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Chesterfield, SC Homes for Sale with Acreage

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  • /25

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    390 Ts Sellers Rd, Chesterfield, SC 29709

    This charming country home has been tastefully remodeled, seamlessly blending modern elements with the serene appeal of rural living. The inviting charm starts with the beautifully presented curb appeal, highlighted by a covered front porch featuring stained wood and a high cathedral ceiling adorned with an attractive ceiling fan. Seeking a more outdoors sanctuary, the rear deck offers a retreat.

    Agent Photo

    Tonya Michael

    United Country Real Estate The Michael Group

    (843) 612-1332

    390 Ts Sellers Rd, Chesterfield, SC 29709
  • /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
  • /7

    $21,000

    • Land
    • 1.6 Acres
    • $13,125 per Acre

    Lot 6 Trotti Ave, Chesterfield, SC 29709

    This 1.6-acre residential lot in the charming Town of Chesterfield offers the perfect blend of tranquility and convenience. Nestled in a serene neighborhood, this expansive property provides ample space for your dream home, surrounded by nature’s beauty. Despite its peaceful setting, you’re just minutes away from shopping, dining, and local parks, making it an ideal location for those who

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 966-4028

    Lot 6 Trotti Ave, Chesterfield, SC 29709
  • /7

    $21,000

    • Land
    • 1.3 Acres
    • $16,154 per Acre

    Lot 5 Trotti Ave, Chesterfield, SC 29709

    Build your dream home or investment property on this rare 1.3-acre aisle lot located within the charming town limits of Chesterfield, South Carolina. Nestled in a peaceful neighborhood, this spacious lot is just minutes from shopping, dining, and recreational activities. Take advantage of being close to the town’s park, perfect for outdoor fun and relaxation. Whether you’re looking to build a

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 603-8944

    Lot 5 Trotti Ave, Chesterfield, SC 29709
  • /4

    $21,000

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

    Lot 4 Green St, Chesterfield, SC 29709

    Nestled within the town limits of Chesterfield, South Carolina, this expansive 2.30 +/--acre residential lot offers a rare opportunity to build your dream home in a charming small-town setting. Conveniently located close to local shopping, dining, and parks, this prime piece of land provides the perfect balance of tranquil living and easy access to everyday amenities. With ample space for a

    Agent Photo

    Jill Perry

    Palmetto Realty Chesterfield SC, LLC

    (843) 978-0914

    Lot 4 Green St, Chesterfield, SC 29709
  • /20

    $97,000

    • Land
    • 16.2 Acres
    • $5,988 per Acre

    0 Riley Rd, Chesterfield, SC 29709

    Large Vacant Lot in Chesterfield, SC! 16.20 Acres. Ready for your Dream home and the country lifestyle! Flat land that is ready for your family to build on! Mixed timber throughout. If you are looking for a peaceful homesite, this is the land for you! There is hundreds of feet of road frontage. There are electrical utilities available at the street. With the large lot size, pursue building your

    Kyle Keller Carolina Living & Estates

    0 Riley Rd, Chesterfield, SC 29709
  • /60

    $989,000

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft

    535 Baskins Rd, Chesterfield, SC 29709

    Welcome to Twin Oaks Farm, a scenic 82+/- acre property located in the quiet countryside of Chesterfield County, South Carolina. This versatile tract brings together wooded acreage, recreational outdoor use, equestrian facilities, and a thoughtfully designed home. It offers a rare combination of functionality, privacy, and recreational appeal. A gravel driveway lined with blooming crape myrtles

    Justin Lang-Spittler Whitetail Properties Real Estate

    535 Baskins Rd, Chesterfield, SC 29709
  • /37

    $345,000

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    733 Adams Rd, Chesterfield, SC 29709

    Enjoy peaceful country charm with all the modern conveniences you need. This beautiful wooden home is nestled on 13.32 acres in Chesterfield, SC. It offers 2 bedrooms and 1.5 baths, along with a versatile loft space that can easily serve as a 3rd bedroom. Step inside to an inviting open-concept kitchen and living area accented with wood details throughout. The living room features a wood-burning

    Anna Michael exp Realty Greyfeather Group

    733 Adams Rd, Chesterfield, SC 29709
  • /47

    $189,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    273 Adams Rd, Chesterfield, SC 29709

    Completely Updated and Move-In Ready!Welcome home to this beautifully renovated property featuring new flooring and carpet throughout, giving every room a fresh, modern feel. The kitchen has been fully upgraded with new shaker-style cabinets, hardware, range, hood fan, and dishwasher—perfect for cooking and entertaining. The bathrooms shine with new vanities, mirrors, and hardware, while the

    Sandra Moose Lewis Realty

    273 Adams Rd, Chesterfield, SC 29709
  • /3

    $30,000

    • Land
    • 1.04 Acres
    • $28,846 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

    Hayden Stone Better Homes and Gardens Real Estate-Segars Realty

    000 State Road S-13-351, 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
  • /9

    $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 is the rare combination of seclusion, versatility, and natural beauty. Situated in a prime hunting area, the land provides excellent recreational opportunities while also presenting multiple options for future use. The property has a rich history—hardwood timber was harvested several years ago, and since then the landscape has

