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Luxury Homes for Sale in Simpsonville, SC

Simpsonville's upper tier runs to custom builds, larger lots and gated streets rather than the estate housing you would find in Greenville proper — a different kind of high end at a different number.

Because there are fewer comparable sales at this level and the properties differ more from each other, comparable-sales analysis matters more here than at any other price point. Ask us to pull them rather than working from price per square foot. Greenville luxury inventory is the regional comparison.

Luxury Listings in Simpsonville

646 Harrison Bridge Rd, Simpsonville
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 341368 MLS
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 Rd, Simpsonville

646 Harrison Bridge Road, Simpsonville
$1,395,000
5 Beds ⋅ 4.5 Baths ⋅ 1602902 MLS
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

103 Turner Forest Lane, Simpsonville
$1,095,000
5 Beds ⋅ 3.5 Baths ⋅ 1602852 MLS
Set behind the gates of Kingsbridge—one of Five Forks’ most sought-after communities—this 5BR/3.5BA stately full-brick home delivers timeless architecture, incredible scale and a floor plan that simply works. Freshly painted and filled with natural light, the interior showcases soaring ceilings, beautiful hardwood floors, extensive millwork and two staircases for effortless flow throughout the home. The kitchen is a true centerpiece, featuring two islands, abundant cabinetry, double ovens and exceptional space for cooking, gathering and entertaining. Just beyond, the fireside keeping room and sun-filled breakfast area make everyday living feel anything but ordinary. The expansive primary suite is a destination all its own, complete with a private sunroom wrapped in windows, a spacious bath and a jaw-dropping boutique-style closet with extensive custom storage and a center island. A dramatic formal dining room, richly appointed home office with built-ins and a spectacular glass-lined sunroom add even more character and flexibility. Upstairs, generously sized bedrooms and bonus spaces offer plenty of room to spread out. Outside, mature landscaping, winding paver walkways and an expansive rear deck create a private setting for relaxing or entertaining. With LOADS of potential, this is the kind of Kingsbridge home buyers wait for—conveniently located in Five Forks near award-winning schools, GSP, shopping and restaurants. Don't miss this opportunity!

103 Turner Forest Lane, Simpsonville

54 Laurenville Lane, Simpsonville
$1,395,000
6 Beds ⋅ 5.5 Baths ⋅ 1602051 MLS
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

208 Holland Road, Simpsonville
$2,400,000
5 Beds ⋅ 6.5 Baths ⋅ 1601940 MLS
Beyond the gates of ROUX MANOR, a winding, tree-lined drive reveals a private 7.46-acre estate where refined living, country beauty, and remarkable versatility come together. Ideally positioned just off Highway 14 near Holly Tree Country Club and less than 20 minutes from Downtown Greenville, the property feels wonderfully removed from the everyday while remaining only minutes from shopping, dining, and conveniences. ~ THE GROUNDS & EQUESTRIAN FEATURES ~ Fully fenced and beautifully maintained, the estate is enriched by mature landscaping, fruit trees, heirloom grapevines, lush gardens, and abundant wildlife. A large barn with electricity and a new roof, two gated pastures, a greenhouse with power and water, chicken coop, freshly tilled garden, and dedicated butterfly and herb gardens create a setting designed to be both enjoyed and lived in. ~ RESORT-STYLE POOL & GUEST HOUSE ~ At the heart of the outdoor living spaces is a gunite pool resurfaced in 2025, accompanied by a recently replaced pool pump and a spa with a graceful water feature. Connected to the main residence by a breezeway, the detached pool and guest house provides an inviting extension of the home. Its upper level includes a spacious living area, bedroom, and full bath, ideal for overnight guests, a private office, or creative retreat. The three-car garage also incorporates a generous climate-controlled workshop and storage area. ~ THE MAIN RESIDENCE ~ Refined without sacrificing warmth, the home showcases high ceilings, extensive crown molding, plantation shutters, five fireplaces, and Italian hand-glazed diamond plaster walls. A grand staircase and custom Turkish chandelier establish an elegant first impression, while generous living spaces throughout the home are designed for both gracious entertaining and comfortable everyday life. ~ GOURMET KITCHEN ~ Beautifully equipped with a Sub-Zero refrigerator, gas range, warming drawers, and custom-built pantry. ~ PRIMARY SUITE ~ A private retreat featuring a trey ceiling, double-sided fireplace, spa-inspired bath, expansive walk-in closet, and new skylights. ~ EXCEPTIONAL LIVING SPACES ~ A light-filled Florida Room, handsome Study/Library, and Screened Porch overlook the pool and peaceful grounds. ~ THIRD-FLOOR RETREAT ~ This expansive and versatile level offers a kitchenette, multiple walk-in storage rooms, and a private balcony positioned to capture sunset views. ~ IMPORTANT IMPROVEMENTS ~ A new roof was installed in 2024, and multiple HVAC systems are less than five years old. With no HOA, Roux Manor offers a rare degree of privacy, flexibility, and freedom. Priced below a recent appraisal, this distinctive estate presents an exceptional opportunity to enjoy acreage, amenities, and timeless elegance in one of the Upstate’s most convenient settings. Private tours are available by appointment. Additional details available upon request.

208 Holland Road, Simpsonville

128 Ramsford Lane, Simpsonville
$1,999,900
5 Beds ⋅ 5.5 Baths ⋅ 1600910 MLS
Upgrades Complete! NEW, pool, NEW, Kitchen, NEW Bathrooms, NEW grounds! Welcome to the *NEW* 128 Ramsford Lane—an extensively renovated 5BR, 5.5BA executive residence where timeless architecture, sophisticated interiors, and resort-style outdoor living come together inside the prestigious gated community of Cobblestone. Freshly painted brick, a new roof, professional landscape lighting, and beautifully redesigned grounds create an exceptional first impression. Inside, refinished hardwood floors, soaring ceilings, custom millwork, designer lighting, and a soft, neutral palette give the home a fresh and elevated feel. At the center of the home is a completely reimagined kitchen designed for both everyday living and effortless entertaining. Custom cabinetry surrounds an oversized island topped with designer quartz, complemented by a 48-inch dual-fuel range, statement range hood, 60-inch paneled refrigerator, three-level KitchenAid dishwasher, designer backsplash, and oversized lighting. An equally impressive custom pantry offers quartz countertops, abundant storage, and a built-in drawer microwave. The kitchen flows seamlessly into the keeping room, breakfast area, and screened porch, with walls of windows overlooking the pool and private backyard. A striking wet bar connects the kitchen and office and features quartz countertops, a full sink, designer tile, glass shelving, custom lighting, and an under counter wine refrigerator. The dramatic two-story living room offers built-in cabinetry and a fireplace, while the beautifully updated powder room and laundry room continue the home’s thoughtful design. The main-level primary suite is a serene retreat with refinished hardwood floors, custom window treatments, and a completely transformed bathroom. Large-format porcelain tile, a freestanding soaking tub, a custom walk-in shower with dual niches, floating bench, and multiple fixtures create a spa-like experience. Additional upgrades include designer lighting, a Kohler bidet toilet, and an in-wall safe within the primary closet. Upstairs, the renovation continues with updated bedrooms and bathrooms, quartz countertops, designer fixtures, new lighting, fresh paint, and additional walk-out attic storage. An additional bedroom suite was created with a custom closet and private bath featuring designer tile, a marble shower floor, rain-head fixtures, and custom glass enclosure. Outside, the property rivals a private resort. The 40-by-15.5-foot saltwater pool features travertine coping, mosaic tile, and an energy-efficient heating and cooling system. Approximately 2,000 square feet of concrete decking surrounds the pool, while a seven-person hot tub, custom fire-pit area, screened porch, grilling station with natural-gas connection, and expansive lawn provide multiple spaces to relax and entertain. The entire property has been professionally regraded and redesigned with a tiered retaining wall, full-yard irrigation overhaul, 53 pallets of Zoysia sod, extensive landscaping, river-rock borders, and newly planted privacy screening. Renovated with remarkable attention to detail, 128 Ramsford Lane offers the beauty of an established Cobblestone home with the finishes, functionality, and outdoor living today’s luxury buyer desires. Only minutes to I-85, GSP, and premier schools, shopping, and dining—this is Five Forks living at its finest.

