Chester Real Estate

Chester Real Estate

Welcome to Chester, South Carolina – a charming town steeped in history and nestled in the heart of Chester County. Known for its warm Southern hospitality and a tight-knit community, Chester offers a delightful blend of small-town charm and modern conveniences, making it an ideal place to call home.

As you stroll through the picturesque streets of Chester, you’ll be captivated by its rich history, which dates back to the early 1800s. The town is dotted with beautifully preserved historic buildings, including the iconic Chester County Courthouse and the charming downtown area filled with unique shops and local eateries. Here, you can enjoy a leisurely afternoon exploring antique stores or savoring a delicious meal at a family-owned restaurant.

Chester is also home to a vibrant arts scene, with local galleries and theaters showcasing the talents of both established and emerging artists. Outdoor enthusiasts will appreciate the abundance of parks and recreational areas, offering opportunities for hiking, fishing, and picnicking amidst the stunning natural beauty of the region.

Families will find that Chester is a great place to raise children, with excellent schools and a strong sense of community. The town hosts various events throughout the year, from seasonal festivals to farmer’s markets, fostering connections among residents and celebrating local culture.

With its affordable housing options and a laid-back lifestyle, Chester, SC is not just a place to live; it’s a place to thrive. Discover the charm of Chester and find your perfect home in this welcoming community today!

Newest Listings in Chester

914 S Naughton Street, Chester
$239,000
3 Beds ⋅ 2 Baths ⋅ 4434176 MLS ⋅ ACTIVE Status
Come see 914 S Naughton Street located in Chester, South Carolina! The Sanford is one of our ranch plans featured at Woodhaven at Chester in Chester, SC. This home features three bedrooms, two bathrooms, and one-car garage. As you enter the home you will see the two secondary bedrooms and shared bathroom. The home then opens up to the kitchen and living area. The kitchen is equipped with a pantry, stainless steel appliances, and ample counter space, making it perfect for both dining and entertaining. The home also features a luxurious primary suite, complete with a large walk-in closet and a primary bathroom. This bright and sunny home has 3 bedrooms, 2 baths and a beautiful open floor plan. Spacious kitchen with quartz counters, stainless steel electric range/microwave/dishwasher and pantry. The kitchen opens into family room w/ elegant and durable vinyl plank floors throughout main living space. Primary bedroom features a walk-in closet, luxurious bathroom with large shower, and raised height vanity with quartz top. Walk in Laundry. Fully sodded yard, garage door opener with remote and 8' x 10 rear patio all included! BRAND NEW HOME WITH COMPLETE BUILDERS WARRANTY! MOVE IN PACKAGE (REFRIGERATOR, WASHER-DRYER, AND BLINDS)

914 S Naughton Street, Chester

Listing courtesy of DR Horton Inc. mcwilhelm@drhorton.com
114 Hampton Street, Chester
$189,900
3 Beds ⋅ 2 Baths ⋅ 4433726 MLS ⋅ ACTIVE Status
Nice home with so much potential, owned by the same family for over 60 years. The home features a very large living room, spacious dining room, a flex space or office, high ceilings, and more. Enjoy the large, relaxing rocking-chair front porch and the beautiful yard. Dining room furniture and piano are available if desired. Add your own touch and make this home something special!

