Chesterfield Real Estate

Welcome to Chesterfield, South Carolina – a charming town that perfectly blends Southern hospitality with a rich history and vibrant community spirit. Nestled in Chesterfield County, this picturesque locale is known for its welcoming atmosphere and a pace of life that encourages relaxation and connection with neighbors.

Chesterfield boasts a rich historical background, with roots that date back to the early 19th century. Its quaint downtown area features beautifully preserved historic buildings, offering a glimpse into the past while providing modern conveniences. Local shops, cafes, and restaurants invite you to explore and enjoy the unique flavors and crafts of the region, making it a delightful place to spend an afternoon.

Nature lovers will find plenty to adore in Chesterfield. The surrounding countryside is dotted with lush greenery, serene lakes, and winding trails, perfect for hiking, fishing, or simply soaking in the breathtaking views. The nearby Cheraw State Park offers a fantastic getaway for outdoor enthusiasts, with opportunities for camping, boating, and birdwatching.

The community spirit in Chesterfield is palpable, with numerous events and festivals throughout the year that bring residents together. From seasonal celebrations to farmer's markets, there’s always something happening that fosters a sense of belonging.

Whether you’re looking to settle down in a friendly town with a strong sense of community or seeking a peaceful retreat surrounded by nature, Chesterfield, SC, offers the perfect blend of charm and opportunity. Come discover the warmth and beauty of Chesterfield – your new home awaits!

Newest Listings in Chesterfield

$215,000

3 Beds ⋅ 2 Baths ⋅ 4405667 MLS

Welcome home to this beautifully maintained 2020 manufactured home offering 3 bedrooms, 2 bathrooms, and 1,456 square feet of comfortable living space on 1 acre of fully fenced land. Designed with an open floor plan, this home provides the perfect setting for both everyday living and entertaining. The spacious living room and kitchen are highlighted by stunning shiplap accent walls, creating a warm, modern farmhouse feel. The kitchen features new LG stainless steel refrigerator with Craft Ice Maker, new Samsung air fryer/convection oven, and a new Bosch dishwasher—all backed by a 3-year warranty. Both bathrooms have been updated with new dual-flush toilets. Step outside and enjoy everything this property has to offer, including a fire pit, plenty of space for gardening, entertaining, or simply relaxing in the peaceful country setting. Storage is abundant with a 32' x 12' workshop/building, a new 10' x 20' lofted barn storage shed, and an additional 7' x 7' metal storage building. Experience the best of country living while being just minutes from local shopping, dining, and everyday conveniences. This move-in-ready property offers the perfect blend of comfort, functionality, and outdoor space—don't miss your opportunity to make it yours! Home has been detitled

2180 Hunts Mill Road, Chesterfield

$275,000

3 Beds ⋅ 2 Baths ⋅ 4400349 MLS

Country Living with Endless Possibilities on 7 Beautiful Acres! Escape to the peace and privacy of this charming property nestled on approximately 7 acres of picturesque land. Whether you’re dreaming of a mini farm, hobby homestead, or simply room to spread out, this property offers the perfect blend of functionality and opportunity. The home is complemented by a large barn/workshop, ideal for equipment storage, livestock, hobbies, or a workshop, along with a covered carport for additional vehicle parking. Stroll through the property and enjoy mature fruit trees, open green space, and a beautiful wooded backdrop that creates a peaceful country setting. With plenty of room for gardens, animals, recreational activities, or future expansion, this property offers endless possibilities while still providing the comfort of home. Imagine enjoying your morning coffee on the front porch, watching wildlife, and taking in the quiet surroundings. If you’ve been searching for acreage, privacy, and the freedom to create the lifestyle you’ve always wanted, this is a property you won’t want to miss.

405 Watson Hill Lane, Chesterfield

$450,000

4 Beds ⋅ 4 Baths ⋅ 4374131 MLS

Back on the market no fault of the sellers! Tucked away on a beautifully wooded 1.38-acre lot in the charming town of Chesterfield, this stunning one-story stucco home offers the perfect blend of space, function, and timeless appeal. Step inside to a dramatic two-story grand entry that sets the tone for elegant yet comfortable living. The formal dining area flows seamlessly into a spacious great room—ideal for entertaining, a piano space, or a cozy conversation lounge. Designed for flexibility, this home features an oversized primary suite with private access to the covered back porch, creating a peaceful retreat. Three additional bedrooms provide plenty of room for family, guests, or your evolving lifestyle—one is currently used as a home office, making it a perfect flex space for work, play, or hobbies. Outdoors, the property truly shines. Enjoy warm Carolina days by the in-ground pool with an impressive 9.5-foot depth, all surrounded by the privacy of mature trees. In addition to the attached two-car garage, you’ll appreciate the detached garage/storage building with electricity—ideal for projects, storage, or extra vehicles. Whether you’re hosting gatherings, working from home, or simply enjoying the tranquility of small-town living, this home is designed to meet your needs at every stage of life. Agent is related to seller

