Chester, SC Homes for Sale under $500,000

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  /32

  $335,000

  $130K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  126 Sunset Dr, Chester, SC 29706

  Welcome to a beautifully renovated full brick home with modern luxury. This spacious 4-bedroom, 2-bath residence offers over 2,200 square feet of living space and sits on nearly an acre surrounded by peaceful, mature trees in both front and back yards. Inside, enjoy gleaming hardwood floors, recessed lighting, exquisite fixtures, and an open layout perfect for entertaining. The kitchen impresses

  

  Michelle Jackson

  ERA Live Moore

  

  126 Sunset Dr, Chester, SC 29706
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  /47

  $305,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  871 Saluda Rd, Chester, SC 29706

  Charming full-brick ranch home featuring beautiful crown molding, chair rail, and beadboard accents throughout. A spacious living room welcomes you just off the foyer, creating a warm and inviting entry, while the dining room flows seamlessly into the country kitchen. The kitchen is equipped with stainless steel appliances, tile countertops, a tile backsplash, a new dishwasher, and plenty of

  

  Don Anthony Gomez

  C-A-RE Realty

  

  871 Saluda Rd, Chester, SC 29706
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  /37

  $385,000

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

  112 Crestwood Cir, Chester, SC 29706

  Welcome to this rare in-town retreat offering the perfect blend of mid-century modern design, timeless character, and peaceful wooded privacy on more than 2 acres. Beautifully cared for and filled with natural light, this spacious home offers more than 2,600 square feet of comfortable living space with room to relax, gather, and enjoy both indoor and outdoor living.From the moment you arrive,

  

  Whitney Bridges

  Helen Adams Realty

  

  112 Crestwood Cir, Chester, SC 29706
• 

  

  

  /21

  $265,000

  New Construction $36K PRICE DROP

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

  1016 Horizon Ln, Chester, SC 29706

  Come see 1016 Horizon Lane in Woodhaven located in Chester, SC. The Darwin is one of our two-story plans featured at Woodhaven at Chester in Chester, SC. 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

  

  D.R. Horton

  Builder

  1016 Horizon Ln, Chester, SC 29706
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  /24

  $275,615

  New Construction $32K PRICE DROP

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

  548 N Sparkleberry St, Chester, SC 29706

  Come see 548 N. Sparkleberry 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 home, you'll be

  

  D.R. Horton

  Builder

  548 N Sparkleberry St, Chester, SC 29706
• 

  

  /21

  $265,000

  New Construction $38K PRICE DROP

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

  1027 Horizon Ln, Chester, SC 29706

  Come see 1027 Horizon Lane in Woodhaven located in Chester, SC. The Darwin is one of our two-story plans featured at Woodhaven at Chester in Chester, SC. 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

  

  D.R. Horton

  Builder

  1027 Horizon Ln, Chester, SC 29706
• 

  

  /21

  $285,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,940 Sq Ft

  191 W End St, Chester, SC 29706

  Motivated Sellers and closing costs assistance with this spacious 3-bedroom, 2-bath ranch home on a beautiful 1-acre lot featuring a detached 2-car garage, wired outbuilding, fenced backyard, above-ground pool, and covered back porch—everything you need for relaxing, entertaining, or enjoying extra space. With generous square footage, charming original built-in bookcases, shelving, and a built-in

  

  Michelle Jackson

  ERA Live Moore

  

  191 W End St, Chester, SC 29706
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  /30

  $390,000

  • 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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  /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
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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 with the

  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 together with the

  D.R. Horton Builder

  804 N Naughton St Unit 36208947, Chester, SC 29706
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  /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 leads directly

  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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  /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 the

  D.R. Horton Builder

  804 N Naughton St Unit 36208950, Chester, SC 29706
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  /40

  $400,934

  • Land
  • 60 Acres
  • $6,682 per Acre

  0 Narrow Bridge Rd, Chester, SC 29706

  The Narrow Bridge East Tract is a pleasantly secluded 60-acre tree farm located in western Chester County. Offering an exceptional ratio of manageable acreage to total tract size, the property includes 46 acres of 8-year-old pine plantations complemented by 14 acres of beautiful natural hardwoods. The headwaters of Brushy Fork Creek form the northern boundary in a beautiful creek bottom, adding

  Taylor Heithold Mossy Oak Milliken Advisors Realty Group

  0 Narrow Bridge 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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  /13

  $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

  Jared Walker Compass South Inc.

