100 Holbrook Trail, Greenville SC 29605

Welcome to 100 Holbrook Trail, a gracious five-bedroom, four-and-a-half-bath home in the gated Section VIII of Chanticleer. Set on a beautifully landscaped and private lot, the home offers wonderful scale and an easy combination of formal and casual living spaces. Hardwood floors, extensive millwork, multiple fireplaces and distinctive architectural details give the interiors character, while the spacious kitchen and adjoining living areas create a natural gathering place for everyday life and entertaining. Originally designed by respected local designer Jack Thacker, the home has evolved and been thoughtfully updated over the years. The generously sized primary suite is beautifully updated, while four additional bedrooms provide plenty of flexibility for family, guests, office or recreation space. Outdoor living is equally inviting, with a large screened porch, multiple decks and patio areas overlooking the expansive, private backyard. An extensive list of improvements and renovations includes numerous kitchen and bath updates, mechanical and structural improvements, refreshed outdoor spaces and a new roof in 2026. All of this in one of Greenville’s most desirable neighborhoods, zoned for highly regarded schools and exceptionally convenient to Prisma Health’s main campus, downtown Greenville and the Augusta Road area.