114 Hampton Street, Chester

Listing courtesy of Rinehart Realty Corporation. jimmy.mcwaters@rinehartrealty.com
0000 Narrow Bridge Road Unit #3, Chester
$134,500
4432673 MLS ⋅ ACTIVE Status
Beautiful, cozy 8 acres of quiet country on Narrow Bridge Road in western Chester County, South Carolina, near the scenic Broad River. With hundreds of feet of road frontage, a natural blend of hardwoods and pines, and gently rolling terrain, this inviting property helps you picture your future here. Imagine morning coffee on the porch of your new home, a private trail winding through the trees, or a weekend cabin far from the noise of the city. This size gives you true elbow room: space for a custom home set well back from the road, a barn or workshop, a garden, and still plenty of land left to wander. Whether you dream of a forever home, a family retreat, or a place to slow down on the weekends, this property gives you the canvas to build it your way. This versatile tract fits a wide range of buyers. Homesteaders will appreciate the room to build, garden, and raise animals. Outdoor enthusiasts will love the setting, with deer and turkey common in the area and the Broad River nearby for fishing, paddling, and exploring. Hunters can picture food plots, stands, and trails tucked into the woods. Investors and long-term holders gain a well-located piece of rural land in a county where nearby industrial and residential growth continues to drive demand. The location balances privacy and access. The property sits about 11 miles northwest of downtown Chester, where you will find everyday shopping, dining, and the charm of a historic Southern main street. Charlotte, Columbia, and Spartanburg are each roughly an hour away, making city trips, airport runs, and weekend outings easy. You get the peace of true rural living, with dark night skies and quiet country roads, without being cut off from the city. Western Chester County is known for its rolling woodlands, family farms, and rural character, the kind of setting that draws buyers looking to put down roots or hold land for the long term. Opportunities of this size in this area do not come along often. Bring your plans, walk the land, and see for yourself what Narrow Bridge Road has to offer. ***Acreage is approximate and subject to survey. More land available for sale***

0000 Narrow Bridge Road Unit #3, Chester

Listing courtesy of Keller Williams Ballantyne Area. kyle@carolinarootsland.com
218 Center Street, Chester
$149,900
2 Beds ⋅ 1 Baths ⋅ 4432536 MLS ⋅ ACTIVE Status
Welcome to this charming 2-bedroom cottage in historic Chester, SC - an inviting opportunity for a first-time homebuyer or anyone looking for a home with comfort and convenience. Step inside to a bright, open floor plan featuring a spacious great room that flows easily into the cozy eat-in kitchen. Abundant natural light creates a warm and welcoming feel throughout the home. Enjoy your morning coffee or afternoon tea on the front porch. Conveniently located within walking distance of shopping, dining, and entertainment, this cottage offers small-town charm with everyday conveniences close by. Whether you're ready to make the move to homeownership or add to your investment portfolio, this Chester cottage is worth a look!

218 Center Street, Chester

Listing courtesy of NorthGroup Real Estate LLC. mwmims.re@gmail.com
107 Lancaster Street, Chester
$300,000
4432114 MLS ⋅ ACTIVE Status
Great stand alone building with additional lot next door. The lot is residential but per the seller may be used for parking for the commercial building when graded and paved. The sale price includes both properties.

107 Lancaster Street, Chester

Listing courtesy of Infinity Realty. lbalatsias@yahoo.com
0000 Narrow Bridge Road Unit #1, Chester
$249,500
4429256 MLS ⋅ ACTIVE Status
Welcome to 26.5 acres of quiet country on Narrow Bridge Road in western Chester County, South Carolina, near the scenic Broad River. With hundreds of feet of road frontage, a natural blend of hardwoods and pines, and gently rolling terrain, this inviting property helps you picture your future here. Imagine morning coffee on the porch of your new home, a private trail winding through the trees, or a weekend cabin far from the noise of the city. This size gives you true elbow room: space for a custom home set well back from the road, a barn or workshop, a garden, and still plenty of land left to wander. Whether you dream of a forever home, a family retreat, or a place to slow down on the weekends, this property gives you the canvas to build it your way. This versatile tract fits a wide range of buyers. Homesteaders will appreciate the room to build, garden, and raise animals. Outdoor enthusiasts will love the setting, with deer and turkey common in the area and the Broad River nearby for fishing, paddling, and exploring. Hunters can picture food plots, stands, and trails tucked into the woods. Investors and long-term holders gain a well-located piece of rural land in a county where nearby industrial and residential growth continues to drive demand. The location balances privacy and access. The property sits about 11 miles northwest of downtown Chester, where you will find everyday shopping, dining, and the charm of a historic Southern main street. Charlotte, Columbia, and Spartanburg are each roughly an hour away, making city trips, airport runs, and weekend outings easy. You get the peace of true rural living, with dark night skies and quiet country roads, without being cut off from the city. Western Chester County is known for its rolling woodlands, family farms, and rural character, the kind of setting that draws buyers looking to put down roots or hold land for the long term. Opportunities of this size in this area do not come along often. Bring your plans, walk the land, and see for yourself what Narrow Bridge Road has to offer. ***Acreage is approximate and subject to survey. More land available for sale*** Bring your plans and come walk the land.

