Rollingwood - Area 32 Real Estate

Welcome to Rollingwood - Area 32, a hidden gem nestled in the heart of Simpsonville, South Carolina. This charming neighborhood is the perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, young professionals, and retirees alike.

Rollingwood boasts beautifully tree-lined streets, where neighbors greet each other with warm smiles and friendly waves. The community is known for its well-maintained homes, showcasing a variety of architectural styles that cater to diverse tastes. From cozy single-family homes to more spacious properties, there’s something to suit every lifestyle.

One of the standout features of Rollingwood is its proximity to some of the best amenities Simpsonville has to offer. Residents enjoy easy access to a plethora of shopping, dining, and entertainment options. Whether you’re in the mood for a casual dinner at a local eatery or a fun day out at the nearby parks, you’ll find it all just a stone’s throw away.

For outdoor enthusiasts, Rollingwood is surrounded by beautiful parks and recreational areas, perfect for family picnics, weekend hikes, or leisurely strolls with your furry friends. The community also hosts various events throughout the year, fostering a strong sense of belonging and camaraderie among residents.

With its excellent schools, friendly atmosphere, and convenient location, Rollingwood - Area 32 is more than just a neighborhood; it’s a place to call home. Discover the charm and warmth of this delightful community, and see why so many choose to make Rollingwood their forever home!

Newest Listings in Rollingwood - Area 32

$1,375,000

4 Beds ⋅ 3.5 Baths

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

$1,147,500

5 Beds ⋅ 4.5 Baths

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

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