Tucked behind a gated entry on 4.45 acres of fully fenced grounds, 336 Old Branchville Rd is a timeless estate blending historical charm with modern comfort in one of Ridgefield's most sought-after locations. Originally built in 1870, this stately Colonial residence is complemented by a spectacular party barn, detached 2 level garage, a pool house, & heated gunite pool-creating a one-of-a-kind compound that lives like a private country resort. The main residence spans 4 finished levels & features 5 bedrooms, 3 full & 1 half bathrooms, & 3 fireplaces. The flexible main floor layout includes an open kitchen w/a sun-filled cupola breakfast area, ideal for entertaining & everyday living. Thoughtful updates throughout allow natural light to pour into every room, while classic millwork & original details maintain the home's historic integrity. Step outside to discover a true estate. The cedar party barn-believed to date back to the 1700s-has been artfully restored by the current owners & features 2 fireplaces, exposed beams, & electricity, offering the perfect venue for unforgettable gatherings. A magazine-worthy pool house w/atrium, climate control, & kitchenette anchors the pool area for year-round entertaining potential. Surrounded by colorful mature plantings & open lawn, the setting offers complete privacy-yet it's just a short walk to a local coffee shop & the Branchville MetroNorth station, making this a rare blend of peaceful retreat & commuter convenience.