128 Ramsford Lane, Simpsonville

252 Ridge Way, Simpsonville
$999,000
5 Beds ⋅ 5 Baths ⋅ 1600198 MLS
PRICED BELOW APPRAISED VALUE – INSTANT EQUITY! Turn off Jenkins Bridge Road onto Ridge Way and the noise of the day falls away. A mile down the road, 7.6 private acres open up around an estate with over 5,700 square feet. It was built with timeless craftsmanship and lovingly brought up to date. Morning starts in the custom kitchen. Light falls across quartz countertops, solid maple cabinets with soft-close doors and a designer tile backsplash. Coffee brews while something simmers on the Samsung gas range, and every stainless appliance stays with the home. Fresh Agreeable Gray walls carry that calm through the house, and Pella sliding doors frame views of your own land. Evenings end in the owner's suite. The spa-inspired bath has a custom tiled walk-in shower with frameless glass, a deep garden tub for soaking, dual soft-close vanities and floor-to-ceiling tile. With 5 bedrooms and 5 full baths, there's room for everyone. The fifth bedroom has its own cedar-lined walk-in closet and is ready to be a guest suite, a hobby room or a quiet home office. Even the garage feels finished, with a polished epoxy floor. The work that matters most is already done: a new architectural roof with Atlas shingles, two high-efficiency HVAC systems installed by Energy Sharks in 2024 with a transferable warranty, a new water heater with a recirculation pump, and new Kohler toilets in every bath. You get privacy, space and peace, and Simpsonville and Greenville are still just minutes away. 252 Ridge Way is ready for its next chapter. Schedule your private showing and come see where your story begins.

252 Ridge Way, Simpsonville

244 Chancellors Park Court, Simpsonville
$900,000
4 Beds ⋅ 3.5 Baths ⋅ 1599567 MLS
Luxury Living Reimagined in Chancellors Park Welcome to 244 Chancellors Park Court, where timeless architecture, exceptional craftsmanship, and modern luxury come together in one of Simpsonville's most sought-after communities. Perfectly positioned on a beautifully landscaped homesite, this fully renovated residence offers an extraordinary blend of sophisticated interior design and resort-inspired outdoor living that is rarely available in today's market. From the moment you arrive, the striking European-inspired stone and stucco façade, stamped concrete driveway, and professionally designed landscaping create an unforgettable first impression. Step through the grand double entry doors into an elegant open-concept floor plan featuring soaring ceilings, rich hardwood flooring, custom millwork, designer lighting, and expansive living spaces filled with natural light. The heart of the home is a spectacular chef's kitchen designed to impress. Custom cabinetry, dramatic quartz countertops, premium appliances, induction cooktop, built-in wine refrigerator, oversized island, and designer fixtures create the perfect space for entertaining or everyday living. The kitchen flows seamlessly into the spacious great room, where a stunning floor-to-ceiling stone fireplace and oversized sliding glass doors create a seamless connection between indoor and outdoor living. The luxurious primary suite serves as a private retreat featuring spa-inspired finishes, a freestanding soaking tub, oversized frameless glass shower, dual vanities, LED mirrors, and an impressive custom-designed walk-in closet. Every bedroom offers custom closet systems, while every bathroom has been thoughtfully renovated with premium finishes and designer fixtures. Upstairs, guests will appreciate the private suite complete with its own spacious bedroom, full bath, and versatile bonus room that easily functions as a media room, executive office, or second living area. Step outside and discover what truly sets this home apart. Designed for year-round enjoyment, the backyard rivals many luxury resorts. The heated saltwater pool is surrounded by expansive travertine-style pavers, lush landscaping, landscape lighting, and multiple entertaining spaces. The screened porch with its beautiful tongue-and-groove ceiling overlooks the backyard while the fully equipped outdoor cabana becomes the centerpiece for unforgettable gatherings, complete with a pizza oven, built-in grill, refrigerator, television, and outdoor seating areas. Best of all, the outdoor furnishings and entertainment features convey, allowing the next owner to begin enjoying this incredible lifestyle immediately. No detail has been overlooked. Recent improvements include a new Grand Manor architectural roof, all-new Pella windows, new HVAC systems, a tankless water heater, epoxy garage flooring, EV charging capability, smart thermostats, black powder-coated gutters with gutter guards, an irrigation system, Charleston-style interior doors, updated lighting throughout, and a comprehensive security system. Located just minutes from downtown Simpsonville, I-385, shopping, restaurants, and within the Simpsonville Elementary, Bryson Middle, and Hillcrest High School attendance areas, the home also offers convenient access to Hillcrest Marketplace, Piedmont Plaza, and nearby parks and recreation. This is more than a home. It is a private luxury retreat designed for those who appreciate exceptional craftsmanship, effortless entertaining, and resort-style living every day. Offered at $950,000.

