Rollingwood - Area 32 Homes with Hillcrest High school

Rollingwood - Area 32 Homes with Hillcrest High school

Welcome to Rollingwood, Area 32, a charming neighborhood nestled in the heart of Simpsonville, South Carolina, within the vibrant Greenville County. This delightful community is renowned for its serene atmosphere, tree-lined streets, and a strong sense of camaraderie among residents, making it the perfect place to call home.

Rollingwood boasts a variety of beautiful homes, each reflecting unique architectural styles and offering modern amenities that cater to today's lifestyles. Whether you're a first-time homebuyer or looking to settle into a larger family residence, there’s something for everyone here. The spacious yards and well-maintained landscapes provide plenty of room for outdoor activities and family gatherings, fostering a welcoming environment for all ages.

One of the standout features of Rollingwood is its proximity to Hillcrest High School, which is known for its strong academic programs and vibrant extracurricular activities. Families with school-aged children will appreciate the convenience of having a reputable high school just a stone's throw away. The school community is deeply integrated into the neighborhood, offering numerous events that encourage family participation and community bonding.

In addition to its excellent educational opportunities, Rollingwood is conveniently located near shopping, dining, and recreational facilities. Residents enjoy easy access to local parks, walking trails, and community events that celebrate the spirit of Simpsonville.

If you’re seeking a neighborhood that combines the tranquility of suburban living with the conveniences of city life, Rollingwood is the ideal choice. Come explore this hidden gem and discover why so many families are proud to call it home!

Newest Rollingwood - Area 32 Homes with Hillcrest High school

$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

Start Your Search

The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated