Simpsonville Real Estate | Simpsonville Properties between $1,000,000 and $1,500,000 for Sale

Prime Development Opportunity Within Walking Distance to Downtown Simpsonville! Rare opportunity to own a combined 1.95 acres in a highly desirable location just a short walk from the shops, restaurants, and entertainment of downtown Simpsonville. This offering includes four parcels, providing excellent potential for builders, developers, or investors looking to capitalize on the area's continued growth. The three parcels located on Woodside Circle are existing individual lots and cannot be further subdivided. The larger parcel on South Street offers the potential to be subdivided into four residential lots, creating the opportunity for up to seven homesites in total. Lots will be sold as a package deal. This includes 201, 105, and 107 Woodside Circle and 514 South Street. Existing structures are located on the properties and all structures will be sold strictly AS-IS, WHERE-IS. With its convenient location and development possibilities, this is a unique opportunity to bring new construction to an established neighborhood near the heart of downtown Simpsonville. Buyers are encouraged to verify all subdivision requirements, zoning, utilities, and development plans with the City of Simpsonville. Please do not walk or access the properties without a scheduled appointment.

514 South Street, Simpsonville

$1,050,000

Prime Development Opportunity Within Walking Distance to Downtown Simpsonville! Rare opportunity to own a combined 1.95 acres in a highly desirable location just a short walk from the shops, restaurants, and entertainment of downtown Simpsonville. This offering includes four parcels, providing excellent potential for builders, developers, or investors looking to capitalize on the area's continued growth. The three parcels located on Woodside Circle are existing individual lots and cannot be further subdivided. The larger parcel on South Street offers the potential to be subdivided into four residential lots, creating the opportunity for up to seven homesites in total. Existing structures are located on the properties and all structures will be sold strictly AS-IS, WHERE-IS. With its convenient location and development possibilities, this is a unique opportunity to bring new construction to an established neighborhood near the heart of downtown Simpsonville. Buyers are encouraged to verify all subdivision requirements, zoning, utilities, and development plans with the City of Simpsonville. Please do not walk or access the properties without a scheduled appointment.

201 Woodside Circle, Simpsonville

$1,400,000

6 Beds ⋅ 5.5 Baths

Timeless Custom Estate in Desirable Five Forks - Discover 7 Archers Place, a distinctive four-story custom home tucked away at the end of a quiet cul-de-sac in Kilgore Plantation. Set on approximately 0.88 acres, this exceptional property offers beautifully manicured grounds, mature trees, and a peaceful sense of privacy in Simpsonville's sought-after Five Forks area. Inside, timeless architectural details create character and elegance throughout, including crown molding, chair rails, decorative columns and arches, coffered ceilings, and detailed panel molding. The spacious four-level layout features six bedrooms and five full bathrooms, along with charming window-seat nooks, a dual staircase, and a sunroom on the main level. A full kitchen on the main level and a second full kitchen in the finished basement offer exceptional flexibility for everyday living and entertaining. Abundant storage throughout every level adds another layer of convenience. The first-floor primary suite provides a relaxing retreat with an ensuite bath featuring a garden tub, separate walk-in shower, extended vanity, and walk-in closet. The finished basement offers additional living space, making it ideal for multigenerational living, an in-law suite, extended guests, or a private recreation area. Outdoor living is equally inviting, with several patios and decks throughout the property, including a second-level terrace balcony, providing plenty of opportunities to enjoy the beautifully landscaped surroundings. Additional highlights include a detached, side-entry three-car garage and expansive grounds that enhance the home's private estate setting. Located in the established Kilgore Plantation community, residents enjoy access to neighborhood amenities that include a community swimming pool, tennis courts, and a clubhouse or cabana. The Five Forks location offers convenient access to shopping, grocery stores, restaurants, and everyday essentials, with connections to major roadways for travel throughout Simpsonville and the greater Greenville area. With its distinctive architecture, versatile living spaces, two full kitchens, abundant storage, and inviting outdoor areas, 7 Archers Place offers a rare opportunity to enjoy space, privacy, and convenience in one exceptional property. Schedule your private tour today!

7 Archers Place, Simpsonville

$1,350,000

5 Beds ⋅ 4.5 Baths

Almost 3 acres of privacy in the heart of Five Forks. Tucked into the established Kilgore Plantation neighborhood, 210 Kilgore Circle gives you the rare combination of space, quiet, and convenience. Mature trees and generous grounds create a peaceful retreat where you can slow down, breathe a little deeper, and truly feel at home, yet everyday errands, favorite restaurants, and weekend plans are only minutes away. Picture your days here: coffee on the 40-ft rocking-chair front porch as the neighborhood wakes up, lazy afternoons on the deck, and summer evenings in the screened porch listening to the quiet of your own private grounds. When it’s time to gather, the kitchen, fireplace living room, and sun-filled sunroom flow easily for holidays, game nights, and dinners with friends. Outside, there’s room for whatever you’ve been dreaming of: a pool, raised garden beds, a fire pit, play space, or a full outdoor living area. With 5 bedrooms, 3 full and 2 half baths, the layout offers flexible living options. The main-level primary suite features walk-in closets, a separate shower, a soaking tub, and access to the sunroom. Upstairs are 3 bedrooms, 2 baths, and a loft. The finished walk-out basement adds a bonus room with fireplace, an additional bedroom or game room, a half bath, an oversized laundry room, and a workroom ideal for hobbies, opening to a large patio and backyard. Life in Five Forks means shopping, dining, coffee shops, and local favorites close to home, with easy access to Woodruff Rd, I-385, and downtown Greenville for work, entertainment, and weekends out. It’s the kind of setting where you can enjoy a quiet, private home base and still be connected to everything the Upstate has to offer. Upgrades: tankless water heater (2026); stone-coated steel shingles with 50+ yr lifespan and copper gutters (2022); Hardie board siding, exterior paint, integrated blinds & operable hinged shutters (installed by Integrity Blinds), and rebuilt front porch (all 2022).

