TWO WEST HILLCREST
This exceptional 1927 Spanish Colonial, perched atop the historic North Main neighborhood, is a rare opportunity to own a piece of Greenville’s storied history. Located within walking distance of downtown, the home spans nearly 7,000 square feet and features 6 bedrooms, 5 full baths, and 3 half baths, with luxurious living spaces thoughtfully arranged across three levels.
The grand primary retreat offers a vaulted ceiling, fireplace, and spa-like bathroom, while the showstopping kitchen, with premium appliances and stunning garden views, is perfect for modern living. The basement includes a game room, wine cellar, and guest suite, all set against a backdrop of exposed brick and hand-laid paver floors.
Outside, the estate is equally impressive, with four beautiful courtyards, a heated saltwater pool, and meticulously designed gardens by Dabney Peeples, making this home a true masterpiece of timeless character and modern luxury in one of the best locations in the US.
Living Room
Dining Room
Breakfast Room
Wine Tasting Room
Wine Cellar
About Two West Hillcrest Drive
Located within walking distance of downtown Greenville, this exceptional 1927 Spanish Colonial sits on a large and private lot atop the historic North Main neighborhood. Built by Dr. William David Simpson, who owned Belk Simpson department store in Greenville, 2 W Hillcrest Drive is a true fortress.
Featuring endless character and unparalleled quality, the “House on the Hill” includes 6 bedrooms, 5 full baths and 3 half baths, thoughtfully placed throughout nearly 7,000 square feet and 3 levels of living space. Outside are 4 courtyards, each more beautiful than the last, covered arched terraces, a detached 6-car tandem garage and large, heated saltwater pool with covered hearth fireplace and ample space for entertaining.
The freshly restored front iron doors bring you through the dramatic foyer with soaring 12’ ceiling and new limestone fireplace to the light and bright formal living and dining rooms. A large, covered porch with fountain and views of the pool is a peaceful place to enjoy a meal or time with family and friends. The kitchen is a showstopper with its suite of premium appliances, hidden pantry and oversized island – all open to a large breakfast and keeping room with floor-to-ceiling arched windows overlooking the stunning gardens.
Upstairs is a grand primary retreat with vaulted ceiling, fireplace, hidden office/coffee nook and views of Paris Mountain. The spa-like bathroom features a freestanding soaking tub, new dual quartz vanities and full-size marble steam shower with lounger. The dedicated closet is a full room with beautiful custom organization.
A second bedroom with ensuite bath is also located upstairs while 3 additional bedrooms on the main level feature great space and privacy. A large study with handsome wood paneling and a fireplace fills with natural light from the two sets of double glass doors that open to a patio.
The basement is a standout feature with exposed brick walls and hand-laid paver floors, housing a game/ rec room and a full wine cellar with a tasting room that once served as a garage for the original owner’s Rolls-Royce. A bedroom suite on this level offers excellent flexibility for guests, and the oversized cedar-lined storage room is the perfect solution for long-term storage.
This spectacular home with pool and gardens designed by Dabney Peeples features timeless character expertly restored and reimagined for modern luxury living in one of the best locations in the US.
Seize the rare opportunity to claim a piece of Greenville’s storied history as your own.
About North Main
Located just north of Greenville’s vibrant downtown, North Main offers all the charm of an established neighborhood, with all the convenience of being within blocks of the city’s best restaurants, shopping, and nightlife. The abundant sidewalks and beautifully landscaped streets encourage walkers, joggers, and cyclists, and add to the community’s family-friendly atmosphere. North Main offers easy access to outdoor recreation at Paris Mountain State Park to the north, and to the Swamp Rabbit Trail and Falls Park to the south. From spacious mansions to cozy cottages, historic homes to modern townhomes, there is something to please every taste. This unique community balances modern eclecticism with a respect for history, making this one of Greenville’s most desirable neighborhoods.
