Chesterfield, SC Homes for Sale

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  $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 -

  

  Tonya Michael

  United Country Real Estate The Michael Group

  (843) 919-6089

  1272 Huntley Shop Rd, Chesterfield, SC 29709
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  $65,900

  • 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.

  

  Nancy Braun

  Showcase Realty LLC

  (843) 508-9344

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

  

  Jill Perry

  Palmetto Realty Chesterfield SC, LLC

  (843) 966-4028

  Lot 6 Trotti Ave, Chesterfield, SC 29709
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  /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

  

  Jill Perry

  Palmetto Realty Chesterfield SC, LLC

  (843) 603-8944

  Lot 5 Trotti Ave, Chesterfield, SC 29709
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  $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

  

  Jill Perry

  Palmetto Realty Chesterfield SC, LLC

  (843) 978-0914

  Lot 4 Green St, Chesterfield, SC 29709
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  $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.

  

  Tonya Michael

  United Country Real Estate The Michael Group

  (843) 612-1332

  390 Ts Sellers Rd, Chesterfield, SC 29709
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  $538,900

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft

  3987 S Carolina 145, Chesterfield, SC 29709

  Welcome to this exceptional custom-built home, completed in 2023 and thoughtfully designed with timeless craftsmanship and modern comfort. Every detail of this two-bedroom, two-bath residence was carefully curated to offer both beauty and functionality. Step inside to an open-concept living space featuring soaring vaulted ceilings adorned with elegant wooden beams and a warm glow from the gas log

  

  Jill Perry

  Palmetto Realty Chesterfield SC, LLC

  (843) 380-5563

  3987 S Carolina 145, Chesterfield, SC 29709
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  $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:

  

  Jill Perry

  Palmetto Realty Chesterfield SC, LLC

  (843) 350-9632

  7917 S Carolina 9, Chesterfield, SC 29709
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  /4

  $25,000

  • Land
  • 0.17 Acre
  • $147,059 per Acre

  Lot C | N Craig Street, Chesterfield, SC 29709

  Discover the perfect spot to bring your dream home to life with this attractive in-town building lot in charming Chesterfield, SC. Enjoy the convenience of paved road frontage and access to all the town’s essential infrastructure—ideal for anyone looking to build just steps from local amenities. This prime lot’s location combines the comforts of small-town living with practical accessibility,

  

  Courtlyn Polson

  United Country Real Estate The Michael Group

  (843) 800-2854

  Lot C | N Craig Street, Chesterfield, SC 29709
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  /6

  $25,000

  • Land
  • 0.19 Acre
  • $131,579 per Acre

  Lot A N Craig St, Chesterfield, SC 29709

  Discover the perfect spot to bring your dream home to life with this attractive in-town building lot in charming Chesterfield, SC. Enjoy the convenience of paved road frontage and access to all the town’s essential infrastructure—ideal for anyone looking to build just steps from local amenities. This prime lot’s location combines the comforts of small-town living with practical accessibility,

  

  Courtlyn Polson

  United Country Real Estate The Michael Group

  (855) 688-0307

  Lot A N Craig St, Chesterfield, SC 29709
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  /6

  $25,000

  • Land
  • 0.18 Acre
  • $138,889 per Acre

  Lot B N Craig St, Chesterfield, SC 29709

  Discover the perfect spot to bring your dream home to life with this attractive in-town building lot in charming Chesterfield, SC. Enjoy the convenience of paved road frontage and access to all the town’s essential infrastructure—ideal for anyone looking to build just steps from local amenities. This prime lot’s location combines the comforts of small-town living with practical accessibility,

  

  Courtlyn Polson

  United Country Real Estate The Michael Group

  (888) 892-2705

  Lot B N Craig St, Chesterfield, SC 29709
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  $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
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  $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

  Justin Lang-Spittler

  535 Baskins Rd, Chesterfield, SC 29709
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  $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
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  $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
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  $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
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  $279,500

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  149 Crescent Dr, Chesterfield, SC 29709

  Charming 1930s home w/ modern amenities. Home offers perfect blend of historic charm/contemporary comfort in this beautifully renovated 1935 residence, sitting on a spacious 1/3-acre. This immaculate home offers 2,520 sq ft of comfortable living space which includes 4 bdrm/3 bthrm. Cathedral ceilings and preserved original doors reflect the home's rich heritage. A large living room/adaptable

  Ronald Beck Lewis Realty

  149 Crescent Dr, Chesterfield, SC 29709
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  $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
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  /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
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  $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
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  /16

  $89,900

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  595 Vaughn Ln, Chesterfield, SC 29709

  Welcome to the sought after Vaughn Estates. This 3 bedroom, 2-bath single wide mobile home offers comfort, affordability, and space for the whole family. It is situated on 1.43 Acres with a fenced in backyard that includes an outbuilding. Mobile home has brick underpinning and has been detitled! Home does need some TLC, but a family could move in immediately. Whether you're downsizing, buying

  Rakim McQueen Palmetto Realty Chesterfield SC, LLC

  595 Vaughn Ln, Chesterfield, SC 29709
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  /20

  $97,000

  • Land
  • 16.2 Acres
  • $5,988 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
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  /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
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  $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
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  /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
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  $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
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  /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
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  /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
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  /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
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  $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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  $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
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  $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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  /2

  $59,000

  • Land
  • 2.52 Acres
  • $23,413 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /2

  $10,000

  • Land
  • 0.11 Acre
  • $90,909 per Acre

  N/A Peach St, Chesterfield, SC 29709

  Anabell Rodriguez BellCo Homes LLC

  N/A Peach St, Chesterfield, SC 29709

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