210 Kilgore Circle, Simpsonville

$1,050,000

4 Beds ⋅ 3.5 Baths

Luxury Without Limits | The Courtyard on 0.77 Acres | No HOA | Welcome to the Courtyard—an exceptional blend of design, space, and privacy on 0.77 acres in Simpsonville. Inside, soaring 16-foot ceilings create a stunning sense of openness, anchored by a chef’s kitchen with an oversized island overlooking the main living space. The 42’ covered patio extends your living outdoors, perfect for entertaining or unwinding in a peaceful, semi-rural setting. The primary suite is a true retreat with vaulted ceilings, private patio access, and a spa-inspired bath featuring a soaking tub, tiled walk-in shower, and dual vanities—plus a custom closet with direct access to the laundry room. With a 3-car garage, flex room, and high-end finishes throughout—including quartz countertops, soft-close cabinetry, LVP flooring, and propane features—this home delivers effortless luxury at every turn. Positioned in one of Simpsonville’s most exciting emerging luxury corridors, this home is also conveniently located near the future Kawonu Golf Club — an exclusive private golf destination designed by renowned architect Andrew Green. This highly anticipated golf-only club is expected to bring a new level of prestige, recreation, and long-term desirability to the area. Schedule your private tour today.

110 Marseille Drive, Simpsonville

$1,295,000

4 Beds ⋅ 4.5 Baths

CHESTNUT POND | Situated on a corner lot in a gated, low-maintenance community, this beautifully designed home offers mostly main-level living with 4 bedrooms and 4.5 baths. Luxurious details are found throughout, including arched double doors, transom windows, wainscoting, a stunning V-groove ceiling in the great room, exposed beams, and hardwoods throughout the main level. The chef’s kitchen is a standout with stainless steel appliances, an oversized gas range, a spacious island with bar seating, and a charming breakfast area. Just off the kitchen, the drop zone leads to the garage and a well-appointed laundry room complete with ample storage and a sink. The Owner’s Suite features an expansive walk-in closet and a spa-like bath with dual vanities, a garden tub, and a custom tiled walk-in shower. Each guest bedroom has its own private bath, with two guest suites on the main level and a bonus room upstairs that can easily serve as a third guest suite. Storage abounds with generous walk in attic space, ideal for seasonal décor and more. Outdoor living is just as impressive, with multiple spaces to relax and entertain, including a screened porch, a back patio for grilling, and a spacious deck perfect for hosting friends and family. Residents also enjoy leisurely walks along the community pond and walking path, while the HOA provides lawn care for easy living.

401 Southern Beech Court, Simpsonville

$1,495,000

4 Beds ⋅ 6.5 Baths

Welcome to an exceptional home located on a level 0.76-acre lot in the desirable gated community of Cobblestone. Ideally situated in the sought-after Five Forks area, this impressive residence offers convenient access to boutique shopping and dining, GSP International Airport, and all the attractions of Downtown Greenville. With more than 6,000 square feet, soaring 10-foot ceilings, generously sized rooms, and exceptional attention to detail throughout, this home provides an extraordinary blend of elegance, comfort, and functionality. A spacious foyer welcomes guests and features a large coat closet and conveniently located powder room. Designed for those who love to cook and entertain, the true chef’s kitchen is beautifully equipped with a gas cooktop, wall ovens, a center island, and a separate prep island with its own sink. Perfectly positioned between the kitchen and formal dining room, the exceptional butler’s pantry includes an additional sink, a second dishwasher, abundant cabinetry, and generous storage, making entertaining effortless. The kitchen opens to a spacious breakfast and sunroom area, creating a warm and inviting heart of the home. From here, step onto the screened porch overlooking the detailed courtyard and expansive backyard—an ideal setting for outdoor relaxation with wonderful potential for a future inground pool. The impressive great room is anchored by a fireplace and enhanced by a wall of custom built-in cabinetry, offering both character and functional entertainment storage. Privately located on the main level, the spacious primary suite is a true retreat featuring the rare luxury of separate private baths and dual walk-in closets. Just beyond the primary suite is a handsome home library or office complete with built-in cabinetry, providing a distinguished and quiet place to work or unwind. A walk-in laundry room with a utility sink and a thoughtfully designed mudroom with a built-in bench, cabinetry, and additional storage complete the main level. Upstairs, a relaxing den with a wall of built-in bookcases leads to three generously sized bedrooms, each featuring its own private ensuite bath. The expansive bonus room offers endless possibilities for recreation, media, or additional gathering space and includes built-in shelving along with the existing home-gym equipment. The oversized three-car garage is equally impressive, offering a utility sink, counter space, and multiple storage closets. Above the garage, an incredible workshop is accessed by a private exterior staircase located just behind the garage. Designed with woodworking in mind, this versatile space features built-in cabinetry and a dedicated duct system for convenient dust and debris collection. Whether used as a workshop, creative studio, or space for a favorite hobby, it is ready to be personalized to suit your needs. From its grand living spaces and thoughtfully designed storage to its remarkable workshop and beautiful outdoor setting, this extraordinary Cobblestone residence offers the space, craftsmanship, and versatility to accommodate every aspect of an elevated lifestyle.

