Chester, SC Homes for Sale under $500,000

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  /34

  $360,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,671 Sq Ft

  112 Crestwood Cir, Chester, SC 29706

  Rare find! Turnkey mid-century modern retreat on 2+ private wooded acres right in town. Boasting 2,600+ sq ft of open-concept living, this light-soaked home features beautiful hardwoods, a cozy brick fireplace, and an oversized kitchen built for entertaining. Highlights include a primary suite with private bath, a massive second bedroom ideal for a dedicated home office, and a dedicated laundry

  

  Whitney Bridges

  Helen Adams Realty

  

  112 Crestwood Cir, Chester, SC 29706
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  /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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  /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
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  /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
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  /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
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  /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
• 

  

  /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
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  /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
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  /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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  /17

  $408,600

  • Land
  • 91 Acres
  • $4,490 per Acre

  0 Halsellville Rd, Chester, SC 29706

  Embark on an adventure to discover the Halsellville Road Tract, a sprawling 91-acre property located in the heart of Chester, South Carolina. This remarkable property offers an exceptional blend of natural beauty and versatile potential, perfect for those seeking a private recreational retreat, a timberland investment, or an agricultural endeavor. Imagine days spent exploring the woods, where

  Compass Sales Compass South Land Sales

  0 Halsellville Rd, Chester, SC 29706
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  /21

  $356,728

  $14K PRICE INCREASE

  • Land
  • 49 Acres
  • $7,280 per Acre

  0 Ridgeview Rd, Chester, SC 29706

  The Ridgeview East Tract is a conveniently located 49-acre tree farm in central Chester County. Featuring a high ratio of manageable acres to total tract size, the property has 27 acres of 7-year-old pine plantations and 15 acres of beautiful natural hardwoods creating a proper mosaic of cover types for recreational hunting and therapeutic land management. Topography is nearly level to gently

  Taylor Heithold Mossy Oak Milliken Advisors Realty Group

  0 Ridgeview Rd, Chester, SC 29706
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  /9

  $350,000

  • Land
  • 50.98 Acres
  • $6,865 per Acre

  5965 Woods Ferry Rd, Chester, SC 29706

  ±50.98 total acresApproximately 28+/- acres of merchantable pine timberPine stand received its final thinning in 2022Diverse stand of timber ranging from pines to mature hardwoodsTwo year-round creeks bordering the propertyThree potential homesite locations at the front, middle, or rear of the propertyExcellent deer and turkey populationStrong recreational and hunting

  Gabe Blevins Huff Creek Properties

  5965 Woods Ferry Rd, Chester, SC 29706
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  /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
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  /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
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  /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
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  /42

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  3448 Center Rd, Chester, SC 29706

  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

  Julia Lund Berkshire Hathaway HomeServices Carolinas Realty

  

  3448 Center Rd, Chester, SC 29706
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  /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
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  /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
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  /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
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  /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
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  /40

  $369,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,440 Sq Ft

  569 Great Falls Hwy, Chester, SC 29706

  Welcome to this beautiful full-brick 3-bedroom, 2 full bath home, nestled on a generous 1.43-acre lot. This property offers the perfect blend of comfort, functionality, and outdoor enjoyment.Inside, you'll find a spacious kitchen featuring a tile backsplash, butcher block countertops, stainless steel appliances, and ample cabinetry—ideal for cooking and entertaining. The sunroom offers a cozy

  Onessa Tucker NorthGroup Real Estate LLC

  

  569 Great Falls Hwy, Chester, SC 29706
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  /20

  $340,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  2360 Baton Rouge Rd, Chester, SC 29706

  *PLEASE USE GPS DIRECTIONS: 2360 STATE ROAD 30 TO NAVIGATE TO CORRECT PROPERTY** 21 acres of opportunity in Chester. Properties offering this amount of acreage, privacy, and long-term potential are becoming increasingly rare as surrounding areas continue to grow.Tucked away among mature trees, this property features a brick ranch home with approximately 1,716 heated square feet, including

  Samantha Kerr EXP Realty LLC Ballantyne

  

  2360 Baton Rouge Rd, Chester, SC 29706
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  /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
• 

  

  /30

  $380,000

  $10K PRICE DROP

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

  679 Fairforest Rd, Chester, SC 29706

  Opportunity in the heart of Chester! 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 separate living quarters, complete with existing plumbing hookups.Car enthusiasts will appreciate the ample garage space, ideal for a workshop,

  Saige Maxwell Saige Real Estate

  

  679 Fairforest Rd, Chester, SC 29706
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  /38

  $369,000

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  159 E Lacy St, Chester, SC 29706

  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

  April Morris Coldwell Banker Realty

  

  159 E Lacy St, Chester, SC 29706
• 

  

  /22

  $319,900

  • 5 Beds
  • 4 Baths
  • 3,549 Sq Ft

  107 Pine St, Chester, SC 29706

  What an incredible investment opportunity! The main level and both upstairs units are currently leased. Both upstairs units are occupied by long-term tenants —providing immediate, stable income. Each unit features its own separate electric panel and individual HVAC system, offering convenience and independence for occupants. The owner currently pays for water, and the home is serviced by one

  Sherry Avant Stephen Cooley Real Estate

  

