Chester, SC Homes for Sale under $300,000

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  /17

  $129,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,143 Sq Ft

  530 Pinckney Rd, Chester, SC 29706

  Make Your Move More Affordable! 3K Seller concessions are available and may be used toward closing costs, an interest rate buy-down, or other eligible expenses. It’s a great opportunity to reduce your upfront costs and make purchasing this home even more attainable! Welcome to this charming one-story home featuring new carpet and fresh paint throughout. The bright, inviting interior offers a

  

  Vivian Knight

  RE/MAX Executive

  

  530 Pinckney Rd, Chester, SC 29706
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  /12

  $89,900

  $60K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,554 Sq Ft

  111 Dye St, Chester, SC 29706

  Charming brick home situated on a spacious 0.50-acre lot in the heart of Chester! This 4-bedroom, 2-bath property offers plenty of space both inside and out, along with classic curb appeal featuring a welcoming covered front porch perfect for relaxing and enjoying the peaceful surroundings.Inside, you’ll find generously sized rooms, and abundant natural light throughout. The spacious kitchen

  

  Nancy Braun

  Showcase Realty LLC

  

  111 Dye St, Chester, SC 29706
• 

  

  

  /28

  $280,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  904 S Naughton St, Chester, SC 29706

  Come see 904 S Naughton Street located in Woodhaven!The Elston is a spacious and modern two story home plans featured at Woodhaven at Chester in Chester, SC. The home features four bedrooms, two and a half bathrooms, and two-car garage.The open concept layer connects the home beautifully, where the inviting foyer will lead you into the heart of the home, where the kitchen and

  

  D.R. Horton

  Builder

  904 S Naughton St, Chester, SC 29706
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  /48

  $174,000

  $14K PRICE DROP

  • Land
  • 13.6 Acres
  • $12,794 per Acre

  1413 Old Columbia Rd, Chester, SC 29706

  Opportunity awaits on this nearly 14-acre tract located just 3 miles from the City of Chester at the corner of Highway 321 (Columbia Highway) and Old Columbia Highway. Being separated from a larger parcel, this property offers over 1,050 feet of road frontage, creating exceptional access and flexibility for future use.One of the property's standout features is a picturesque pond that

  

  Lee Whitley

  Mossy Oak Properties Land and Luxury

  

  1413 Old Columbia Rd, Chester, SC 29706
• 

  

  

  /28

  $275,000

  New Construction $8K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  544 N Sparkleberry St, Chester, SC 29706

  Come see 544 N. Sparkleberry Street located in Woodhaven!The Elston is a spacious and modern two story home plans featured at Woodhaven at Chester in Chester, SC. The home features four bedrooms, two and a half bathrooms, and two-car garage.The open concept layer connects the home beautifully, where the inviting foyer will lead you into the heart of the home, where the kitchen and

  

  D.R. Horton

  Builder

  544 N Sparkleberry St, Chester, SC 29706
• 

  

  /9

  $245,000

  • Land
  • 10.4 Acres
  • $23,558 per Acre

  0000 Pathway Ln Unit 2, Chester, SC 29706

  Beautiful 10.4 acre farm located minutes from McConnells and Lowrys, SC, and just 20–25 minutes from York and Rock Hill. Situated on a quiet paved road and surrounded by large farms and countryside, this property offers the perfect setting for a mini farm, equestrian property, or private country estate.Part of a thoughtfully designed mini-farm community, the property features underground

  

  Greta Metker

  NorthGroup Real Estate LLC

  

  0000 Pathway Ln Unit 2, Chester, SC 29706
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  /4

  $232,500

  • Land
  • 9.52 Acres
  • $24,422 per Acre

  000 Pathway Ln Unit 4, Chester, SC 29706

  BACK ON THE MARKET with no fault of sellers - Beautiful 9.52 acre farm located minutes from McConnells and Lowrys, SC, and just 20–25 minutes from York and Rock Hill. Situated on a quiet paved road and surrounded by large farms and countryside, this property offers the perfect setting for a mini farm, equestrian property, or private country estate.Part of a thoughtfully designed mini-farm