9 Cobbler Lane, Simpsonville

$1,139,000

5 Beds ⋅ 5.5 Baths

Introducing our Parkstone plan situated on a HALF ACRE homesite, brand new to the upstate at Bethany Farms! This exceptional home offers a 3 car garage, 10-foot ceilings on the first floor, a dramatic two-story great room, a main-level bedroom, and a versatile flex space perfect for a home office or formal dining room. The casual dining area can also be configured as a sunroom, creating even more space to enjoy. Additional highlights include abundant storage, a spacious walk-in pantry, and a prep kitchen perfect for all you entertainers out there!!! This home features both an indoor and outdoor fireplace, fabulous for hosting family gatherings and game day football parties! Upstairs, the luxurious primary suite features dual vanities, an oversized walk-in shower, and an expansive walk-in closet. This home truly combines elegance, functionality, and flexibility to fit your lifestyle. Nestled in the highly sought-after Five Forks area, Bethany Farms offers the perfect blend of elegance, space, and serenity. This picturesque community is beautifully situated along East Georgia Road and showcases spacious half-acre homesites—each one thoughtfully placed to capture the natural beauty of its surroundings. Just minutes from premier shopping, dining, and everyday conveniences, this community allows you to live peacefully without sacrificing proximity to modern amenities. The neighborhood also features a refreshing community pool, perfect for relaxing afternoons or connecting with neighbors. Bethany Farms isn’t just a place to live—it’s a place to thrive, where timeless charm meets everyday luxury in one of the area’s most desirable settings.

212 Autumn Ash Way, Simpsonville

$1,390,000

4 Beds ⋅ 4 Baths

Experience refined luxury in one of Greenville's most desirable gated communities. Perfectly positioned in the coveted Roper Mountain Road/Five Forks corridor, this exceptional custom brick-and-stone residence in Chestnut Pond offers timeless elegance, thoughtful design, and effortless living in an intimate neighborhood surrounded by mature hardwoods and a picturesque three-acre pond. Designed with both everyday comfort and sophisticated entertaining in mind, the open floor plan is anchored by a stunning gourmet kitchen featuring premium appliances, quartz countertops, an oversized island, and an expansive walk-in pantry. The spacious great room flows seamlessly to a private covered porch overlooking a beautifully wooded backyard, creating a peaceful retreat for morning coffee or evening gatherings. The luxurious main-level owner's suite offers a true sanctuary with a spa-inspired bath featuring dual vanities, a soaking tub, an oversized cave shower, and a generous walk-in closet. A second bedroom on the main level provides exceptional privacy for guests or the perfect home office. Upstairs, you'll find two additional bedrooms, a full bath, an expansive bonus room, and abundant unfinished storage with the potential to create even more finished living space. Every detail has been thoughtfully considered, including a tankless water heater, central vacuum system, epoxy-coated garage floors, and quality craftsmanship throughout. Lawn maintenance is included, allowing you to enjoy a truly low-maintenance lifestyle without sacrificing luxury. Chestnut Pond is one of Greenville's hidden gems—a private, gated community where residents enjoy scenic walking paths, tranquil pond views, and a welcoming neighborhood atmosphere, all just minutes from premier shopping, dining, healthcare, and entertainment along Woodruff Road, with easy access to I-85, downtown Greenville, and GSP International Airport. Luxury, privacy, and an unbeatable location come together in this extraordinary home. Schedule your private showing today and discover why Chestnut Pond is one of Greenville's best-kept secrets.

124 Chestnut Pond Lane, Simpsonville

$1,000,000

5 Beds ⋅ 4.5 Baths

Exclusive interest rate REDUCTION available to lower your monthly payment. Reach out to agent for more details. Welcome to a truly special, meticulously maintained one-owner custom home. Built in 2007, this stunning all-brick home embodies a rare caliber of craftsmanship that immediately welcomes you in. Stone steps lead to a large covered front porch, framed by custom wrought iron railings crafted by a master welder. Beautiful wooden doors open to reveal a grand two-story foyer where a gorgeous custom staircase creates a memorable first impression. Entertain effortlessly in the formal dining room, highlighted by gorgeous floor-to-ceiling windows overlooking the front yard. The great room features a gas fireplace, custom built-in cabinetry, and French doors that open beautifully to your outdoor living spaces. Overlooking a cozy secondary dining area for intimate family dinners, the beautiful kitchen boasts granite countertops, double ovens, and custom cabinetry with pull-out pantry drawers. Built for hosting, the adjacent keeping room features a stunning stone fireplace, the perfect spot to watch a game, read a book, or enjoy a glass of wine. The main level primary suite overlooks the private backyard and features a tray ceiling, custom walk-in-closet, and a spa-like ensuite bath with a jetted tub and rain shower. Upstairs, four generously sized bedrooms and a versatile loft offer plenty of room for family or a home office, served by two full baths (including a Jack and Jill). Outside, sliding glass doors open to a serene screened porch and a level 0.65 acre backyard. Mature trees and a beautiful stone patio create a peaceful oasis with ample room to build your dream pool. The fully finished basement expands your living space with a home theater, a recreation room with built-in speakers, a flex room, and a full bathroom. Walk out to a large lower patio for even more entertaining space. Beyond the beautiful living areas, this home is filled with thoughtful details and abundant storage. A welcoming side porch leads to a practical mudroom for everyday convenience. Storage is plentiful with a utility room in the basement, multiple attic access points on the second level (one a full-height walk-in), and built-in garage cabinets. Keeping the home tidy is easy with a central vacuum system that features a thoughtfully added connection point in the garage for vacuuming your cars. The 80-gallon water heater with a recirculating pump is 6 months old. Located away from the hustle and bustle of Woodruff Road and Five Forks, 205 Whitworth Way offers a peaceful retreat that still allows easy access to everyday shopping, healthcare, and I-385. Sycamore Ridge residents enjoy a community pool, clubhouse, and tennis courts, all just minutes from the charming boutiques, coffee shops, and breweries of downtown Simpsonville and Fountain Inn. This home is also a short drive to top public and private schools in the area. Golf enthusiasts will love the close proximity to member-owned Fox Run Country Club, praised for Tif Eagle putting surfaces that wind through lakes and mature trees, offering a peaceful and uninterrupted round. Award-winning downtown Greenville and Michelin-rated restaurants and entertainment are only 25 minutes away. Once you tour this property, no others will compare. Reach out to schedule your private showing of this one-of-a-kind home.