244 Chancellors Park Court, Simpsonville

1 Glengrove Drive, Simpsonville
$949,900
4 Beds ⋅ 3.5 Baths ⋅ 1598623 MLS
PRICE IMPROVEMENT: $949,900! All-Brick. Three levels. Three-car garage. Over 5,300 square feet. Welcome to 1 Glengrove Drive, a home right in the heart of Five Forks Simpsonville that boasts a floor plan designed for those who need room to spread out, with multiple living areas and dedicated spaces that can evolve with your lifestyle. Step inside to soaring ceilings, rich hardwood floors, a dramatic two-story great room filled with natural light, and a sweeping staircase that makes an unforgettable first impression. The main level features formal living and dining rooms, a private office, spacious laundry room, and a beautiful sunroom/conservatory that provides the perfect spot to relax year-round. The real gem is the kitchen, complete with brand-new appliances, abundant cabinetry, boundless prep space, a large center island, and an oversized breakfast area that overlooks the rear grounds. And, don’t miss the half bath and gracious laundry room that rounds out this level. Upstairs, you’ll be greeted by a peaceful owner’s retreat with a spacious bedroom, spa-inspired bathroom and two walk-in closets. There are two additional bedrooms that share a bathroom and a third bedroom that has its own private bathroom. The third level adds even more versatility with two separate flex spaces perfect for a home office, media room, playroom, hobby space, fitness area, or whatever your needs may be. Plus there’s a walk in storage area that any homeowner loves! With this space & size, there is no shortage of options for family, guests, work-from-home needs, and future possibilities. The three-car garage provides valuable storage and parking flexibility, while the outdoor deck offers a place to relax and enjoy the backyard setting. Located in desirable Five Forks Simpsonville with access to community amenities, including pool, tennis & clubhouse as well as nearby shopping, dining, and highly regarded schools, 1 Glengrove Drive offers the rare combination of size, flexibility, and location that today’s buyers are seeking.*Some photos are vittually adjusted.

1 Glengrove Drive, Simpsonville

580 Hipps Road, Simpsonville
$1,115,000
4 Beds ⋅ 3.5 Baths ⋅ 1598567 MLS
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

36 Modesto Lane, Simpsonville
$969,900
5 Beds ⋅ 3.5 Baths ⋅ 1598454 MLS
Some homes check every box. This one creates a feeling you’ll remember long after you leave. Tucked away on one of the community’s most coveted premium homesites, this extraordinary residence sits on 1.42 private acres, where mature trees, thoughtful landscaping, and resort-style outdoor living create an atmosphere that feels worlds away, yet you’re only minutes from everything Simpsonville and Greenville have to offer. Built for those who love to entertain without sacrificing everyday comfort, this 4,400+ square-foot home was designed around the idea that every space should invite people to gather. Sunlight pours through oversized windows, soaring ceilings create an inviting sense of openness, and every room flows effortlessly into the next. At the heart of the home, conversations naturally begin in the stunning living spaces before carrying into the beautifully appointed kitchen, where every appliance conveys. Tucked away on the main level, the luxurious primary suite offers the perfect private retreat, blending everyday convenience with timeless elegance. Featuring a spa-inspired bath with a beautifully tiled walk-in shower, it’s a space designed to unwind and recharge. As the evening unfolds, guests gravitate to the custom-crafted bar, movie nights come alive in the dedicated media room, and every celebration feels just a little more memorable. Then there’s the backyard… Not just a pool, but your own private escape. The sparkling saltwater pool is surrounded by multiple entertaining areas that invite everything from quiet morning coffee to unforgettable summer evenings. A beautifully designed retaining wall, covered porch, and spacious patio add character and dimension to the landscape, while the fenced pool area offers both privacy and peace of mind. Whether you’re grilling with friends, watching a game from the patio, or enjoying the stars after sunset, this outdoor living experience rivals many luxury vacation homes. Luxury, however, is found in the details. From the striking custom wood front door that creates an unforgettable first impression to the spacious three-car garage, natural gas service, irrigation system, and active termite bond, every feature was selected with comfort and peace of mind in mind. The home is even pre-wired for a home generator, providing added confidence and convenience when it’s needed most. To make settling in even easier, the patio furniture and basketball goal convey, allowing you to begin enjoying the lifestyle from day one. What truly sets this property apart isn’t simply its size or impressive list of upgrades; it’s the rare combination of privacy, craftsmanship, functionality, and effortless indoor-outdoor living. Homes on premium lots like this rarely become available, and even fewer have been cared for with this level of pride. This isn’t simply where you’ll live. It’s where birthdays are celebrated, holidays become traditions, pool days turn into lifelong memories, and ordinary evenings feel a little more extraordinary. Welcome home.

