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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

$1,395,000
5 Beds ⋅ 4.5 Baths ⋅ 1595185 MLS
Nestled behind the gates of Cobblestone, one of Greenville’s most sought-after luxury communities, this exceptional 5BR/4.5BA custom residence offers timeless architecture, refined finishes, and an effortless blend of elegance and everyday livability. Originally featured on the Greenville Tour of Homes, 801 Brixton Circle showcases meticulous craftsmanship and thoughtfully designed living spaces throughout. A stunning stone entry welcomes you into a dramatic two-story foyer highlighted by rich hardwood flooring, extensive custom millwork, and an abundance of natural light. The private study features a coffered ceiling, fireplace, and built-in cabinetry, while the formal dining room is beautifully appointed with detailed trim work and wainscoting, creating an ideal setting for entertaining. The heart of the home is designed for gathering, anchored by a spacious great room with custom built-ins and a striking fireplace. The chef’s kitchen is both functional and impressive, featuring GE Monogram stainless appliances, double ovens, a gas cooktop, oversized island with prep sink, copper farmhouse sink, granite countertops, custom cabinetry, and generous workspace. Adjacent to the kitchen, the breathtaking keeping room showcases soaring cathedral ceilings and a dramatic two-story stone fireplace, creating a warm and inviting atmosphere. Seamlessly extending the living space outdoors, the expansive screened porch with coffered ceilings overlooks professionally landscaped grounds and a tranquil water feature, offering a private retreat for year-round enjoyment. The main-level owner's suite is a true sanctuary, featuring a tray ceiling, spa-inspired bath with dual vanities, and a spacious walk-in closet. A well-appointed laundry room and butler’s pantry complete the main floor. Upstairs, you'll find three generously sized bedrooms, each with excellent closet space and access to full baths, along with a versatile bonus room that can easily serve as a fifth bedroom, guest suite, media room, playroom, fitness space, or home theater. Residents of Cobblestone enjoy an outstanding amenity package including a clubhouse, resort-style pool, playground, and tennis courts, all within minutes of Five Forks' premier shopping, dining, and award-winning schools. Conveniently located between Greenville and Spartanburg with easy access to I-85, GSP International Airport, BMW, Michelin, and major healthcare campuses, this home offers the perfect combination of luxury, location, and lifestyle. A rare opportunity to own one of Five Forks' most distinguished residences.

801 Brixton Circle, Simpsonville
$3,299,681
5 Beds ⋅ 6.5 Baths ⋅ 1595115 MLS
For the owners of 115 Anna’s Place, their nearly 25 years with the property have made them feel that they have lived on a mini estate. This property consists of nearly 2.5 acres, a house setback from a quiet cul-de-sac with a huge front lawn, hills for sledding and woods to play and explore. There is also the additional benefit of neighborhood living with access to community amenities and connection to neighbors. This property was purchased, designed and built by the current owners. As one tours the home, the attention to detail, quality and luxury is apparent. Custom cabinetry, custom light fixtures, solid doors, a four car garage with room for four large vehicles and storage, exquisite first floor moldings, Pennsylvania bluestone patio and so much more. While this house was designed for a young family, it can be utilized at any stage of life and the property size allows for expansion.(1.5 acre home site plus adjoining 1 acre lot). The interior of the home with nearly 9600 ft.² has space for everything you need and room for any hobby or activity. Beyond the luxury features, this home was also built with function in mind- 2 washer/dryer hookups, two dishwashers, two first floor powder rooms. Design, function, space, privacy, size and versatility this property has it all.

