Chester, SC Homes for Sale under $300,000

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  $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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  /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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  /27

  $285,000 New Construction

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

  1046 Horizon Ln, Chester, SC 29706

  Come tour The Aisle at 1046 Horizon Lane, one of our ranch plans at Woodhaven. 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,

  

  D.R. Horton

  Builder

  1046 Horizon Ln, Chester, SC 29706
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  /28

  $294,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  577 N Sparkleberry St, Chester, SC 29706

  Come see 577 N. Sparkleberry Street in Woodhaven located in Chester, SC. The Cali is one of our ranch style plans featured at Woodhaven at Chester in Chester, SC. 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

  

  D.R. Horton

  Builder

  577 N Sparkleberry St, Chester, SC 29706
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  /26

  $289,000 New Construction

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

  576 Sparkleberry St, Chester, SC 29706

  Come tour The Aisle at 576N. Sparkleberry Street, one of our ranch plans at Woodhaven. 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

  576 Sparkleberry St, Chester, SC 29706
• 

  

  /28

  $299,000 New Construction

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

  1049 Horizon Ln, Chester, SC 29706

  Come see 1049 Horizon Lane 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 to

  

  D.R. Horton

  Builder

  1049 Horizon Ln, Chester, SC 29706
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  /41

  $291,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,613 Sq Ft

  1040 Horizon Ln, Chester, SC 29706

  Come see 1040 Horizon Lane in Woodhaven! The Taylor is one of our two-story plans featured at Woodhaven in Chester, SC. 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

  1040 Horizon Ln, Chester, SC 29706
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  /48

  $236,500

  • Land
  • 43 Acres
  • $5,500 per Acre

  1530 Ridgeview Rd, Chester, SC 29706

  Almost 43 acres of prime hunting and recreational property with a bonus single wide mobile home(As-Is). RV hookup behind the mobile home on a fenced in yard. Property is set up to hunt with two nice food plots and half of the powerline on the back property line. Good road system throughout provides access to almost every portion of the land. Timber is about half planted pine and half hardwood

  Michael Ware Ware Land & Timber, LLC

  1530 Ridgeview Rd, Chester, SC 29706
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  /37

  $249,500

  • Land
  • 33.8 Acres
  • $7,382 per Acre

  0 W End Rd, Chester, SC 28706

  Hunting, recreation, timber paradise. 33.80 acres for sale in Chester! This land provides a private country setting with multiple homesites. Pursue the country lifestyle today! The uses of this land are endless; Build your dream home/family compound, farm/garden, hunt and recreational activities, equestrian, etc. There is mixed timber throughout the land. This gives the land a diverse habitat for

  Kyle Keller Carolina Living & Estates

  0 W End Rd, Chester, SC 28706
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  /42

  $279,000

  • 4 Beds
  • 2 Baths
  • 1,862 Sq Ft

  125 Sunset Dr, Chester, SC 29706

  Charming and Well-Maintained All-Brick Home on 0.71 Acres! This spacious four-bedroom, two-bath home features a classic rocking chair front porch and is full of character and modern updates. Step inside to a large living room with gleaming hardwood floors that flow into a formal dining room—perfect for gatherings. The kitchen boasts ceramic tile flooring, a stylish tile backsplash, and a gorgeous

  Billie Austin New Chester Realty LLC

  125 Sunset Dr, Chester, SC 29706
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  /35

  $299,999

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft

  1239 Carlisle White Rd, Chester, SC 29706

  Discover the perfect blend of peace, privacy, and convenience with this beautifully updated 2-bedroom, 2 full bathroom bungalow on 2+ acres in desirable Chester County! Tucked away in the county yet just 15 minutes from the highway and less than 10 minutes from shopping, dining, and everyday essentials, this home offers the best of both worlds.Love the water? You’ll be just minutes from a

  Lindsay Soles Costello Real Estate and Investments LLC

  1239 Carlisle White Rd, Chester, SC 29706
• 

  

  /19

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  1742 Orrs Station Rd, Chester, SC 29706

  Nice 3 Bedroom 2 bath brick home on 2 acres convenient to Hwy 9 in Chester. Property has attached carport and also a detached 30x30 workshop/garage with power run to it and bay door. Large barn in need of repair at back of the property. Very quiet and peaceful. Hardwood floors, kitchen appliances as well as washer and dryer remain. Great starter home for someone!