  

  Greta Metker

  NorthGroup Real Estate LLC

  

  000 Pathway Ln Unit 4, Chester, SC 29706
• 

  

  /18

  $57,000

  • Land
  • 2.51 Acres
  • $22,709 per Acre

  1802 Goings Rd, Chester, SC 29706

  Welcome to Mountain Lakes in Chester, where Lot 7 offers a rare opportunity to own a wooded homesite in a quiet, natural setting. The waterline is especially interesting, the shoreline is untouched, and birds and wildlife add to the peaceful character of the area. Lot 7 is dockable with county permission, and non-gasoline-powered watercraft are allowed on the water. The lake lots on either side

  

  Melissa Vess

  ALBRICK

  

  1802 Goings Rd, Chester, SC 29706
• 

  

  /9

  $16,995

  $2K PRICE DROP

  • Land
  • 10,105 Sq Ft
  • $73,254 per Acre

  767 Pinckney Rd, Chester, SC 29706

  Build your dream home on this spacious corner lot in a great Chester location! The property is already equipped with public water and sewer, making it ready for your new build. It also includes 30-amp and 50-amp plugs, offering a versatile power setup perfect for charging an electric vehicle or meeting additional power needs. Conveniently located near downtown Chester, schools, and shopping.

  

  Mike Morrell

  Keller Williams Connected

  

  767 Pinckney Rd, Chester, SC 29706
• 

  

  /7

  $232,500

  • Land
  • 9.26 Acres
  • $25,108 per Acre

  000 Pathway Ln Unit 3, Chester, SC 29706

  BACK ON THE MARKET with no fault of sellers - Beautiful 9.26 acre farm located minutes from McConnells and Lowrys, SC, and just 20–25 minutes from York and Rock Hill. Situated on a quiet paved road and surrounded by large farms and countryside, this property offers the perfect setting for a mini farm, equestrian property, or private country estate.Part of a thoughtfully designed mini-farm

  

  Greta Metker

  NorthGroup Real Estate LLC

  

  000 Pathway Ln Unit 3, Chester, SC 29706
• 

  

  /18

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,043 Sq Ft

  1620 Saluda Rd, Chester, SC 29706

  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

  

  Greta Metker

  NorthGroup Real Estate LLC

  

  1620 Saluda Rd, Chester, SC 29706
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  /24

  $273,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  911 S Naughton St, Chester, SC 29706

  Come see 911 S Naughton Street located in Chester, South Carolina!The Aisle is one of our two-story plans at Woodhaven at Chester in Chester, SC.The Aisle is a spacious and modern two-story home designed with open concept living in mind. This home features four bedrooms, two and a half bathrooms and a two-car garage, making it perfect for your new home.Upon entering the

  

  D.R. Horton

  Builder

  911 S Naughton St, Chester, SC 29706
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  /24

  $159,000

  • Land
  • 4.02 Acres
  • $39,552 per Acre

  1702 Goings Rd, Chester, SC 29706

  BEAUTIFUL 4.02 acres with a private lake and platform boat dock! Grading has been done with septic permit, and surveyed. Ready for your new home!

  

  Susan Chapman

  Living Down South Realty

  1702 Goings Rd, Chester, SC 29706
• 

  

  /3

  $273,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  110 Gaston St, Chester, SC 29706

  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

  

  Brenda Hayden

  Keller Williams Unlimited

  

  110 Gaston St, Chester, SC 29706
• 

  

  /31

  $267,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  Aisle Plan at Woodhaven at Chester, Chester, SC 29706

  The Aisle is one of our two-story plans at Woodhaven at Chester in Chester, SC offering 5 elevations.The Aisle is a spacious and modern two-story home designed with open concept living in mind. This home features four bedrooms, two and a half bathrooms and a two-car garage, making it perfect for your new home.Upon entering the home, you'll be greeted by an inviting foyer that

  D.R. Horton Builder

  804 N Naughton St Unit 36208951, Chester, SC 29706
• 

  

  /32

  $274,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  Elston Plan at Woodhaven at Chester, Chester, SC 29706

