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Colonial Homes for Sale in Caroline County MD

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  • /41

    $595,000

    • 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
  • /55

    $635,000

    • 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
  • /59

    $475,000

    • 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
  • /28

    $399,000 New Construction

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

    1 Sunrise Ave, Ridgely, MD 21660

    As morning light rises over Sunrise Village, this home, The Sunshine, thoughtfully crafted by local builder Lomaxx Custom Homes comes to life. Golden light spills across the nearby fields and settles gently indoors, where days begin with coffee on the porch, birds gliding by, and daylight drifting through the windows, filling each room with a calm, welcoming glow. Designed for easy, everyday

    Crystal Smith RE/MAX Executive

    1 Sunrise Ave, Ridgely, MD 21660
  • /60

    $533,900 Open Sat 2PM - 4PM

    • 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
  • /39

    $399,500

    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft

    315 Morning Glory Dr, Denton, MD 21629

    From the moment you step inside, this gorgeous Colonial immediately feels like home. Thoughtfully designed with a 5-foot bump-out extension and a highly desirable open floor plan, the layout offers both space and functionality for everyday living and entertaining. The living room is filled with natural light thanks to an added third window, creating a bright and inviting atmosphere that carries

    Crystal Smith RE/MAX Executive

    315 Morning Glory Dr, Denton, MD 21629
  • /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
  • /41

    $385,000

    • 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
  • /36

    $445,000

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    1709 Cattail Commons Way, Denton, MD 21629

    Welcome to 1709 Cattail Commons Way in the desirable Savannah Overlook community of Denton. This well-maintained 4-bedroom, 2.5-bath home offers a spacious and functional layout designed for both everyday living and entertaining. The main level features an open floor plan that flows easily from room to room. The kitchen is the heart of the home, complete with an oversized island, stainless steel

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
  • /24

    $264,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    28241 Hickman Cannery Rd, Denton, MD 21629

    Welcome to 28241 Hickman Cannery Road, a refreshed two-story home in Denton, MD, blending classic charm with modern, low-maintenance updates. Luxury vinyl plank flooring runs throughout both levels, creating a cohesive, move-in-ready feel. The main level offers a bright living room, a flexible den ideal for a home office or family room, a spacious kitchen, dedicated laundry room, and a full

    Billy Mister Keller Williams Realty

    28241 Hickman Cannery Rd, Denton, MD 21629
  • /12

    $89,900

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    103 Chambers St, Preston, MD 21655

    This Colonial home features timeless architecture and thoughtful design. The property offers solid construction and classic appeal, making it an excellent opportunity for discerning buyers. This distinctive property presents an outstanding opportunity for transformation and value creation. The established neighborhood setting combines small-town charm with practical accessibility to essential

    Pamela Geib Long & Foster Real Estate, Inc.

    103 Chambers St, Preston, MD 21655
  • /2

    $324,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    411 Mallard Dr, Greensboro, MD 21639

    Located in the charming community of Caroline Farms in Greensboro, MD, this delightful Colonial-style home offers a perfect blend of comfort and convenience. Built in 2006, this well-maintained residence boasts 1,848 square feet of living space, providing ample room for relaxation and entertaining. As you approach the home, you'll be greeted by its inviting vinyl siding and a well-manicured front

    Vincent Payne Realty Navigator

    411 Mallard Dr, Greensboro, MD 21639
  • /49

    $324,900

    • 4 Beds
    • 2 Baths
    • 2,448 Sq Ft

    522 Market St, Denton, MD 21629

    Investor special in the heart of Denton! This duplex at 522 Market St offers incredible potential for the right buyer looking to add value and build equity. Featuring two separate units, each level includes 2 bedrooms and 1 full bathroom, providing a functional layout ideal for rental income or multi-generational living. This also has potential to be converted back into a single family

    Mike Lee Elmore EXP Realty, LLC

    522 Market St, Denton, MD 21629
  • /37

    $249,000

    • 4 Beds
    • 2 Baths
    • 2,320 Sq Ft

    121 E Central Ave, Federalsburg, MD 21632

    Step into the timeless charm of 121 E Central Avenue, a stately four-bedroom, two-full-bathroom residence that perfectly captures the essence of classic Eastern Shore living. Situated in the heart of Federalsburg, this home makes a grand first impression with its expansive wrap-around front porch, offering the ideal vantage point to enjoy refreshing breezes and peaceful water views of the nearby

    LEE MARLAND Keller Williams Realty

    121 E Central Ave, Federalsburg, MD 21632
  • /30

    $299,900

    • 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
  • /37

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    2697 Choptank Main St, Preston, MD 21655

    Charming Renovated Home in Choptank, Preston MD. This home currently has a fresh coat of interior paint, new kitchen appliances. Luxury vinyl flooring installed in the Living Room. Updated bath vanities and many more updates. It is turn key and ready and waiting for you. Situated on a large double lot with mature landscaping. Don’t miss this beautifully completely renovated 2-bedroom, 2-bath home

    Darlene Wheatley Benson & Mangold, LLC

    2697 Choptank Main St, Preston, MD 21655
  • /14

    $220,000

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    1304 Blue Heron Dr, Denton, MD 21629

    Welcome to 1304 Blue Heron Drive in Denton, Maryland — a move-in ready three-story townhome offering space, style, and comfort. This well-maintained home features LVP flooring throughout the main living area, granite countertops, stainless steel appliances, and a layout designed for everyday living.The spacious bedrooms provide plenty of room to spread out, including a private third-floor

    Heather Brummell Keller Williams Realty

    1304 Blue Heron Dr, Denton, MD 21629
  • /40

    $235,000

    • 5 Beds
    • 3 Baths
    • 2,122 Sq Ft

    212 Main St, Preston, MD 21655

    Welcome to this spacious and beautifully maintained property nestled in the peaceful town of Preston. The main residence features 5 generously sized bedrooms and 3 full bathrooms, offering plenty of space for comfortable family living, guests, or multi-generational arrangements. At the heart of the home, you’ll find a large eat-in kitchen, perfect for gathering with family, hosting friends, or

    Ross Muir EXP Realty, LLC

    212 Main St, Preston, MD 21655
  • /19

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    5026 Bethlehem Rd, Preston, MD 21655

    Totally renovated colonial offering nearly 2,000 sq ft of living space on a spacious 1/3-acre corner lot. Featuring 3, possibly 4 generous bedrooms and 2 full baths, this property showcases luxury vinyl plank flooring throughout. Enjoy privacy rear fencing and a large backyard—perfect for outdoor living. Ideal for a growing family and conveniently located close to Easton and Preston. This home is

    Linda Moore Long & Foster Real Estate, Inc.

    5026 Bethlehem Rd, Preston, MD 21655
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