205 Whitworth Way, Simpsonville

$1,099,000

5 Beds ⋅ 5.5 Baths

Buyers can receive a seller paid 2-1 point rate reduction for the first two years of their mortgage loan with an accepted contract and financed with Amanda McCall at PrimeLending for all contracts written through October 31st. Available for qualifying loan types only (Conventional, FHA, USDA, VA). REFRESHED & RELISTED! We listened to the feedback, and 24 Appian Circle has been thoughtfully updated throughout with new interior paint, new carpet, professionally painted cabinetry with updated hardware, a newly renovated shower, and new kitchen light fixtures. Located in The Columns, a gated community in Simpsonville, this home offers a spacious and flexible floor plan with a main-level primary suite, private home office, multiple bonus and flex spaces, screened porch with fireplace, fenced backyard, and three-car garage. Step inside to a bright two-story living room with hardwood floors, tall ceilings, and plenty of natural light. The kitchen offers generous cabinet and counter space and opens to the keeping room with a fireplace and built-in bench seating. The large formal dining room gives you plenty of space for gatherings, while the private office with French doors provides a dedicated space to work from home. The primary suite is located on the main level and includes a large walk-in closet and newly renovated shower. Just outside, the screened porch creates another living space with its own fireplace overlooking a stone patio and flat, fenced backyard. Upstairs, you’ll find two large bedrooms, each with its own private bathroom, plus multiple bonus and flex areas. This is where the floor plan really stands out. There is room for a media room, playroom, home office, game room, guest space, hobby area, or a combination of spaces depending on what you need. With a main-level primary suite, multiple living and flex spaces, three bedrooms with private bathroom access, two fireplaces plus an outdoor fireplace, screened porch, fenced backyard, three-car garage, and a long list of recent updates, 24 Appian Circle offers a layout you really need to see in person to appreciate.

24 Appian Circle, Simpsonville

$1,435,000

5 Beds ⋅ 4.5 Baths

Set along the water in the gated community of Chestnut Pond, 201 Chestnut Pond Lane blends European-inspired design with a setting that feels both private and connected. With a stone exterior and timeless architectural presence, the home sits on a pond lot with sidewalks and neighborhood lake access—offering a lifestyle that naturally extends outdoors. Inside, the main level is defined by its sense of scale and light. The living room features vaulted ceilings that create an airy yet refined feel, anchoring the space and seamlessly connecting to the kitchen. Designed for both everyday living and entertaining, the kitchen is anchored by a gas cooktop and wall oven, complemented by a spacious walk-in pantry and a layout that supports both function and flow. With five bedrooms and four-and-a-half baths, the layout offers flexibility to suit a variety of needs, including dual primary suites. The main primary retreat is complemented by a spa-like bath designed for comfort and quiet luxury, while finishes throughout—hardwood floors, ceramic tile, and carefully selected details—add warmth and polish. The lower level expands the home’s livability with a fully finished basement complete with its own kitchen/kitchenette and separate entrance, creating an ideal space for guests, extended stays, or recreation. Outdoors, the experience continues with intention. A spacious screened porch overlooks the water, while the in-ground pool and patio create a true retreat for relaxing or entertaining. The setting balances natural beauty with thoughtfully designed outdoor living, making it easy to enjoy every season. Built in 2021 by Woodland Custom Homes, this residence provides a seamless blend of elevated design, flexible living spaces, and a serene waterfront setting within one of Simpsonville’s most desirable gated communities.

201 Chestnut Pond Lane, Simpsonville

$1,299,000

4 Beds ⋅ 3.5 Baths

Welcome to this magnificent sprawling estate approximatley 2.3 acres in the heart of Simpsonville, perfectly positioned across from Fox Run Country Club and its beautiful golf course. Set well back from the road at the end of a long, winding driveway, this spectacular custom-built brick home is surrounded by mature trees, creating a private, park-like setting enhanced by custom LED landscape lighting. Offering two spacious stories plus a finished walkout basement, this remarkable property provides an abundance of flexible living and entertaining space. From the moment you enter, you will appreciate the quality craftsmanship showcased through graceful archways, extensive custom moldings, beautiful hardwood floors and custom built-in cabinetry. The expansive great room features a gas-log fireplace and flows seamlessly into the gourmet kitchen and breakfast area. Just beyond, a charming covered brick veranda offers a peaceful setting for morning coffee, outdoor dining or relaxing while enjoying the serene surroundings. The luxurious main-level primary suite features hardwood flooring, a tray ceiling and a beautifully appointed ensuite bath complete with dual vanities, a deep soaking tub, separate shower and spectacular custom-designed closet. Open-railing hardwood staircases add architectural interest while connecting the home’s three finished levels. Upstairs, a spacious loft library creates an inviting reading or study area, accompanied by two generously sized bedrooms with walk-in closets and an impressive media room perfect for movie nights. The finished walkout basement expands the possibilities with a private exterior entrance as well as interior access from the main home. This level includes an additional bedroom with a private bath, a large den with a wet bar and exceptional storage throughout. A third garage bay and workshop are also located on the basement level, conveniently accessed by a continuous concrete driveway—ideal for additional vehicles, hobbies or projects. Thoughtful construction, impressive framing, high-end mechanical upgrades and an abundance of closets and storage further distinguish this exceptional residence. Although the setting feels peaceful and secluded, the home is only minutes from the shopping, dining and conveniences of the Five Forks area. For those seeking acreage, privacy, remarkable living space and custom craftsmanship in a truly special Simpsonville location, this extraordinary estate is a must-see. Welcome home!

