Nestled on over five private acres along one of New Canaan's most distinguished streets, this estate perfectly balances historic character with modern luxury. Originally constructed in the 1890s and artfully transformed, the residence showcases timeless craftsmanship, thoughtful updates, and serene natural surroundings. A tree-lined driveway and landscape lighting lead to a home filled with warmth, character, and style. Inside, a dramatic two-story great room with a soaring stone fireplace, exposed beams, and antique pine floors creates a stunning focal point. The sunlit gourmet kitchen opens to a charming breakfast room and flows seamlessly into elegant dining and entertaining spaces designed for everyday living and special occasions alike. The home features six bedrooms, including a first-floor primary suite with a sitting room-ideal for a nursery or home office. The walk-out lower level includes a wine cellar, playroom, bedroom, and full bath. A detached three-car garage offers a private guest apartment with its own entrance, living room, bedroom, and bath. Outdoors, resort-style amenities include a heated gunite pool overlooking the reservoir, outdoor fireplace, meditation pool, and hidden garden path. The result is an idyllic landscape that offers exceptional privacy and tranquility-just moments from the heart of New Canaan. Available Unfurnished for a 6-Month Lease Beginning December 1st (with Option to Extend)