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Chesterfield, SC Houses for Sale

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  • /25

    $55,000

    • 940 Sq Ft

    32 State Road S-13-141, Chesterfield, SC 29709

    Nestled in a peaceful, serene setting, this charming ranch home sits on a sprawling parcel of land, offering endless possibilities for expansion and development. The property provides the perfect balance of tranquility and opportunity, with room to grow, create, and enjoy all that nature has to offer. The peaceful setting ensures the perfect place to unwind, relax, and enjoy nature at its finest.

    Agent Photo

    Nancy Braun

    Showcase Realty LLC

    (843) 508-9344

    32 State Road S-13-141, 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
  • /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
  • /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
  • /17

    $77,000

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

    223 Redfearn St, Chesterfield, SC 29709

    Great home located a couple of blocks from downtown Chesterfield. Has metal roof, Fenced in yard. Nice open kitchen with a cute metal ceiling and plenty of room for your table. Range, microwave, washer and dryer to remain. Outside storage shed.

    Kasey Lenz Vylla Home, Inc

    223 Redfearn St, 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
  • /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
  • /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
  • /39

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,146 Sq Ft

    107 S Craig St, Chesterfield, SC 29709

    This charming, Victorian home offers over 2000 sq. ft. of living space, wonderful , welcoming porches, and updated bathrooms and kitchen. With two bedrooms and a bath both upstairs and down, there is plenty of room to spread out. One bedroom downstairs could easily be used for an additional living room or office. The gorgeous, hardwood floors, tall ceilings, new windows throughout, and generously

    Mary Anderson Lewis Realty

    107 S Craig St, 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
  • /42

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    136 Chester Park Cir, Chesterfield, SC 29709

    A MUST SEE!!! - Located in a nice, established neighborhood in Chesterfield, SC, this 3BR/2BA lives large for its square footage. Well thought through, the recent updates and improvements give this house a "new home" feel. On the contrary of being a quick flip, this home has been completely renovated using high quality materials and offers up-to-date light fixtures, cabinets, countertops,

    Mary Anderson Lewis Realty

    136 Chester Park Cir, Chesterfield, SC 29709
  • /17

    $45,000

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft

    212 Toatley Dr, Chesterfield, SC 29709

    Located minutes from Downtown Chesterfield, this home has great potential for a complete update. Great for a new project or to make it your own.

    Anabell Rodriguez BellCo Homes LLC

    212 Toatley Dr, Chesterfield, SC 29709
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