36 Modesto Lane, Simpsonville

621 Jenkins Bridge Road, Simpsonville
$1,200,000
5 Beds ⋅ 3.5 Baths ⋅ 1597886 MLS
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

136 Club Drive, Simpsonville
$1,147,500
5 Beds ⋅ 4.5 Baths ⋅ 1597228 MLS
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

136 Club Dr, Simpsonville
$1,147,500
5 Beds ⋅ 5 Baths ⋅ 339268 MLS
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 Dr, Simpsonville

230 Kilgore Circle, Simpsonville
$1,099,000
4 Beds ⋅ 3.5 Baths ⋅ 1594490 MLS
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

305 Chancery Lane, Simpsonville
$2,125,000
5 Beds ⋅ 4.5 Baths ⋅ 1592426 MLS
Back on Market at no fault of sellers. Inspection and repairs completed and available upon request. With an acceptable offer, sellers are willing to contribute toward buyer closing costs for a permanent rate buy down. Welcome to 305 Chancery Lane, an extraordinary custom-built residence nestled behind the gates of Cobblestone, one of Five Forks’ most coveted luxury communities. The sellers have executed a comprehensive, top-to-bottom renovation that includes a brand new architectural roof, all new seamless gutters, whole-house exterior paint, full house window replacement, all new insulated garage doors plus new motor/track, new epoxy garage flooring, new HVAC and heat pump, 2 new tankless gas water heaters, new alarm and AV upgrades throughout, new kitchen appliances, new central vacuum, a complete landscape redesign with landscape lighting, and a newly resurfaced pool patio featuring a cooling, slip-resistant finish. The list of upgrades is simply too extensive to capture here — this is truly a must-see in person. From the moment you arrive, it’s clear that no detail has been overlooked and no expense spared in transforming this home into a true indoor-outdoor oasis. Spanning over 5,000 square feet, this thoughtfully designed home offers the ease of main-floor living with five bedrooms, four and a half baths, and a three-car garage. Soaring 10-foot ceilings flow throughout, lending every space an open, airy elegance. This residence features a formal living room, a formal dining room, a great room that is completely open to a show-stopping chef’s kitchen appointed with a Wolf gas cooktop, Sub-Zero refrigerator, dual prep sinks, an oversized island, a breakfast area, and a generous walk-in pantry — everything a serious cook or effortless entertainer could desire. The oversized primary suite is a true retreat, complete with dual walk-in closets, a dedicated home office space, and a gorgeous, fully remodeled en suite bath including a freestanding soaking tub and a new sauna. Three additional spacious bedrooms — each with their own walk-in closet — provide comfort and privacy for family and guests alike. Tucked seamlessly in the hallway of the home is a custom built-in workspace with cabinetry and shelving, perfect for an extra office or kids homework/craft station. Upstairs, a personalized home theater outfitted with a brand-new Sony high-definition projector and plush reclining seats, plus a fifth bedroom (or flex space) and another full bath, round out the living experience perfectly. Step outside and prepare to be wowed! The outdoor living space is nothing short of spectacular, centering on a saltwater pool and hot tub with a Baja shelf — ideal for soaking up those warm Carolina days. A completely renovated outdoor kitchen and covered fireplace area with seating create the ultimate alfresco entertaining zone, while beyond the pool privacy gate, a level private backyard offers open green space with plenty of room to play. Family nights just got an upgrade! All of this is perfectly positioned in the heart of Five Forks, just minutes from premier shopping, acclaimed restaurants, top-rated schools, and the Greenville-Spartanburg Airport. Cobblestone residents enjoy exclusive access to a clubhouse, pool, tennis courts, and playground — a lifestyle that matches every square foot of this remarkable home. This is more than a home. It’s the one you’ve been waiting for. Schedule your private showing today.