  The Elston is a spacious and modern two story home plans featured at Woodhaven at Chester in Chester, SC offering 6 modern elevations. The home features four bedrooms, two and a half bathrooms, and two-car garage.The open concept layer connects the home beautifully, where the inviting foyer will lead you into the heart of the home, where the kitchen and large family room meet to create a

  D.R. Horton Builder

  804 N Naughton St Unit 36208952, Chester, SC 29706
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  /34

  $283,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,368 Sq Ft

  Robie Plan at Woodhaven at Chester, Chester, SC 29706

  The Robie is one of our two-story plans featured at Woodhaven at Chester in Chester, SC, offering three modern elevations. This home offers a guest bedroom on the main floor, five bedrooms, three bathrooms, and a two-car garage.Upon entering, you’ll be greeted by a foyer inviting you to the center of the home. At its heart, you’ll find a spacious family room and dining room that blend

  D.R. Horton Builder

  804 N Naughton St Unit 36208953, Chester, SC 29706
• 

  

  /27

  $253,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,613 Sq Ft

  Taylor Plan at Woodhaven at Chester, Chester, SC 29706

  The Taylor is one of our two-story plans featured at Woodhaven at Chester in Chester, SC offering 3 modern elevations.The home offers four bedrooms, two and a half bathrooms and two-car garage.The moment you step inside the home, you’ll be greeted by a foyer which invites into the center of the home. At the heart of the home is a spacious family and dining room that blends

  D.R. Horton Builder

  804 N Naughton St Unit 36208947, Chester, SC 29706
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  /29

  $75,000

  • Land
  • 2.46 Acres
  • $30,488 per Acre

  2806 Quinn Rd, Chester, SC 29706

  Building lot in a great location at the edge of Chester County at the York County line between McConnells and Lowrys. Large Pine and Hardwood trees create shade and privacy. Road frontage on Quinn Rd and Pathway Ln provides options for access. Gently sloping terrain is ideal for a building site and yard. Perked for a conventional septic in 2020(permit will need to be updated with DHEC). Country

  Michael Ware Ware Land & Timber, LLC

  

  2806 Quinn Rd, Chester, SC 29706
• 

  

  /15

  $174,000

  $13K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  556 Roundtree Cir, Chester, SC 29706

  New Paint and Flooring make this 3 Bedroom Brick Ranch shine. There is a new concrete driveway and sidewalk to the front steps. Bedrooms are nice sized with good closet space. The lot is level with large backyard. The large bathroom includes the washer that stays, and a dryer hook-up. Kitchen cabinets have fresh paint, and countertops have been updated. The refrigerator also stays. Dining area

  Roger Ware Ware Land & Timber, LLC

  

  556 Roundtree Cir, Chester, SC 29706
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  /37

  $99,000

  $21K PRICE DROP

  • Land
  • 12 Acres
  • $8,250 per Acre

  0 Cool Branch Rd, Chester, SC 29031

  Escape to your own private country setting in Fairfield County, South Carolina, with this exceptional tract of land offering multiple homesites and endless potential. Whether you're dreaming of building a custom home, establishing a family compound, starting a farm or garden, or creating a recreational getaway, this property delivers the space and versatility to make it happen. Equestrian

  Kyle Keller Carolina Roots Land Co

  0 Cool Branch Rd, Chester, SC 29031
• 

  

  /75

  $79,000

  $6K PRICE DROP

  • Land
  • 7.5 Acres
  • $10,533 per Acre

  0 Cool Branch Rd, Chester, SC 29031

  This 7.5-acre homestead tract in Fairfield County, SC offers a rare blend of privacy, natural beauty, and everyday convenience, tucked away in a quiet country setting yet just a short drive from modern amenities. The property provides multiple usable homesites and endless potential, whether you're envisioning a custom-built home, a family compound, a working farm or garden, or a private

  Kyle Keller Carolina Roots Land Co

  0 Cool Branch Rd, Chester, SC 29031
• 

  /2

  $249,000

  $21K PRICE DROP

  • Land
  • 36 Acres
  • $6,917 per Acre

  0 Cool Branch Rd, Chester, SC 29031

  Escape to your own private country setting in Fairfield County, South Carolina, with this exceptional tract of land offering multiple homesites and endless potential. Whether you're dreaming of building a custom home, establishing a family compound, starting a farm or garden, or creating the ultimate hunting and recreational getaway, this property delivers the space and versatility to

  Kyle Keller Carolina Roots Land Co

  0 Cool Branch Rd, Chester, SC 29031
• 

  

  /30

  $189,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  114 Hampton St, Chester, SC 29706

  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!

