Rollingwood - Area 32 Homes with Traditional Style

Rollingwood - Area 32 Homes with Traditional Style

Welcome to Rollingwood - Area 32, a picturesque subdivision nestled in the heart of Simpsonville, South Carolina, within the vibrant Greenville County. This charming community is a hidden gem, offering residents the perfect blend of suburban tranquility and urban convenience.

Rollingwood is renowned for its stunning homes, each showcasing traditional architectural styles that exude timeless elegance. As you stroll through the tree-lined streets, you’ll be captivated by the classic brick facades, inviting front porches, and manicured lawns that define this neighborhood. These homes provide a warm and welcoming atmosphere, making it easy to envision a life filled with cherished memories.

Families and individuals alike are drawn to Rollingwood for its sense of community and the abundance of nearby amenities. Residents enjoy easy access to top-rated schools, vibrant shopping districts, and a plethora of dining options. The lush parks and recreational facilities in the area invite outdoor enthusiasts to explore nature trails, picnic spots, and playgrounds, ensuring there’s always something to do.

The location of Rollingwood is also a key highlight, with its proximity to the bustling city of Greenville. A short drive will take you to the heart of downtown, where you can experience cultural events, art galleries, and a thriving nightlife scene.

In Rollingwood - Area 32, you’re not just buying a home; you’re investing in a lifestyle. Experience the charm of traditional living in a community that feels like home. Come and discover why so many have chosen to call Rollingwood their own!

Newest Rollingwood - Area 32 Homes with Traditional Style

156 Club Drive, Simpsonville
$1,299,000
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

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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

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