Chester Real Estate

Chester Real Estate

Welcome to Chester, South Carolina, a charming city nestled in the heart of Chester County. With a rich history dating back to the early 1800s, Chester is a delightful blend of Southern charm and modern convenience. Known for its friendly community and picturesque landscapes, this city offers a serene lifestyle that attracts both families and retirees alike.

Chester is strategically located just off Interstate 77, making it an ideal spot for those who want easy access to larger urban centers while enjoying the tranquility of small-town living. The city is surrounded by lush greenery and scenic views, providing ample opportunities for outdoor activities. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll in one of the local parks, Chester’s natural beauty will not disappoint.

The downtown area is a vibrant hub filled with quaint shops, local eateries, and historical landmarks. Residents can explore the Chester County Historical Society or enjoy a meal at one of the cozy cafes that line the streets. The sense of community is palpable here, with events and festivals held throughout the year that bring neighbors together.

Education is highly valued in Chester, with several well-regarded schools and a commitment to fostering a supportive environment for students. The city also boasts a low cost of living, making it an attractive option for those looking to settle down without breaking the bank.

In Chester, you’ll find more than just a place to live; you’ll discover a welcoming community where you can truly feel at home. Come experience the charm of Chester, SC—your new beginning awaits!

Newest Listings in Chester

$430,000
3 Beds ⋅ 3 Baths ⋅ 4407880 MLS
1003 Slick Rock Road is located in on 10.64 acres of gorgeous land with miles of farmland in every direction and over 1000 feet of road frontage. This farmhouse offers 3 bedrooms, 3 baths and is the perfect combination of comfort, functionality, and scenic surroundings. This property is ideal for those seeking room to spread out while remaining conveniently located near the city. The welcoming main level features an open floor plan with a spacious living area centered around a cozy fireplace, a beautifully appointed kitchen with an oversized breakfast bar, and a dedicated formal dining room and half bath, perfect for entertaining. The living room features a floor-to-ceiling light tumbled brick fireplace. A generous bonus room ideal for a home office and an additional storage space beneath the staircase is an added plus. Upstairs you'll find a spacious primary suite complete with a large walk-in closet and private bath, along with two additional bedrooms, another full bath and a conveniently located laundry room. Outdoor living is just as impressive with a covered front porch, expansive rear deck, and an above-ground pool ready for summer enjoyment. The 10.64 acres offers open space, mature trees and multiple buildings for storage, workshops, hobbies or equipment. There is also a fenced in pasture suitable for farm animals. Whether you're looking for a family home, hobby farm potential, or simply a peaceful country retreat, this property offers endless possibilities.

1003 Slick Rock Road, Chester
$375,000
4407432 MLS
Position your business or investment in the heart of historic Downtown Chester with this exceptional brick, steel and concrete building, offering 7840+/- SF of space on the main level and an additional 3200 SF+/- on the basement level. Located along the vibrant and beautiful Gadsden Street and surrounded by established boutiques, restaurants, retail shops, and professional offices, this high-visibility property offers outstanding potential for investors, entrepreneurs, or redevelopment. The property encompasses two street numbers including 141 and 143 Gadsden Street. The main level features 50 feet of showcase windows, perfect for attracting customers. As you enter the double glass doors, an expansive reception area and waiting room are perfectly set up for welcoming customers and visitors. Beyond the reception area there is a generous amount of space that could be utilized for offices, storage, conference areas, creative workspaces or whatever your business will need. There are 5 restrooms within the building including 4 on the main level and 1 on the lower level. The property could be used as a restaurant, retail, medical offices, dental offices, dance school, exercise studio, health facility and so much more. The versatile floor plan easily accommodates a wide variety of commercial uses. A truly rare feature that sets this exceptional property apart is a built-in fallout shelter located in the lower level and is easily accessible within the building. An added convenience is the newly paved public access parking lot located directly behind the building, providing easy customer and employee access while enhancing the property's visibility and functionality in the downtown district. The building is served by city water and sewer, central air and heat. The brick exterior has a covered awning for a shaded entry from the beautiful downtown sidewalk. This property includes the building, furniture and fixtures. Rich in local history this property is home to Z1 Models and Talent Agency for 38 years. Also, once the home to "The Hub", a popular department store featuring men and women's fashion and work clothing. This property is located centrally in Chester's Historic District, the property is surrounded by popular destinations including Broad River Mercantile, Ezell Hardware, Gene's Restaurant, Hazelwood Farms General Store, Hillside Restaurant and Bar, Wild Bees Bottle Shop, The Boutique at Broad River, The Rainbow Rooster Boutique, Cut-Ups, Becky's Boutique, Cotton Hills Farms other thriving local businesses and a new development planned across the street. Whether you're seeking retail space, office headquarters, a mixed-use redevelopment opportunity, or a long-term investment, 141 Gadsden Street offers a rare combination of size, location, history, and unique amenities that are seldom available in today's commercial market.