305 Chancery Lane, Simpsonville

109 W Curtis Street, Simpsonville
$1,100,000
4 Beds ⋅ 3.5 Baths ⋅ 1591414 MLS
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

203 Autumn Ash Way, Simpsonville
$969,000
5 Beds ⋅ 4.5 Baths ⋅ 1591188 MLS
Estimated completion Feb 2027. Welcome to the Wateree, situated on a half acre homesite a masterpiece of design and sophistication offering 5 bedrooms and 4.5 baths. As you enter the home notice the soaring 2 story foyer accompanied by versatile flex space with french doors that’s ideal for an executive office or cozy sitting area. Continue into the heart of the home and discover a breathtaking two-story great room, where soaring ceilings and expansive multi-sliding glass doors create a seamless flow to the large covered patio with outdoor fireplace—perfect for effortless entertaining or quiet evenings under the stars. The gourmet kitchen is nothing short of exceptional, with an expansive island and beautiful natural light. The primary suite is a private sanctuary designed for tranquility, boasting a spa-inspired bath with a luxurious walk-in shower and freestanding soaking tub. A main-level guest suite offers the perfect retreat for visitors. Upstairs you will find a cozy loft area tucked away down the hall which would be a great place for the kids or an additional sitting room or office space. Blending elegance, comfort, and modern luxury, the Wateree is more than a home—it’s a statement of style and sophistication.**Price is reflecting structural options and lot premium only, the home has not been through design yet. A small window of time is available to select your own finishes. 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.

203 Autumn Ash Way, Simpsonville

102 Braxton Meadow Drive, Simpsonville
$899,900
4 Beds ⋅ 4 Baths ⋅ 1590164 MLS
Price Improvement! Welcome to 102 Braxton Meadow Drive in the heart of Simpsonville — a stunning custom residence built by renowned Arthur Rutenberg Homes offering luxury living, timeless design, and over 3,400 square feet of beautifully crafted heated and cooled space. This exceptional 4 bedroom, 4 full bath home blends elegance, comfort, and thoughtful functionality in every detail. Your future begins the moment you step onto the inviting 21x7 rocking chair front porch — the perfect place for morning coffee, evening conversations, and Southern living at its finest. Inside, you’ll immediately appreciate the incredible flow and open design featuring a spectacular 26x15 great room that seamlessly connects to the expansive 20x16 gourmet kitchen and spacious 16x9 dining area, creating an ideal setting for entertaining and everyday living. The chef’s kitchen is truly the heart of the home, showcasing custom cabinetry, upgraded stainless steel appliances, a gas cooktop, oversized gathering island, and a hidden walk-in pantry that adds both charm and convenience. Whether hosting friends or preparing a quiet dinner at home, this space was designed to impress. One of the most remarkable features of this home is the incredible indoor/outdoor living space on the back porch. Enclosed with Andersen windows and fully heated and cooled, this all-season retreat allows you to enjoy the beauty of every season in complete comfort — perfect for relaxing, entertaining, or simply taking in the peaceful backyard setting year-round. Retreat to the spa-inspired primary suite on the main level, where luxury and relaxation meet. The ensuite bath features a gorgeous tiled shower, freestanding garden tub, separate vanities, and an oversized walk-in closet designed to accommodate every need. A secondary bedroom and full bath on the main floor provide flexibility for guests, office space, or multi-generational living. This main level offers a beautiful office at the front of the home for the work-at-home professional and an oversized laundry room complete with granite countertops and abundant cabinetry— proving that even functional spaces in this home were designed with elegance in mind. Don't miss the remote control Hunter Douglas blinds that grace the windows along the back of the home. Spectacular! Gorgeous hardwood floors guide you throughout the main living areas of the home and up the elegant rounded staircase to the second level, where you’ll find two additional bedrooms — including one with a private ensuite bath — plus another spacious full hall bath. A large bonus room offers endless flexibility and could easily serve as a media room, craft space, playroom, home gym, or even a fifth bedroom if desired. Situated on over one-third of an acre, the fenced backyard is beautifully landscaped and offers both privacy and room to enjoy outdoor living. Make sure your clients see the amazing attic space upstairs. The long driveway provides ample parking for guests, while the oversized side-entry two-car garage adds convenience and curb appeal. 102 Braxton Meadow has a whole house generator for the times when you need it the most. This extraordinary home combines luxury finishes, exceptional craftsmanship, and sophisticated design in one unforgettable property. Minutes from Publix, Lowes, Sprouts, Target, and of course, GSP airport. Don’t miss your opportunity to own this remarkable home in one of Simpsonville’s most desirable locations.

102 Braxton Meadow Drive, Simpsonville

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