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Chester, SC Homes for Sale under $500,000

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  • /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 that

    D.R. Horton Builder
    804 N Naughton St Unit 36208949, Chester, SC 29706
  • /26

    $230,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,391 Sq Ft

    522 Mcdowell Dr, Chester, SC 29706

    Super cute 3 bedroom 1.5 bathrooms (both recently remodeled) home has plenty of hardwoods, Awesome backporch that stretches the length of the house. nice flat Fenced in backyard. This is in a popular neighborhood!

    Paula Simon Howard Hanna Allen Tate Rock Hill

    522 Mcdowell Dr, Chester, SC 29706
  • /33

    $275,000

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

    1910 Hardin Strait Rd, Chester, SC 29706

    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 primary suite includes a private bath

    Lori Baddeley EXP Realty LLC Rock Hill

    1910 Hardin Strait Rd, Chester, SC 29706
  • /34

    $299,900

    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    752 Cedar Ln, Chester, SC 29706

    Charming and full of character, this spacious home sits on a beautiful 1.28-acre partially wooded lot, offering privacy and room to enjoy the outdoors. The main level features a welcoming foyer with classic slate flooring, a cozy living room, a formal dining room, a cozy kitchen, a comfortable den, and a convenient bedroom. Upstairs, you'll find three additional bedrooms and two full bathrooms,

    Sherry Avant Stephen Cooley Real Estate

    752 Cedar Ln, Chester, SC 29706
  • /4

    $298,000

    New Construction $12K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    533 McNinch Ave, Chester, SC 29706

    New Construction- New Price – No HOA – Just Outside of Chester Welcome to this stunning new construction home located on the quiet outskirts of Chester in a peaceful neighborhood setting — and best of all, NO HOA! This beautifully designed home features three spacious bedrooms located upstairs, offering privacy and comfort for the whole family. The impressive primary suite includes a large

    Kevin Thompson Talford Realty International

    533 McNinch Ave, Chester, SC 29706
  • /18

    $249,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1906 Old Richburg Rd, Chester, SC 29706

    Welcome to this charming 3-bedroom, 2-bath well-maintained home. A long gravel driveway leads the way, winding through the trees, creating a private and peaceful setting for you to enjoy. This home offers comfortable living spaces and a versatile bonus room that is perfect for an office, study, craft room, or flex space. Surrounded by mature trees and at just under 2.5 acres, this property offers

    Melissa Starnes Knight RE/MAX Executive

    1906 Old Richburg Rd, Chester, SC 29706
  • /20

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    977 Langley Dr, Chester, SC 29706

    Escape to peaceful country living with this charming 3-bedroom, 2-bath home situated on 2.43 acres in the growing town of Chester! This inviting property offers the perfect blend of comfort, space, and convenience, with an easy commute to both Charlotte and Columbia. Inside, you'll find a spacious kitchen featuring abundant countertop space, making meal preparation and entertaining a breeze. Best

    Billie Austin New Chester Realty LLC

    977 Langley Dr, Chester, SC 29706
  • /30

    $348,999

    $16K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,279 Sq Ft

    2541 Rocky Creek Rd, Chester, SC 29706

    Spacious 5-Bedroom Home on 2 Private Acres! This beautifully designed home offers 5 bedrooms and 3 full baths, providing plenty of space for comfortable living, guests, or a dedicated home office setup. Nestled on a peaceful 2-acre lot, the property delivers the perfect balance of privacy and room to enjoy the outdoors. Inside, the home features a functional layout ideal for both everyday living

    Daniel Nowacky Stephen Cooley Real Estate

    2541 Rocky Creek Rd, Chester, SC 29706
  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft

    616 Pineview Lakes Rd, Chester, SC 29706

    Lakeside living awaits in Chester County! This 3BR/2BA, 1,869 sq. ft. home sits on a spectacular 1.3 acre lot in Pineview Lakes. Inside, you'll find character-rich exposed beams and a cozy fireplace. The layout is designed around the view—enjoy the luxury to have dinner while overlooking the lake through the window, or step outside to get into a paddle boat and fish on a quiet afternoon. Live

