591 W Stafford RD Thousand Oaks CA 91361 | MLS #226004466

A rare opportunity to reimagine one of Sherwood’s original Classic Homes, perfectly positioned on the 5th fairway of the prestigious Sherwood Country Club front nine. Sweeping views take in ancient oaks, rolling foothills, and dramatic rock outcropping, a setting golf course architect Jack Nicklaus himself once called one of the most naturally beautiful he’d ever designed around.This Southern Colonial estate showcases grand architectural pedigree: six Ionic columns anchor the lower porch and upper balcony, curved double staircases rise to the front entry, and classic white-with-black-shutters styling sits beneath a canopy of oak and magnolia trees. Bring your vision to this timeless property and restore or reimagine its classical elegance for today’s living.Double doors open to a soaring entry foyer, leading into a symmetrical floorplan: formal dining to the right, a library to the left, and beyond it a formal living room. The back of the home opens to a spacious family room and breakfast room off the kitchen. One ensuite bedroom is located downstairs with private secondary entrance access–ideal for guests or multigenerational living.Upstairs, the primary suite offers a private balcony, generous bath, and walk-in closet, along with a private back staircase from the garage for added convenience. Three additional ensuite bedrooms surround the curved staircase, and a front balcony spans the full width of the home. Mature landscaping continues throughout, from majestic oaks and magnolias in front to drought-tolerant gardens, roses, DG pathways, and lit seating areas in the back.This gated enclave of roughly 400 homes blends old Hollywood history. The community takes its name from the 1920s film Robin Hood, with world-class amenities, including the Jack Nicklaus-designed 18-hole Sherwood Country Club and the Sherwood Lake Club’s par-3 course, both offering pool, tennis, fitness, and fine dining. Lake Sherwood itself spans 155 acres for boating, fishing, and swimming. Just 35 miles from Los Angeles, Sherwood has long attracted entertainment icons, sports figures, and industry leaders drawn to its unmatched privacy and natural beauty.