    Scott Donaldson Peace Sotheby's International Realty

    1424 Boatwright Rd, Chesterfield, SC 29709
  • /20

    $95,500

    • Land
    • 16.2 Acres
    • $5,895 per Acre

    0000 Riley Rd Unit 4, Chesterfield, SC 29709

    Large Vacant Lot in Chesterfield, SC! 16.20 Acres. Ready for your Dream home and the country lifestyle! Flat land that is ready for your family to build on! Mixed timber throughout. If you are looking for a peaceful homesite, this is the land for you! There is hundreds of feet of road frontage. There are electrical utilities available at the street. With the large lot size, pursue building your

    Keller Carolina Group Keller Williams Ballantyne Area

    0000 Riley Rd Unit 4, Chesterfield, SC 29709
  • /16

    $165,000

    • 2 Beds
    • 1.5 Baths
    • 1,146 Sq Ft

    214 Sc Hwy 102 None, Chesterfield, SC 29709

    Escape to the peaceful charm of the countryside with this storybook 1946 cottage, where timeless character meets everyday comfort. Nestled on over an acre of lush land, this home welcomes you with a sense of warmth and belonging from the moment you arrive. Sunlight dances through the windows, filling each room with an inviting glow, while thoughtful updates blend seamlessly with its classic soul.

    Kristen Bernard Keller Williams South Park

    214 Sc Hwy 102 None, 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
  • /5

    $58,000

    • Land
    • 6 Acres
    • $9,667 per Acre

    005 Captain J D Burr Rd Unit 5, Chesterfield, SC 29709

    6-acre lot available for sale in Chesterfield County, SC off of Captain J D Burr Road. This property features young, planted loblolly pine that can be cleared to build your dream home. If quiet country living interests you, then this is the property for you. Lot 5 of 6.

    Travis Christmas KAFA Company, LLC

    005 Captain J D Burr Rd Unit 5, Chesterfield, SC 29709
  • /6

    $58,000

    • Land
    • 6 Acres
    • $9,667 per Acre

    001 Captain J D Burr Rd Unit 1, Chesterfield, SC 29709

    6-acre lot available for sale in Chesterfield County, SC off of Captain J D Burr Road. This property features young, planted loblolly pine that can be cleared to build your dream home. If quiet country living interests you, then this is the property for you. Lot 1 of 6.

    Travis Christmas KAFA Company, LLC

    001 Captain J D Burr Rd Unit 1, Chesterfield, SC 29709
  • /5

    $58,000

    • Land
    • 6 Acres
    • $9,667 per Acre

    003 Captain J D Burr Rd Unit 3, Chesterfield, SC 29709

    6-acre lot available for sale in Chesterfield County, SC off of Captain J D Burr Road. This property features young, planted loblolly pine that can be cleared to build your dream home. If quiet country living interests you, then this is the property for you. Lot 3 of 6.

    Travis Christmas KAFA Company, LLC

    003 Captain J D Burr Rd Unit 3, Chesterfield, SC 29709
  • /7

    $58,000

    • Land
    • 6 Acres
    • $9,667 per Acre

    004 Captain J D Burr Rd Unit 4, Chesterfield, SC 29709

    6-acre lot available for sale in Chesterfield County, SC off of Captain J D Burr Road. This property features young, planted loblolly pine that can be cleared to build your dream home. If quiet country living interests you, then this is the property for you. Lot 4 of 6.

    Travis Christmas KAFA Company, LLC

    004 Captain J D Burr Rd Unit 4, Chesterfield, SC 29709
  • /6

    $58,000

    • Land
    • 6 Acres
    • $9,667 per Acre

    002 Captain J D Burr Rd Unit 2, Chesterfield, SC 29709

    6-acre lot available for sale in Chesterfield County, SC off of Captain J D Burr Road. This property features young, planted loblolly pine that can be cleared to build your dream home. If quiet country living interests you, then this is the property for you. Lot 2 of 6.

    Travis Christmas KAFA Company, LLC

    002 Captain J D Burr Rd Unit 2, 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
  • /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
  • /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
  • /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
  • /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
  • /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

    $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
  • /2

    $50,000

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

    29 Mary D Rd, Chesterfield, SC 29709

    Hard to find acreage lightly restricted allowing Stick Built, Modular, or manufactured. Corner property, wooded and mostly level.

    Joseph Collins Collins REALTORS

    29 Mary D Rd, 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
  • /41

    $1,500,000 New Construction

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft

    853 Freeman Loop Rd, Chesterfield, SC 29709

    853 Freeman Loop - Sportsman’s Paradise Discover the ultimate outdoor retreat at 853 Freeman Loop Road located in Chesterfield, SC. A sportsman’s paradise nestled on 34 breathtaking acres. Whether you’re an avid hunter, fisherman, or simply love the great outdoors, this property offers everything you need for recreation and relaxation. Offering beautiful ponds that provide excellent fishing or

    Blake Jacobs Palmetto Realty Chesterfield SC, LLC

    853 Freeman Loop Rd, Chesterfield, SC 29709
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