77 Oregon Road

Set on 64 gated acres at one of the highest points in Bedford’s most exclusive estate area, this rare and historic brick Georgian mansion is approached by a half-mile drive lined with mature maples and fruit trees. Perched atop a private hill, the property commands sweeping western views toward the Catskill Mountains and enjoys a serene natural setting bordered in part by preserved parkland — ensuring lasting privacy and unspoiled beauty. Built in 1930 and owned by only three families in its history, the 10,000-square-foot residence exemplifies timeless Georgian architecture. Grandly scaled yet warmly livable, it features wide-board hardwood floors, six marble fireplaces, rich wood paneling, and soaring ceilings that reflect the craftsmanship of a bygone era. The home offers eight bedrooms and eight baths, including a refined primary suite with a marble bath, fireplace, and private balcony overlooking the grounds. Estate amenities include a charming guest house, a heated pool with cabana (fireplace, bar, and changing rooms), a tennis court, whole-property sound system, and full-property generator. Just 15 minutes to Bedford Village and 45 minutes from New York City, this is a once-in-a-generation opportunity to own one of Westchester’s great estates — a property of exceptional scale, provenance, and enduring appeal.