134

Homes for Sale near Chester Middle School

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  • /24

    $199,900

    $5K PRICE DROP
    • 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

    Agent Photo

    Saige Maxwell

    Saige Real Estate

    805 Yarborough Rd, Chester, SC 29706
  • /12

    $99,900

    $50K 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

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    Nancy Braun

    Showcase Realty LLC

    111 Dye St, Chester, SC 29706
  • /17

    $129,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,143 Sq Ft

    530 Pinckney Rd, Chester, SC 29706

    Make Your Move More Affordable! 3K Seller concessions are available and may be used toward closing costs, an interest rate buy-down, or other eligible expenses. It’s a great opportunity to reduce your upfront costs and make purchasing this home even more attainable! Welcome to this charming one-story home featuring new carpet and fresh paint throughout. The bright, inviting interior offers a

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    Vivian Knight

    RE/MAX Executive

    530 Pinckney Rd, Chester, SC 29706
  • /42

    $525,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    1958 Boyd Rd, Blackstock, SC 29014

    Welcome to your own slice of rural South Carolina paradise at 1958 Boyd Road in Blackstock. Set on 15 beautiful acres of pasture and timber, this property offers the perfect blend of open space, natural privacy, and outdoor enjoyment. A flowing creek winds through the land, creating a peaceful setting loaded with wildlife and ideal for recreation, future farming, or simply enjoying room to

    Agent Photo

    Monica Faulkner

    EXP Realty LLC Rock Hill

    1958 Boyd Rd, Blackstock, SC 29014
  • /34

    $360,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,671 Sq Ft

    112 Crestwood Cir, Chester, SC 29706

    Rare find! Turnkey mid-century modern retreat on 2+ private wooded acres right in town. Boasting 2,600+ sq ft of open-concept living, this light-soaked home features beautiful hardwoods, a cozy brick fireplace, and an oversized kitchen built for entertaining. Highlights include a primary suite with private bath, a massive second bedroom ideal for a dedicated home office, and a dedicated laundry

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    Whitney Bridges

    Helen Adams Realty

    112 Crestwood Cir, Chester, SC 29706
  • /4

    $232,500

    • Land
    • 9.52 Acres
    • $24,422 per Acre

    000 Pathway Ln Unit 4, Chester, SC 29706

    BACK ON THE MARKET with no fault of sellers - Beautiful 9.52 acre farm located minutes from McConnells and Lowrys, SC, and just 20–25 minutes from York and Rock Hill. Situated on a quiet paved road and surrounded by large farms and countryside, this property offers the perfect setting for a mini farm, equestrian property, or private country estate.Part of a thoughtfully designed mini-farm

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    Greta Metker

    NorthGroup Real Estate LLC

    000 Pathway Ln Unit 4, 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.

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    Mike Morrell

    Keller Williams Connected

    767 Pinckney Rd, Chester, SC 29706
  • /30

    $380,000

    $10K PRICE DROP
    • 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,

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    Saige Maxwell

    Saige Real Estate

    679 Fairforest Rd, Chester, SC 29706
  • /19

    $243,000

    $57K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,940 Sq Ft

    191 W End St, Chester, SC 29706

    REDUCED PRICE! ELIGIBLE FOR UP TO 100% FINANCING WITH APPROVED LENDER! Highly Motivated Sellers! This is a 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

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    Michelle Jackson

    ERA Live Moore

    191 W End 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,

    D.R. Horton Builder
    804 N Naughton St Unit 36208946, Chester, SC 29706
  • /48

    $174,000

    $14K PRICE DROP
    • Land
    • 13.6 Acres
    • $12,794 per Acre

    1413 Old Columbia Rd, Chester, SC 29706

    Opportunity awaits on this nearly 14-acre tract located just 3 miles from the City of Chester at the corner of Highway 321 (Columbia Highway) and Old Columbia Highway. Being separated from a larger parcel, this property offers over 1,050 feet of road frontage, creating exceptional access and flexibility for future use.One of the property's standout features is a picturesque pond that

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    Lee Whitley

    Mossy Oak Properties Land and Luxury

    1413 Old Columbia Rd, Chester, SC 29706
  • /28

    $275,000

    New Construction $8K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,174 Sq Ft

    544 N Sparkleberry St, Chester, SC 29706

    Come see 544 N. Sparkleberry Street 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

    Builder Photo

    D.R. Horton

    Builder

    544 N Sparkleberry St, Chester, SC 29706
  • /8

    $245,000

    • Land
    • 10.4 Acres
    • $23,558 per Acre

    0000 Pathway Ln Unit 2, Chester, SC 29706

    Beautiful 10.4 acre farm located minutes from McConnells and Lowrys, SC, and just 20–25 minutes from York and Rock Hill. Situated on a quiet paved road and surrounded by large farms and countryside, this property offers the perfect setting for a mini farm, equestrian property, or private country estate.Part of a thoughtfully designed mini-farm community, the property features underground