115 Anna's Place, Simpsonville
$1,150,000
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
$950,000
5 Beds ⋅ 4 Baths ⋅ 1593172 MLS
Located in the heart of sought-after Five Forks in the prestigious Upland Farms community, this exceptional 5-bedroom, 4-bath Craftsman residence sits on a beautifully landscaped private half-acre homesite and showcases more than $200,000 in luxury enhancements completed after construction. Thoughtfully redesigned with high-end finishes and custom craftsmanship throughout, this home offers the perfect blend of elegance, comfort, and functional living. –From the moment you arrive, the inviting front porch with custom tongue-and-groove wood ceiling sets the tone for the impressive interior. Inside, extensive upgrades include plantation shutters throughout, all new lighting and plumbing fixtures, upgraded flooring, designer trim work, custom wainscoting, shiplap accents, beadboard details, and natural wood ceiling beams. –The open-concept main living area was designed for entertaining, featuring a dramatic stacked stone accent wall, custom wood archways, beadboard ceiling detail, soaring ceilings, and seamless flow into the fully upgraded chef’s kitchen. The kitchen boasts quartz countertops, an enlarged island, farmhouse sink, gas cooktop, stainless steel appliances, designer tile backsplash, pot filler, wood beam accents, and a spacious walk-in pantry. The spacious floorplan also includes a formal dining room, private office/study, oversized loft, and an incredible media/flex room complete with wet bar and beverage refrigerator. –The breakfast area opens to a stunning screened porch with natural wood ceilings, creating an ideal indoor-outdoor living experience. Beyond the porch, enjoy a custom stamped concrete patio, hot tub, gazebo, extensive landscaping, Bermuda sod, and custom exterior lighting for a private backyard retreat with added privacy from surrounding natural space. –A guest suite with a beautifully renovated full bath is conveniently located on the main level. Upstairs, the owner’s suite has been transformed into a luxurious sanctuary featuring hardwood flooring, a custom gas fireplace, oversized custom closets, and a spa-inspired bath with designer tile, marble countertops, farmhouse-style vanities, clawfoot tub, and an expanded walk-in shower. –Secondary bedrooms offer custom closets and updated baths, including a remodeled Jack-and-Jill bath with a newly added walk-in tiled shower. Additional features include a two-story foyer, side-entry garage, security system with cameras, extensive custom millwork, and countless designer touches rarely found in newer construction. Conveniently located near Five Forks shopping, dining, and award-winning schools, this move-in ready home delivers luxury living with unmatched attention to detail.

12 Peyton Lane, Simpsonville
$2,199,000
5 Beds ⋅ 4.5 Baths ⋅ 1592426 MLS
Back on Market at no fault of sellers. Inspection and repairs completed and available upon request. 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
$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
$970,000
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
$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
$960,000
4 Beds ⋅ 3 Baths ⋅ 1588982 MLS
Build your custom dream home on this level, partially wooden lot in the highly sought after Simpsonville community! This to be built home features 4 bedrooms, 3 full baths with tons of living and storage space. Gorgeous finishes and lighting will add to the high end appeal of this home. A few exterior features include Hardie board plank on front exterior, Hardie lap siding on sides and back, exterior paint by Sherwin Williams, architectural shingles roofing, aluminum black gutters, fiberglass exterior front door, and vinyl windows. The lot will be fully sodded with Bermuda grass. A few interior features include custom tiled showers, custom cabinets, quartz countertops, batt insulation in walls and blown insulation in attic, and an electrical fireplace. The builder will also provide an appliance allowance. Situated among the trees, off on Highway 14 in Simpsonville, this location is close to entertainment, dining, and interstates!

630 Highway 14, Simpsonville
$1,099,000
5 Beds ⋅ 4 Baths ⋅ 1588790 MLS
Are you looking for a NO HOA ,BIG YARD AT A GREAT LOCATION?? This is it for you !! Located in the sought-after Roper Mountain Road area, this Tudor/European-style with CUSTOM BUILT AESTHETIC 5 Bed /4 Bath home offers space, privacy, and luxury resort-style living on approximately 0.80 acres with no HOA. Gate-style grandiose entrance with long private driveway. Features include spacious kitchen, sunroom, primary (master) suite, and dedicated laundry room, plus flexible home theater or in-law suite. Outdoor amenities include a courtyard and in-ground pool, ideal for entertaining. New HVAC and solar panels in place. Convenient to shopping, dining, and major roadways, just minutes to Greenville. Zoned for top-rated schools.

1311 Moore Road, Simpsonville
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