156 Club Drive, Simpsonville

$1,395,000

5 Beds ⋅ 4.5 Baths

Pictures simply cannot capture what this home feels like—you have to experience it in person. Homes in Fox Hollow Farms rarely come available, making 646 Harrison Bridge Road an opportunity you won’t want to miss. Set on 1.95 beautifully maintained acres, this exceptional brick estate offers something increasingly hard to find: space, privacy, beauty, and a sense of peace—all while being close to everything Simpsonville has to offer. From the moment you arrive, the manicured landscaping and impressive curb appeal welcome you home. Inside, expansive living spaces, abundant natural light, and thoughtful design create a home that feels both elegant and comfortable. With 5 spacious bedrooms and 4.5 baths, there is room for everyone and every season of life. The fully finished basement adds even more flexibility for a media room, home gym, guest space, game room, or whatever your lifestyle requires. And then there’s the backyard—your own private escape. One of the most special features of this home is the beautiful view of the pool from inside the home, allowing you to enjoy that resort-like setting even when you’re relaxing indoors. Step outside to the sparkling pool, lush landscaping, and inviting fire pit area, and it’s easy to imagine summer days spent swimming, evenings gathered around the fire, and weekends that feel like a getaway without ever leaving home. For the car enthusiast, hobbyist, collector, or anyone who simply needs incredible additional space, the large, detached climate-controlled garage is a rare find. With the potential to accommodate up to 8 vehicles, it offers possibilities that go far beyond a typical garage. This is more than a beautiful house—it’s a place to slow down, spread out, entertain, make memories, and truly enjoy coming home. Imagine having nearly two acres of your own, a pool waiting just outside, a garage that can accommodate your passions, and the convenience of being just minutes from all that Simpsonville has to offer. Homes like this don’t come along often. Homes in Fox Hollow Farms come along even less. If you’ve been waiting for the home that gives you the space, privacy, lifestyle, and location you’ve been searching for, this may be the one you’ve been waiting for. Come see 646 Harrison Bridge Road in person—you may find that the home you’ve been looking for has been waiting for you.

646 Harrison Bridge Road, Simpsonville

$1,250,000

5 Beds ⋅ 4 Baths

Five bedrooms. Four baths. A separate prep kitchen so the mess stays out of sight while the main kitchen stays photo-ready. And a flex space that flexes with you, playroom today, home office tomorrow, whatever you need it to be next. This one's still coming together, but the bones are already telling the story: stacked stone accents, warm wood-tone gables, a standing-seam metal roof, and a two-bay garage tucked under a pergola-topped breezeway. It's the kind of exterior that makes you slow down when you drive by. Inside, the Carter plan is built for real life. That separate prep kitchen means holiday cooking, big batch meal prep, or just the everyday clutter has its own space, no dishes piling up where guests can see them. Five bedrooms give everyone their own corner, four full baths mean nobody's waiting in line on a Monday morning, and the flex space means you have room for more storage, or just extra space upstairs.

242 Brandau Lane, Simpsonville

$1,395,000

6 Beds ⋅ 5.5 Baths

Welcome to 54 Laurenville Lane, an exceptional property offering space, privacy, versatility, and resort-style outdoor living on 2.6 acres in the heart of Simpsonville. This unique home is designed for both everyday comfort and unforgettable entertaining, with a shared private pond, saltwater pool, pool house, multiple garages, and a full secondary living quarters in the finished basement. Offering 6 bedrooms, 5 full baths, just under 5000 Finished sq ft and over 1800 sq ft of unfinished space throughout the property to further expand and customized if desired. Inside, the home offers the rare convenience of two primary suites—one on the main level and another upstairs—providing flexibility for a variety of living arrangements. The finished basement, with poured concrete walls, function as a true second residence, complete with a bedroom with walk-in closet, full bath with oversized tiled shower, modern kitchen, living room with gas fireplace, gym/hobby room, laundry area, generous storage, and an additional garage/storage space. Step outside and the property becomes its own private retreat. The 30,000-gallon, 18’ x 42’ saltwater pool features a new 2026 liner, heater, safety cover, and a pool house to include a convenient half bath. A stacked-stone outdoor fireplace, pergola, custom retaining wall with accent lighting, mature landscaping, and aluminum fencing create an incredible setting for entertaining or relaxing at home. Enjoy quiet mornings just through a custom dutch door overlooking the property from the covered back screened porch with gas fireplace and vaulted tongue-and-groove ceiling, or head down to the shared private pond to cast a line, in which the property holds a 20% ownership interest. The fenced grounds also feature an electric driveway gate, chicken coop, playset, additional powered storage shed, and space for one horse to roam. Car enthusiasts, hobbyists and those needing serious storage will appreciate both the attached garage and impressive detached three-car garage, which has its own power meter, welding outlet, covered golf-cart parking/grilling area, and approximately 1,200 square feet of unfinished space upstairs accessed by a fixed staircase. There is also an additional dedicated boat/RV storage with a 50-amp hookup. Major improvements and conveniences include a new roof in 2021, three newer HVAC units, professional-series tankless natural gas water heater, three gun safes that convey with the home and a brand new concrete driveway poured in 2026. With acreage, privacy, a shared pond, a pool, extensive garage space, multigenerational living potential, convenience to Greenville and thoughtfully designed indoor and outdoor spaces, 54 Laurenville Lane is far more than a home—it is a property built for the way you want to live.

