Chester, SC Homes for Sale

• 

  

  

  /5

  $64,900

  • Land
  • 3.7 Acres
  • $17,541 per Acre

  3.7 AC Debruhl Rd, Chester, SC 29706

  This tract is tucked away in the serene countryside of Chester, South Carolina. With almost four acres on a quiet residential street, you'll have the perfect blend of privacy and natural beauty. With the land's gentle slope, you'll have plenty of space for your peaceful retreat away from the bustle of city life. Surrounded by mature trees and open sky, this property provides a quiet, rural

  Kara Winn Rinehart Realty Corporation

  3.7 AC Debruhl Rd, Chester, SC 29706
• 

  

  

  /23

  $144,900

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft

  187 1/2 W End St, Chester, SC 29706

  ***This home qualifies for 100% financing/up to $20,000 in closing cost assistance with preferred lender.*** This updated home, located just minutes from downtown Chester, offers 2 bedrooms, 1 bath, and 893 sqft of great living space! Enjoy the benefits of brand-new appliances, fresh paint, and updated flooring and lighting. You'll find new custom cabinets in the kitchen and stylish tile surround

  Ari Simpson Bloom Realty

  187 1/2 W End St, Chester, SC 29706
• 

  

  

  /20

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  560 Roundtree Cir, Chester, SC 29706

  Fully renovated all-brick 3-bedroom, 1-bath home. Features include living room, dining area and updated Kitchen. Washer and Dryer Connections onsite for added convenience. Luxury Vinyl plank flooring throughout. The Shady front yard along with Covered Front Porch offer great outdoor comfort. Attached rear Storage room in Rear. New HVAC to be installed before closing.

  Cye Parker Gibbs Realty & Auction Co Inc.

  560 Roundtree Cir, Chester, SC 29706
• 

  

  

  /19

  $125,000

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  504 Brendale Dr, Chester, SC 29706

  Charming ranch home in Chester with tons of potential! This home features a spacious kitchen and dining area with a breakfast bar—perfect for everyday living or casual meals. The flexible floor plan includes two bedrooms plus an additional room that could serve as a third bedroom, home office or playroom, depending on your needs. Relax on the welcoming front porch, a great spot to enjoy your

  Jenn Turner Howard Hanna Allen Tate Rock Hill

  504 Brendale Dr, Chester, SC 29706
• 

  

  

  /10

  $30,000

  • Land
  • 2.06 Acres
  • $14,563 per Acre

  none Woods Ferry Rd, Chester, SC 29706

  Build your dream home!! Don't miss this opportunity to own two lots in a desirable location in Chester, SC. Perfect for a custom, manufacturing or modular home. This lot is being sold along with tax map #019-00-00-097-000. If you are looking for country living, look no further.

  Kiema Strong Fam Lee Realty, LLC

  none Woods Ferry Rd, Chester, SC 29706
• 

  

  /14

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2150 Pressley Rd, Chester, SC 29706

  Discover this charming property, an ideal opportunity for those seeking a peaceful, rural retreat. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers generous space for comfortable living—perfect whether you're just starting out, expanding your family, or searching for a smart investment. Situated on a spacious lot, the property provides plenty of room for outdoor

  William Spann Expand Legacy Worldwide LLC

  2150 Pressley Rd, Chester, SC 29706
• 

  

  /23

  $145,000

  • 3 Beds
  • 3 Baths
  • 1,013 Sq Ft

  518 W White St, Chester, SC 29706

  Newly renovated home in move-in condition, perfect for a growing family. This home offers 3 bedrooms and 3 full bathrooms, featuring luxury vinyl plank flooring in the living areas and main bedroom, and ceramic tile flooring in the bathrooms. Enjoy the covered front porch and the convenience of a covered ramp at the rear. Central heat and air are provided by an updated heat pump, and there's a

  Cye Parker Gibbs Realty & Auction Co Inc.

  518 W White St, Chester, SC 29706
• 

  

  /48

  $1,000,000

  • 6 Beds
  • 9 Baths
  • 3,614 Sq Ft

  1421 Ashford Rd, Chester, SC 29706

  Welcome to your private country oasis! This spacious 6-bedroom, 6 full bath, 3 half bath custom home offers approximately 4,414 sqft of flexible living space on 10 serene acres. Built in 2007, the property features second living quarters ideal for multi-generational living or guests, a private in-ground pool perfect for relaxing or entertaining, and a wired barn/workshop ready for hobbies or

  David Carter Jeff Cook Real Estate LPT Realty

  1421 Ashford Rd, Chester, SC 29706
• 

  