0000 Narrow Bridge Road Unit #1, Chester

Listing courtesy of Keller Williams Ballantyne Area. kyle@carolinarootsland.com
102 Mlk Memorial Drive, Chester
$215,000
3 Beds ⋅ 1 Baths ⋅ 4353186 MLS ⋅ ACTIVE Status
Lots of updates to this charming all brick ranch home. Newly added wooden front porch railing. Original hardwood floors restored. Kitchen, bathroom, and first bedroom updated with Luxury vinyl plank. New vanity in bathroom, Fresh new paint interior and exterior. Brand new mailbox. New window blinds.

102 Mlk Memorial Drive, Chester

Listing courtesy of United Real Estate-Queen City. nora@noraknowshomes.com
530 Pinckney Road, Chester
$118,000
2 Beds ⋅ 1 Baths ⋅ 4431958 MLS ⋅ ACTIVE Status
Welcome home to this charming, move-in-ready one-story home featuring fresh interior paint and new carpet throughout. The bright and inviting floor plan offers comfortable living spaces, including a spacious kitchen with a breakfast bar and separate dining area—perfect for gatherings. Step outside to enjoy the mostly fenced backyard, offering plenty of space for pets, play, gardening, or simply relaxing outdoors. Whether you’re searching for a primary residence or an investment opportunity, this home offers flexibility and value. The seller is offering up to $3,000 in concessions with an acceptable offer, which may be applied toward closing costs, an interest rate buy-down, or other eligible buyer expenses. Take advantage of this opportunity to make your move with less upfront expense!

530 Pinckney Road, Chester

Listing courtesy of RE/MAX Executive. justcallviv@gmail.com
2233 Rodman Road, Chester
$696,000
4431025 MLS ⋅ ACTIVE Status
There are properties that offer land, and then there are properties that offer a way of life. Tucked within the coveted and historic Rodman community of Chester County, South Carolina, 2233 Rodman Rd is a rare 58-acre offering where open fields, mature timber, water, wildlife, and history come together to create something truly special. From the moment you enter the property, there is a sense of place. Along the road frontage sits an established previous homesite flanked by old growth magnolia, cedar and oak trees. The homesite offers scenic countryside views, and possesses a historic smoke house and hand dug well that serves as a reminder of the property's agricultural roots. An existing 6" well is already in place, while power, natural gas, and fiber are available along the road frontage, providing an excellent foundation for a future residence. Seller has conducted septic testing, an engineered system has been recommended by soil consultant. Just beyond the homesite, the land begins to unfold. A picturesque 1.4-acre pond sits bordered by towering trees and an expansive field, creating one of the property's most captivating features. The pond offers a peaceful setting for kayaking, wildlife watching, fishing, or simply enjoying the quiet of a Carolina evening. The tree-lined dam provides a shady, scenic route around the water and connects the homesite to the acreage beyond. From the pond, the property opens into an expansive field of more than five acres. Whether envisioned as a pasture, food plot, equestrian paddock, second homesite, or a wide-open space to enjoy the outdoors, this portion of the property provides tremendous flexibility. From here, an established  and maintained interior road system winds throughout the tract, providing convenient access to every corner of the property. As you continue deeper, additional smaller fields begin to emerge within the timber. These open areas provide endless possibilities for the next owner and could easily be adapted for agricultural uses, recreation, or wildlife management depending on the buyer's vision. Toward the rear of the property lies another expansive five-acre field, which beautifully transitions to the property's natural boundary along the flowing South Fork of Fishing Creek. The creek is where the character of the property truly comes alive. Towering red oaks, water oaks, loblolly pines, and tulip trees line the banks. Wildlife sign is abundant throughout the creek bottom. The combination of mature timber, open fields, natural funnels, and water creates excellent habitat for many forms of wildlife such as whitetail deer and wild turkey. The property's layout provides numerous opportunities for strategic food plots, stands, and wildlife management. Despite the property's peaceful and private setting, 2233 Rodman Rd is remarkably convenient to the surrounding area. Interstate 77 is just an eight-minute drive, putting Rock Hill approximately 20 minutes away and South Park less than 45 minutes from the property. Everyday favorites such Target, Chick-fil-A, Sams Club, Starbucks, and countless other retailers are just a short drive away. It is the perfect balance of rural living without sacrificing proximity to amenities and employment hubs. Properties in the historic Rodman community are rarely available, and opportunities to acquire 58 contiguous acres with a homesite, pond, multiple fields, mature hardwoods, established roads, and frontage along Fishing Creek are even harder to find. Whether your vision is a custom Carolina home with room to roam, a private family retreat, a working mini-farm, an equestrian property, a recreational getaway, or simply a place where your family can gather and enjoy the outdoors, these 58 acres offer the canvas. 2233 Rodman Rd isn't simply a property—it is an opportunity to create something that lasts for generations.

