Chester Homes under $250,000

Chester Homes under $250,000

Welcome to Chester, South Carolina – a charming city steeped in history and brimming with Southern hospitality. Nestled in Chester County, this quaint town offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its picturesque streets, friendly community, and rich cultural heritage, Chester is a hidden gem in the heart of the Palmetto State.

For homebuyers seeking affordable options, Chester boasts a variety of homes priced under $250,000. Whether you’re a first-time buyer, a growing family, or looking to downsize, Chester has something for everyone. From cozy bungalows to spacious family homes, the real estate market here offers a range of styles and layouts to suit your needs. Many of these homes feature beautiful yards, inviting porches, and easy access to local amenities, ensuring you can enjoy the best of Chester living.

Chester is not just about affordable housing; it’s also a city rich in recreational opportunities. Explore the scenic beauty of nearby parks, enjoy leisurely strolls along the historic downtown area, or partake in community events that bring residents together. The local schools are highly regarded, and the community spirit is palpable, making it an excellent place for families to thrive.

With its affordable homes, welcoming atmosphere, and vibrant community life, Chester, SC, is more than just a place to live; it’s a place to create lasting memories. Come discover your dream home in this delightful city today!

Newest Chester Homes under $250,000

1227 Eden Drive, Chester
$249,900
3 Beds ⋅ 2 Baths ⋅ 4437176 MLS
Welcome home to this freshly renovated single-story ranch outside of Chester. Offering three bedrooms, two baths of comfortable living, this home is ready for its next chapter, with no HOA. The remodeled kitchen is the heart of the home, featuring new Shaker-style cabinetry, quartz countertops, undermount double sink with pull-out faucet & recessed lighting. The bathrooms have been updated with new vanities, toilets, fixtures, framed mirrors, and lighting, and the primary bedroom enjoys its own private bath. Fresh paint, new baseboards, six-panel interior doors, modern black hardware, and new light fixtures carry throughout. Outside, relax and enjoy the space and privacy. Easy access to SC-9 and I-77 puts Rock Hill and Charlotte within reach. A free 100 day home warranty included with Buyer activation, terms and conditions may apply.

1227 Eden Drive, Chester
132 Loomis Street, Chester
$95,000
2 Beds ⋅ 1 Baths ⋅ 4421500 MLS
This charming two-bedroom, one-bath home is a great opportunity for a first-time buyer or investor. The comfortable layout, natural light, and new mini-split systems for heating and cooling make it move-in ready while still offering plenty of potential to make it your own. Whether you’re ready to stop renting or add to your investment portfolio, this affordable home is worth a look. Schedule your showing today!

132 Loomis Street, Chester
914 S Naughton Street, Chester
$239,000
3 Beds ⋅ 2 Baths ⋅ 4434176 MLS
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
114 Hampton Street, Chester
$185,000
3 Beds ⋅ 2 Baths ⋅ 4433726 MLS
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
218 Center Street, Chester
$149,900
2 Beds ⋅ 1 Baths ⋅ 4432536 MLS
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
102 Mlk Memorial Drive, Chester
$215,000
3 Beds ⋅ 1 Baths ⋅ 4353186 MLS
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
530 Pinckney Road, Chester
$118,000
2 Beds ⋅ 1 Baths ⋅ 4431958 MLS
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
528 6th Street Unit #24, Chester
$160,000
2 Beds ⋅ 2 Baths ⋅ 4430778 MLS
*** PRICE IMPROVEMENT **** HOME HAS BEEN APPRAISED WELL ABOVE ASKING PRICE! INSTANT EQUITY Seller is offering $5,000 toward closing costs or a rate buy-down with a competitive offer! Welcome to this remodeled and beautifully reimagined home in Chester Every inch of this property has been thoughtfully designed and constructed from the ground up, creating a move-in-ready home that stands apart from anything else on the market. Step inside to discover over 1,000 square feet of well-appointed living space featuring 2 spacious bedrooms and 2 full bathrooms. The layout features a new kitchen with brand-new countertops, sleek cabinetry, and modern flooring, perfect for both everyday living and entertaining. Both bathrooms have been stylishly renovated, while the entire home features New drywall, electrical, plumbing, energy-efficient windows, and a rebuilt foundation complete with insulation and a moisture barrier for lasting durability and energy efficiency.. Enjoy the comfort of new LVP and carpet flooring, along with a newer gas pack system that keeps the home efficient year-round. The R-30 insulated attic and crawlspace further enhance the home’s energy performance. Outside, the property sits on a generous .27 acre fenced lot, offering plenty of space for outdoor enjoyment. A 15’x15’ workshop, built just three years ago and equipped with electricity, provides endless possibilities for hobbies, storage, or a home business. The durable hardboard fiber cement siding ensures low maintenance and long-lasting curb appeal. All renovations were fully permitted and approved by Chester County, giving buyers peace of mind in the quality of construction. Located in a USDA-eligible area, this home may qualify for 100% financing for eligible buyers. Some photos have been virtually staged

