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Chesterfield, SC Homes for Sale with Acreage

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  • /30

    $170,000

    • Land
    • 4.73 Acres
    • $35,941 per Acre

    7917 S Carolina 9, Chesterfield, SC 29709

    Versatile Property on Chesterfield Highway – Chesterfield, SC Looking for the perfect blend of location, space, and potential? This 4.73± acre property on Chesterfield Highway offers endless opportunities for business, investment, or development in one of Chesterfield’s most visible and accessible corridors. Key Highlights • Spacious Tract: 4.73± acres with highway frontage • Durable Building:

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 350-9632

    7917 S Carolina 9, Chesterfield, SC 29709
  • /48

    $325,000

    • 1 Bed
    • 1.5 Baths
    • 1,528 Sq Ft

    1272 Huntley Shop Rd, Chesterfield, SC 29709

    Historic 1930s Schoolhouse Turned Rural Retreat & Income-Producing Property in Chesterfield, SC. Step into a rare slice of South Carolina history and discover a one-of-a-kind opportunity to own a lovingly restored 1930s schoolhouse—now a serene rural retreat and fully operational short-term rental, just outside the charming town of Chesterfield. A Unique Investment with Character and Comfort -

    Agent Photo

    Tonya Michael

    United Country Real Estate The Michael Group

    (843) 919-6089

    1272 Huntley Shop Rd, Chesterfield, SC 29709
  • /23

    $238,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    2734 Center Point Rd, Chesterfield, SC 29709

    Country Living at Its Best – Peaceful Retreat on Over 5 Acres in Chesterfield, South Carolina Escape the hustle and bustle and embrace a life of tranquility with this charming country retreat nestled on over 5 acres in Chesterfield, South Carolina. This beautifully maintained two-bedroom, two-bath home offers the perfect blend of comfort, functionality, and rural charm. Step inside to discover an

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 948-5956

    2734 Center Point Rd, Chesterfield, SC 29709
  • /21

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,598 Sq Ft

    332 Watson Hill Rd, Chesterfield, SC 29709

    Just Listed! This well-maintained 3-bedroom, 2-bath home is situated on over 4 acres in the peaceful countryside of Chesterfield, SC. The home features a spacious eat-in kitchen, abundant closet space, and a functional layout ideal for comfortable everyday living. Outside, you’ll find two separate storage buildings, providing plenty of room for tools, equipment, hobbies, or additional storage

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 751-4823

    332 Watson Hill Rd, Chesterfield, SC 29709
  • /2

    $18,900

    • Land
    • 2.07 Acres
    • $9,130 per Acre

    TBD Sweeney Rd, Chesterfield, SC 29709

    Approximately 2-acre residential lot. Mobile homes allowed. Located on a gravel county road.

    William Bethea Better Homes and Gardens Real Estate-Segars Realty

    TBD Sweeney Rd, Chesterfield, SC 29709
  • /19

    $92,000

    • Land
    • 16.19 Acres
    • $5,683 per Acre

    0000 Riley Rd Unit 4, Chesterfield, SC 29709

    Large 16.20 acres vacant lot in Chesterfield, SC! Flat land that is ready for your family to build your dream home and enjoy that peaceful, country lifestyle! There is mixed timber throughout and hundreds of feet of road frontage. There are electrical utilities available at the street. With the large lot size, pursue building your dream home, use this land for your small farm, equestrian estate

    Keller Carolina Group Keller Williams Ballantyne Area

    0000 Riley Rd Unit 4, Chesterfield, SC 29709
  • /2

    $18,900

    • Land
    • 2.72 Acres
    • $6,949 per Acre

    TBD 3 Sweeney Rd, Chesterfield, SC 29709

    This is a lot approximately 2.7 acres. Mobile homes allowed. Located on a gravel county road.

    William Bethea Better Homes and Gardens Real Estate-Segars Realty

    TBD 3 Sweeney Rd, Chesterfield, SC 29709
  • /14

    $136,500

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    62 Highway 102, Chesterfield, SC 29709

    Spacious home with lots of potential! Large covered front porch, detached shed with storage and over an acre of land. Call listing agent for access.

    Ann Stubbs Heart & Home Real Estate Group

    62 Highway 102, Chesterfield, SC 29709
  • /3

    $25,000

    • Land
    • 1.04 Acres
    • $24,038 per Acre

    000 State Road S-13-351, Chesterfield, SC 29709

    Nestled in the town of Chesterfield over an acre residential lot. Two Parcels- (171-004-007-016) (.67 Acre) (171-004-007-015) (.37 Acre) Frontage & Access — Over 150 feet of road frontage. Paved highway frontage on a state-maintained road within the Town of Chesterfield. Utilities on Site — Electric, fiber optic, and public water are available roadside. Flexible Building Options — The lot is

