Simpsonville Luxury Homes for Sale

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

$1,150,000

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. Schedule your private showing today to make this incredible Simpsonville estate yours!

580 Hipps Road, 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

$874,900

6 Beds ⋅ 4 Baths ⋅ 1598403 MLS

Nearly 4900 square feet. Over an acre of land. Six bedrooms. Three finished levels. This isn't just a home, it's the space to live every chapter of life without ever feeling like you've outgrown it. Perfectly situated on a beautiful 1.13 acre lot in one of Simpsonville's sought-after communities, 248 Scotts Bluff Drive offers an incredible blend of everyday comfort, thoughtful design, and unmatched versatility. The main level welcomes you with warm, inviting living spaces designed for gathering. The beautifully appointed kitchen features granite and quartz countertops, ample workspace, and opens seamlessly to the breakfast area and spacious living room. A formal dining room is ready for holidays and celebrations, while a main level bedroom and full bath, provide the perfect space for guests, family, or a private home office. Just beyond, the screened porch becomes your favorite place to enjoy quiet mornings, summer evenings, and everything in between. Upstairs, the expansive primary suite feels like a private retreat with a spacious ensuite bath and two walk-in closets. Two additional bedrooms, a full bath, laundry room, and two generous flex rooms create endless opportunities for a media room, playroom, home office, hobby space, or homework headquarters. And then there's the finished basement... More than just extra square footage, it's an entirely separate living experience. Complete with its own full kitchen, living area, laundry, two bedrooms, a full bath, and an additional flex room currently used as a gym. This level offers incredible flexibility for multigenerational living, extended guests, entertaining, or simply spreading out. Outside, the 1.13 acre homesite provides room to breathe, play, garden, entertain, or simply enjoy the privacy that's becoming increasingly hard to find. When you're ready to cool off, the neighborhood pool is just another reason you'll love calling this community home. With nearly 4900 square feet of finished living space, six bedrooms, four full baths, multiple flex rooms, and a floor plan that adapts beautifully to every stage of life, this is more than a place to live - it's a home designed to grow with you. Welcome home.

248 Scotts Bluff Drive, 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. 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

$995,000

5 Beds ⋅ 4.5 Baths ⋅ 1597303 MLS

Rarely does a home offer this combination of acreage, space, privacy, and location! This custom-built 2020 home sits on 1.26 acres in the heart of Five Forks with NO HOA and offers more than 4,500 square feet of thoughtfully designed living space, including 5 bedrooms, 4.5 bathrooms, a finished walkout basement, two screened porches, and both an attached and detached 2-car garage. Zoned for Monarch Elementary, Mauldin Middle, and Mauldin High, this move-in ready home provides the space and flexibility buyers are looking for in one of the Upstate's most desirable areas. The main level features an open floor plan with site-finished hardwood floors, a spacious kitchen with custom cabinetry, a large granite island with seating and storage, abundant counter space, and a walk-in pantry. The kitchen opens to the breakfast room, dining room and main living area, creating an ideal layout for everyday living and entertaining. A dedicated home office provides a quiet workspace and could also function as a den or playroom, while the side-entry mudroom adds everyday convenience. The primary suite features separate his-and-hers walk-in closets and a spa-like ensuite bath. Three additional bedrooms, two full bathrooms, a laundry room, and a versatile bonus area that can serve as a playroom, homework space, or second living room are found upstairs. The finished walkout basement expands the home's living and entertaining possibilities with a large flex room wired for surround sound, full bathroom, kitchenette and wet bar with sink and dishwasher, two walk-in storage rooms, and a private bedroom that could function as a guest suite, home gym, craft room, or hobby space. Outdoor living is equally impressive. Two screened porches overlook a peaceful, wooded backyard with mature trees and a creek, while the patio features an outdoor kitchen and a brand-new Blackstone griddle with natural gas connection. A full in-ground irrigation system with a dedicated water meter helps maintain the landscaping efficiently, and a fenced area provides space for pets, gardening, or play. For buyers needing exceptional garage and storage space, this property delivers. In addition to the attached 2-car garage, a detached 2-car garage features attic storage and a built-in workbench—perfect for hobbies, workshop space, outdoor equipment, additional vehicles, or storage. The sellers have prepared this home for its next owners with new carpet, fresh interior paint, refreshed landscaping, and pressure washing, all completed in July 2026. If you've been searching for a custom home on more than an acre with no HOA in Five Forks, this property deserves a closer look. Sellers are willing to consider closing-cost assistance and/or a rate buydown with an acceptable offer.

329 Brown Road, 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

$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

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 1596927 MLS

There is only one lot left in Waterford at Roper Mountain—this is your final chance to get into this beautiful community! This to-be-built home offers an incredible single-level layout. It’s a true 4-bedroom, 4-bathroom home featuring a spacious, private primary suite alongside three additional bedrooms and a versatile flex space. The entire floor plan is designed around seamless indoor/outdoor living. You'll find an open concept that maximizes natural light and offers multiple spaces for entertaining. Step outside, and you'll enjoy a private outdoor living area overlooking a backyard specifically designed to accommodate a swimming pool and pool house. As with all homes in Waterford, the architectural and design standards are top-notch. Inside, the home is beautifully appointed with wide-plank hardwoods throughout, high-end appliances, and designer bathroom tile. The impressive exterior is just as thoughtful, built with high-quality materials that include a striking blend of natural stone, brick, genuine stucco, and natural wood. These are perfectly paired with cement board siding, board-formed concrete, modern metal accents, and premium aluminum-clad windows. If you've been waiting for the right opportunity in Waterford, this is it!

301 Waterford Fall Way, Simpsonville

$950,000

1596732 MLS

Rare Simpsonville acreage offering with approximately 9.84 acres, zoned R-S, including two separate, noncontiguous tracts: a primary approx. 8.94-acre tract with League Road frontage plus a separate approx. 0.90-acre tract included in the sale. Level to gently sloping land offers a blend of open acreage and mature woods, providing an excellent setting for a custom estate home or mini-farm. Recorded covenants prohibit subdivision and mobile or modular homes. Horses and cattle are permitted on lots over five acres, subject to the recorded requirement of at least 2.5 contiguous pasture acres per horse or cow. Recorded minimum home sizes are 2,600 heated sq. ft. for one-story, split-level, and story-and-a-half homes; two-story homes require at least 1,500 heated sq. ft. on both the first and second floors. Cooper Ridge across the street is served by public water and sewer; however, availability, capacity, connection approvals, and cost for this property have not been verified. Buyer to verify all utilities, septic suitability, zoning, intended use, and restrictions. Convenient to Rudolph Gordon School (K-8), Fountain Inn High School, Carolina Springs Golf Club, CCNB Amphitheater at Heritage Park, and downtown Simpsonville and Fountain Inn.

00 Cooper Lake Road, Simpsonville

Luxury Homes for Sale in Simpsonville, SC

Luxury Listings in Simpsonville