Chesterfield, SC Homes for Sale

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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.

  

  Tonya Michael

  United Country Real Estate The Michael Group

  (843) 612-1332

  390 Ts Sellers Rd, 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
  • 0.18 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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  /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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  /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 -

  

  Tonya Michael

  United Country Real Estate The Michael Group

  (843) 919-6089

  1272 Huntley Shop Rd, Chesterfield, SC 29709
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  /13

  $224,900

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  419 Evans Mill Rd, Chesterfield, SC 29709

  Welcome to your own 6.91-acre slice of paradise in the heart of Chesterfield! This property offers the best of country living with the convenience of city water-and no HOA to worry about. The cozy cabin is the perfect retreat, complete with a large front porch where you can relax and take in the peaceful surroundings. There's also a spacious detached shed for extra storage or a workshop. If

  

  Tina Schildt

  TMS Property Management & Realty LLC

  (843) 738-2898

  419 Evans Mill Rd, Chesterfield, SC 29709
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  /25

  $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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  /5

  $17,900

  • Land
  • 0.48 Acre
  • $37,292 per Acre

  TBD Ivy Ave, Chesterfield, SC 29709

  Vacant land located within the city limits of Chesterfield, offers an incredible opportunity for investors, future homeowners, or visionaries looking to create something special. Don't miss your chance to secure this prime location and turn your vision into reality in the thriving city of Chesterfield!

  

  The Brandi Minchillo Team

  RE/MAX Executive

  (843) 896-6365

  TBD Ivy Ave, Chesterfield, SC 29709
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  /11

  $18,900

  • Land
  • 0.85 Acre
  • $22,235 per Acre

  TBD Teal Ave, Chesterfield, SC 29709

  Vacant land located within the city limits of Chesterfield, offers an incredible opportunity for investors, future homeowners, or visionaries looking to create something special. Don't miss your chance to secure this prime location and turn your vision into reality in the thriving city of Chesterfield!

  

  The Brandi Minchillo Team

  RE/MAX Executive

  (843) 917-6894

  TBD Teal Ave, Chesterfield, SC 29709
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  /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

  535 Baskins Rd, Chesterfield, SC 29709
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  /9

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  678 Adams Rd, Chesterfield, SC 29709

  Welcome to 678 Adams, a farmers dream! This property offers limitless possibilities. This property has been a family farm for many years and is outfitted for horses, cattle, or other farm life. There are two barns on the property, fenced and un-fenced space, and there is a 3 bedroom, 2 bath home that is in need of repair, but has the potential of being the perfect primary or recreation home. The

  Abreyon Moses Crosson & Co Real Estate Brokered By EXP Realty

  678 Adams Rd, Chesterfield, SC 29709
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  /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
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  /42

  $289,500

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

  149 Crescent Dr, Chesterfield, SC 29709

  PRICE ADJUSTMENT!!!!! Charming 1930s home with modern amenities in Chesterfield, SC. - - Come see for yourself and experience the perfect blend of historic charm and contemporary comfort in this beautifully renovated 1935 residence, nestled at the end of a private drive on a spacious 1/3-acre lot. This immaculate home offers 2,520 sq ft of comfortable living space which includes 4 bedrooms and

  Ronald Beck Lewis Realty

  149 Crescent Dr, Chesterfield, SC 29709
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  /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
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  /25

  $189,000

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  3451 Hunts Mill Rd, Chesterfield, SC 29709

  Completely renovated and move-in ready, this 3-bedroom, 1.5-bath home is nestled on nearly 3 acres of beautiful, wooded land. The thoughtfully updated eat-in kitchen shines with brand-new appliances, granite countertops, and a convenient 4-seat bar, perfect for casual dining or entertaining. A centrally located laundry closet adds everyday ease. Modern lighting and beautifully restored hardwood

  Mary Anderson Lewis Realty

  3451 Hunts Mill Rd, Chesterfield, SC 29709
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  /48

  $359,900

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  212 Johnson Park Rd, Chesterfield, SC 29709

  Your Dream Homestead on Bear Creek!Tucked away on +/-15 serene acres, this 2128sq. ft. Energy Star–rated home offers both modern comfort and the timeless rewards of self-sufficient living. With 3 bedrooms, 2 baths, soaring 9-foot ceilings, elegant tray accents, and a wood-burning fireplace, the home feels warm, open, and inviting. The master suite is your personal retreat, complete with a

  Sandra Moose Lewis Realty

  212 Johnson Park Rd, Chesterfield, SC 29709
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  /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
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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:

