Chester, SC Homes for Sale under $300,000

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  /12

  $139,900

  $10K 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

  (803) 525-1195

  

  111 Dye St, Chester, SC 29706
• 

  

  

  /17

  $137,500

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,143 Sq Ft

  530 Pinckney Rd, Chester, SC 29706

  Welcome to this charming one-story home featuring new carpet and fresh paint throughout. The bright, inviting interior offers a spacious kitchen with a breakfast bar and separate dining area, perfect for everyday living and entertaining. Step outside to enjoy the mostly fenced backyard—ideal for pets, play, or relaxing. Move-in ready, this home presents an excellent opportunity for homeowners and

  

  Vivian Knight

  RE/MAX Executive

  (803) 850-4696

  

  530 Pinckney Rd, Chester, SC 29706
• 

  

  

  /22

  $155,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,199 Sq Ft

  154 Lancaster St, Chester, SC 29706

  Located in the Historic East Chester neighborhood, this character-filled home is ready for its next chapter. Offering a unique opportunity for investors or buyers looking to restore and personalize, this property is being sold as-is.Inside, you’ll find charming knotty pine walls throughout the living, dining, and kitchen areas, adding warmth and vintage appeal. A wood-burning fireplace serves

  

  Tracey Miller

  Howard Hanna Allen Tate Fort Mill

  (803) 258-6104

  

  154 Lancaster St, Chester, SC 29706
• 

  

  

  /24

  $205,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  805 Yarborough Rd, Chester, SC 29706

  Looking for room to breathe? Welcome to peaceful country living on approximately one acre in Chester, SC. Surrounded by mature trees and open green space, this charming home that offers the privacy and freedom that’s becoming harder to find. With no HOA, you’ll have the flexibility to create the lifestyle you want whether that means gardening, keeping pets, parking your RV or boat, enjoying

  

  Saige Maxwell

  Saige Real Estate

  (803) 990-2611

  

  805 Yarborough 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

  (803) 721-4091

  

  767 Pinckney Rd, Chester, SC 29706
• 

  

  /25

  $130,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft

  596 Armory Rd, Chester, SC 29706

  Back on the market—no fault of the seller! A second chance to secure this excellent investment opportunity on 3.26 acres. The property includes a separate living space/Tiny house featuring a full bathroom, kitchen, and a spacious living area. The interior has been recently updated and is ready for occupancy. The main brick home is currently uninhabitable and requires a complete renovation. Do not

  

  Mike Morrell

  Keller Williams Connected

  (803) 658-1782

  

  596 Armory Rd, Chester, SC 29706
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  /2

  $51,000

  • Land
  • 2.34 Acres
  • $21,795 per Acre

  853 Mountain Lakes Rd, Chester, SC 29706

  Welcome to 853 Mountain Lakes Road located in the Merriweather Manor section of the Mountain Lakes subdivision. Situated on the serene 42-acre Mountain Lake, managed and stocked by the South Carolina Department of Natural Resources, this property offers scenic waterfront views and excellent fishing opportunities for several varieties of fish.Conveniently located 30-40 minutes from both Charlotte,

  

  Christopher Smith

  Century 21 803 Realty

  (803) 866-4224

  853 Mountain Lakes Rd, Chester, SC 29706
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  /24

  $285,000

  $15K PRICE DROP

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

  191 W End St, Chester, SC 29706

  JUST IN TME FOR SUMMER! Located in Chester a 3 bedroom and 2 bath ranch style home. Has one acre with wired outbuilding and above ground pool. The backyard is fenced. There is covered back porch to enjoy and entertaining. Located one mile from downtown Chester and also across from Wylie Park. Has a nice 2 car detached garage. Throughout the home you will find original built-in bookcases, shelves

  

  Michelle Jackson

  ERA Live Moore

  (803) 887-3212

  

  191 W End St, Chester, SC 29706
• 

  

  /21

  $267,000

  New Construction $30K PRICE DROP

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

  560 N Sparkleberry St, Chester, SC 29706

  Come see 560 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

  560 N Sparkleberry St, Chester, SC 29706
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  /4

  $75,000

  • Land
  • 6.04 Acres
  • $12,417 per Acre

  00 Ross Rd Unit B-1, Chester, SC 29014

  Flat, build-ready 6+ acre homesite with 355 feet of road frontage on Ross Road in Blackstock — approximately 7 miles southeast of downtown Chester and an easy commute via I-77 (Exit 55). The lot is wooded and has not been cleared, but the topography is flat throughout, making it well-suited for a private residence with minimal site preparation.Acreage shows as 6.31 acres per GIS; the prior

  

  Chris Phillis

  EXP Realty LLC Ballantyne

  (803) 859-5213

  

  00 Ross Rd Unit B-1, Chester, SC 29014
• 

  

  /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

  (803) 991-6295

  

  1802 Goings Rd, Chester, SC 29706
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  /26

  $279,000

  New Construction $16K PRICE DROP

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

  556 N Sparkleberry St, Chester, SC 29706

  Come see 556 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

  556 N Sparkleberry St, Chester, SC 29706
• 

  