  /31

  $120,000

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  108 Walker St, Chester, SC 29706

  Investor Special in the Heart of Chester! Opportunity knocks at 108 Walker Street - 1,807 sq ft single-family home on a 7,797 sq ft lot, brimming with potential. This property is ideal for savvy investors or renovation-minded buyers looking to bring new life to a classic home in a growing market. The home needs updates and repairs, but offers solid bones, original hardwood floors, a fireplace,

  Ieisha Hall Keller Williams Connected

  108 Walker St, Chester, SC 29706
• 

  

  /5

  $17,500

  • Land
  • 0.32 Acre
  • $54,688 per Acre

  Lot 4 AND 5 W Elliott St, Chester, SC 29706

  Seller recently ordered new Plat of Survey and property was recently flagged by surveyor. Lots can not be subdivided. Buyer should verify acceptable uses through Zoning Ordinance Chester County South Carolina document for RG-1 regulations, available through Chester County Building and Zoning. City water and waste water are available, but not currently connected. Contact Chester Metropolitan

  Candice Faulkenberry Catawba Realty LLC

  Lot 4 AND 5 W Elliott St, Chester, SC 29706
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  /32

  $60,000

  • Land
  • 2.09 Acres
  • $28,708 per Acre

  656 Skyline Dr, Chester, SC 29706

  **Charming Land Opportunity in Chester, SC - 2+ Acres of Possibilities!**Welcome to your own slice of tranquility, located in Chester, South Carolina! This lot is a natural beauty and the perfect place for your dream home or other R-2 use, with no restrictions or HOA. This parcel is loaded with trees and endless opportunities to enjoy nature, while still convenient to town.The home

  Candice Faulkenberry Catawba Realty LLC

  656 Skyline Dr, Chester, SC 29706
• 

  

  /18

  $945,000

  • Land
  • 103.55 Acres
  • $9,126 per Acre

  104 Ac Cedarhurst Rd, Chester, SC 29706

  Due to likely tax incentives for manufacturing, price is likely to increase in the coming weeks. This property is located in the path of progress between Richburg and Chester. Gentle to flat terrain with railroad frontage on CSX Railroad. This property has paved frontage on Cedarhurst Rd about 5-7 minutes from I-77 SC Exit 65. Meador Rd is closed but offers access to the east side of

  Roger Ware Ware Land & Timber, LLC

  104 Ac Cedarhurst Rd, Chester, SC 29706
• 

  

  /8

  $275,000

  • Land
  • 27.5 Acres
  • $10,000 per Acre

  00 Lowrys Hwy, Chester, SC 29706

  This land offers so much! Making this your perfect farm or business with a beautiful home site on top of the hill overlooking the entire farm, mostly pasture, some nice big hardwoods, and a peaceful creek along the back east side of the property line. This parcel is not in the city limits and zoned ID-1 for industrial use, providing 4000+ ft of combined road frontage. The rich soil would provide

  Greta Metker NorthGroup Real Estate LLC

  00 Lowrys Hwy, Chester, SC 29706
• 

  

  /29

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  2437 Knox Station Rd, Chester, SC 29706

  Unlock the potential of this property with room for cosmetic upgrades, providing exceptional value. This property presents an opportunity for buyers to customize and add value at a SIGNIFICANT discount per square foot. Plus, it is a Great Location!! Bring your chickens and even your horse. Large, wired workshop with lots of space and sections. 3bedroom 2.5 bath home with lots of opportunity

  Angela Hough Angel Hough Realty LLC

  2437 Knox Station Rd, Chester, SC 29706
• 

  

  /27

  $2,700,000

  • 62 Beds
  • 62 Baths
  • 28,000 Sq Ft

  153 W End St, Chester, SC 29706

  Assumable Freddie Mac Note with amazing 3.53% fixed rate to 2031 for qualified buyers! Well-maintained apartments with 90+% of units updated in recent years. Other improvements include water sub-metering project, repaving of asphalt parking lots, ongoing hvac replacement as needed, a roof replacement, installation of a commercial-grade backflow preventer system, and upgraded electric meters by

  Jim Townsend Townsend Realty Group

  153 W End St, Chester, SC 29706
• 

  

  /23

  $227,000

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  111 Berry St, Chester, SC 29706

  This adorable 3-bedroom brick ranch is move-in ready and full of charm. The kitchen opens to the living room and features granite countertops, a tile backsplash, an island, creating a seamless space for everyday living and entertaining. The dining area includes a door that leads directly to the spacious back deck, perfect for outdoor enjoyment. A large shed in the backyard provides added storage.