54 Laurenville Lane, Simpsonville

$1,115,000

4 Beds ⋅ 3.5 Baths

Welcome to 580 Hipps Road! Are you looking for an estate-style property with no HOA on almost five acres, with extremely close proximity to modern conveniences? Would it make your decision easier if it included a pool? An incredible outbuilding for storage, a gym, or an RV? A primary bedroom on the main level? Situated just minutes from downtown Simpsonville on nearly five acres of beautifully usable property, this stunning custom Craftsman home features 4 bedrooms and 3.5 baths. A welcoming covered front porch, elegantly accented by classic perpetual gas lanterns, invites you inside. Step through the front door to find tall ceilings and beautiful hardwood floors that flow seamlessly into an open living room. Here, a cozy brick fireplace and a striking wall of French doors draw the eye, opening directly out to an enormous back patio. The adjacent chef's kitchen is an absolute dream, boasting a large center island, a dedicated dining area, abundant counter and cabinet space, and a walk-in pantry. Just off the back of the kitchen is a versatile mudroom - the perfect everyday drop zone or pet area. The main level also hosts a huge primary suite that serves as a private retreat. It leads into a spa-like en-suite bath complete with tile floors, a separate soaking tub, and a walk-in tile shower. Beyond the large walk-in closet, you'll find the conveniently located laundry room with a sink. A separate powder room is also located on the main floor for guests. Upstairs, discover a large loft area offering plenty of space for a home office or flex room, alongside three additional bedrooms and two full bathrooms. Thoughtful everyday conveniences like a laundry chute and a walk-in attic storage area complete the upper level. The exterior is a true backyard oasis featuring an in-ground pool and a covered patio perfect for entertaining. The property also includes a massive 30'x38' detached 3-car garage with an attached carport and an additional covered patio, set alongside beautifully cut-in wooded trails. The sellers are also willing to entertain owner financing options. Inquire with the listing agent for more details. Schedule your private showing today to make this incredible Simpsonville estate yours!

580 Hipps Road, Simpsonville

$1,200,000

5 Beds ⋅ 3.5 Baths

A Historic Simpsonville Homestead on 10.4 Private Acres Live from the land without leaving Simpsonville behind. Set on 10.4 private acres, 621 Jenkins Bridge Road offers a rare combination of productive land, living history, creative workspace, and flexible multigenerational living. Mature fruit trees, berries, grapes, dedicated honey-processing areas, and a natural stream create the foundation for a working homestead from the day you arrive. An original structure from the historic Brashier family homesite remains on the property, already equipped with electricity and water. It offers compelling potential as a workshop, studio, office, gathering space, or future guest-use project, subject to applicable approvals. The main brick ranch is designed for a household that needs room to live, work, host, and create. The primary level includes a wood-burning fireplace, an island kitchen, and a library with French doors that can serve as an office or flexible guest space with adjoining bathroom handicap adaptable. A separately conditioned upper wing provides additional bedrooms, studio space, and a dedicated craft room, while the finished walk-out basement expands the home with recreation, fitness, workshop, office, or poolside entertaining space. Outside, the pool, orchards, stream, historic structure, and open acreage create a property that can be productive, peaceful, and deeply personal. This is not simply a house with land. It is a place for growers, makers, hosts, and anyone ready to build a more self-directed life close to Simpsonville. Please note the beehives do not convey with the sell of the property, and will be removed as soon as they can legally be moved.

621 Jenkins Bridge Road, Simpsonville

$1,147,500

5 Beds ⋅ 4.5 Baths

Private FULL BRICK ESTATE situated directly across from FOX RUN COUNTRY CLUB on 4 ACRES. Enjoy ONE-LEVEL LIVING with OVER 5,500 SQ FT plus a SECLUDED INGROUND POOL. This luxury home is ideal for entertaining with an OPEN FLOOR PLAN, EXPANSIVE ROOMS, and multiple gathering spaces. Guests arrive via the STATELY CIRCULAR DRIVE leading to an arched brick entry. Inside, the gracious foyer opens to a large flex room currently used as an office and a PRIVATE PRIMARY SUITE with bath. From this wing, enjoy SUNRISE GOLF COURSE VIEWS and SUNSET POOL VIEWS. To the left of the foyer, the oversized living room features HARDWOOD FLOORS, A GAS LOG FIREPLACE, BUILT-INS, and a BABY GRAND PIANO. The flowing layout continues to the formal dining room with WAINSCOTING & CROWN MOLDING. The kitchen offers GRANITE COUNTERS, TILED BACKSPLASH, a WORK ISLAND, WHITE CABINETRY, and a SINK OVERLOOKING THE GOLF COURSE, plus a large breakfast area. A separate great room invites hours of enjoyment with a WOOD-BURNING FIREPLACE, BILLIARDS AREA, and movie-night space. Additional features include an OVERSIZED LAUNDRY ROOM, pantry, and CRAFT ROOM/POTENTIAL 6TH BEDROOM with wall-to-wall cabinetry. A SECOND PRIMARY BEDROOM includes a sitting area, WALK-IN CLOSET, and ENSUITE BATH. Another bedroom with an ensuite bath plus TWO BEDROOMS WITH A SHARED BATH provide generous accommodations for family and guests. Relax year-round in the SLATE-FLOORED SUNROOM WITH BUILT-INS overlooking the pool, or unwind outdoors on the COVERED BACK PORCH WITH AWNINGS. OWNED SOLAR PANELS provide energy efficiency and lower utility costs. POOL TABLE AND BABY GRAND PIANO CONVEY. HORSES ARE WELCOME, and the acreage offers future options. Prime location that blends small-town charm with convenience: only ~20–25 minutes to Greenville. Enjoy: • GOLF-COURSE VIEWS & COUNTRY CLUB LIFESTYLE • Parks, green spaces, and outdoor recreation • Local restaurants from casual brunch to date-night dining • Easy access to shops, services, and community events • Highly desirable schools and welcoming neighborhood feel