  Jill Perry Palmetto Realty Chesterfield SC, LLC

  7917 S Carolina 9, Chesterfield, SC 29709
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  /16

  $108,000

  • 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 as brick underpinning and has been detitled! Home does need some TLC, but a family could move in immediately. Whether you're downsizing, buying your

  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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  /27

  $165,000

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

  214 Sc Hwy 102 None, Chesterfield, SC 29709

  Charming Country Retreat with Land, Privacy, and Character! Escape to the countryside with this updated 2-bedroom, 1.5-bathroom 1946 cottage nestled on a beautiful 1.61-acre lot in Chesterfield, SC. With 1,281 sq ft of well-maintained living space, this home features laminate hardwood floors, fully insulated walls and ceilings, an inviting front porch, and a detached garage perfect for a workshop

  Kristen Bernard Keller Williams South Park

  214 Sc Hwy 102 None, Chesterfield, SC 29709
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  /3

  $7,900

  • Land
  • 0.75 Acre
  • $10,533 per Acre

  TBD S Carolina 145, Chesterfield, SC 29709

  This is a lot available located on Hwy 145 N. It is split by John Teal Road. Mobile homes area allowed.

  William Bethea Better Homes and Gardens Real Estate-Segars Realty

  TBD S Carolina 145, Chesterfield, SC 29709
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  /18

  $225,000

  • Land
  • 10 Acres
  • $22,500 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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  /9

  $42,000

  • Land
  • 3.4 Acres
  • $12,353 per Acre

  3.40 +/- Freeman Loop Rd, Chesterfield, SC 29709

  Discover the perfect spot for your dream home on this beautiful 3.40+/- acre lot located in one of Chesterfield’s most desirable areas on Freeman Loop Road. With a portion of the land freshly cleared and the remainder still wooded, this property offers the ideal blend of open space and natural privacy. Whether you’re looking to build a private retreat or your forever home, this property provides

  Blake Jacobs Palmetto Realty Chesterfield SC, LLC

  3.40 +/- Freeman Loop Rd, Chesterfield, SC 29709
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  /5

  $35,000

  • Land
  • 3.72 Acres
  • $9,409 per Acre

  006 Captain J D Burr Rd Unit 6, Chesterfield, SC 29709

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

  Travis Christmas KAFA Company, LLC

  006 Captain J D Burr Rd Unit 6, 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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  /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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  /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
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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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  /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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  /26

  $125,000

  • 5 Beds
  • 2 Baths
  • 1,250 Sq Ft

  995 Jim Rivers Rd, Chesterfield, SC 29709

  Manufactured Home located on 1.54 +/- acres in a Country Setting in Chesterfield SC. Living Room Opening up to the Kitchen Area. Separate Primary Bedroom with Walk in Closet & Private Bathroom. Detached Overhang Building, with Huge Backyard. Square footage is an estimate and if important please measure. All other information to be verified by buyer

  Daniel Broach Re/max Professionals

  995 Jim Rivers Rd, Chesterfield, SC 29709
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  /15

  $130,000

  • 1 Bed
  • 1 Bath
  • 718 Sq Ft

  612 E Main St, Chesterfield, SC 29709

  Adorable Tudor-Style Cottage in the Heart of Chesterfield This 1-bedroom 1-bath Tudor style home offers 718 sq ft of heated and cooled space and is full of potential. Upstairs, you'll find two additional bedrooms with hardwood flooring. Located in the town of Chesterfield, this 1940 Tudor-style cottage features a spacious living room with a fire place, an arched front entry, and cozy layout.

  Jennifer Weaver Exp Realty, Llc

  612 E Main St, Chesterfield, SC 29709
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  /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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  /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

  Lot 5 Trotti Ave, Chesterfield, SC 29709
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  /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

  Jill Perry Palmetto Realty Chesterfield SC, LLC

  Lot 4 Green St, 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

  Lot 6 Trotti Ave, Chesterfield, SC 29709
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  /9

  $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

  $14,700

  • Land
  • 0.8 Acre
  • $18,375 per Acre

  TBD 2 S Carolina 145, Chesterfield, SC 29709

  This is an odd shaped lot due to it following the side road. You can have either a Hwy 145 address or face the home towards Frankie Ln. Located just North of town and near the high school. Mobile homes are allowed.

  William Bethea Better Homes and Gardens Real Estate-Segars Realty

  TBD 2 S Carolina 145, 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

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