528 6th Street Unit #24, Chester
645 Pine Ridge Road Unit #54, Chester
$180,000
3 Beds ⋅ 1 Baths ⋅ 4427459 MLS
Welcome to 645 Pine Ridge Road in Chester, SC! This charming full-brick ranch home features 3 bedrooms, 1 full bathroom, and sits on a spacious 0.38-acre lot. Recent updates include a new heat pump installed in 2023, new gutters in 2024, new carpet in all bedrooms in 2025, and new laminate flooring throughout the home in 2025. The concrete driveway, added in 2020, provides convenient off-street parking and excellent curb appeal. Enjoy outdoor living from the covered front porch or back deck, while the fully fenced yard offers privacy and plenty of space for pets, gardening, entertaining, or relaxing. With major updates already completed, this full-brick ranch offers a great combination of comfort, functionality, and value. Schedule your showing today!

645 Pine Ridge Road Unit #54, Chester
102 Cushman Drive, Chester
$184,900
3 Beds ⋅ 2 Baths ⋅ 4426438 MLS
Single-level living with the big updates already done! This 3-bedroom, 2-bath brick and vinyl home in Chester sits on a generous 0.41-acre lot and has been thoughtfully renovated throughout. The remodeled kitchen features new cabinetry and countertops and comes equipped with a refrigerator with ice maker, electric range, dishwasher, and microwave. Both full baths have been renovated, and new flooring flows throughout. Behind the walls, the electrical, plumbing, insulation, and HVAC have all been upgraded, and a new architectural shingle roof was installed in July 2025. Outside, enjoy a front porch, a back deck, an attached carport, and a concrete driveway. City water and sewer. The seller is offering $5,000 in seller concessions with an acceptable offer, which the buyer can use toward closing costs or a rate buydown. Schedule your private showing of 102 Cushman Drive today!

102 Cushman Drive, Chester
554 Gardendale Circle, Chester
$184,500
3 Beds ⋅ 1 Baths ⋅ 4425589 MLS
Charming All-Brick Home with Updates & Convenient Location! Welcome home to this charming 3-bedroom, 1-bath all-brick home offering comfortable living, thoughtful updates, and a convenient location. Step inside to find fresh interior paint and LVT flooring throughout, creating a clean and inviting atmosphere. The kitchen features a smooth-top range and refrigerator, with the washer and dryer also remaining with the home for added convenience. The home offers an attached carport for covered parking and a covered front porch—the perfect spot to relax and enjoy your morning coffee. Out back, you'll find a nice-sized deck, ideal for grilling, entertaining, or hosting weekend BBQs with family and friends. Enjoy the best of both worlds with a location that is close to town while still benefiting from county taxes. You'll be just minutes from growing downtown Chester and conveniently located for an easy commute to both Charlotte and Columbia. Ask about assuming seller's current low rate....

554 Gardendale Circle, Chester
123 York Street, Chester
$170,000
5 Beds ⋅ 3 Baths ⋅ 4426101 MLS
This charming turn-of-the-century home features a wraparound rocking chair porch, a detached one-car garage, and a fenced backyard. Inside, it offers an impressive five bedrooms and three full bathrooms, with the master suite on the main level. Enjoy formal dining and living rooms, plus a spacious kitchen with a granite island. A downstairs den with a laundry area completes the space. The property is just waiting for some finishing touches. Home Sold As-Is

123 York Street, 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 .

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