  /27

  $287,990

  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

  $299,000

  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

  $285,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft

  605 Ashford Rd, Chester, SC 29706

  Quality New Construction Ranch on 1.84 Acres. The Open Floor Plan features Large Great Room, Eat In Kitchen and Covered Front & Back Porches. Kitchen has Granite Counter Tops, an Island, Stainless Steele Appliances & White Shaker Cabinets. LVT Flooring Through Out. Primary Suite with Trey Ceiling, Walk in Closet and Private Full Bath. All Electric Home with Well and Septic for Lower Utility

  Jennifer Phillips Olney Howard Hanna Allen Tate Rock Hill

  

  605 Ashford Rd, Chester, SC 29706
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  /26

  $298,990

  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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  /15

  $179,000

  $8K 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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  /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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  /30

  $199,900

  $10K PRICE DROP

  • 2 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
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  /18

  $120,000

  • 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
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  /22

  $199,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft

  110 Courtland St, Chester, SC 29706

  1st Time Homebuyer GEM** Completely remodeled and truly move-in ready, this beautifully updated 2-bedroom, 2-bath home with LVP flooring throughout, delivers the perfect blend of modern style, comfort, and peace of mind. Thoughtfully renovated from top to bottom, major upgrades include all-new plumbing, electrical updated in 2024, HVAC replaced in 2023, and a brand-new roof installed in

  Tracy Balentine EXP Realty LLC Ballantyne

  

  110 Courtland St, Chester, SC 29706
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  /2

  $1,000

  • Land

  0 Pilgrim Rd, Chester, SC 29706

  NOTE: The price listed above is for listing purposes only. IT IS NOT THE PURCHASE PRICE. This property is 1 of 35 being sold by online only auction. Opening bid for the properties in this auction is $100 and the property will be sold to the highest bidder. Vacant parcel. Access unknown. The seller acquired this property via delinquent tax sale deed, and it will be transferred by Quitclaim Deed

  Terryhowe Info Terry Howe & Associates, Inc

  0 Pilgrim Rd, Chester, SC 29706
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  /8

  $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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  /25

  $160,000

  $25K PRICE DROP

  • Land
  • 4.28 Acres
  • $37,383 per Acre

  1936 Old Richburg Rd, Chester, SC 29706

  ***SELLERS ARE HIGHLY MOTIVATED*** Well, septic and power already on-site. Discover the perfect blend of privacy and convenience with this 4.28-acre tract on Old Richburg Highway. Tucked away and surrounded by nature, this property offers a peaceful, secluded setting just minutes from I-77, giving you easy access while still feeling miles away from it all. Featuring a mix of wooded landscape and

  Ari Simpson Bloom Realty

  

  1936 Old Richburg Rd, Chester, SC 29706
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  /2

  $1,000

  • Land

  0 Henry Rd Unit 11831480, Chester, SC 29706

  NOTE: The price listed above is for listing purposes only. IT IS NOT THE PURCHASE PRICE. This property is 1 of 35 being sold by online only auction. Opening bid for the properties in this auction is $100 and the property will be sold to the highest bidder. Vacant lot. Access unknown. Adjoins another parcel The seller acquired this property via delinquent tax sale deed, and it will be transferred

  Terryhowe Info Terry Howe & Associates, Inc

  0 Henry Rd Unit 11831480, 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
• 

  

  /18

  $165,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,046 Sq Ft

  128 Ella St, Chester, SC 29706

  Clean, well-maintained, and full of charm, this 3-bedroom, 1-bath home is a great opportunity for a first-time buyer, investor or anyone looking to simplify. Inside, you’ll find hardwood floors along with new kitchen counters, sink, and faucet that give the space a fresh feel while keeping its character intact. Outside, the wooded backyard and mature shade trees create a peaceful setting with

  Micah Winn Keller Williams Connected

  

  128 Ella St, Chester, SC 29706
• 

  

  /35

  $59,900

  $34K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,172 Sq Ft

  187 W End St, Chester, SC 29706

  HUGE PRICE RECUCTION: MOTIVATED SELLER: Discover the incredible potential in this 2 bedroom 1 bathroom home situated in an outstanding location in Chester, South Carolina. Nestled directly across the street from the expansive 48 acre Wylie Park, this property offers immediate access to a paved walking trail, playground, tennis courts, open green spaces, and year-round recreational opportunities.

  Randy Lindsay Austin-Barnett Realty LLC

  

  187 W End St, Chester, SC 29706
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  /3

  $175,000

  • Land
  • 14.41 Acres
  • $12,143 per Acre

  2211 Bottom Line Dr, Chester, SC 29706

  Discover the possibilities with this beautiful 14.412 acres of land in the peaceful countryside of Chester, SC. This property offers a rare combination of prepared land and natural beauty, making it ideal for a private estate, mini-farm, or future development opportunity. One side of the property has already been cleared and bulldozed into two separate fields, complete with a road running

  Olivia Wright ALBRICK

  

  2211 Bottom Line Dr, Chester, SC 29706
• 

  

  /39

  $289,000

  • 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

  Discover this beautifully designed semi-custom home offering 3 bedrooms and 2 full baths on a spacious 0.55-acre lot with no HOA. The open-concept layout features vaulted ceilings and great natural light throughout the main living area. A privacy fence adds comfort and seclusion, while the split-bedroom floor plan provides functionality and flow. Because construction is still underway, buyers who

  Ari Simpson Bloom Realty

  

  764 Old York Rd, Chester, SC 29706
• 

  

  /13

  $239,500

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

  110 Crestwood Dr, Chester, SC 29706

  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 except

  Andre Allen The Virtual Realty Group

  110 Crestwood Dr, Chester, SC 29706
• 

  

  /5

  $49,000

  • Land
  • 2.92 Acres
  • $16,781 per Acre

  1178 Great Falls Hwy, Chester, SC 29706

  This 2.92 acre lot that is only minutes from I-77 or downtown Chester has beautiful large shade trees and loads of privacy. There is plenty of space for work shops or sheds. Come plan your dream home on this large, gently rolling property.Builder available to complete your new home to your specifications. Disclaimer: CMLS has not reviewed and, therefore, does not endorse vendors who may appear in

  Kristina Dillon CD Realty

  1178 Great Falls Hwy, Chester, SC 29706
• 

  

  /25

  $69,900

  • 2 Beds
  • 1 Bath
  • 853 Sq Ft

  30 E Elliott St, Chester, SC 29706

  Calling all investors, flippers, and handy buyers. This 2-bedroom, 1-bath Craftsman bungalow is located right in the city limits of Chester, SC, just a short walk from the charming downtown area with local shops and restaurants. At approximately 900 sqft on a single level, this home is a prime candidate for a full renovation with strong upside potential. The home features a covered front porch

  Kyle Johnson Acacia Realty Advisors, LLC

  30 E Elliott St, Chester, SC 29706
• 

  

  /19

  $204,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,309 Sq Ft

  612 Ballard St, Chester, SC 29706

  Price Adjustment! Welcome to this charming all-brick home nestled in a quiet neighborhood and ready for its new owners. Whether you're searching for a starter home or an investment opportunity, this property offers timeless character and lasting value. Featuring front and side porches, original hardwood floors flow throughout the living areas and bedrooms—details you rarely find today.The

  Michelle Graves LPT Realty, LLC

  

  612 Ballard St, Chester, SC 29706
• 

  

  /15

  $165,000

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  111 Church St, Chester, SC 29706

  Welcome to this charming home located in the heart of historic Chester! Situated on a spacious lot, 111 Church Street offers the perfect blend of classic character and modern convenience. Step inside to find inviting living spaces filled with natural light, generous-sized bedrooms, and a functional floor plan ideal for everyday living and entertaining. The home's convenient location places you

  Douglas Christen Nestlewood Realty, LLC

  

  111 Church St, Chester, SC 29706
• 

  

  /3

  $20,000

  • Land
  • 10,018 Sq Ft
  • $86,957 per Acre

  100 Mobley St, Chester, SC 29706

  Discover the perfect canvas for your next project in the heart of Chester! This prime .23-acre lot offers an incredible opportunity to build your dream home or investment property. Located just moments from the vibrancy of downtown, this parcel combines convenience with the quiet charm of established Chester living. Bring your builder and your vision—this is the opportunity you’ve been waiting

  Sherry Avant Stephen Cooley Real Estate

  

  100 Mobley St, Chester, SC 29706
• 

  

  /6

  $50,000

  • Land
  • 6.34 Acres
  • $7,886 per Acre

  6+/- AC LOT 2 Sky Line Dr, Chester, SC 29706

  Beautiful 6+/- AC lot offers the ideal blend of space and privacy. Featuring a prime build site located at the center of the property, it’s the perfect setting to build your dream home. Lot is part of a larger tract being that has been divided and comes with light deed restrictions to help maintain like-kind properties. This is a great place to build your dream home or private get away. Come see

  Tim Helline Carolina Farms & Estates, LLC

  

  6+/- AC LOT 2 Sky Line Dr, Chester, SC 29706
• 

  

  /20

  $189,000

  • 3 Beds
  • 2 Baths
  • 1,086 Sq Ft

  706 Sweeney St, Chester, SC 29706

  Welcome home to this fully updated 3 bedroom, 2 bath beauty in Chester! This property offers an airy open floor plan, stylish modern finishes, and great natural light throughout. You’ll love the refreshed kitchen with new appliances, renovated bathrooms, and comfortable living spaces that are perfect for everyday living or hosting. Move in ready and easy to show don’t miss it!

  Maria Rodriguez Nolazco Lifestyle International Realty

  

  706 Sweeney St, Chester, SC 29706
• 

  /2

  $44,000

  $5K PRICE DROP

  • Land
  • 3.8 Acres
  • $11,579 per Acre

  00 Murray St, Chester, SC 29706

  Price Improvement! This beautiful wooded 3.80 acres of land is located in Chester South Carolina. Land consist of a small stream/creek which is located adjacent to the land with beautiful Bamboo trees. Land is located in Murray Springs. Water and sewer is available and will require installation. Utilities access is available as well. If you are in search of land to build a single family home ,

  Christina Mills Keller Williams Connected

  00 Murray St, Chester, SC 29706

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