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Chesterfield, SC Homes for Sale with Garage

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  • /24

    $104,500

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft

    2018 Freeman Rd, Chesterfield, SC 29709

    Country living at its best! This 4-bedroom, 1-bath home sits on a spacious 2.43+/-acre tract, offering privacy and plenty of potential with a little imagination. Features include a cozy fireplace, a full upstairs with additional living space, hardwood flooring and a pool that needs a little TLC and ready for your personal touch and updates. Contents to convey minus a few personal items, making

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (844) 719-0190

    2018 Freeman Rd, Chesterfield, SC 29709
  • /15

    $389,000

    • 5 Beds
    • 3.5 Baths
    • 3,818 Sq Ft

    406 E Main St, Chesterfield, SC 29709

    Step into timeless elegance at 406 East Main Street in the heart of Chesterfield. Built in 1920, this stately brick home offers 3,818 square feet of character, charm, and space—perfectly blending historic detail with everyday functionality. Featuring 5 spacious bedrooms and 3 full baths, this home provides a flexible layout ideal for a variety of living needs. The primary bedroom is conveniently

    Sandra Moose Lewis Realty Of Chesterfield

    406 E Main St, Chesterfield, SC 29709
  • /75

    $749,900

    • 5 Beds
    • 3.5 Baths
    • 5,005 Sq Ft

    306 W Main St, Chesterfield, SC 29709

    Welcome to this beautiful and historic Colonial Revival home located in the charming town of Chesterfield, SC. Built in 1904 with handmade Pennsylvania brick and believed to be designed by noted architect Ernest Vincent Richards, this remarkable residence blends timeless character with expansive living space. Offering approximately 5,000+/-square feet, the home features 5 bedrooms and 3.5

    Blake Jacobs Palmetto Realty Chesterfield SC, LLC

    306 W Main St, Chesterfield, SC 29709
  • /45

    $165,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    1782 Oakland Church Rd, Chesterfield, SC 29709

    Welcome to 1782 Oakland Church Road in Chesterfield, South Carolina—a thoughtfully updated home offering comfort, space, and modern improvements on a generous 1-acre lot. This 3-bedroom, 1-bath residence has been refreshed with major upgrades that provide peace of mind for years to come. Enjoy the benefits of a newly installed HVAC system, helping ensure efficiency and year-round comfort. The

    Christopher Frederick Exp Realty Greyfeather Group

    1782 Oakland Church Rd, Chesterfield, SC 29709
  • /69

    $824,000

    • 3 Beds
    • 2.5 Baths
    • 2,952 Sq Ft

    1935 Oakland Church Rd, Chesterfield, SC 29709

    Looking for a total package?!? Here’s your opportunity! HOME, LAND, POND, POOL, HUGE SHOP and more! Situated on almost 39 acres of land, this custom built, brick home has great space with an open floor plan, a large primary suite, wonderful living areas, great appliances (which convey), and updated, top quality windows and exterior doors. The enclosed porch is a perfect extension for living

    Mary Anderson Lewis Realty

    1935 Oakland Church Rd, Chesterfield, SC 29709
  • /58

    $325,000

    • 6 Beds
    • 3 Baths
    • 2,590 Sq Ft

    3477 S Carolina 102, Chesterfield, SC 29709

    A can’t-miss, non-traditional residence made for those who want to seamlessly combine business and everyday life. This unique property offers the perfect blend of comfortable living, income potential, and exceptional workspace- all set on a versatile three-acre layout. The home features 6 bedrooms and 1 full bathroom, anchored by a spacious open-concept living and kitchen area that creates an

    Riley Allen Lewis Realty

    3477 S Carolina 102, Chesterfield, SC 29709
  • /30

    $645,000

    • 4 Beds
    • 2.5 Baths
    • 2,898 Sq Ft

    5377 Hunts Mill Rd, Chesterfield, SC 29709

    Completely remodeled home meets peaceful country living. Step inside to an inviting open-concept layout filled with natural light, fresh neutral tones, and beautiful flooring that flows seamlessly from room to room. The kitchen is a true showstopper, featuring updated cabinetry, sleek countertops, and modern fixtures—perfect for both everyday living and entertaining. The bathrooms have been fully

    Tiffany Perez Keller Williams South Park

    5377 Hunts Mill Rd, Chesterfield, SC 29709
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