141 Gadsden Street, Chester
$273,000
3 Beds ⋅ 3 Baths ⋅ 4407296 MLS
Be among the first to own this thoughtfully designed new construction home in an established residential neighborhood in the City of Chester. Blending contemporary farmhouse architecture with modern functionality, this to-be-built home offers 3 bedrooms, 2 full bathrooms, 1 half bath, and an attached one-car garage, creating a comfortable layout for everyday living. The open-concept main level is designed with both functionality and entertaining in mind. A spacious living area flows seamlessly into the kitchen and dining space, where a center island, abundant cabinetry, and modern finishes create the heart of the home. A convenient half bath and access to the rear deck provide the perfect setting for indoor-outdoor living, whether enjoying your morning coffee or hosting. Upstairs, the private primary suite features an en-suite bath, while two additional bedrooms and a shared full bath offer flexibility for guests, or a home office. The home's modern farmhouse-inspired exterior showcases attractive mixed siding, a welcoming covered front porch, clean architectural lines, and inviting curb appeal designed to complement the surrounding neighborhood. Conveniently located just minutes from historic downtown Chester, you'll enjoy easy access to local restaurants, boutique shopping, schools, healthcare, and year-round community events. Outdoor recreation is close at hand with nearby Chester State Park, Landsford Canal State Park, golf courses, walking trails, fishing, boating, and other recreational opportunities. With quick access to Interstate 77, commuting to Rock Hill, Fort Mill, Columbia, and the greater Charlotte metropolitan area is convenient while still enjoying the charm of small-town living. Home is to be built. Renderings, floor plans, dimensions, features, finishes, and specifications are for illustrative purposes only and are subject to change without notice. Buyer and buyer's agent are responsible for verifying all information deemed important.

110 Gaston Street, Chester
$295,000
2 Beds ⋅ 2 Baths ⋅ 4406696 MLS
Step into timeless charm with this beautifully maintained 1923 home offering approximately 2,400 square feet of character and modern updates! Situated on a private corner lot surrounded by mature shade trees, this inviting 2-bedroom, 2-bath home offers the perfect blend of historic elegance and everyday comfort. Inside, you'll find spacious living throughout, including two separate living rooms, a formal dining room, a bright sunroom, a well-appointed kitchen, a butler's pantry, a mudroom, and a dedicated laundry room. Original architectural details combined with thoughtful updates create a warm and welcoming atmosphere. Relax on the oversized front porch complete with a classic porch swing, or enjoy the privacy of the fenced side yard. Need extra space? The detached outbuilding is equipped with a window unit and space heater, making it ideal for a workshop, hobby room, office, or additional storage. A covered carport with attached storage provides even more convenience. Major updates include a new roof (2021), hot water heater (2021), completely updated electrical system (2014), and a new sump pump (2026), offering peace of mind for years to come. Conveniently located in the heart of historic Chester, this one-of-a-kind property is full of character, charm, and possibilities. Don't miss your opportunity to own a piece of history with modern-day comforts!