  Sherry Avant Stephen Cooley Real Estate

  111 Berry St, Chester, SC 29706
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  /27

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,255 Sq Ft

  1145 Craigbrow Cir, Chester, SC 29706

  This classic brick ranch is set on over 2.5 acres with no HOA, offering space, privacy, and potential. Featuring 3 bedrooms, 1.5 baths, and hardwood floors under the carpet, the home also includes an attached carport, and a functional kitchen with a breakfast bar. The outside features a 16x24 shop that is wired, heated with natural gas, water, garage door and lean-to. Also an additional storage

  Sherry Avant Stephen Cooley Real Estate

  1145 Craigbrow Cir, Chester, SC 29706
• 

  

  /48

  $625,000

  • 7 Beds
  • 5 Baths
  • 4,947 Sq Ft

  128 W End St, Chester, SC 29706

  The well-sought after "Chester Estate" is up For Sale and Fully Updated! A rare opportunity to own a one of a kind gem offering a perfect combination of Traditional Elegance and modern features that showcase class and sophistication. The Home has 2 Living Quarters with a Private outdoor separate access along with indoor access to the Basement Suite! As you enter, you are greeted to a Grand Foyer

  Tyler Goldsmith Real Broker, LLC

  128 W End St, Chester, SC 29706
• 

  

  /10

  $59,000

  • Land
  • 2.03 Acres
  • $29,064 per Acre

  1953 Orrs Station Rd, Chester, SC 29706

  Discover the opportunity to own a peaceful slice of the countryside at 1953 Orrs Station Rd. This spacious lot offers 1.78 acres of land, complete with well and septic already installed, making it an ideal site for your future home or investment project.A mobile home currently on the property is in need of removal or full restoration—the choice is yours and at the buyer’s expense. Whether

  Leslie Blackwood Coldwell Banker Realty

  1953 Orrs Station Rd, Chester, SC 29706
• 

  

  /21

  $179,900

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  39 E White St, Chester, SC 29706

  This home is priced like rent — but you get to own it!!!Beautifully renovated 2-bedroom, 2-bath home just steps from Downtown Chester! This move-in ready property features a spacious open floor plan with recessed lighting throughout, stylish tile bathrooms, and modern light fixtures. The kitchen includes all new appliances, updated cabinetry, and contemporary finishes.Additional upgrades include,

  Onessa Tucker NorthGroup Real Estate LLC

  39 E White St, Chester, SC 29706
• 

  

  /15

  $62,000

  • Land
  • 2.7 Acres
  • $22,963 per Acre

  Lot 10 Goings Rd Unit 10, Chester, SC 29706

  Beautiful Mountain Lakes is waiting for your new home! The perfect place to build your permanent residence or a weekend getaway spot. Situated between Charlotte and Columbia, and only 10 minutes from downtown Chester, ensures that you can get away without ever having to be away. This lot enjoys waterfront views, and a beautiful state maintained nature trail. County has a 100' easement off the

  Coatta Finlon NorthGroup Real Estate LLC

  Lot 10 Goings Rd Unit 10, Chester, SC 29706
• 

  

  /15

  $99,900

  • 2 Beds
  • 1 Bath
  • 858 Sq Ft

  515 Myrtle Ave, Chester, SC 29706

  Move in ready home in the heart of Chester. Private back yard. Front porch to enjoy mornings and evenings. Vinyl plank flooring, open layout, updated kitchen, updated bathroom. Exceptional Value!!

  Sharon Salisbury Stephen Cooley Real Estate

  515 Myrtle Ave, Chester, SC 29706
• 

  

  /22

  $374,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  3116 Pilgrim Rd, Chester, SC 29706

  Escape to your own peaceful retreat on almost 10 acres! This updated brick home has 3 bedrooms, 2 full bathrooms and offers a serene setting near a tranquil creek, boasting ample road frontage and excellent hunting opportunities. Experience the peace and quiet of country living in this charming property. Property is located an hour from Charlotte NC, Spartanburg SC, and Columbia SC.

