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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

$1,499,000
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. 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

$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

$1,999,900
5 Beds 5.5 Baths 1600910 MLS
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

$879,500
5 Beds 5.5 Baths 1600206 MLS
Custom-built in 1999 and thoughtfully refined over two decades, this five-bedroom all-brick traditional estate in Chancellors Park pairs timeless architectural detail with an extraordinary private resort lifestyle. A classic brick paver circular driveway and side-entry garage frame a commanding curb presence, opening inside to a dramatic two-story foyer, broad hardwood floors, nine-foot ceilings, and rich millwork throughout the formal dining and fireside living rooms. Tailored for effortless hosting, the chef’s kitchen boasts granite countertops, custom cabinetry, an island cooktop, double wall ovens, and a glass-front butler’s pantry, all overlooking a sunlit breakfast room and the shimmering pool beyond. The main-level primary suite serves as a quiet sanctuary featuring a tray ceiling, dual vanities, a deep jetted soaking tub, and a walk-in closet, while a secondary staircase leads upstairs to an oversized den with a wet bar, four additional bedrooms with deep closets, including a spacious 2016 addition with its own private bath. Outside, a grand brick privacy wall surrounds a secluded backyard oasis complete with an in-ground pool, expansive sun deck, a fire pit terrace, and an oversized garage with its own mini-split and a dedicated pool restroom. Bolstered by major capital updates, including an architectural roof, windows, and a tankless water heater, all just minutes from Fairview Road, I-385, and top-rated Simpsonville schools.

10 Knights Bridge Drive, Simpsonville

$959,900
5 Beds 3 Baths 1600289 MLS
Exceptional Design and Extensive Renovations define this Beautifully UPDATED 5-BEDROOM, 3-FULL-BATH Home, ideally situated on a CUL-DE-SAC in sought-after ASHETON SPRINGS. REFINISHED HARDWOOD FLOORS, extensive MILLWORK, CROWN MOLDING, CUSTOM BUILT-INS, and abundant NATURAL LIGHT create a warm yet sophisticated interior. At the heart of the home is a COMPLETELY REMODELED KITCHEN featuring WHITE SHAKER CABINETRY, GRANITE COUNTERTOPS, HERRINGBONE TILE BACKSPLASH, EXPANSIVE ISLAND SEATING, CUSTOM BEVERAGE AND SERVING AREA, and NEW STAINLESS STEEL APPLIANCES highlighted by a ZLINE GAS RANGE. A MAIN-LEVEL BEDROOM and FULL BATH offer exceptional flexibility. Currently used as a PRIVATE OFFICE WITH A MURPHY BED, the space easily transitions to comfortable guest accommodations. Upstairs are FOUR ADDITIONAL BEDROOMS, including an impressive PRIMARY SUITE with a SPA-INSPIRED EN-SUITE featuring a LARGE SOAKING TUB, FRAMELESS WALK-IN SHOWER, NEWLY ADDED PRIVACY WINDOW, and GENEROUS WALK-IN CLOSET WITH CUSTOM CABINETRY. All BEDROOMS feature CUSTOM CLOSET SHELVING. OUTDOOR LIVING is equally impressive with a SCREENED-IN PORCH with BRICK PANELING, NEW Premium Quality TREX DECK, OUTDOOR FIREPLACE, EXTERIOR LIGHTING, and FENCED BACKYARD—an inviting setting for YEAR-ROUND RELAXATION AND ENTERTAINING. ASHTON SPRINGS AMENITIES include a CLUBHOUSE, SWIMMING POOL, and TENNIS/PICKLEBALL COURTS. An EXTENSIVE LIST OF ADDITIONAL IMPROVEMENTS has been completed throughout the property, with a DETAILED UPGRADE LIST AVAILABLE. BEAUTIFULLY RENOVATED AND THOUGHTFULLY DESIGNED. Minutes from Shopping, Restaurants and More...

406 Red Fern Trail, Simpsonville

$1,049,000
5 Beds 5 Baths 1600198 MLS
******** PRICED REDUCED BELOW APPRAISED VALUE!!! ******* Welcome to 252 Ridge Way, Simpsonville, SC—an extraordinary estate offering over 5,700 square feet of beautifully updated living space on 7.6 private acres. Combining timeless craftsmanship with modern upgrades, this impressive home features 5 spacious bedrooms, 5 full bathrooms, and the peaceful setting you've been searching for—all just minutes from the conveniences of Simpsonville and Greenville. From the moment you step inside, you'll appreciate the extensive renovations that make this home truly move-in ready. The stunning custom kitchen has been completely transformed with solid maple cabinetry, soft-close doors and deep drawers, stylish new hardware, gorgeous quartz countertops, and a designer tile backsplash. A premium suite of Samsung stainless steel appliances, including a gas range, built-in oven, microwave, dishwasher, and a Frigidaire refrigerator, will all convey with the home. The luxurious owner's suite offers a beautifully renovated spa-inspired bathroom featuring a custom tiled walk-in shower with frameless glass door, relaxing garden tub, dual vanities with soft-close cabinetry, and floor-to-ceiling tile finishes that create an elegant retreat. Every bathroom has been refreshed with new Kohler toilets, while additional updates throughout the home provide both style and peace of mind. Major improvements include a new water heater, hot water recirculation pump, fresh interior paint in today's popular Agreeable Gray, Pella sliding doors, and a new architectural roof installed with durable Atlas shingles. In 2024, two high-efficiency HVAC systems were installed by Energy Sharks and include a transferable warranty for the new owner. The fifth bedroom offers exceptional flexibility with its own cedar-lined walk-in closet, making it ideal as a guest suite, hobby room, or home office. The garage has also been upgraded with a professionally finished epoxy floor for a clean, polished appearance. If you've been searching for a luxury property that offers abundant living space, premium updates, and the privacy of acreage without sacrificing convenience, 252 Ridge Way is a rare opportunity. Schedule your private showing today and experience everything this remarkable Simpsonville estate has to offer.

252 Ridge Way, 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

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