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Upper Caroline, VA Houses for Sale

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  • /104

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 5,364 Sq Ft

    8065 Macedonia Rd, Woodford, VA 22580

    A Majestic private estate with expansive acreage, refined living spaces, and room for horses & family play! Welcome to Southbrook Plantation c.1813, a stunning combination of a grand historic home and elegant renovations. This remarkable property, comprised of three parcels totaling 41.97 acres, offers 4 bedrooms, 3.5 bathrooms, and 4,064 square feet above grade, plus a partially finished (1,300

    Charlotte Rouse Coldwell Banker Elite

    8065 Macedonia Rd, Woodford, VA 22580
  • /49

    $790,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,129 Sq Ft

    8300 Arlene Acres Dr, Fredericksburg, VA 22408

    Tucked away at the end of a quiet street on a beautifully wooded 6.25-acre homesite, this exceptional custom residence offers the rare combination of privacy, convenience, and thoughtfully designed one-level living. Located just minutes from Cosner’s Corner, Spotsylvania Regional Medical Center, and the Virginia Railway Express station, this property delivers peaceful retreat-style living without

    Don Seay 1st Choice Better Homes & Land, LC

    8300 Arlene Acres Dr, Fredericksburg, VA 22408
  • /44

    $430,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    7264 Macedonia Rd, Woodford, VA 22580

    Welcome home to this practically new, beautifully maintained property offering the perfect blend of peaceful country living and everyday convenience. Situated on a spacious 1-acre lot along sought-after Macedonia Road, this charming residence features comfortable living spaces, abundant natural light, and a functional layout ideal for both relaxing and entertaining. The home offers generously

    Curtis Hartless Ascendancy Realty LLC

    7264 Macedonia Rd, Woodford, VA 22580
  • /33

    $265,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    9204 Woodford Rd, Woodford, VA 22580

    Seller Will Pay $7500 Towards buyers Closing Costs (Concessions)!!! Total Renovation in this Beautiful home on a 1/2 Acre Lot. Almost everything is NEW!! NEW HVAC (heat pump), NEW Drilled Well, All NEW Septic (shared discharge system), Completely NEW Kitchen with NEW Cabinets, NEW Counter tops, NEW appliance, NEW Flooring, NEW fixtures, NEW Bath, NEW Carpet, NEW LVL Flooring, NEW Hot Water

    Ed Daminski One Percent Lists Virginia

    9204 Woodford Rd, Woodford, VA 22580
  • /2

    $995,000

    Coming Soon
    • 6 Beds
    • 4.5 Baths
    • 4,848 Sq Ft

    13023 Stonewall Jackson Rd, Woodford, VA 22580

    Assumable VA Loan 3.375% - NO you do not have to be Military or Veteran to Assume VA Loans! Sitting on nearly 30 Acres in beautiful Caroline County, 3 finished levels await in this well appointed and meticulously maintained 2006 built Colonial. With an attached oversized 2 car garage, additional 3 bay workshop with 7,000 lb lift and 200 amp service, 50 amp RV hookup, and further storage sheds for

    Marisa Blue Alford Berkshire Hathaway HomeServices PenFed Realty

    13023 Stonewall Jackson Rd, Woodford, VA 22580
  • /5

    $400,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 877 Sq Ft

    7244 Fredericksburg Turnpike, Woodford, VA 22580

    Don't miss out on this opportunity - 3.75 acres with multi-purpose use. Zoned Residential, Commerical and Industrial. This 2-bedroom, 1 bath home has been totally renovated with new flooring, freshly painted, light fixtures & updated kitchen. New HVAC 2025. Shed behind house. Two additional building provide lots of storage or would make a great workshop, has electric. A lot of good road frontage

    Betty Westerlund Town & Country Elite Realty LL

    7244 Fredericksburg Turnpike, Woodford, VA 22580

Why Live in Upper Caroline

Upper Caroline, located at the northern tip of Caroline County, Virginia, is a rural community offering peaceful seclusion with convenient access to Interstate 95. The Rappahannock River flows along its northern edge, providing scenic views and opportunities for outdoor activities. Most homes in Upper Caroline are ranch-style properties under 1,700 square feet, situated on country roads that stretch past farms and wooded areas. Larger homes and multi-acre properties are also available, some featuring private river access. Shopping and dining options are primarily found at Cosner’s Corner, about 10 miles away, where residents can visit stores like Publix and Ross Dress for Less, and dine at chain restaurants such as Cracker Barrel and Chick-fil-A.Upper Caroline offers convenient access to major highways, with U.S. Route 17 leading to Cosner’s Corner and Interstate 95, facilitating travel to Washington, D.C., and other East Coast cities. Emergency care is available at Spotsylvania Regional Medical Center, approximately 10 miles away, and Richmond International Airport is about 50 miles south. For education, Fredericksburg Christian School, rated highly, serves all grade levels.Local attractions include Dominion Raceway & Entertainment, hosting NASCAR and amateur car races. The community enjoys mild winters and hot, muggy summers, making it suitable for year-round outdoor recreation. Nearby destinations include Colonial Beach on the Chesapeake Bay, about 35 miles east, and the Appalachian Mountains, roughly a 90-minute drive away.

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