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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

$1,170,000
5 Beds 5.5 Baths 1603317 MLS
REFRESHED & RELISTED! We listened to the feedback, and this home has been thoughtfully updated throughout! Improvements include new interior paint, new carpet, professionally painted cabinetry with updated hardware, a newly renovated shower, and new kitchen light fixtures. Welcome to 24 Appian Circle in The Columns, a gated community in Simpsonville. This is one of those homes where you really need to see the layout to appreciate just how much space it has. Hardwood floors, tall ceilings, lots of natural light, and plenty of room to spread out are just the beginning. When you walk in, the two-story living room immediately feels open and bright. The kitchen has plenty of cabinet and counter space and opens to the keeping room with a fireplace and built-in bench seating. It’s a great everyday space, while the large formal dining room gives you plenty of room when everyone is together. There’s also a private office with French doors on the main level. The primary suite is also downstairs and has a large walk-in closet and a newly updated shower. One of my favorite parts of this home is the outdoor space. The screened porch has its own fireplace and overlooks a stone patio and a flat, fenced backyard. There’s plenty of room to enjoy the yard without giving up privacy. Upstairs is where this floor plan gets really interesting. There are two large bedrooms, each with its own private bathroom, but there is so much more space beyond the bedrooms. You’ll find multiple bonus and flex areas that could be used for a playroom, media room, home office, game room, guest space, or whatever works best for you. If you need separate spaces for work, hobbies, kids, guests, or just everyday life, you have options here. Add in a three-car garage and a location inside The Columns, and there is a lot to love about 24 Appian Circle. Come take a look and see how this floor plan could work for you.

24 Appian Circle, Simpsonville

$1,435,000
5 Beds 4.5 Baths 1603299 MLS
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

$875,000
4 Beds 3.5 Baths 1603294 MLS
WHAT IF YOUR FAVORITE VACATION DESTINATION WAS YOUR OWN HOME??? Welcome to 410 Nebbiolo Lane, a beautifully upgraded 4-bedroom, 3.5-bath home with 3,760 square feet and a three-car garage, tucked inside the conveniently located Chastain Glen neighborhood. Designed to make everyday life feel like a resort style getaway. Not only does this home have elevated interiors, but combine that with a backyard that feels like your own private oasis and you just know it is where you are meant to be. Step outside and you’ll quickly see what makes this home so special. At the center is a heated gunite saltwater pool with attached hot tub, surrounded by a beautiful travertine deck. Practice your short game on your own putting green, then settle into the covered poolside cabana, complete with granite countertops, a built-in gas grill, stainless steel refrigerator and gas fireplace. Morning coffee by the pool, afternoons in the water, dinner on the grill and evenings by the fire. This backyard was designed to be enjoyed from morning until night. Inside, the light filled, open floor plan carries on the relaxed elevated luxury living. The beautiful white kitchen features an oversized island, quartz countertops, 42” cabinetry, under-cabinet lighting, stainless steel appliances, gas cooktop with pot filler and gorgeous custom tile backsplash. Thoughtful upgrades throughout give the home its character, including LVT flooring throughout, plantation shutters, shiplap walls in the great room, tile surround showers, and shiplap and beamed ceilings in the dining room, sunroom and primary suite. The sunroom overlooking the pool may just become your favorite place to start and end the day. Upstairs, the spacious primary suite feels like a retreat of its own, while three additional bedrooms provide plenty of space for family, guests or a home office. This isn’t simply a house with a pool. It’s the kind of home that changes how you spend your weekends. A place where friends gather, kids want to stay home, dinners move outside and an ordinary Tuesday can feel a little like vacation. Your own private getaway awaits…without ever packing a suitcase.

410 Nebbiolo Lane, Simpsonville

$1,650,000
4 Beds 3.5 Baths 1603101 MLS
Affectionately known as “Maison de Claire,” this distinctive Kingsbridge residence blends graceful French Country style with timeless architecture equally suited to farmhouse, cottage, European, or traditional interiors. Set on nearly an acre in this prestigious gated community, the home offers privacy, mature landscaping, and an interior neighborhood location away from busy roads, convenient to the community pool and tennis courts. A large covered front porch invites rocking-chair mornings. ~ MAIN LEVEL ~ Hardwood floors begin in the grand foyer, where a sweeping curved staircase creates a memorable first impression. The main level includes a formal dining room, vaulted living room, and sunny breakfast room. The vaulted keeping room or family room features wood beams, a dramatic stone fireplace, and a second staircase to the upper level. The remodeled kitchen offers custom cabinetry, a furniture-style quartz-topped island with numerous deep drawers for baking essentials and storage, and a marble backsplash extending to the ceiling. An antique cast-iron plaque from a French fireplace, discovered at Les Puces de Saint-Ouen, is inset above the professional THOR gas range. Additional features include a pot filler, built-in Sub-Zero French-door refrigerator, GE drawer microwave, and GE dishwasher. A separate beverage bar includes a temperature-controlled refrigerator. The combined laundry room, mudroom, and drop zone provides extensive cabinetry, a built-in bench, storage, and side-entry access from the driveway. A dedicated grilling deck extends entertaining outdoors. ~ PRIMARY SUITE ~ The main-level primary suite overlooks the private backyard and opens to a separate deck or balcony. An expanded custom closet is joined by a cedar-lined gentleman’s closet, designed for hunting apparel and equipment but equally suited to shoes, handbags, accessories, or additional wardrobe storage. The renovated bath features a floor-to-ceiling limestone shower, claw-foot soaking tub, private water closet, antique marble-topped vanity, and dedicated makeup vanity or dressing table. ~ UPPER LEVEL ~ Upstairs are three additional bedrooms with walk-in closets, a spacious bonus room, and a versatile loft or study. ~ FINISHED LOWER LEVEL ~ The walk-out lower level is designed for entertaining with a custom bar, separate billiards or game room, open media space, stone and barnwood accents, updated flooring, and direct access to the patio and backyard. ~ OUTDOOR LIVING ~ Multiple gathering areas include the grilling deck, primary-suite deck, walk-out patio, and broad private lawn surrounded by mature trees. AI-generated conceptual images illustrate outdoor-living potential only. The pool, expanded deck, stairs, pavilion, fire pit, hardscape, and landscaping shown do not currently exist. ~ RECENT IMPROVEMENTS ~ Updates include new interior and exterior paint and new upstairs carpet in July 2026, roof and main-level and upper-level HVAC systems in 2022, crawlspace encapsulation and Rain Bird irrigation controller in 2023, and water heaters in 2017. Maison de Claire is beautifully prepared for its next chapter. ~ Some homes reveal their character best in person. Represented buyers should contact their agent for a private showing. Unrepresented buyers may contact the listing broker directly for information or to schedule a showing.

102 Powers Garden Road, Simpsonville

$1,340,000
4 Beds 3.5 Baths 1603077 MLS
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 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

$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

$1,575,000
4 Beds 6.5 Baths 1602859 MLS
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

$1,195,000
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

$959,900
5 Beds 3 Baths 341305 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 aZLINE 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 animpressive 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 LISTAVAILABLE. BEAUTIFULLY RENOVATED AND THOUGHTFULLY DESIGNED. Minutes from Shopping, Restaurants and More...

406 Red Fern Trl, Simpsonville

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