    Agent Photo

    Greta Metker

    NorthGroup Real Estate LLC

    0000 Pathway Ln Unit 2, Chester, SC 29706
  • /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

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    Brenda Hayden

    Keller Williams Unlimited

    110 Gaston St, Chester, SC 29706
  • /51

    $702,648

    $5K PRICE INCREASE
    • Land
    • 151.75 Acres
    • $4,630 per Acre

    Ridgewiew Rd, Chester, SC 29706

    The Ridgeview West Tract is an excellent recreational property in central Chester County. With thinned, mature pine plantations, nearly 100 acres of 7-year-old plantations and mature hardwood bottoms, the property offers an ideal balance of managed forest and preserved natural beauty. Seeley Creek crosses the northwestern portion of the property, with a smaller stream merging from the east. The

    Taylor Heithold Mossy Oak Milliken Advisors Realty Group

    Ridgewiew Rd, Chester, SC 29706
  • /2

    $399,000

    • Land
    • 10.3 Acres
    • $38,738 per Acre

    0 Columbia Rd, Blackstock, SC 29014

    Approximately 10.30 acres for sale near Chester, SC (owner will consider subdividing) Located at the corner of Blackstock Rd. and Columbia R. (Hwy 321) which is the main thoroughfare between Chester and Winnsboro and is about halfway between the two towns Approximately 1,650 ft of combined road frontage on Hwy 321 and Blackstock Road. Great location for convenience store, discount

    Tombo Milliken NAI Columbia

    0 Columbia Rd, Blackstock, SC 29014
  • /43

    $1,773,900

    • Land
    • 59.13 Acres
    • $30,000 per Acre

    59 Ac Lancaster Hwy, Chester, SC 29706

    +/-59 acres zoned ID-2 with +/-1100' of frontage on Lancaster Highway(SC Hwy 9) located approximately halfway between Richburg and Chester in Chester County. Property is less than 6 mile from I-77 (Exit 65) and near several industrial sites along Highway 9. Access to county water and sewer, the site delivers excellent visibility and infrastructure advantages. A mix of open pasture and wooded

    Michael Ware Ware Land & Timber, LLC

    59 Ac Lancaster Hwy, Chester, SC 29706
  • /35

    $157,500

    • Land
    • 21 Acres
    • $7,500 per Acre

    21 Ac Sweet Hope Church Rd, Carlisle, SC 29031

    Escape to your own private retreat on this unrestricted, rectangular acreage perfectly situated between Carlisle (10 mins) and Chester (20 mins). Featuring a blend of mature pines and hardwoods, this versatile property offers multiple ideal homesites with maximum privacy. The land stretches nearly 2,000 feet back from the paved road, with a peaceful creek cutting through the back third of the

    Michael Ware Ware Land & Timber, LLC

    21 Ac Sweet Hope Church Rd, Carlisle, SC 29031
  • /29

    $2,620,884

    • Land
    • 639.26 Acres
    • $4,100 per Acre

    0 Leeds Rd, Carlisle, SC 29031

    Sandy River West Tract presents a rare opportunity to own over +/- 639 acres of contiguous timberland and recreational property. Conveniently located just over an hour from both Charlotte, North Carolina and Columbia, South Carolina, this property lies just east of the Broad River. Finally, the parcel is located a mile north of Highway 72, providing access to Interstates 77 and 26.+/- 4,700 feet

    Tony Watry Compass South Inc.

    0 Leeds Rd, Carlisle, SC 29031
  • /15

    $174,000

    $13K 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
  • /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
  • /9

    $350,000

    • Land
    • 50.98 Acres
    • $6,865 per Acre

    5965 Woods Ferry Rd, Chester, SC 29706

    ±50.98 total acresApproximately 28+/- acres of merchantable pine timberPine stand received its final thinning in 2022Diverse stand of timber ranging from pines to mature hardwoodsTwo year-round creeks bordering the propertyThree potential homesite locations at the front, middle, or rear of the propertyExcellent deer and turkey populationStrong recreational and hunting

    Gabe Blevins Huff Creek Properties

    5965 Woods Ferry Rd, Chester, SC 29706
  • /49

    $650,000

    • Land
    • 102 Acres
    • $6,373 per Acre

    W End Rd, Carlisle, SC 29031

    Discover a rare opportunity to own 102± unrestricted acres fronting Highway 72 in Carlisle, South Carolina — a peaceful Chester County setting offering the perfect blend of privacy, natural beauty, and long-term investment potential. Whether you're searching for the ideal homestead site, a recreational hunting retreat, a timber and land investment, or acreage to build your dream family compound

    Kyle Keller Carolina Roots Land Co

    W End Rd, Carlisle, SC 29031
  • /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

    Tony Watry Compass South Inc.