170 York Street, Chester
$160,000
3 Beds ⋅ 1 Baths ⋅ 4407269 MLS
Discover the potential of this charming 3-bed, 1-bath home located at 608 Catawba St in Chester, SC. With 1,025 sq ft of living space on a generous 0.38-acre lot, this property is an ideal opportunity for investors, DIY buyers, or anyone looking for an affordable home with room to grow. Several major updates have already been completed, including a brand-new roof, updated HVAC system, and new flooring in select areas, giving you a strong head start on the renovation process. The home features a comfortable layout, a functional kitchen, and a cozy living area ready for your personal touch. The large backyard offers endless possibilities—outdoor entertaining, gardening, storage buildings, or future expansion. Located in a quiet neighborhood just minutes from downtown Chester, this property provides convenient access to shops, schools, parks, and local amenities. With a little additional work, this home can truly shine. Whether you're looking to build equity, create a rental property, or customize a home to your taste, 608 Catawba St delivers value, potential, and important updates already in place. Don’t miss this chance to make it your own.

608 Catawba Street, Chester
$325,000
3 Beds ⋅ 2 Baths ⋅ 4404737 MLS
Enjoy the peace and privacy of country living on this beautiful 10-acre property with a pond, a mix of open fields and mature woods, and endless possibilities. Spend your days fishing, kayaking, paddling around, or simply relaxing by the water while taking in the peaceful views. The well-kept 3-bedroom, 2-bath home offers a comfortable layout that's ready for its next owner. Established pecan trees, muscadine vines, and blueberry bushes add to the charm, while the acreage provides the perfect blank slate for a large garden, hobby farm, or the homestead you've always envisioned. A barn with an attached shed offers excellent space for equipment, livestock, projects, or extra storage. Start your mornings on the spacious front deck overlooking the property and end your evenings by the pond. Enjoy the privacy of country living without giving up convenience, with grocery stores, local restaurants, shopping, and everyday essentials just a short drive away in downtown Chester.

853 Nancys Place, Chester
$369,000
4 Beds ⋅ 3 Baths ⋅ 4401942 MLS
Historic Elegance Meets Modern Convenience at 159 E. Lacey Street, Chester, SC! Built in 1854 and located just one block off Lancaster Street in Chester, near downtown shopping and other necessary conveniences, this beautifully updated home offers the perfect combination of timeless character and modern amenities. Nestled in a quiet, established neighborhood, this spacious residence features 4 bedrooms, 2.5 bathrooms, and 3,013 square feet of living space. Step inside to discover large, inviting rooms, high ceilings, and the charm that only a historic home can provide. Extensive updates have already been completed, including all new electrical wiring, insulation, energy-efficient windows, LED lighting throughout, new carpeting, and a completely renovated kitchen with new appliances installed within the last two years. Additional upgrades include Moen water-saving faucets and other efficiency-focused improvements. Whether you're looking for a move-in ready primary residence or an investment opportunity, this property offers exceptional flexibility. The home can be purchased as an income-producing rental property with tenants in place, or the tenants can vacate prior to closing for owner-occupant buyers. Offered as-is, this home is move-in ready and provides a rare opportunity to own a piece of Chester's history without the burden of major renovations. With its convenient location, spacious rooms, extensive updates, historic charm, expansive front and back yard, and investment potential, this exceptional property is truly one of a kind. Don't miss your opportunity to own this beautifully restored historic home where classic Southern charm meets modern living. With full price offer, Seller is offering up to $5000 in concessions to assist with the building of a back deck.

