140 Tripp Road

Woodstock, CT 06281

This residence offers a rare opportunity to inhabit a piece of Woodstock's history. Originally commissioned in 1840 and crafted by William Hammond of Woodstock Hill, the structure served as the Harrisville District School, educating the youth of Pomfret, Thompson, and Woodstock for eight decades. After closing its doors as a place of learning in 1920, it has been meticulously preserved and thoughtfully expanded, remaining under the stewardship of its current owners for the past 28 years. The home's architecture is a marriage of the original 19th-century brickwork and contemporary refinements. Access is granted via two entrances: the original exterior school stairs from Harrisville Road or the more everyday kitchen entry located off the driveway and deck. The dine-in kitchen features custom cabinetry, a generous kitchen island, and a dedicated wood stove. Sliding glass doors transition seamlessly to the back patio, inviting the outdoors in. Occupying the footprint of the original one-room schoolhouse, the living room features a fireplace mantel and wood stove anchoring the space, it brings a profound sense of warmth and character that is felt during any season. The main level is completed by a versatile reading nook or home office and a full bath featuring both a jetted soaking tub and a separate stall shower. Housed on the second floor are the primary and secondary bedroom.

Listing courtesy of Heather Sawyer of William Pitt Sotheby's Int'l Office Phone: (860) 536-5900 Broker Contact: (310) 953-1686



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Last checked: 2026-05-31 05:10 PM UTC.