Chester Homes under $300,000

Welcome to Chester, South Carolina – a charming city steeped in rich history and vibrant community spirit! Nestled in Chester County, this delightful town offers a perfect blend of small-town warmth and modern conveniences, making it an ideal place to call home. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, Chester invites you to explore all it has to offer.

One of the most appealing aspects of Chester is the affordability of its housing market. If you're searching for a cozy abode without breaking the bank, you'll be pleased to discover a variety of homes available for under $300,000. Whether you’re a first-time homebuyer or looking to downsize, Chester boasts a diverse selection of properties that cater to different lifestyles and preferences. From charming single-family homes with spacious yards to quaint townhouses perfect for easy living, there’s something for everyone.

Living in Chester means enjoying the tranquility of suburban life while being just a short drive from larger cities like Rock Hill and Charlotte. Residents relish in the abundance of outdoor activities, including parks, walking trails, and nearby lakes, perfect for family outings or quiet afternoons. Plus, with a thriving local economy and friendly community, Chester is not just a place to live; it’s a place to thrive.

Explore the homes available in Chester today and discover why this delightful city is the perfect backdrop for your next chapter! Embrace the opportunity to create lasting memories in a community that truly feels like home.

Newest Chester Homes under $300,000

$255,000

3 Beds ⋅ 2 Baths ⋅ 4430424 MLS

Welcome home to this charming 3-bedroom 2-bathroom, well-maintained home featuring a bright, open layout with vaulted ceilings and comfortable living spaces throughout. The kitchen offers white cabinetry, generous counter space, stainless steel appliances, that flow into the dining and living areas. Enjoy a spacious yard surrounded by mature trees, a one-car garage, and plenty of room to relax or entertain. With neutral finishes and a functional floor plan, this home is move-in ready and waiting for its next owner!

633 Ashford Street, Chester

Listing courtesy of Bloom Realty. shannoncookerealtor@gmail.com

$200,000

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

Listing courtesy of Mark Spain Real Estate. latashramoorer@markspain.com

$170,000

4 Beds ⋅ 4 Baths ⋅ 643777 MLS

Come see this historic home built in 1913! Hardwood flooring and 14 foot ceilings throughout most of the home. A sprawling staircase and large entry way greets you when entering the home. The main floor features a bedroom, living room, kitchen and dining room. All of the rooms are very spacious which was the building style of the time. Upstairs features 3 additional bedrooms and 2 full bathrooms. There is also an additional guest cottage in the backyard. This home is located in the heart of Chester. Make it yours today! This is a Fannie Mae Homepath property. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in listings.

108 York St, Chester

Listing courtesy of Dusty Conine of Keller Williams Palmetto.

Listing courtesy of Listing Agent: Dusty Conine () from Listing Office: Keller Williams Palmetto.

Listing courtesy of Keller Williams Palmetto.

$186,900

3 Beds ⋅ 2 Baths ⋅ 4426438 MLS

Thoughtfully updated, this Chester home pairs inviting character with modern style and convenience. The remodeled kitchen takes center stage with attractive finishes and updated appliances, while renovated bathrooms and updated flooring create a fresh, cohesive feel throughout. Additional improvements include updates to the electrical, plumbing, insulation, and HVAC systems, along with a new roof installed in July 2025. Offering comfort and style with many important improvements already completed, this home is ready for its next chapter. Schedule your private showing to experience 102 Cushman Drive!

102 Cushman Drive, Chester

Listing courtesy of Premier South. leslieblackwood@carolinaheritage.org

$277,000

3 Beds ⋅ 2 Baths ⋅ 342070 MLS

Brand-new and move-in ready, this quality-built ranch offers easy one-level living at the right price. Designed for low-maintenance living, this affordable new construction home features stylish finishes including quartz countertops, stainless steel appliances, and durable LVP flooring. Everything is brand new and ready for its new owner, making this the perfect opportunity for buyers looking for comfort, convenience, and value in a beautifully finished home.

657 Still St, Chester

Listing courtesy of of Keller Williams Connected.

$265,000

2 Beds ⋅ 1 Baths ⋅ 4407740 MLS

Completely Remodeled Country Charmer on 1 Acre! Welcome home to this beautifully renovated 2-bedroom, 1-bath home offering modern updates with timeless charm, giving that modern farmhouse feel, all situated on a spacious 1-acre lot. From the moment you arrive, you'll appreciate the inviting covered front porch with rich wood accents and the convenient attached carport and fence back yard. Inside, you'll find a bright, open-concept floor plan featuring luxury vinyl plank flooring, fresh neutral paint, updated lighting, and abundant natural light throughout. The stunning kitchen with white shaker cabinetry, granite countertops, stainless steel appliances, and plenty of cabinet and counter space—perfect for everyday living and entertaining. Enjoy peace of mind with a brand-new roof/gutters and extensive interior renovations, making this home truly move-in ready. Relax on the covered back deck overlooking the expansive fenced backyard, offering endless possibilities for gardening, outdoor entertaining, pets, or simply enjoying the peaceful setting and new privacy fence just added. Whether you're a first-time homebuyer, looking to downsize, or searching for a turnkey property with room to spread out, this beautifully updated home is one you won't want to miss! Located minutes from Rock Hill and I-77

1620 Saluda Road, Chester

Listing courtesy of NorthGroup Real Estate LLC. gmetker.realestate@gmail.com

$199,900

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.

