Rollingwood Homes for Sale

Rollingwood beckons families seeking a warm and welcoming place to call home in the vibrant city of Simpsonville, SC. This established neighborhood offers a delightful blend of beautiful single-family homes, a strong sense of community, and close proximity to top-rated schools – all conveniently located near everything you need. Whether you're a young family just starting out, a growing household, or someone seeking a friendly and established neighborhood, Rollingwood welcomes you with open arms.

Life in a Close-Knit Community

Imagine quiet, tree-lined streets with well-maintained homes, fostering a sense of connection and belonging. Picture evenings spent enjoying cookouts in your backyard with friendly neighbors, or watching children play safely in driveways. Rollingwood offers a relaxed and friendly atmosphere, perfect for creating lasting memories and fostering a strong sense of community. The neighborhood itself often hosts events and gatherings throughout the year, providing opportunities to connect with your neighbors and build lasting friendships.

Exceptional Schools at Your Doorstep

One of the biggest draws of Rollingwood is its proximity to excellent schools. Schools like Oakview Elementary, Beck Middle, and JL Mann High School are all within easy reach, ensuring a quality education for your children. This allows them to thrive in a nurturing environment close to home.

A Haven for Every Family

The real estate market in Rollingwood is known for its selection of beautiful and well-maintained single-family homes. These residences come in a variety of sizes and styles, ensuring you find a place that perfectly fits your needs and reflects your family's taste. Many homes boast spacious floor plans, well-maintained yards, and inviting curb appeal, creating a sense of warmth and comfort. Whether you need extra space for a growing family or a cozy haven for a smaller household, Rollingwood offers a place to call your own.

Rollingwood offers a peaceful and family-oriented atmosphere, but it's still conveniently close to everything you need. Shopping centers, restaurants, and entertainment options are all just a short drive away. Major roadways offer easy access to Greenville and other destinations.

Your Partner in Finding Your Family's Dream Home

The Simpsonville real estate market can be competitive, especially for desirable neighborhoods with a strong sense of community like Rollingwood. Expert Real Estate Team brings a wealth of knowledge about the area and the current market to the table. We understand the importance of finding a home that reflects your family's needs and lifestyle. We'll guide you through the home buying process, answer your questions about Rollingwood and available listings, and help you find the perfect haven that reflects your dreams of a close-knit community, excellent schools, and a comfortable place to raise your family.

Contact Expert Real Estate Team today! We'll make the home buying process informative and stress-free, allowing you to focus on the excitement of settling into your new and welcoming haven in the charming community of Rollingwood.

Newly Listed Rollingwood Homes

$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

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“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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