  Roxanne Hinds Reeves Realty & Associates

  3116 Pilgrim Rd, Chester, SC 29706
• 

  

  /48

  $989,999

  • 4 Beds
  • 2 Baths
  • 4,020 Sq Ft

  925 Hamilton Dr, Chester, SC 29706

  Charming Farmhouse with Modern Amenities and Equine Facilities. Discover the perfect blend of rustic charm and modern convenience in this spacious 4-bedroom, 2-bath farmhouse. Built with quality in mind, this home features 2x6 construction throughout and full interior insulation for year-round comfort and energy efficiency. Soaring ceilings from 10 to 28 feet create an open and airy

  Sherry Miller Jernigan Howard Hanna Allen Tate Rock Hill

  925 Hamilton Dr, Chester, SC 29706
• 

  

  /8

  $30,000

  • Land
  • 1.5 Acres
  • $20,000 per Acre

  1.5 Ac Pinckney Rd, Chester, SC 29706

  1.5 Acre wooded lot about 6 miles NW of Chester SC. 50 feet of frontage on SC Hwy 9. Flag shape allows for private homesite in the woods about 500 feet off Pinckney Rd (Hwy 9). Younger hardwoods easily cleared for drive to the back. Drive would be mostly level to homesite. Ideal homesite is a nice square acre of 200 feet X 200 feet. Large pines are on this area of the lot. East & North

  Roger Ware Ware Land & Timber, LLC

  1.5 Ac Pinckney Rd, Chester, SC 29706
• 

  

  /11

  $45,000

  • Land
  • 3.25 Acres
  • $13,846 per Acre

  3.25 Ac Slick Rock Rd, Chester, SC 29706

  Nice level acreage on low traffic paved road not far from SC Hwy 9. 220 feet frontage on this 3.25+/- acres. Good building area in front or gently rises to flat ridge homesite in the back. Mix of upland oaks not too big for easy clearing. Dense forest offers good privacy. Can be cleared for open pasture or a homestead farm. Some pine pulpwood sized trees in the back. Back line recently

  Roger Ware Ware Land & Timber, LLC

  3.25 Ac Slick Rock Rd, Chester, SC 29706
• 

  

  /31

  $419,000

  • 5 Beds
  • 3.5 Baths
  • 2,322 Sq Ft

  679 Fairforest Rd, Chester, SC 29706

  Opportunity in the heart of Chester, S.C. This private 4.89-acre retreat offers the perfect blend of peaceful country living with the convenience of nearby restaurants and shopping. The spacious home features two primary bedrooms and the potential for a second living quarters, complete with existing plumbing hookups. Car enthusiasts will appreciate the ample garage space, ideal for a workshop or

  Saige Maxwell Saige Real Estate

  679 Fairforest Rd, Chester, SC 29706
• 

  

  /38

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  1154 Stringfellow Rd, Chester, SC 29706

  Charming Renovated 3-Bedroom Home on 1.8 AcresDiscover comfort and charm in this beautifully renovated 3-bedroom, 1-bath home, perfectly situated on 1.8 peaceful acres. Blending modern updates with classic appeal, this home features a bright, traditional concept living space with fresh paint, updated flooring, and stylish finishes throughout. The renovated kitchen boasts new cabinetry,

  Christopher Jordan Keller Williams Connected

  1154 Stringfellow Rd, Chester, SC 29706
• 

  

  /32

  $409,000

  • 4 Beds
  • 3 Baths
  • 2,207 Sq Ft

  814 Severance Dr, Chester, SC 29706

  This unique property is the one you have been waiting for. The home offers 4 bedroom and 3 full baths with a flex space. The original structure was built in the 1960s and the addition was added around 2000. The laundry room was updated this year. New roof and kitchen were installed in 2023. New windows were added in 2018. The property is on almost 4 acres which offers room to roam. Discover the

  Crystal Stringfellow Fathom Realty

  814 Severance Dr, Chester, SC 29706
• 

  

  /48

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  108 Graham St, Chester, SC 29706

  Spacious corner lot home that has been fully renovated down to the studs! Home is less than 1 mile to Downtown Chester meaning you can enjoy living close to the local shops & restaurants in the area! Great to build your investment portfolio or have as a single family home! Home exudes curb appeal with beautiful mature tree in the front yard for shade and lush grassy backyard, fully fenced in for

  Thomas Elrod Keller Williams Ballantyne Area

  108 Graham St, Chester, SC 29706
• 

  

  /16

  $185,000

  • 5 Beds
  • 4 Baths
  • 4,032 Sq Ft

  121 York St, Chester, SC 29706

  LOCATION. HISTORY. OPPORTUNITY. This is your chance to own a piece of history in the heart of Chester! You have to see it for yourself to take in its full charm and character. Located on a street lined with other beautiful historic homes, this is one of the closest to the charming downtown area. All major systems have been updated, most recently the HVAC in 2025. Renovations have been started but

  Caroline Stallings Rinehart Realty Corporation

  121 York St, Chester, SC 29706
• 

  