  Tara Cooke Hawkins Realty Inc.

  1742 Orrs Station Rd, Chester, SC 29706
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  /40

  $275,000

  • 4 Beds
  • 2.5 Baths
  • 3,449 Sq Ft

  107 Hinton St, Chester, SC 29706

  Step Back in Time in This Beautiful Victorian Home with A Lovely Wraparound Front Porch! Period Correct Condition with Modern Conveniences. Seller will provide a 2/1 buydown at just 4.75% for the first year. This stunning home has updated electrical and plumbing and with some more rehab and inspiration could be restored to its full glory. Downstairs HVAC replaced 2023, 50 gallon water heater

  Elizabeth Shamble Coldwell Banker Realty

  107 Hinton St, Chester, SC 29706
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  /25

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  1177 Craigbrow Cir, Chester, SC 29706

  Welcome to this charming 1963 retreat in a desired neighborhood! The property is spacious, 2.5 acres, with most of the back fenced. The expansive lot goes past the fence and provides ample space for all of your outdoor activities. The primary bedroom features an ensuite half bath and two other bedrooms offer flexibility for guests. As you step down into the cozy family room, you'll feel the

  Kim Hamrick COMPASS

  1177 Craigbrow Cir, Chester, SC 29706
• 

  

  /21

  $296,990 New Construction

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

  1043 Horizon Ln, Chester, SC 29706

  Come see 1043 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

  1043 Horizon Ln, Chester, SC 29706
• 

  

  /19

  $274,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  507 Putter Place, Chester, SC 29706

  New construction home next to the highly desirable Chester Golf Course.Cozy, Cute, Comfortable, conveniently located 3 Bd, 2 bath home. This home features stainless steel appliances, open floor plan, kitchen island, luxury vinyl tile throughout, large walk-in closet in primary bedroom and a spacious concrete driveway. Seller to provide 2-10 Home warranty. Call Today so we can make this Home.

  Angela Hough Angel Hough Realty LLC

  507 Putter Place, 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

  Picture yourself at Woodhaven in Chester, South Carolina, a new D.R. Horton community, where every day feels like the perfect balance between relaxation and connection, where tree-lined streets lead to a sparkling community pool, neighbors gather at pocket parks, and the quiet charm of Chester, South Carolina, blends seamlessly with easy access to Rock Hill, Fort Mill, and Charlotte. Here, you’ll

  

  D.R. Horton

  Builder

  804 N Naughton St Unit 36208946, Chester, SC 29706
• 

  /2

  $275,000

  • 2 Beds
  • 3.5 Baths
  • 2,872 Sq Ft

  953 Pinckney Rd, Chester, SC 29706

  Country living on a little over 2 acres, this property is perfect for an investor looking for rental property or a homeowner wanting to make some rental income by renting one of the residences. New flooring, well replaced 8 months ago, plumbing and electrical recently updated. Roof was replaced 4 years ago. Close to shopping, schools and all that Historical Chester has to offer.

  Kimberlee Douglas Andrew Reed Properties, LLC

  953 Pinckney Rd, Chester, SC 29706
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  /24

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  647 Still St, Chester, SC 29706

  Charming 3-Bedroom HomeWelcome to your next home sweet home! This beautifully updated single-family residence balances charm with modern comforts. Nestled on a quiet lot, this 3 bedroom / 1 bathroom home offers both character and convenience with its close proximity to up and coming downtown Chester.Three spacious bedrooms, as well as a nursery/office offers generous space to make it your

  Jarrett Bagley New Chester Realty LLC

  647 Still St, Chester, SC 29706
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  /47

  $254,900

  • 3 Beds
  • 2 Baths
  • 1,427 Sq Ft

  802 Linden Dr, Chester, SC 29706

  Get comfortable! Welcome to this lovely brick ranch centered on a meticulously maintained level one-acre lot conveniently located just outside the city limits of Chester, SC. Built in the 1960’s, with only two owners since constructed, this home offers comfort and open space in a quiet location. 3 bedrooms, 2 bathrooms, family room with fireplace, ample storage, custom built-in shelving,

  Liz Odum Liz Odum Realty LLC

  802 Linden Dr, Chester, SC 29706
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  /12

  $226,900

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  117 Hamilton St, Chester, SC 29706

  Welcome to this 2023-built 3BR/2BA home offering 1,050 sq ft of modern living space! An open floor plan and stylish details make it perfect for everyday comfort. The generous backyard features an enclosed patio overlooking wooded views—great for entertaining or relaxing. Ideal for first-time buyers, downsizers, or investors, this gem is move-in ready and waiting for you!

  Lina Vasquez NorthGroup Real Estate LLC

  117 Hamilton St, Chester, SC 29706
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  /28

  $242,500

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft

  3505 Valley Dr, Chester, SC 29706

  Charming brick ranch set on 2.35 acres, offering comfort and functionality both inside and out. This home features a handicap-accessible ramp for easy entry, making it a great fit for all. Outdoors, you’ll find a heated and cooled workshop perfect for projects year-round, a spacious dog run, and mature pecan trees that add beauty and character to the property. With plenty of open space and

  Sherry Avant Stephen Cooley Real Estate

  3505 Valley Dr, Chester, SC 29706
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  /28

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,191 Sq Ft

  530 State Road 342, Chester, SC 29706

  This adorable 3 bed 2 full bath single story on just over half an acre (with NO HOA!) is the cozy gem you've been waiting for! Upon entry you'll notice the vinyl plank floors throughout, and a spacious open flow from the living room to the kitchen -featuring a comfortably sized island and stainless steel appliances in the kitchen that all convey. The split bedroom floor plan provides plenty of

  Michele Branning Keller Williams Connected

  530 State Road 342, Chester, SC 29706
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  /21

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  823 Great Falls Hwy, Chester, SC 29706

  Full of charm, this move in ready country-style home sits on over 2 acres and offers many recent improvements! Updates in 2025 include a brand-new cooling system, electric water heater, reinforced flooring, leveled backyard, and a remodeled bathroom with a new tub/shower. The kitchen features new countertops, backsplash, sink, and a convenient lazy Susan. Additional updates include newer LVP

  Jennifer Finnegan Keller Williams South Park

  823 Great Falls Hwy, Chester, SC 29706
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  /21

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  138 Pinckney St, Chester, SC 29706

  3 Bedroom 2 Bath Home in Move in Condition. Entering you will find Spacious open area for Living with updated Kitchen that features Stainless Steel Appliances and Kitchen Island. Spacious Bedrooms with Laundry Room.Central Heat and Air. Home was completely and efficiently renovated in 2022. Spacious Covered Tile Front Porch for Relaxing. Cement Driveway with Parking in Rear.

  Cye Parker Gibbs Realty & Auction Co Inc.

  138 Pinckney St, Chester, SC 29706
• 

  

  /18

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  213 Jewel St, Chester, SC 29706

  Welcome to the "new and improved" 213 Jewel Street. This spacious, beautifully renovated, single family home in Chester, SC boast 3 bedrooms and 2 bathrooms. Throughout the entire house you will find new drywall, flooring, & carpet. Beneath the home you will find plumbing, pier, and subfloor repairs. Above the home you will find a new roof! $3000 Seller paid closing costs for full price offer.

  Jeremy Worthy Worthy & Associates Real Estate LLC

  213 Jewel St, Chester, SC 29706
• 

  

  /21

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,118 Sq Ft

  609 Maple St, Chester, SC 29706

  Welcome to this beautifully remodeled ranch style home, perfectly blending modern design with comfortable living. Step inside to discover an open floor plan filled with natural light and stylish finishes. The updated kitchen features sleek stainless steel appliances, ideal for everyday cooking and entertaining. Enjoy the outdoors on the side deck perfect for relaxing & entertaining. With no HOA,

  Maria Rodriguez Nolazco Lifestyle International Realty

  609 Maple St, Chester, SC 29706
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  /14

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2150 Pressley Rd, Chester, SC 29706

  Discover this charming property, an ideal opportunity for those seeking a peaceful, rural retreat. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers generous space for comfortable living—perfect whether you're just starting out, expanding your family, or searching for a smart investment. Situated on a spacious lot, the property provides plenty of room for outdoor

  William Spann Expand Legacy Worldwide LLC

  2150 Pressley Rd, Chester, SC 29706
• 

  

  /23

  $227,000

  • 3 Beds
  • 1 Bath
  • 1,015 Sq Ft

  111 Berry St, Chester, SC 29706

  This adorable 3-bedroom brick ranch is move-in ready and full of charm. The kitchen opens to the living room and features granite countertops, a tile backsplash, an island, creating a seamless space for everyday living and entertaining. The dining area includes a door that leads directly to the spacious back deck, perfect for outdoor enjoyment. A large shed in the backyard provides added storage.