136 Club Drive, Simpsonville

$1,099,000

4 Beds ⋅ 3.5 Baths

Welcome to this exceptional all-brick home located on a sprawling 1.2-acre level lot in the highly sought-after Kilgore Plantation community. Offering generous living spaces, and endless potential, this home is ready for its next owner to make it their own. Step inside the impressive two-story foyer, flanked by a versatile office, living room, or music room on one side and a gracious formal dining room with classic chair rail detailing on the other. The dining room flows through a convenient butler’s pantry area into the expansive kitchen, featuring a center island, tile backsplash, built-in desk, abundant cabinetry, and a sunny breakfast area overlooking the private backyard. A French door provides easy access to the brick patio, creating a seamless indoor-outdoor lifestyle. The spacious great room is the heart of the home, showcasing custom built-in bookcases with a wet bar, a cozy fireplace, and a wall of windows and French doors that open to the expansive screened porch—perfect for relaxing, entertaining, or enjoying views of the backyard. Upstairs, the large primary suite serves as a true retreat with a trey ceiling, fireplace, and built-in desk area. The en-suite bath offers dual vanities, a jetted tub, tiled shower, and generous closet space. Three additional oversized bedrooms provide plenty of room for family and guests, including one with a private bath and two connected by a Jack-and-Jill bathroom. A huge bonus room with closet and walk-in attic storage adds incredible flexibility for a media room, playroom, home gym, or guest space. Additional highlights include gleaming hardwood floors, plantation shutters, a circular driveway, attic fan, two water heaters (including one tankless),mature landscaping and ample garage storage. Rarely does a home offering this combination of space, character, and premier location become available. Don't miss the opportunity to make this Kilgore Plantation home your own.

230 Kilgore Circle, Simpsonville

$1,100,000

4 Beds ⋅ 3.5 Baths

Welcome to 109 West Curtis Street where you will find the definition of charm and character living in this classic and beautifully restored 1885 home in the heart of the thriving and vibrant city of Simpsonville SC!!! You can walk to everything including all the shopping and restaurants this amazing city has to offer from this truly exceptional home which is the most historic house, in Downtown Simpsonville! From the moment you see the inviting curb appeal of this completely renovated inside and out home on this large corner lot in this prominent location! You will fall in love with everything you see to include the incredible grounds that have been completely upgraded from corner to corner and include large hardwoods, beautiful fescue, exterior lighting, full irrigation, powder coated steel fence, multiple exterior patios and porches, a side entry two-car carport with brick and concrete accents, an exterior dining area, a large covered porch which is perfect for evening cocktails or morning coffee overlooking the large custom bluestone grilling area which all stays to include smoker and built-in grill, your own heated and cooled studio or guest house opportunity which is renovated and has multiple sliding doors for ample natural light, and even a water feature for a Koi pond. As you enter the home you will immediately fall in love with the character of yesteryear, but you will appreciate all the amenities we have come to expect! The flow is perfect for entertaining friends and family throughout the seasons, and comes complete with a large entry foyer with detailed tiled ceilings, a large open living room with gas log fireplace, a large dining room with classic fireplace mantle, a fully renovated kitchen with marble custom tile backsplash to the ceiling, a beautiful tongue and groove bead board ceiling, a Jennair double oven with six gas burner and griddle with a marble backsplash, pot filler and commercial grade hood, beverage center and refrigerator. Additionally, on the main floor, you will find a renovated powder room and the large master suite complete with a classic fireplace with brick surround and mantle, built-ins, a floating tub, double vanity, wonderful closet space as well as a private toilet and walk-in shower complete with glass door and full tiled walls with seat, niche and multi-Jets! Upstairs you will find a friendly family floor plan with three large bedrooms, a fully renovated full hall bath, a brand new additional third full bathroom with double sinks and walk-in-tiled shower, extra storage space and beautiful pine floors throughout the upstairs area! Additional features of this incredible home are fresh paint throughout, all new windows, canned lighting and new light fixtures, beautiful hardwood floors throughout entire home, a large main level laundry room that doubles as a "drop zone" with a private owner's rear side entrance, full alarm system, this list goes on and on and you will not be disappointed upon your private tour so come see for yourself today!!! New owner possibilities include some zoning opportunity if you want a work/live type set up, inquire within the city because there are options with this zoning of this home in this location, so this truly is an opportunity like no other!