2233 Rodman Road, Chester

Listing courtesy of Keller Williams Ballantyne Area. Matthew@generationslandco.com
121 York Street, Chester
$169,900
5 Beds ⋅ 4 Baths ⋅ 4430920 MLS ⋅ ACTIVE Status
Check out this beautiful Victorian home located in the historic district of Chester, SC. The home is priced to sell and well below the appraised value. The owner has done may updates during her residency. With some extra TLC, this home could be another bright spot on historic York St. The home is being sold as is where is. The seller will not make any repairs.

121 York Street, Chester

Listing courtesy of Homeland Realty Group LLC. NONE
622 Fernwood Drive, Chester
$275,000
3 Beds ⋅ 2 Baths ⋅ 4431467 MLS ⋅ COMING SOON Status
Enjoy the ease of new construction in Chester, SC with a thoughtfully designed 3-bedroom, 2-bath home offering modern finishes, an open floor plan, and plenty of room to enjoy both indoors and out. The heart of the home brings the living room, kitchen, and dining area together in one bright, open space, making everyday living and entertaining feel effortless. An abundance of windows fills the home with natural light, while LVP flooring throughout provides a clean, cohesive look that's also easy to maintain. The kitchen is designed for both function and gathering, featuring granite countertops, a center island, pantry, and a full appliance package. The open layout keeps the kitchen connected to the main living and dining areas while providing plenty of workspace and storage. Three bedrooms and two full baths offer a practical layout for a variety of needs. Whether you're purchasing your first home, looking for something brand new with less maintenance, or simply ready for a home with a little more breathing room, this floor plan makes great use of the space. Outside, enjoy a large lot and back patio with room for grilling, outdoor dining, gardening, or creating the backyard you've been picturing. A two-car garage adds valuable parking and storage. If you've been searching for a new construction home in Chester, South Carolina with modern finishes, an open-concept layout, a two-car garage, and a spacious lot, this home delivers a fresh, functional space ready for its first owner.

622 Fernwood Drive, Chester

Listing courtesy of Northgroup Real Estate. melanie@outlawsoldit.com
624 Fernwood Drive, Chester
$275,000
3 Beds ⋅ 2 Baths ⋅ 4431445 MLS ⋅ COMING SOON Status
Enjoy the ease of new construction in Chester, SC with a thoughtfully designed 3-bedroom, 2-bath home offering modern finishes, an open floor plan, and plenty of room to enjoy both indoors and out. The heart of the home brings the living room, kitchen, and dining area together in one bright, open space, making everyday living and entertaining feel effortless. An abundance of windows fills the home with natural light, while LVP flooring throughout provides a clean, cohesive look that's also easy to maintain. The kitchen is designed for both function and gathering, featuring granite countertops, a center island, pantry, and a full appliance package. The open layout keeps the kitchen connected to the main living and dining areas while providing plenty of workspace and storage. Three bedrooms and two full baths offer a practical layout for a variety of needs. Whether you're purchasing your first home, looking for something brand new with less maintenance, or simply ready for a home with a little more breathing room, this floor plan makes great use of the space. Outside, enjoy a large lot and back patio with room for grilling, outdoor dining, gardening, or creating the backyard you've been picturing. A two-car garage adds valuable parking and storage. If you've been searching for a new construction home in Chester, South Carolina with modern finishes, an open-concept layout, a two-car garage, and a spacious lot, this home delivers a fresh, functional space ready for its first owner.

624 Fernwood Drive, Chester

Listing courtesy of Northgroup Real Estate. melanie@outlawsoldit.com
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“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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