  107 Pine St, Chester, SC 29706
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  /16

  $205,000

  $4K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  165 E Lacy St, Chester, SC 29706

  Charming 3-bedroom, 1-bath home located in the heart of Chester, SC! This well-maintained property offers a functional floor plan with comfortable living space and classic character. Enjoy a spacious yard perfect for relaxing, entertaining, or future possibilities. Conveniently located near downtown Chester with easy access to local shopping, dining, and everyday amenities. Quick access to HWY

  Candice Wilson Legacy Dream Homes LLC

  

  165 E Lacy St, Chester, SC 29706
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  /44

  $489,000

  $11K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft

  2843 Lakeshore Dr, Chester, SC 29706

  COMMUTER'S DREAM! Located only 1 mile from I-77 (Exit 65) in the Richburg area, this Cherry Hills home offers easy access in a quiet location. Cherry Hills is well-known as a quality neighborhood and this 2-story brick home is no exception. With over 2600 HSF and a dual-lifestyle layout, you'll have plenty of space for everyone. Total living area encompasses 4 bedrooms, 2.5 bathrooms and much

  Liz Odum Liz Odum Realty LLC

  

  2843 Lakeshore Dr, Chester, SC 29706
• 

  

  /31

  $273,000

  $12K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  1150 Radcliff Rd, Chester, SC 29706

  Welcome home to this beautifully remodeled country retreat, where modern updates meet peaceful rural living. Step through the front door into a spacious living room featuring a cozy fireplace—perfect for relaxing on chilly evenings.The heart of the home is the stunning, fully updated kitchen, complete with gorgeous quartz countertops, brand-new cabinetry, and new stainless steel

  Lori Maloney A Carolina Realty LLC

  

  1150 Radcliff Rd, Chester, SC 29706
• 

  

  /41

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  756 Old Richburg Rd, Chester, SC 29706

  Enjoy peaceful living in this charming full brick 3-bedroom, 2-bath home within 10 minutes of I77 and Lewisville Community. This home offers a functional floor plan with comfortable living spaces, beautiful sunroom, large back deck, well-sized bedrooms, and two full bathrooms. The meticulous detail in this house, carport, and storage building make this a MUST-SEE property.The private backyard

  Darla Muckenfuss Rinehart Realty Corporation

  

  756 Old Richburg Rd, Chester, SC 29706
• 

  

  /17

  $234,400

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,336 Sq Ft

  107 Berry St, Chester, SC 29706

  Move-in ready and recently renovated! This 4-bedroom, 2-bath all-brick ranch offers an updated interior with plenty of space and a functional single-level layout. Improvements include a new roof, HVAC, windows, LVP flooring throughout and an updated kitchen with white cabinetry, quartz countertops and stainless-steel appliances.Inside you'll find a spacious living area, separate dining area,

  Cye Parker Gibbs Realty & Auction Co Inc.

  

  107 Berry St, Chester, SC 29706
• 

  

  /8

  $349,900

  • Land
  • 20 Acres
  • $17,495 per Acre

  625 Sky Line Dr, Chester, SC 29706

  Looking for a private 20 acres to hunt, or build your own estate! Located within 25 minutes of I-77! There is a knoll partially cleared for a home site when needed. White oak trees on property, gate at front entrance of property. No modulars and mobiles allowed. A chance to have a little piece of peace and nature! PLEASE CALL LISTING AGENT IF CLIENTS WANT TO WALK PROPERTY

  Pat Broome Douglas Carson, REALTORS

  

  625 Sky Line Dr, Chester, SC 29706
• 

  

  /27

  $260,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  Darwin Plan at Woodhaven at Chester, Chester, SC 29706

  The Darwin is one of our two-story plans featured at Woodhaven at Chester in Chester, SC offering 3 modern elevations. The Darwin is a spacious and modern two-story home that boasts an impressive level of comfort, luxury, and style. This home offers three bedrooms, two and a half bathrooms and a two-car garage.The moment you step inside this home you will be greeted by an inviting foyer

  D.R. Horton Builder

  804 N Naughton St Unit 36208949, Chester, SC 29706
• 

  

  /27

  $255,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  1910 Hardin Strait Rd, Chester, SC 29706

  Listing agent is related to seller. Welcome home to this spacious 4-bedroom, 2-bath home offering plenty of room both inside and out! The functional floor plan features multiple living spaces, giving you flexibility for everyday living, entertaining, a home office, or hobby space. The roomy kitchen offers abundant cabinet and counter space, a center island, and an adjoining laundry area. The

  Lori Baddeley EXP Realty LLC Rock Hill

  

  1910 Hardin Strait Rd, Chester, SC 29706
• 

  

  /43

  $389,900

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  1162 J A Cochran Bypass, Chester, SC 29706

  Beautiful Full-Brick Home on 1.699 Acres with Endless Possibilities!Welcome home to this spacious full-brick property offering timeless charm, generous living spaces, and endless opportunities to make it your own. As you step through the front door, you're greeted by a welcoming foyer that opens into a comfortable living room, creating the perfect first impression.The eat-in

  Lori Maloney A Carolina Realty LLC

  

  1162 J A Cochran Bypass, Chester, SC 29706

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