    Hayden Stone Better Homes and Gardens Real Estate-Segars Realty

    000 State Road S-13-351, Chesterfield, SC 29709
  • /17

    $300,000

    • Land
    • 8.7 Acres
    • $34,483 per Acre

    612&614 East Blvd, Chesterfield, SC 29709

    Unique 8.70-acre parcel, strategically zoned for neighborhood oriented business and presenting opportunity for builders, investors, and developers. Located in the thriving community of Chesterfield, SC, this property offers a blend of strategic positioning with endless possibilities for development. Homes on the property have no value. Property represents a blank canvas for those looking to

    Sandra Moose Lewis Realty Of Chesterfield

    612&614 East Blvd, Chesterfield, SC 29709
  • /69

    $849,000

    • 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
  • /2

    $18,900

    • Land
    • 1.92 Acres
    • $9,844 per Acre

    224 Sweeney Rd, Chesterfield, SC 29709

    Approximately a 2-acre lot. Located on a quiet rural road close to town. No restrictions. Mobile homes allowed.

    William Bethea Better Homes and Gardens Real Estate-Segars Realty

    224 Sweeney Rd, Chesterfield, SC 29709
  • /2

    $54,000

    • Land
    • 2.52 Acres
    • $21,429 per Acre

    13691 Highway 9, Chesterfield, SC 29709

    Check out this great property right on Hwy 9! It used to be the sight of a local greenhouse (business) the opportunities are really endless. The property already has a well in place but could also be connected to county water. Contact your favorite local agent to set up a private showing!

    John Ryman Exp Realty Greyfeather Group

    13691 Highway 9, Chesterfield, SC 29709
  • /10

    $425,000

    • Land
    • 75.4 Acres
    • $5,637 per Acre

    1424 Boatwright Rd, Chesterfield, SC 29709

    Nestled in the heart of Chesterfield County, this 75.4-acre tract offers a rare combination of seclusion, versatility, and natural beauty, with the additional opportunity to divide the property into two tracts of approximately 40 acres and 35 acres, making it ideal for a multi-generational purchase, shared ownership, or future resale potential. Situated in a prime hunting area, the land provides

    Scott Donaldson Peace Sotheby's International Realty

    1424 Boatwright Rd, Chesterfield, SC 29709
  • /2

    $18,900

    • Land
    • 2.32 Acres
    • $8,147 per Acre

    TBD Lot 2 Sweeney Rd, Chesterfield, SC 29709

    This is a residential lot that allows mobile homes. No restrictions. Located on a gravel county road.

    William Bethea Better Homes and Gardens Real Estate-Segars Realty

    TBD Lot 2 Sweeney Rd, Chesterfield, SC 29709
  • /18

    $199,900

    • Land
    • 10 Acres
    • $19,990 per Acre

    0000 Jackson Rd W, Chesterfield, SC 29709

    10 Gorgeous Acres covered in hardwoods and pines! Stream at back of property. Corner parcel at Jackson Road West and Land of Promise in Chesterfield. Bring your plans and build the dream home you have always wished for! Private estate setting, peaceful views in every direction. Timber will fully mature in approximately 11 years. Survey available.

    Kelly Benton Ross & Associates Real Estate

    0000 Jackson Rd W, Chesterfield, SC 29709
  • /2

    $50,000

    • Land
    • 4 Acres
    • $12,500 per Acre

    0029 Mary D Rd, Chesterfield, SC 29709

    Beautiful rural corner wooded land with county water, Single Wide or Double Wide approved. Seller motivated

    Joseph Collins Collins REALTORS

    0029 Mary D Rd, Chesterfield, SC 29709
  • /51

    $797,500

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

    306 W Main St, Chesterfield, SC 29709

    Colonial Revival architecture at its finest, this 5 BR/3.5 BA, approx. 5000 sq. ft., home sits on over two and a quarter acres of property in the highly desirable, small town of Chesterfield, SC. Constructed in 1904 from handmade, Pennsylvania brick, this stately home is widely attributed to Ernest Vincent Richards, renown architect. Design features include a hip roof, prominent chimneys, a

    Mary Anderson Lewis Realty

    306 W Main St, Chesterfield, SC 29709
  • /30

    $107,500

    • Land
    • 8.4 Acres
    • $12,798 per Acre

    665 S Carolina 145, Chesterfield, SC 29709

    Beautiful 8.4-acre tract located just outside the city limits of Chesterfield, SC, offering privacy, natural features, and convenient access. The property features a pond and a creek running through the land, making it ideal for a homesite, recreational use, or a private retreat. Utilities are available at the property, including rural county water and power, and the land offers paved road

    Ronald Beck Lewis Realty

    665 S Carolina 145, Chesterfield, SC 29709
  • /9

    $159,500

    • Land
    • 3 Acres
    • $53,167 per Acre

    Hwy 9 Angelus Rd, Chesterfield, SC 29709

    This 3+/- acre lot is cleared and currently used as part of a hayfield. It is located on the corner of Angelus Road and Highway 9 in a prime location for your business, home or home business. With a high traffic count and easy access, the potential for a strong revenue stream is high. Enjoy the beauty of the country with the convenience and accessibility of city.

    Blake Jacobs Palmetto Realty Chesterfield SC, LLC

    Hwy 9 Angelus Rd, Chesterfield, SC 29709
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