5510 S Main Street

Welcome to Eastover—an extraordinary 1934 Tudor estate designed by renowned architect Louis H. Asbury, gracefully set on private, park-like grounds rich in history, character, and timeless architectural detail. This one-of-a-kind property blends the elegance of a bygone era with thoughtful updates for modern living. Approaching the home, the striking Tudor façade showcases cast limestone, half-timber gables, and distinctive architectural elements that set the tone for what lies within. Inside, craftsmanship is immediately evident—from imported German oak doors to hand-wrought steel staircase balusters and a sweeping curved staircase with walnut handrail. The main level is designed for both grand entertaining and comfortable daily living. A beautifully appointed living room, formal dining room with access to the flagstone terrace, and a richly paneled library overlooking the gardens create an inviting and sophisticated atmosphere. The kitchen has been thoughtfully updated and features custom cabinetry, unique architectural details, and direct access to a charming, screened porch—perfect for relaxed indoor-outdoor living. The home offers multiple gathering spaces, including a warm den with built-ins and hidden details, along with expansive patio areas ideal for entertaining. The original and preserved elements throughout the home—including stonework, tile, fixtures, and millwork—reflect a level of craftsmanship rarely found today. Upstairs, the private quarters include multiple bedrooms and baths, offering flexibility for a variety of living arrangements. A spacious third-floor bonus room provides additional living or recreation space, while the basement features functional areas including laundry, storage, and a wine cellar. The grounds are equally remarkable, originally cultivated with a wide variety of plantings including mature trees, flowering specimens, and natural landscape features. Outdoor living is enhanced by brick terraces, garden areas, and beautifully designed hardscape elements. A separate guest house, originally guest quarters, adds versatility for guests, extended stays, or private workspace. Steeped in local history yet thoughtfully maintained and updated over time, Eastover presents a rare opportunity to own a truly distinctive estate offering privacy, character, and enduring architectural significance.