  0 Halsellville Rd, Chester, SC 29706
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  /2

  $269,500

  • Land
  • 36 Acres
  • $7,486 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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  /42

  $259,000

  $30K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  1409 Clayton Dr, Chester, SC 29706

  Peaceful country living on 1 acre! 3BR/2BA mobile home on a private driveway in Chester, SC. Features new floors in kitchen, dining & laundry, with carpet replacement needed—great chance to customize. Primary suite includes bonus room perfect for office or nursery. Enjoy 2 screened porches & a 30x40 wired detached garage/workshop. Well water, septic & Duke Power. Excellent investor opportunity or

  Michael Rivera Keller Williams Ballantyne Area

  

  1409 Clayton Dr, Chester, SC 29706
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  /28

  $217,000

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  111 Berry St, Chester, SC 29706

  ***Back on the market at no fault of the seller***Charming opportunity in the heart of Chester! Welcome to 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. Other updates includes: gutters

  Roderick Fluellen Epique Realty

  111 Berry St, Chester, SC 29706
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  /43

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  785 Hawthorne Rd, Chester, SC 29706

  Small house nestled on almost 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 room to

  Julia Lund Berkshire Hathaway HomeServices Carolinas Realty

  

  3448 Center Rd, 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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  /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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  /39

  $274,900

  $14K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,339 Sq Ft

  107 Hinton St, Chester, SC 29706

  Welcome to 107 Hinton St., a beautifully preserved Victorian residence in the heart of historic Chester. Reintroduced to the market following significant upgrades, this timeless property reflects a thoughtful investment in quality improvements while preserving the architectural integrity that defines its character. Set on approximately 0.45 acres, the four-bedroom, three-bath home offers 3,339

  Robin Nitsche Premier Sotheby's International Realty

  

  107 Hinton St, Chester, SC 29706
• 

  

  /5

  $270,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  764 Old York Rd, Chester, SC 29706

  Construction is nearing completion, and this one is worth seeing! Located in Chester County near the Charlotte metro, this beautifully designed semi-custom home offers the opportunity to enjoy more space, a quieter setting, and convenient access to Rock Hill and the greater Charlotte area. The home features 3 bedrooms, 2 full baths, and a spacious 0.55-acre lot with no HOA. Inside, the

  Ari Simpson Bloom Realty

  

  764 Old York Rd, Chester, SC 29706
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  /36

  $299,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft

  853 Nancys Place, Chester, SC 29706

  Enjoy the peace and privacy of country living on this beautiful 10-acre property with a pond, a mix of open fields and mature woods, and endless possibilities. Spend your days fishing, kayaking, paddling around, or simply relaxing by the water while taking in the peaceful views. The well-kept 3-bedroom, 2-bath home offers a comfortable layout that's ready for its next owner. Established pecan

  Micah Winn Keller Williams Connected

  

  853 Nancys Place, Chester, SC 29706
• 

  

  /13

  $225,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  110 Crestwood Dr, Chester, SC 29706

  Sold As-Is. Sweet 1456 sq ft. two-bedroom two bath home in a quiet neighborhood near downtown Chester. It has a room right off the kitchen that can be used as an office or another bedroom. Updated stainless steel appliances. Washer and Dryer will convey with property. Fireplace in the living room was recently cleaned, great for cool nights in the Carolinas. Hardwood floors throughout the house

  Andre Allen The Virtual Realty Group

  110 Crestwood Dr, Chester, SC 29706
• 

  

  /20

  $349,900

  $15K 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 3

  Samantha Kerr EXP Realty LLC Ballantyne

  

  2360 Baton Rouge Rd, Chester, SC 29706
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  /41

  $230,000

  $20K 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 areas and a

  Farrah Hall Costello Real Estate and Investments LLC

  

  518 Melton St, Chester, SC 29706
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  /35

  $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

  • 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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  /38

  $499,500

  • 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
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  /31

  $279,900

  $5K 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 appliances,

  Lori Maloney A Carolina Realty LLC

  

  1150 Radcliff Rd, Chester, SC 29706
• 

  

  /38

  $285,000

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft

  519 Birdie Haven Dr Unit 31, Chester, SC 29706

  Don't miss this rare opportunity to own a 4-bedroom, 2.5-bath home overlooking the Chester Golf Club! With approximately 2,670 square feet, this estate sale property offers great bones, spacious living areas, and scenic golf course views. Bring your vision and personal touches to transform this home into something truly special. Whether you're an investor or a buyer looking to build equity, this

  Tara Ace Rinehart Realty Corporation

  

  519 Birdie Haven Dr Unit 31, Chester, SC 29706
• 

  

  /21

  $255,000

  New Construction $48K PRICE DROP

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

  550 N Sparkleberry St, Chester, SC 29706

  Come see 550 N. Sparkleberry Street in Woodhaven located in Chester, SC. The Darwin is one of our two-story plans featured at Woodhaven at Chester in Chester, SC. 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

  D.R. Horton Builder

  550 N Sparkleberry St, 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
• 

  

  /21

  $240,000

  $19K PRICE DROP

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

  107 Berry St, Chester, SC 29706

  All Brick Ranch newly renovated in Move in Condition. Features include 4 Bedrooms with Flex Room that has various Possibilities to new Owner's Choosing. Renovations include New Roof, HVAC, Windows, LVP Flooring throughout along with Updated Kitchen with White Quartz Countertops. Laundry Room with Washer/Dryer Connections. Great location near Shopping and Interstate.

  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

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