3 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    7884 Laurel Ln, Denton, MD 21629

    Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    7884 Laurel Ln, Denton, MD 21629
  • /39

    $319,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    105 Noble Ave, Preston, MD 21655

    105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs.Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that

    Heather Brummell Keller Williams Realty

    105 Noble Ave, Preston, MD 21655
  • /13

    $317,900

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

    243 Briarwood Cir, Denton, MD 21629

    The Upgrades Are In. All That’s Missing Is You! 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,

    Michelle DiDonato Island Realty, LLC

    243 Briarwood Cir, 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
  • /26

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    105 Park Ave, Ridgely, MD 21660

    Welcome to this charming Colonial home located in the heart of Ridgely! With a little TLC, this property has the potential to become your very own “Home Sweet Home.” Enjoy a convenient location close to Tuckahoe State Park and the local town park, which offers tennis courts, pickleball courts, and a playground for outdoor recreation and family fun. Firehouse, local shops, and medical centers are

    Barbara Blosser Long & Foster Real Estate, Inc.

    105 Park Ave, Ridgely, MD 21660
  • /48

    $385,000

    $10K PRICE DROP
    • 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
  • /60

    $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 ¾ 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

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • /42

    $329,900

    $29K 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

    Kathleen Brenton Brenton Realty Group

    222 S 2nd St, Denton, MD 21629
  • /30

    $279,900

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,791 Sq Ft

    309 N Main St, Greensboro, MD 21639

    This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the

    Eddie Matthews Benson & Mangold, LLC

    309 N Main St, Greensboro, MD 21639
  • /13

    $299,900

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

    247 Briarwood Cir, Denton, MD 21629

    Welcome home to this beautifully designed new construction interior townhome, ideally situated in an established community in the heart of Denton, Maryland. Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this thoughtfully designed home delivers the perfect combination of modern finishes, comfortable living, and everyday functionality.The Upgrades are In! All

    Michelle DiDonato Island Realty, LLC

    247 Briarwood Cir, Denton, MD 21629
  • /13

    $309,900

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

    245 Briarwood Cir, Denton, MD 21629

    The Upgrades are In! All that's missing is YOU! 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,

    Michelle DiDonato Island Realty, LLC

    245 Briarwood Cir, Denton, MD 21629
  • /36

    $425,000

    $20K 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

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
  • /41

    $579,900

    • 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
  • /51

    $389,900

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

    320 N Main St, Greensboro, MD 21639

    Welcome to 320 N Main St in the charming town of Greensboro! Step inside and discover a home that immediately invites you to kick off your shoes and stay awhile. Situated on a spacious half-acre lot, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and style. The beautifully updated kitchen is sure to impress, featuring a five-burner gas range, stainless steel

    Karen Clark Clark & Co Realty, LLC

    320 N Main St, Greensboro, MD 21639
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