    Sheila Eller EXP Realty LLC Rock Hill

    616 Pineview Lakes Rd, Chester, SC 29706
  • /47

    $269,000

    $51K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,724 Sq Ft

    115 W Lacy St, Chester, SC 29706

    ELIGIBLE FOR 100% FINANCING — Ask how!Completely renovated in 2023, this stunning 5-bedroom, 3-bath home is just minutes from downtown Chester and offers the peace of mind of all major systems less than 3 years old—including roof, plumbing, electrical, HVAC, windows, and hot water heater.The redesigned open floorplan showcases luxury vinyl plank flooring and a bright, modern kitchen with

    Elizabeth Gload EXP Realty LLC Rock Hill

    115 W Lacy St, Chester, SC 29706
  • /23

    $262,990

    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
  • /22

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,212 Sq Ft

    103.5 Foote St, Chester, SC 29706

    Tucked into a charming area of downtown Chester, this beautifully crafted 2021 home blends modern convenience with timeless character. Situated on a large lot, this 3-bedroom, 2-bath home offers an inviting open-concept layout with stylish LVP flooring throughout for easy maintenance and everyday durability. The floor plan lives large and the spacious kitchen, living, and dining areas flow

    Kara Winn Rinehart Realty Corporation

    103.5 Foote St, Chester, SC 29706
  • /7

    $345,000

    • Land
    • 32.77 Acres
    • $10,528 per Acre

    2211 Bottom Dr, Chester, SC 29706

    Discover the possibilities with this beautiful 32.769 acres of connected land in the peaceful countryside of Chester, SC, featuring two parcels being sold together (Parcel ID: 040-00-00-138-000 – 18.357 acres & Parcel ID: 040-00-00-006-000 – 14.412 acres). This property offers a rare combination of prepared land and natural beauty, making it ideal for a private estate, mini-farm, or future

    Olivia Wright ALBRICK

    2211 Bottom Dr, Chester, SC 29706
  • /21

    $285,000

    New Construction $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,630 Sq Ft

    113 Graham St, Chester, SC 29706

    Welcome to 113.5 Graham Street, Chester SC a beautifully crafted new construction home offering 4 bedrooms and 2 full bathrooms with a thoughtfully designed open concept floor plan. The spacious living area flows seamlessly into the kitchen, creating an ideal space for everyday living and entertaining. This home is located with easy access to local shopping, dining, schools, parks and major

    Shannon Cooke Bloom Realty

    113 Graham St, Chester, SC 29706
  • /2

    $349,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,303 Sq Ft

    3116 Pilgrim Rd, Chester, SC 29706

    Beautiful 10 acre property in a quiet area outside of Chester. The property is mostly wooded and teeming with wildlife that comes to get a drink at Rocky Creek which runs through the property. The home is a charming completely updated ranch with beautiful hardwood floors and granite counters. Along with a complete facelift 3 years ago, the plumbing, roof, water heater and HVAC were all replaced

    Kimberly Puckett Lake Wateree Properties

    3116 Pilgrim Rd, Chester, SC 29706
  • /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
  • /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
  • /28

    $284,840

    New Construction $32K PRICE DROP
    • 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
  • /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
  • /40

    $374,900

    $4K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,981 Sq Ft

    880 Columbia Rd, Chester, SC 29706

    Welcome to this charming 3-bedroom, 3-bath home nestled on approximately 3.5 private acres offering the perfect blend of space and privacy. Set back from the road on a corner lot, this 1.5-story home features an open layout concept with spacious living areas, a well-appointed kitchen with ample cabinetry and workspace, and a primary bedroom conveniently located on the main level. The full

    Sherry Avant Stephen Cooley Real Estate

    880 Columbia Rd, Chester, SC 29706
  • /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
  • /13

    $237,000

    • 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
  • /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
  • /26

    $230,000

    • 3 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    521 Johnson St, Chester, SC 29706

    Like-new 3-bedroom home with a main-level primary suite, no HOA, and modern finishes! Built in 2023, this move-in ready home combines modern design with a functional floor plan in the heart of Chester. Step onto the welcoming covered front porch before entering an open-concept living area featuring luxury vinyl plank flooring and abundant natural light. The spacious kitchen is designed for

    Carin Miller Real Broker, LLC

    521 Johnson St, Chester, SC 29706
  • /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
  • /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
  • /15