    0 Halsellville Rd, Chester, SC 29706
  • /15

    $634,480

    • Land
    • 144 Acres
    • $4,406 per Acre

    0 Ashford Ferry Rd, Chester, SC 29706

    Discover 144 acres of diverse South Carolina landscape, where the legacy of timberland meets the thrill of recreational pursuits. This expansive tract in Chester County offers a unique blend of natural beauty and investment potential, inviting you to shape its future whether for hunting, farming, or a private rural estate. Nestled in the charming city of Chester, South Carolina, this property

    Tony Watry Compass South Inc.

    0 Ashford Ferry Rd, Chester, SC 29706
  • /30

    $189,900

    $20K PRICE DROP
    • 3 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
  • /44

    $550,000

    $130K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,600 Sq Ft

    999 Halseville Rd, Chester, SC 29706

    Historic Colvin–Fant–Durham Farm Complex | Circa 1835Nestled on 12 picturesque acres in rural Chester County, the historic Colvin–Fant–Durham Farm Complex offers a rare opportunity to own a beautifully renovated piece of history. Originally built in 1835 and once part of a 442-acre tract, this remarkable property is listed on the National Register of Historic Places. The main farmhouse features 3

    Russell Lemont Glasgow Linda Renwick Realty Inc

    999 Halseville Rd, Chester, SC 29706
  • /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
  • /28

    $210,000

    $7K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,015 Sq Ft

    111 Berry St, Chester, SC 29706

    Welcome to this charming opportunity in the heart of Chester that qualifies for the no money down with no PMI Home Ownership Plus Program! 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.

    Roderick Fluellen Epique Realty

    111 Berry St, Chester, SC 29706
  • /9

    $248,000

    • Land
    • 36,154 Sq Ft
    • $298,795 per Acre

    129 Columbia St, Chester, SC 29706

    This is a great opportunity for someone looking to invest or open a business in an established commercial area. The property offers a large, level, open lot with good visibility and easy road access. It’s surrounded by a mix of local businesses and commercial properties, giving the area an established business presence. With its location and flexible layout, the property has plenty of potential

    Clay Palmer Springs Realty

    129 Columbia St, Chester, SC 29706
  • /29

    $75,000

    Coming Soon
    • Land
    • 2.46 Acres
    • $30,488 per Acre

    2806 Quinn Rd, Chester, SC 29706

    Building lot in a great location at the edge of Chester County at the York County line between McConnells and Lowrys. Large Pine and Hardwood trees create shade and privacy. Road frontage on Quinn Rd and Pathway Ln provides options for access. Gently sloping terrain is ideal for a building site and yard. Perked for a conventional septic in 2020(permit will need to be updated with DHEC). Country

    Michael Ware Ware Land & Timber, LLC

    2806 Quinn Rd, Chester, SC 29706
  • /43

    $220,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    785 Hawthorne Rd, Chester, SC 29706

    BACK ON THE MARKET, NO FAULT OF THE SELLER!!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
  • /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

    Julia Lund Berkshire Hathaway HomeServices Carolinas Realty

    3448 Center Rd, Chester, SC 29706
  • /15

    $95,000

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft

    109 Starnes St, Chester, SC 29706

    Welcome to 109 Starnes, a charming “2-bedroom, 1-bath” cottage full of potential. This home is being sold as is, giving the next owner the opportunity to customize the floor plan to fit their needs. Some updates have already been completed by the current owner, including new siding, HVAC, plumbing, electrical panels, and floor joists repair. The flooring and bathroom are ready to be installed,

    Brantly Thomas Jeff Cook Real Estate LPT Realty

    109 Starnes St, 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
  • /14

    $149,900

    $25K 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
  • /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

    D.R. Horton Builder
    804 N Naughton St Unit 36208950, Chester, SC 29706
  • /14

    $150,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft

    608 Catawba St, Chester, SC 29706

    Discover the potential of this charming 3-bed, 1-bath home located at 608 Catawba St in Chester, SC. With 1,025 sq ft of living space on a generous 0.38-acre lot, this property is an ideal opportunity for investors, DIY buyers, or anyone looking for an affordable home with room to grow. Several major updates have already been completed, including a brand-new roof, updated HVAC system, and new

    Sheila Eller EXP Realty LLC Rock Hill

    608 Catawba St, Chester, SC 29706
  • /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
  • /8

    $34,000

    • Land
    • 1.37 Acres
    • $24,818 per Acre

    0 Mt Pleasant Church Rd Hwy Unit SPN340061, Chester, SC 29706

    Baylen Scherer EXP Realty LLC

    0 Mt Pleasant Church Rd Hwy Unit SPN340061, Chester, SC 29706

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