Historic charm meets refined living in this award-winning Old Hill residence. Charming, sophisticated, and rich with history, this exceptional 4-5 BR vintage residence is one of Westport's most notable homes, ideally situated in the prestigious Old Hill area. Known as the David Judah House, the property has been painstakingly and lovingly preserved and restored and is the recipient of the Helen Muller Award for Outstanding Property in a Local Historic District. .....A unique and flexible floor plan offers gracious, well-scaled living spaces throughout. Highlights include a living room with beamed ceiling, a banquet-sized dining room with built-ins, and a beautifully appointed kitchen with high-end appliances, Carrera marble counters, breakfast bar, and sunlit breakfast nook with French doors opening to a deck overlooking a private backyard, in addition to two patios. An adjoining lounge with wet bar is ideal for entertaining, while the expansive great room/studio provides an additional gathering space. The main-level en-suite primary bedroom features a fireplace, dressing area, abundant closets, and a second fireplace. Three bedrooms are located upstairs, with an additional lower-level ensuite BR/ office perfect for a guest suite or au pair. 3 car garage with EV charger included. Close to town, train, shopping, and beaches. Pets considered on a case-by-case basis. Credit check and references required. Rare opportunity to lease a home of true architectural distinction.