  Jimmy McWaters Rinehart Realty Corporation

  

  114 Hampton St, Chester, SC 29706
• 

  

  /18

  $114,900

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  135 Mill St, Chester, SC 29706

  This charming 3BR/1.5BA brick ranch has so much potential and is ready for its next owner. Whether you're looking for an investment property or a home you can make your own, this one is worth a look. The home features a newer roof installed in 2021 and a current HVAC system installed in November 2025, offering peace of mind on two major components. With a solid layout and plenty of opportunity to

  Latoya Dillard Bloom Realty

  

  135 Mill St, Chester, SC 29706
• 

  

  /28

  $210,000

  $7K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  111 Berry St, Chester, SC 29706

  Welcome to this charming opportunity in the heart of Chester that qualifies for the no money down with no PMI Home Ownership Plus Program! 111 Berry Street — a property full of upgrades and ready for its next chapter. This home features 3 bedrooms, 1 full bathroom and a functional layout designed for comfortable everyday living. Large windows provide abundant natural light throughout the home.

  Roderick Fluellen Epique Realty

  111 Berry St, Chester, SC 29706
• 

  

  /9

  $248,000

  • Land
  • 36,154 Sq Ft
  • $298,795 per Acre

  129 Columbia St, Chester, SC 29706

  This is a great opportunity for someone looking to invest or open a business in an established commercial area. The property offers a large, level, open lot with good visibility and easy road access. It’s surrounded by a mix of local businesses and commercial properties, giving the area an established business presence. With its location and flexible layout, the property has plenty of potential

  Clay Palmer Springs Realty

  129 Columbia St, Chester, SC 29706
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  /43

  $212,000

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  785 Hawthorne Rd, Chester, SC 29706

  BACK ON THE MARKET, NO FAULT OF THE SELLER!!Two acres of land, with 2 bedrooms, one bathroom. One bedroom could easily be converted into two.There is plenty of space in the outbuilding and barn for storage. Home is located near highly desirable Hawthorne Academy, dining, shopping, and the Chester State Park. You are minutes from downtown Chester.

  Darla Muckenfuss Rinehart Realty Corporation

  

  785 Hawthorne Rd, Chester, SC 29706
• 

  

  /3

  $22,000

  • Land
  • 8,276 Sq Ft
  • $115,789 per Acre

  328 Ashford St, Chester, SC 29706

  Investment opportunity in Chester, South Carolina. This approximately 0.198-acre vacant lot offers an affordable entry point for investors, builders, and buyers seeking land for future development. Located within the city limits, the wooded parcel is situated in an established area with access to local amenities, schools, shopping, and major transportation routes. With continued interest in

  GARLINDA PRICE Fusion Properties LLC

  328 Ashford St, Chester, SC 29706
• 

  

  /18

  $214,900

  • 3 Beds
  • 2 Baths
  • 1,427 Sq Ft

  153 Loomis St, Chester, SC 29706

  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

  Robert Ouzts Ouzts Realty Company, LLC

  

  153 Loomis St, Chester, SC 29706
• 

  

  /15

  $95,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  109 Starnes St, Chester, SC 29706

  Welcome to 109 Starnes, a charming “2-bedroom, 1-bath” cottage full of potential. This home is being sold as is, giving the next owner the opportunity to customize the floor plan to fit their needs. Some updates have already been completed by the current owner, including new siding, HVAC, plumbing, electrical panels, and floor joists repair. The flooring and bathroom are ready to be installed,

  Brantly Thomas Jeff Cook Real Estate LPT Realty

  

  109 Starnes St, Chester, SC 29706
• 

  

  /12

  $209,900

  • 4 Beds
  • 3 Baths
  • 1,110 Sq Ft

  533 Ball Park Dr, Chester, SC 29706

  Charming home in Chester with room for a growing family. Recently renovated throughout with four bedrooms and three full baths. Move in ready with almost new appliances and white cabinets. Beautiful modern deep kitchen sink and lots of counter space. Almost new washer and dryer in kitchen laundry . Don't miss this beautifully remodeled home!