159 E Lacy Street, Chester
$415,000
2 Beds ⋅ 2 Baths ⋅ 4403921 MLS
Escape to the peaceful charm of country living with this beautiful log cabin nestled on 4 picturesque acres. From the inviting front porch overlooking the spring-fed, stocked pond to the expansive deck and covered Gazebo - all perfect for relaxing or entertaining, every inch of this property is designed to embrace the outdoors. Whether you're dreaming of a hobby farm, homestead, or simply room to roam, this property delivers with two fenced pastures, a chicken coop complete with chickens, a spacious detached garage/workshop, and an air conditioned storage shed. The tranquil setting offers privacy, scenic views, and endless opportunities to enjoy nature. Inside, you'll fall in love with the authentic character of this warm and welcoming log home. Rich wood walls, soaring vaulted ceilings, beautiful wood floors, and an open-concept floor plan create the perfect blend of rustic charm and comfortable living. The kitchen, of course, has an apron sink and has been updated with all-new appliances, offering modern convenience while maintaining the home's timeless appeal. The main level features comfortable living spaces, while upstairs the original loft has been thoughtfully enclosed to create a private bedroom with its own full bath—perfect for guests, family, or a secluded primary retreat. If you've been searching for a peaceful country escape where you can fish from your own stocked pond, gather eggs each morning, work on projects in the detached workshop, and unwind on the porch as the sun sets over the water, this one-of-a-kind property is ready to welcome you home.

3448 Center Road, Chester
$469,900
3 Beds ⋅ 3 Baths ⋅ 4404992 MLS
Welcome home to this beautifully designed custom ranch offering the perfect blend of modern style, thoughtful design, and peaceful privacy. Nestled on a spacious wooded lot, this 3-bedroom, 2.5-bath home features an open-concept floor plan with soaring vaulted ceilings, abundant natural light, and quality finishes throughout. The heart of the home is the stunning kitchen, complete with white shaker cabinetry, granite countertops, a large center island with seating, stainless steel appliances, pantry, and an open flow into the dining area and expansive great room—perfect for entertaining or everyday living. The spacious owner’s suite is privately located away from the secondary bedrooms and includes a luxurious en-suite bath with dual vanities, a walk-in tiled shower, linen storage, and a generous walk-in closet with easy access to the laundry room for added convenience. On the opposite side of the home, two additional bedrooms share a full bath, creating an ideal layout for family or guests. A convenient powder room is located just off the garage entrance and away from the main living area. Step outside to enjoy the large screened-in covered porch overlooking the private backyard—an ideal space for morning coffee, outdoor dining, or relaxing while enjoying the peaceful wooded surroundings. The lot features an existing cement pad that is ideal for parking equipment, campers or placing a storage shed.

2902 Peden Bridge Road, Chester
$52,500
4405496 MLS
Discover an excellent opportunity to own nearly one acre of cleared land located within the growing city of Chester, South Carolina. This offering includes three separate lots, providing flexibility for development and investment. Tax Map Numbers:• 201-02-09-022-000, • 201-02-09-021,• 201-02-09-020. With multiple lots combined, the property offers the potential for the construction of several homes or one spacious residence, subject to applicable city and county zoning, permitting, and development requirements. Conveniently located in Chester, this property offers easy access to major surrounding areas, including Charlotte and Columbia, making it an attractive opportunity for homeowners, builders, and investors alike. Whether you're looking to build a personal residence, develop multiple homes, or invest in a growing community, this property offers valuable potential in a convenient location.

219 Peyton Street, Chester
$225,000
4405437 MLS
Imagine the possibilities with this beautiful 24-acre property, a blank canvas ready to bring your vision to life. Whether you're dreaming of building your forever home, creating a private family compound, or establishing the farm you've always wanted, this expansive tract offers endless opportunities. With plenty of room for a custom home, barns, gardens, pastures, recreational space, and more, you can design the lifestyle you've always envisioned. Enjoy the peace, privacy, and freedom that come with owning acreage while making your dreams a reality on this exceptional property.

1848 West End Road, Chester
$175,000
3 Beds ⋅ 1 Baths ⋅ 4401640 MLS
Welcome to 724 Webber Avenue in Chester, SC! This charming home has been completely gutted and rebuilt, with only the original foundation remaining, offering the benefits of essentially new construction. It's a great opportunity for first-time homebuyers, investors, or anyone looking to make a home their own. Conveniently located near shopping, dining, schools, healthcare, and Chester State Park, it offers the perfect blend of small-town charm and everyday convenience. With easy access to US-321, commuting to Rock Hill and Charlotte is a breeze. Don't miss your chance to see all this property has to offer—schedule your showing today!

724 Webber Avenue, Chester
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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 .