109 W Curtis Street, Simpsonville

$1,184,000

4 Beds ⋅ 3.5 Baths

Discover effortless luxury in the highly sought-after gated community of Chestnut Pond in Greenville’s coveted Five Forks area. This stunning Milestone Custom Home blends timeless architectural details with modern design, offering an open and inviting floor plan perfect for everyday living and elegant entertaining. From the beautifully appointed chef’s kitchen to the spacious private primary suite, every space has been carefully curated with premium finishes and thoughtful craftsmanship. Chestnut Pond boasts mature hardwoods, scenic walking trails, and a serene three-acre pond — all just minutes from Village Market, Lowes Foods, Starbucks, top-rated schools, and easy access to I-385 and I-85. All selections have been made and are available upon request, allowing for a seamless transition into your dream home.

2 Chestnut Pond Lane, Simpsonville

$1,419,000

4 Beds ⋅ 4 Baths

A MUST SEE! AWESOME RARE FIND! 1ST TIME ON THE MARKET: 4BR, 4BA 3608 SQ FT, Oversized 2 Car Garage W/ Office & Storage, 8 Ft Deep Gunite Pool & Pool Full Bath House, 1 Car Garage Shop W/ 1/2 Ba & 2 Stable Horse Barn W/ 1/2 Ba & Tack Room, Plus Tractor, RV, Boat Barn On Almost 5 ACRES Incredible Professional Landscaped Yard EXECUTIVE ESTATE! ALL Within Minutes of Simpsonville's ICE CREAM STATION, Fountain Inn & Greenville. Only 20 Minutes to Reedy Falls! Be In The Mountains & Waterfalls in 30 Minutes & The Beach in 2.45. New Roof in 2024, New HVAC 2023. Move In Ready, Heavy Molding Throughout! Pitted Cypress Wood Walls and Wall To Wall Fireplace in Great Room. Oversized Rocking Chair Front Porch & HUGE Back Porch. Painted Garage, & Stable Quarters Floor. Both 1 Car Garage Shop & Stable Quarters Could Be Living Spaces. In Law Suite & Wall To Wall Fireplace on Lower Level. Horse Washing Station, Coral Area Already Fenced! Entertainment Patio & Basketball Court. Convenient To: Dining, Shopping, Interstates & Airport. Don't Delay & Let This One Slip Away, CALL To See Today!

117 Hammond Road, Simpsonville

$1,500,000

Great commercial site within 460 feet from the intersection of W. Georgia Rd & Standing Springs Rd. This is where the Neighborhood Walmart, Starbucks, Christian Brothers Automotive, Spinx gas station, and Publix are located. This is a 4.53+/- acre site composed of a 1.16 acre lot with an existing brick ranch (Tax ID #05740300100201) and an adjacent 3.37+/- acre lot with outbuilding (Tax ID #0574030100203). Currently Zoned B-G and is in the City Limits of Simpsonville. Water and sewer are not presently connected to the property. This is a wonderful opportunity to develop. Less than 2 miles from I-385. Near newly developed and seasoned subdivisions. The Traffic count has already attracted big name businesses as mentioned.

1212 W Georgia Road, Simpsonville

$1,299,000

5 Beds ⋅ 4.5 Baths

Welcome to your dream home in the prestigious gated community of Kingsbridge, nestled in the heart of Simpsonville’s sought-after Five Forks area. This meticulously renovated residence offers an unparalleled blend of luxury, comfort, and modern convenience, all set on over half an acre. The home’s exterior is enhanced by a driveway and backyard walkway paved with Old World Pavers, and it's ideally situated in a quiet cul-de-sac for added privacy and tranquility. Inside, you'll find an impressive layout with soaring 18-foot ceilings in the grand foyer, leading to expansive living spaces filled with high-end finishes. A formal dining room provides an elegant setting for entertaining, while two distinct living areas offer flexibility for both relaxation and hosting. Dual staircases add architectural charm and functionality to the design. The main level features a luxurious primary suite with its own fireplace and private sitting area, plus a spa-like en-suite with vaulted ceilings and dual walk-in closets. The kitchen is both stylish and functional, showcasing a Café oven, newly added backsplash, and a warm butcher block countertop that blends rustic charm with modern practicality. Upstairs, four generously sized bedrooms each include a private en-suite bathroom, ensuring comfort and privacy for family and guests alike. One of the home’s standout features is the heated and cooled sunroom, seamlessly integrated into the main living area, allowing year-round enjoyment of the outdoors. The private backyard serves as a true oasis with an in-ground pool, extended concrete for lounging, and a powered shed—perfect for storage or creative pursuits. Kingsbridge offers an unmatched lifestyle with upscale amenities including a clubhouse, swimming pool, tennis courts, and a fitness center. Residents enjoy scenic walking trails, ample green space, and an active social calendar featuring events like book clubs, pickleball, seasonal gatherings, and a community 5K. Conveniently located near I-85, GSP airport, and just 8 miles from downtown Greenville, this exceptional home is a rare opportunity to enjoy elegance, comfort, and community in one of the area's most desirable neighborhoods.

3 Bailey Knoll Court, Simpsonville

$1,295,000

COMMERCIAL-Business General- 4 acres zoned BG-Business General District. 646 feet of road frontage and 1.5 miles from HWY 385. Publix, Walmart, Prisma Health, Starbucks, Spinx, Simpsonville Animal Hospital, Pro Grin Dental and Christian Brothers Automotive all within 700 yards. 19,400 VPD. W Georgia Road has seen a tremendous amount of growth surrounded by commercial and residential homes. Survey in Assoc. documents. **Owner-Agent**

W Georgia Road, Simpsonville

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