554 Gardendale Circle, Chester

Listing courtesy of New Chester Realty LLC. baustin@comporium.net

$187,500

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

Listing courtesy of Gibbs Realty & Auction Co Inc.. cyeparker3@gmail.com

$239,000

3 Beds ⋅ 1 Baths ⋅ 4425939 MLS

Welcome to country living on over 2 acres! This move-in ready home has plenty of charm along with several recent updates. Inside, you’ll find LVP flooring, fresh paint, a spacious living room with a brick fireplace, and an updated kitchen with new countertops, backsplash, sink, and stainless steel appliances. The bathroom has also been refreshed with a new tub/shower. 2025 improvements include a new cooling system, electric water heater, reinforced flooring, and a leveled backyard. Outside, there’s a large back deck, fenced yard area, and wooded acreage for added privacy! No HOA and conveniently located with easy access to Chester, Rock Hill, shopping, and I-77.

823 Great Falls Highway, Chester

Listing courtesy of Bloom Realty. ari@arisimpson.com

$249,000

3 Baths ⋅ 4424358 MLS

Discover the possibilities at 717 Celsey Road! Situated on approximately 2.07 acres just a few miles outside the City of Chester, this well-maintained, site-built property offers a spacious and versatile layout with potential for both commercial and residential use. Currently utilized as a commercial/religious assembly building, the property is well-suited for a variety of uses. For those seeking a residential opportunity, the property is zoned RG-1 and has the potential for conversion to a single-family home or multi-family residence. The existing structure would require upfitting to add typical residential features such as a kitchen, bedrooms, and full bathrooms. The building features a large open meeting area with a stage, two adjoining storage closets, a separate classroom/meeting room, and three restrooms, including one designated accessible restroom. The maximum building capacity is 250. The property offers three points of access, including a ramped accessible entrance, accessible parking, wide interior passageways, and no interior steps. The brick and vinyl exterior has been well maintained, and improvements made in 2019 include a new roof and fresh interior paint. Outside, you'll find a large rear parking area, storage shed, and a covered drive-through awning providing convenient sheltered access to the building. Public water and sewer serve the property. With its generous acreage, established parking, accessibility features, flexible interior space, and convenient location on the west Chester side of the area, this property presents an exciting opportunity for its next owner. Other uses including religious, educational, civic or social organizations, daycare, office, or community gathering space. Whether you are looking for a commercial facility, a place to serve your organization, or a property with potential to convert into a unique residential home, 717 Celsey Road offers endless possibilities. This location is close to the Chester State Park, just a few miles outside of the city and close to public softball and baseball complexes. Schedule your private tour today and discover all that 717 Celsey Road has to offer!

717 Celsey Road, Chester

Listing courtesy of Darby Real Estate and Appraisals, LLC. beth.darbySC@gmail.com

$214,900

3 Beds ⋅ 2 Baths ⋅ 4424061 MLS

This fully renovated 3-bedroom, 2-bathroom home checks every box for move-in ready living! Built in 2011 and thoughtfully updated throughout, this 1,427 sq ft home sits on a .19-acre lot just minutes from downtown Chester. Step inside to find luxury vinyl plank flooring flowing throughout the home, complemented by appealing light fixtures and ceiling fans. The kitchen has stainless steel appliances, granite countertops, white shaker cabinets, and updated hardware, faucet, and sink. Both bathrooms were recently remodeled with new cabinetry, tile, fixtures, and lighting. The primary suite features a vaulted ceiling and two closets for ample storage. Outside, enjoy the large covered front porch — ideal for rocking chairs and relaxing afternoons — plus a covered side patio perfect for entertaining. The partially fenced, flat backyard includes a spacious shed and a lovely pear tree. A new concrete pad accommodates two vehicles, with additional street parking available.

153 Loomis Street, Chester

Listing courtesy of Ouzts Realty Company, LLC. robert@ouztsrealty.com

$225,000

3 Beds ⋅ 1 Baths ⋅ 4422504 MLS

Some homes just feel like they’ve been loved, and this sweet Stringfellow Road home has more than thirty years of memories within its walls. Now it’s ready for a new owner, a little fresh vision, and its next chapter. Offering three bedrooms, one bath, and just over 1,000 square feet, this home is comfortable, manageable, and fully move-in ready. Fresh paint has already brightened things up, and a brand-new back deck gives you a great spot for morning coffee, evening conversations, or a backyard cookout. The washer and dryer are included, too. There’s still room here to add your own style and make updates along the way, without needing to tackle everything before moving in. Whether you’re buying your first home, ready to downsize, or simply looking for a place you can make your own, this one offers plenty of possibility. And then there’s the location. Tucked away in a highly sought-after area in Chester, where homes don’t come available often, this is your chance to put down roots in an established area and turn a well-loved house into a home that feels completely yours.

1242 Stringfellow Road, Chester

Listing courtesy of EXP Realty LLC Ballantyne. 803-804-7097

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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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Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. 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. Properties may or may not be listed by the office/agent presenting the information.