  Cathy Herron A Carolina Realty LLC

  

  533 Ball Park Dr, Chester, SC 29706
• 

  /2

  $41,000

  $2K PRICE DROP

  • Land
  • 15,246 Sq Ft
  • $117,143 per Acre

  714 Belt Rd, Chester, SC 29706

  Perfect .35 acre flat lot in great location! Zone GC (General Commercial). There was a house in this lot that was taken down and now it's ready to build. Lot needs septic and well. Based on previous seller, there was a shared well. Located only 5-7 minutes to the center of Chester.

  Elena Donaldson Keller Williams Ballantyne Area

  

  714 Belt Rd, Chester, SC 29706
• 

  /2

  $225,000

  • Land
  • 24 Acres
  • $9,375 per Acre

  1848 W End Rd, Chester, SC 29706

  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,

  Faith Funderburke Faith Funderburke Realty LLC

  

  1848 W End Rd, Chester, SC 29706
• 

  

  /26

  $269,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  Cali Plan at Woodhaven at Chester, Chester, SC 29706

  The Cali is one of our ranch style plans featured at Woodhaven at Chester in Chester, SC, offering 3 elevations. The Cali’s spacious and modern single-story home design is popular for its open-concept style for living. This home features four bedrooms, two bathrooms, and a two-car garage.The inviting foyer leading directly into the heart of the home greets you upon entering. directly into

  D.R. Horton Builder

  804 N Naughton St Unit 36208950, Chester, SC 29706
• 

  

  /14

  $150,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  608 Catawba St, Chester, SC 29706

  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

  Sheila Eller EXP Realty LLC Rock Hill

  

  608 Catawba St, Chester, SC 29706
• 

  /2

  $19,900

  • Land
  • 11,848 Sq Ft
  • $73,162 per Acre

  0 Hemphill Ave, Chester, SC 29706

  Build in Historic Chester! Discover the opportunity to own a .272-acre lot located in the historic area of Chester, offering an excellent setting for building your next home. A newer home has recently been constructed on the adjacent lot, adding to the appeal of this established neighborhood. Enjoy the convenience of being just minutes from growing downtown Chester, with local shops, restaurants,

  Billie Austin New Chester Realty LLC

  

  0 Hemphill Ave, Chester, SC 29706
• 

  

  /8

  $34,000

  • Land
  • 1.37 Acres
  • $24,818 per Acre

  0 Mt Pleasant Church Rd Hwy Unit SPN340061, Chester, SC 29706

  Baylen Scherer EXP Realty LLC

  0 Mt Pleasant Church Rd Hwy Unit SPN340061, Chester, SC 29706
• 

  

  /22

  $180,000

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft

  213 Jewel St, Chester, SC 29706

  213 Jewel street is back on the market ready for its next owner. Home has been renovated, and with finishing touches will be a fantastic home to its next occupants. Perfect for investors or first time homebuyers. Please reach out to listing agent, or your buyers agent with any inquiries you may have regarding the history of the home.

  Jeremy Worthy Worthy & Associates Real Estate LLC

  

  213 Jewel St, Chester, SC 29706
• 

  

  /41

  $225,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  518 Melton St, Chester, SC 29706

  Charming Renovated Home in Chester!Welcome to 518 Melton St in Chester, SC, a beautifully updated home that blends classic character with modern upgrades. This inviting property offers 3 bedrooms and 2 full bathrooms with tons of living space, providing a comfortable layout perfect for families or first-time buyers.Step inside to find luxury vinyl plank flooring in the main living

  Farrah Hall Costello Real Estate and Investments LLC

  

  518 Melton St, Chester, SC 29706

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