  Sherry Avant Stephen Cooley Real Estate

  111 Berry St, Chester, SC 29706
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  /29

  $250,000

  • 4 Beds
  • 2.5 Baths
  • 2,351 Sq Ft

  112 Hampton St, Chester, SC 29706

  Renovated 4BR Home with Butcher Block Counters, Large Windows & Main-Level Primary SuiteWelcome to this beautifully renovated home offering over 2,300 square feet of living space. This 4-bedroom, 2.5-bath home features a spacious kitchen with warm butcher block countertops perfect for cooking and entertaining. Large windows throughout the home fill each room with natural light, enhancing the

  Sherry Miller Jernigan Howard Hanna Allen Tate Rock Hill

  112 Hampton St, Chester, SC 29706
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  /38

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  1154 Stringfellow Rd, Chester, SC 29706

  Charming Renovated 3-Bedroom Home on 1.8 AcresDiscover comfort and charm in this beautifully renovated 3-bedroom, 1-bath home, perfectly situated on 1.8 peaceful acres. Blending modern updates with classic appeal, this home features a bright, traditional concept living space with fresh paint, updated flooring, and stylish finishes throughout. The renovated kitchen boasts new cabinetry,

  Christopher Jordan Keller Williams Connected

  1154 Stringfellow Rd, Chester, SC 29706
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  /35

  $212,769

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft

  105 Deaver St, Chester, SC 29706

  Welcome to this beautifully updated brick home offering 3 bedrooms & 2 bathrooms with basement. 3rd bedroom is a versatile space that can be customized to suit your needs. Whether you envision it as a playroom, home office, or extra walk in closet, this room has endless possibilities. The spacious kitchen is perfect for cooking & entertaining, making it easy to host family & friends. Both

  Rikki Surratt RE/MAX Executive

  105 Deaver St, Chester, SC 29706
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  /38

  $249,500

  • Land
  • 33.8 Acres
  • $7,382 per Acre

  0000 W End Rd, Chester, SC 29706

  33.80 acres for sale in Chester! This land provides a private country setting with multiple homesites. Pursue the country lifestyle today! The uses of this land are endless; Build your dream home/family compound, farm/garden, hunt and recreational activities, equestrian, etc. There is mixed timber throughout the land. This gives the land a diverse habitat for wildlife and creates an aesthetically

  Keller Carolina Group Keller Williams Ballantyne Area

  0000 W End Rd, Chester, SC 29706
• 

  /2

  $290,000

  • Land
  • 34.63 Acres
  • $8,374 per Acre

  0000 Mcdaniel Rd, Chester, SC 29706

  Looking for the perfect spot to spread out and live life on your terms? This beautiful wooded tract offers privacy, peace and endless possibilities. Whether you want to hunt, farm, ride four-wheelers or finally build that dream home, this land is ready for it all. And the best part? No HOA and no restrictions. Tucked away in the rural countryside but still super convenient to I-77, this slice of

  Kim Bigach Keller Williams Connected

  0000 Mcdaniel Rd, Chester, SC 29706
• 

  

  /22

  $287,000 New Construction

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

  570 N Sparkleberry St, Chester, SC 29706

  Come see 570 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

  570 N Sparkleberry St, Chester, SC 29706
• 

  

  /21

  $289,000 New Construction

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

  1036 Horizon Ln, Chester, SC 29706

  Come see 1036 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

  1036 Horizon Ln, Chester, SC 29706
• 

  

  /26

  $242,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  185 W End St, Chester, SC 29706

  Discover timeless style and modern ease at 185 West End St, a Beautiful NEW CONSTRUCTION Two-Story home in the heart of Chester, SC. NO HOA! With a warm welcome from its charming covered front porch, this 3-bedroom, 2.5-bath beauty offers thoughtful upgrades and functional design throughout.The main level’s open-concept layout effortlessly connects the spacious living room, oversized

  Wendell Crockett Better Homes and Gardens Real Estate Paracle

  185 W End St, Chester, SC 29706
• 

  

  /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
• 

  

  /27

  $294,990 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

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