  /20

  $172,900

  • 2 Beds
  • 2 Baths
  • 971 Sq Ft

  555 Pryor St, Chester, SC 29706

  Newly Renovated & Move-In Ready!Welcome to this beautifully updated home featuring 10FT. high ceilings and a bright, open layout. With 2 bedrooms and 2 full bathrooms, this property has been thoughtfully renovated. Enjoy brand-new luxury vinyl plank flooring, a new roof, new sidding, windows and a new HVAC system for peace of mind.The interior has been freshly painted and enhanced

  Maricela Cabrera NorthGroup Real Estate LLC

  555 Pryor St, Chester, SC 29706
• 

  

  /13

  $135,000

  • 2 Beds
  • 1 Bath
  • 608 Sq Ft

  132 Loomis St, Chester, SC 29706

  Motivated Seller! Affordable 2-Bedroom Home – Ideal for First-Time Buyers or InvestorsDon’t miss this incredible opportunity! This charming 2-bedroom, 1-bathroom home offers low-maintenance living—perfect for first-time homebuyers ready to build equity or savvy investors seeking strong rental potential.Nestled in an established neighborhood, this home features a practical layout, great natural

  Keila Feaster Call It Closed International Inc

  132 Loomis St, Chester, SC 29706
• 

  

  /36

  $214,799

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft

  105 Deaver St, Chester, SC 29706

  Seller offering $4,800 credit for a 2/1 buydown.Welcome to this beautifully updated brick home offering 3 bedrooms & 2 bathrooms with basement. 3rd bedroom is a versatile space that can be customized to suit your needs. Whether you envision it as a playroom, home office, or extra walk in closet, this room has endless possibilities. The spacious kitchen is perfect for cooking & entertaining,

  Rikki Surratt RE/MAX Executive

  105 Deaver St, Chester, SC 29706
• 

  

  /16

  $79,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  109 Starnes St, Chester, SC 29706

  Older home with 2 bedrooms and 1 bath. Newer siding, HVAC system, plumbing replaced, new electrical panels. Home has had some work done but still needs TLC. Being sold as is.

  Jack Howard Howard Hanna Allen Tate Rock Hill

  109 Starnes St, Chester, SC 29706
• 

  

  /14

  $316,000

  • Land
  • 43.88 Acres
  • $7,201 per Acre

  00 Pilgrim Rd, Chester, SC 29706

  Here is the perfect opportunity to own a versatile piece of land with natural beauty and a pleasant peaceful surrounding. Rodens Creek runs across the back portion of the property as well as other small streams. Whether you are looking to build your primary home, a second home, or a secluded retreat, this land offers you the privacy you want. There is plenty of space for recreational activities

  Micki Myers Rinehart Realty Corporation

  00 Pilgrim Rd, Chester, SC 29706
• 

  

  /7

  $72,000

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  529 Devine St, Chester, SC 29706

  Calling all savvy investors and renovators! This is your chance to transform a diamond in the rough. Situated in a rapidly developing area, this fixer-upper offers incredible upside for the right buyer/investor. Needs significant TLC—priced accordingly.

  Gif Cook Worthy & Associates Real Estate LLC

  529 Devine St, Chester, SC 29706
• 

  

  /3

  $82,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  116 Nella St, Chester, SC 29706

  Discover this updated cottage just minutes from downtown Chester! Featuring wood flooring throughout, and thoughtfully designed layout. Enjoy spacious bedrooms, a full bath, and a very nice sized lot. Whether you're a first-time homebuyer or looking for a fantastic investment opportunity, this home is a must-see. Don't miss out--schedule your showing appointment today!

  Sharon Holden Southern Properties Realty

  116 Nella St, Chester, SC 29706
• 

  

  /38

  $249,500

  • Land
  • 33.8 Acres
  • $7,382 per Acre

  0000 W End Rd, Chester, SC 29706

  33.80 acres for sale in Chester! This land provides a private country setting with multiple homesites. Pursue the country lifestyle today! The uses of this land are endless; Build your dream home/family compound, farm/garden, hunt and recreational activities, equestrian, etc. There is mixed timber throughout the land. This gives the land a diverse habitat for wildlife and creates an aesthetically

  Keller Carolina Group Keller Williams Ballantyne Area

  0000 W End Rd, Chester, SC 29706
• 

  

  /20

  $70,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  181 Jeter St, Chester, SC 29706

  Investor Special Near Downtown Chester on a Spacious Lot Located just minutes from the heart of Chester, this 3-bedroom, 2-bathroom double-wide mobile home offers the perfect opportunity for investors or homeowners looking to customize and create something truly their own. Nestled on a generously sized lot, the property provides plenty of outdoor space for gardening, entertaining, or future

  Brian McCarron Real Broker LLC

  181 Jeter St, Chester, SC 29706

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