411 Chapman Street, Chesterfield

$389,000

5 Beds ⋅ 3 Baths ⋅ 4370370 MLS

Step into timeless elegance at 406 East Main Street in the heart of Chesterfield. Built in 1920, this stately brick home offers 3,818 square feet of character, charm, and space—perfectly blending historic detail with everyday functionality. Featuring 5 spacious bedrooms and 3 full baths, this home provides a flexible layout ideal for a variety of living needs. The primary bedroom is conveniently located on the first floor, offering comfort and accessibility. The main level showcases a formal living room and formal dining room, perfect for entertaining, along with a beautiful sunroom filled with natural light—an inviting space to relax and unwind. Upstairs, you’ll find a cozy seating area at the top of the staircase, creating a perfect reading nook or secondary living space. The second floor includes four additional bedrooms and well-appointed bathrooms, providing ample room for family or guests. Solar Panels installed in 2021 Located in the charming small-town setting of Chesterfield, this classic brick home also features a two-car carport and enduring architectural appeal. Don’t miss this opportunity to own a piece of history with modern livability in a welcoming Southern community.

406 E Main Street, Chesterfield

$59,900

4355264 MLS

Established commercial building that has been a staple in the community for many years. Previously operated as a barbershop, this all-brick building features a spacious layout that can easily accommodate a variety of business uses including barbershop, salon, office space, retail, or other service-based businesses. The large lot provides room for additional parking or future expansion. Excellent opportunity to start generating income immediately by renting booths, bringing in employees, or adapting the space to fit your business vision.

119 Berry Street, Chesterfield

$824,000

3 Beds ⋅ 3 Baths ⋅ 4331834 MLS

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 enjoyment and a great addition to the home. Out back you will also find open air, covered parking, a wonderful, saltwater pool and pool house, and sweet play space for little ones, which could be converted for other uses. Also to note regarding the property are the additional features including: a fenced in front yard, 22 solar panels, a full house generator, new gas logs with large propane tank, and a complete drainage system to manage the water in the front yard. There are multiple outbuildings including a framed storage shed (approx. 1400 sq. ft.), a large shop (approx. 2100 sq, ft. with bathroom, multiple bays, loft, and cooking area), and a pole shed. There is a 0.7-acre (+/-) pond, which could be a fun fishing spot and just under 30 acres of timber.

1935 Oakland Church Road, Chesterfield

$74,900

4296770 MLS

Turnkey Restaurant Opportunity – Chesterfield, SC Here is your chance to own a fully equipped, move-in-ready restaurant space located in the heart of Chesterfield, SC. This property provides an excellent opportunity for both new entrepreneurs and seasoned operators seeking a proven location without the heavy costs of building from the ground up. Features include: • Established location with strong visibility • All equipment included • Existing loyal customer base • Low startup overhead • Flexible space suitable for a variety of restaurant concepts Leased Land Advantages: • Lower initial investment • No property taxes on the land • Flexibility to expand Address: 1225 West Blvd, Chesterfield, SC

1225 W Blvd Highway, Chesterfield

$34,900

4210125 MLS

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. Whether you’re seeking a quiet escape or a place to bring your vision to life, this property is ready to meet your needs and exceed your expectations.

32 Tell Davidson Road, Chesterfield

$300,000

4146300 MLS

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 capitalize on the growing demand for commercial spaces in the area. Please note the property is being sold "as is," and the seller has never occupied the homes. Act fast to secure your stake in Chesterfield's promising future. With its prime location, significant acreage, and versatile zoning, this parcel is a rare find that beckons forward-thinking builders, investors, and developers. Don't miss out on the chance to transform this property into a cornerstone of innovation and progress in Chesterfield, SC.

612&614 East Boulevard, Chesterfield

$300,000

4146197 MLS

612&614 East Boulevard, Chesterfield

Start Your Search

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither The M Homes Group nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Carolina Multiple Listing Services, Inc.”

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .