Chester, SC Homes for Sale under $500,000

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  /23

  $294,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  Aria Plan at Woodhaven at Chester, Chester, SC 29706

  The Aria is one of our ranch plans featured at Woodhaven at Chester in Chester, SC, offering 3 modern elevations. Additionally, the Aria is a spacious and modern single-story home designed with open-concept living carefully considered throughout. This home features three bedrooms, two bathrooms, and a two-car garage. An inviting foyer greets you upon entering, which leads directly into the heart

  D.R. Horton Builder

  804 N Naughton St Unit 36208948, Chester, SC 29706
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  /28

  $252,500

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  378 Center St Unit 1, Chester, SC 29706

  Welcome to this charming 3-bedroom, 2-bath home situated on a desirable corner lot with an attached carport. The updated kitchen (2017) features neutral finishes, new cabinetry, a smooth-top electric range with built-in microwave, an eat-at bar, abundant cabinet space, and an adjoining dining area—perfect for everyday living and entertaining. The spacious living room is filled with natural light,

  Billie Austin New Chester Realty LLC

  

  378 Center St Unit 1, Chester, SC 29706
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  /27

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  129 Brawley St, Chester, SC 29706

  Charming cottage bungalow nestled on a quiet street in Chester! This 3-bedroom, 2-bath home has been thoughtfully updated while maintaining its character and warmth. Step inside to find a cozy living room centered around a wood-burning brick fireplace, updated kitchen and bathrooms, and a functional layout perfect for everyday living. Major improvements completed in 2022 include all new windows,

  Kathleen Higgins Stephen Cooley Real Estate

  

  129 Brawley St, Chester, SC 29706
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  /8

  $399,999

  • Land
  • 4.65 Acres
  • $86,058 per Acre

  1274 J A Cochran Bypass, Chester, SC 29706

  Positioned for success in the growing corridor of Chester, this exceptional commercial opportunity at 1274 J.A. Cochran Bypass offers 4.648 acres of prime, ready-to-use land in a highly desirable location. This property sits in a strategic, high-visibility area along the well-traveled J.A. Cochran Bypass, making it an ideal setting for a wide range of commercial ventures. Whether you're

  Olivia Wright ALBRICK

  

  1274 J A Cochran Bypass, Chester, SC 29706
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  /29

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  602 McHord St, Chester, SC 29706

  Conveniently located home. 2 Bedrooms, 1 Bath with 2 nice lots on the corner of Hwy 72, 72 Bypass and McHord St. *No City Taxes! Large Family Room, Den or Dining Room and Large Kitchen with the charm of Knotty Pine paneling, Stairs lead to finished attic for Storage or many other uses. Lots of original Hardwood floors downstairs and upstairs. Large walk-in pantry with cabinets, counter and

  Melissa Faile Carolina Realty Solutions

  

  602 McHord St, Chester, SC 29706
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  /28

  $316,840

  New Construction

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

  1021 Horizon Ln, Chester, SC 29706

  Come see 1021 Horizon Lane 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 large family room meet

  D.R. Horton Builder

  1021 Horizon Ln, Chester, SC 29706
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  /39

  $249,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  128 College St, Chester, SC 29706

  Completely remodeled 3-bedroom, 2-bath cottage-style home featuring soaring 11-foot ceilings throughout and enormous room sizes perfect for all your large furniture. Relax on the inviting covered front porch with a charming side wraparound, or entertain guests inside on the pristine original hardwood floors that add warmth and character throughout the home. The spacious living room offers

  Billie Austin New Chester Realty LLC

  

  128 College St, Chester, SC 29706
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  /44

  $302,500

  New Construction $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  974 Old York Rd, Chester, SC 29706

  Welcome to 974 Old York Road in the quaint town of Chester, SC!This stunning brand-new construction home sits on a spacious 3 -acre lot and offers 2,128 square feet of thoughtfully designed living space. Featuring four bedrooms and two bathrooms, this home boasts a beautiful open-concept layout that’s perfect for both everyday living and entertaining. With modern finishes throughout and

  Rachael Reynolds Southern Properties Realty

  

  974 Old York Rd, Chester, SC 29706
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  /8

  $220,000

  • Land
  • 6 Acres
  • $36,667 per Acre

  00000 J A Cochran Bypass, Chester, SC 29706

  Positioned along the well-traveled J.A. Cochran Bypass in Chester, this approximately 6-acre tract offers a prime opportunity for those seeking visibility, accessibility, and future growth. With steady daily traffic flowing by, this location provides the kind of exposure that helps businesses get noticed and thrive. Currently zoned residential, the property presents strong potential for rezoning

  Olivia Wright ALBRICK

  

  00000 J A Cochran Bypass, Chester, SC 29706
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  /13

  $237,000

  Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,738 Sq Ft

  113 Brawley St, Chester, SC 29706

  Beautiful brick bungalow near downtown Chester! Recently renovated. Beautiful hardwoods in most of the home, stainless steel appliances and a rocking chair front porch, great for enjoying a cup of coffee in the morning or a glass of sweet tea in the evening. New windows have been installed throughout, including the beautiful sunroom that overlooks much of the sizable yard. Don't miss this beauty!

  Ralph Harvey Listwithfreedom.com Inc

  

  113 Brawley St, Chester, SC 29706
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  /31

  $385,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  912 Redwood Ln, Chester, SC 29706

  This home showcases a timeless brick exterior that is stately and low-maintenance, the solid brick façade ensures an enduring first impression.3 bedrooms and 2 baths are featured 1,850?sq?ft layout that is spacious and has adaptable living areas perfect for modern family life and entertaining. Gleaming continuous hardwood flooring throughout seamlessly connects each room, adding warmth and

  Jarrett Bagley New Chester Realty LLC

  

  912 Redwood Ln, Chester, SC 29706
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  /25

  $200,000

  $9K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  109 Hardin St, Chester, SC 29706

  Jarrett Bagley New Chester Realty LLC

  

  109 Hardin St, Chester, SC 29706
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  /29

  $259,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  304 Ashford St, Chester, SC 29706

  This property qualifies for $10,000 in lender assistance! Some houses have some updates done, but this home was completely reimagined! The painted full brick exterior sets the tone from the moment you arrive — a classic, enduring look that no vinyl-sided new build in the area can match. Step inside and the quality is immediate. Brand new luxury vinyl plank flooring runs throughout the entire

  Michael Burns EXP Realty LLC Ballantyne

  

  304 Ashford St, Chester, SC 29706
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  /18

  $228,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  136 E Lacy St, Chester, SC 29706

  Welcome home to timeless Southern charm blended with modern comfort. From the moment you arrive, the inviting covered front porch sets the tone — the perfect place for morning coffee, evening conversations, and slowing down to enjoy the neighborhood. Step inside to discover a beautifully refreshed interior featuring an open-concept living, dining, and kitchen space designed for both everyday

  Shannon Cooke Bloom Realty

  

  136 E Lacy St, Chester, SC 29706
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  /21

  $303,040

  New Construction

  • 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
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  /35

  $409,900

  New Construction $52K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  2605 Mount Prospect Rd, Chester, SC 29706

  Welcome to this beautiful new construction home offering the perfect blend of modern design and peaceful rural living. Featuring 3 bedrooms, 2 bathrooms, and 1,537 heated square feet, this thoughtfully crafted home sits on approximately 6.26 acres, providing plenty of space and a sense of privacy. The eye-catching board-and-batten exterior adds standout curb appeal, while the covered back porch

  Mike Lewis Howard Hanna Allen Tate Rock Hill

  

  2605 Mount Prospect Rd, Chester, SC 29706
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  /25

  $279,900

  • 6 Beds
  • 6 Baths
  • 2,212 Sq Ft

  106 Steinkuhler St Unit 6, Chester, SC 29706

  Looking for a turnkey income property or the perfect house hack opportunity? This beautifully maintained duplex delivers both comfort and cash flow potential! Each side features: Three spacious bedrooms & 2.5 bathrooms. Open-concept floor plan with plenty of natural light. Primary suite conveniently located on the main floor. New luxury vinyl plank flooring on both downstairs units. Freshly

  Billie Austin New Chester Realty LLC

  

  106 Steinkuhler St Unit 6, Chester, SC 29706
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  /21

  $319,000

  New Construction $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,736 Sq Ft

  94 White Oak St, Chester, SC 29706

  Introducing a New Duplex on the Market!! This stunning property features a total of 4 bedrooms and 4 bathrooms. The property includes both units (A&B). Enjoy entertaining your guests on the full front and back deck. The downstairs boasts luxury vinyl, LVP flooring. All kitchen appliances are included - (microwave, refrigerator, dishwasher, and stove) Don't miss the opportunity to make this

  Tanasha Smith Carolina Homes Connection, LLC

  

  94 White Oak St, Chester, SC 29706
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  /19

  $290,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,563 Sq Ft

  158 Saluda St, Chester, SC 29706

  Charming 3- bedroom, 3 bath home located in the heart of downtown Chester on Saluda Street. This well-maintained home features beautiful original hardwood floors and a spacious kitchen with granite countertops. Full of character and timeless appeal, this property offers the perfect blend of historic charm and everyday functionality. Conveniently located near local shops, dining, and all downtown

  Mark Jeffers Mark Jeffers Real Est Co, Inc

  158 Saluda St, Chester, SC 29706
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  /41

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft

  152 W End St, Chester, SC 29706

  Vintage charm meets modern convenience in this full renovation near downtown Chester. This home offers so much for the money, with 3 bedrooms and 2.5 baths and designer finishes throughout. Great curb appeal with a charming covered side porch, and covered entry. Inside, the spacious living room has french doors to the porch, and connects to a central hallway and the dining room. It's roomy, and

  Bobby Sisk Nestlewood Realty, LLC

  

  152 W End St, Chester, SC 29706
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  /3

  $269,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,183 Sq Ft

  Sanford Plan at Woodhaven at Chester, Chester, SC 29706

  The Sanford is one of our ranch plans featured at Woodhaven at Chester in Chester, SC. This home features three bedrooms, two bathrooms, and one-car garage. As you enter the home you will see the two secondary bedrooms and shared bathroom. The home then opens up to the kitchen and living area. The kitchen is equipped with a pantry, stainless steel appliances, and ample counter space, making it

  D.R. Horton Builder

  804 N Naughton St Unit 36208946, Chester, SC 29706
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  /24

  $307,615

  New Construction

  • 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! This bright and sunny home has 4 bedrooms, 2 1/2 baths and a beautiful open floor plan. Spacious kitchen with granite counters, large island, stainless steel electric range/microwave/dishwasher and pantry opens into family room w/ elegant and durable floors throughout first floor main living space. Primary bedroom features

  Maria Wilhelm DR Horton Inc

  

  548 N Sparkleberry St, Chester, SC 29706
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  /16

  $285,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft

  657 Still St, Chester, SC 29706

  Brand-new and move-in ready, this quality-built ranch offers easy one-level living at the right price. Designed for low-maintenance living, this affordable new construction home features stylish finishes including quartz countertops, stainless steel appliances, and durable LVP flooring. Everything is brand new and ready for its new owner, making this the perfect opportunity for buyers looking for

  Kim Bigach Keller Williams Connected

  

  657 Still St, Chester, SC 29706
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  /38

  $252,000

  $33K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  620 Mcdowell Dr, Chester, SC 29706

  IMPROVED PRICING! NOW $252000 ,Motivated sellers !!! Come preview this beautiful brick ranch home with a beautifully landscaped yard, nestled on approximately 0.40 acres. As you enter through the front foyer, you’ll find a versatile flex room to the right — perfect for a home office, sitting room, playroom, or whatever best suits your needs. The spacious kitchen is a dream for any home chef,

  Lori Maloney A Carolina Realty LLC

  

  620 Mcdowell Dr, Chester, SC 29706
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  /38

  $409,900

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  808 Briarcliff Cir Unit 63&64, Chester, SC 29706

  Welcome home to this beautifully maintained all-brick estate situated on 1.95 acres with county taxes only, while still being just minutes from town conveniences. Located in the growing community of Chester, this exceptional property offers the perfect combination of comfort, entertaining space, and private resort-style living with an easy commute to Charlotte or Columbia. Designed with family

  Billie Austin New Chester Realty LLC

  

  808 Briarcliff Cir Unit 63&64, Chester, SC 29706
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  /45

  $339,900

  $10K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,300 Sq Ft

  122 Crestwood Dr, Chester, SC 29706

  This home offers both the space you need and the modern updates you desire. This beautifully updated 5-bedroom home sits on a generous 0.7-acre corner lot, featuring a versatile layout with two spacious primary suites—one on the lower level and another on the upper level. The interior centers around a large living room with a wood-burning fireplace, perfect for cozy evenings, alongside a formal

  Jordan Norman Howard Hanna Allen Tate Rock Hill

  

  122 Crestwood Dr, Chester, SC 29706
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  /31

  $489,000

  $36K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  2262 Center Rd, Chester, SC 29706

  Beautiful 4 bedroom / 2.5 bath home nestled on 7 private acres, perfect for horses, livestock, or hobby farming. Property features a wired workshop, shed, three barns, and a lean-to. Fenced pastures include electric, barbed wire, and cow panel fencing. Young orchard includes 2 pear, 2 apple, 2 peach, and 2 plum trees, plus blueberry bushes and wild blackberries in the garden area. Recent updates

  Whitney Horne Keller Williams South Park

  

  2262 Center Rd, Chester, SC 29706

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