    $307,000

    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    972 Darby Rd, Chester, SC 29706

    972 Darby Rd is a one-story Chester brick home set on a large open lot. The kitchen features a granite center island, stainless steel appliances, and a tile backsplash, with ample cabinetry for everyday storage. The open living area carries vaulted ceilings and connects directly to the kitchen for easy flow, while arched windows bring in natural light throughout the main rooms. The bedrooms

    Verria Hairston Opendoor Brokerage LLC

    972 Darby Rd, Chester, SC 29706
  • /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
  • /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
  • /44

    $295,000

    • 2 Beds
    • 2 Baths
    • 2,421 Sq Ft

    170 York St, Chester, SC 29706

    Step into timeless charm with this beautifully maintained 1923 home offering approximately 2,400 square feet of character and modern updates! Situated on a private corner lot surrounded by mature shade trees, this inviting 2-bedroom, 2-bath home offers the perfect blend of historic elegance and everyday comfort.Inside, you'll find spacious living throughout, including two separate living

    Tara Ace Rinehart Realty Corporation

    170 York St, Chester, SC 29706
  • /3

    $237,990

    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
  • /43

    $225,000

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,334 Sq Ft

    620 Mcdowell Dr, Chester, SC 29706

    IMPROVED PRICING! NOW $225000 and priced to SELL! 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
  • /38

    $399,900

    $10K PRICE DROP
    • 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
  • /26

    $339,900

    • 4 Beds
    • 3.5 Baths
    • 1,798 Sq Ft

    111 Hemphill Ave, Chester, SC 29706

    Welcome Home! This beautifully renovated 4-bedroom, 3.5 bath home offers modern style, quality craftsmanship and peace of mind for years to come. Thoughtfully redesigned with attention to detail, the home features spacious living areas, an open and functional layout, updated kitchen and baths, new flooring, fresh paint, contemporary fixtures and numerous major system improvements. The generous

    Shannon Cooke Bloom Realty

    111 Hemphill Ave, Chester, SC 29706
  • /45

    $335,000

    $15K 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
  • /31

    $479,200

    $46K 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
  • /39

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,921 Sq Ft

    143 W End St, Chester, SC 29706

    Stunning historic home located in downtown Chester, showcasing timeless charm with a grand stairway entrance and warm ambiance throughout. You won't believe the condition of this home for its age! Featuring 4 bedrooms, 3 full bathrooms, beautiful hardwood floors, tiled bathroom floors, and elegant lighting fixtures that enhance its character. The spacious kitchen offers granite countertops,

    Tiffany Bradley Coldwell Banker Realty

    143 W End St, Chester, SC 29706
  • /24

    $430,000

    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    1003 Slick Rock Rd, Chester, SC 29706

    1003 Slick Rock Road is located in on 10.64 acres of gorgeous land with miles of farmland in every direction and over 1000 feet of road frontage. This farmhouse offers 4 bedrooms, 3 baths and is the perfect combination of comfort, functionality, and scenic surroundings. This property is ideal for those seeking room to spread out while remaining conveniently located near the city. The welcoming

    Beth Darby Darby Real Estate and Appraisals, LLC

    1003 Slick Rock Rd, Chester, SC 29706
  • /29

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,723 Sq Ft

    1532 Pinckney Rd, Chester, SC 29706

    Nestled on 11 beautiful acres, this property offers the perfect opportunity for those seeking privacy, space and endless potential. A picturesque tree-lined driveway welcomes you home, creating a stunning first impression and peaceful country setting. This home provides a flexible floor plan with room to make it your own. While the home could benefit from updates, it offers solid potential for a

    Gail Vincent NorthGroup Real Estate LLC

    1532 Pinckney Rd, Chester, SC 29706
  • /15

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    506 Bratton St, Chester, SC 29706

    A Must See! Step inside and feel right at home. This charming one-story home features 3 bedrooms, 2 bathrooms and an open floor plan perfect for everyday living and entertaining. As soon as you walk through the front door, you are welcomed by a spacious and inviting living room that flows into the kitchen, making it easy to cook, entertain, and simply spend time with family and friends. The

    Ursula Patterson Talford Realty International

    506 Bratton St, Chester, SC 29706

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