A Renovated 1800 Eyebrow Colonial With a Barn and Pond, on 15 Acres in Canaan
Original exterior, updated kitchen and baths, a two-story barn with workshop, and wetlands you can explore by canoe—10 minutes from the Berkshires.
From the road, 306 Tunnel Hill Road looks exactly as it did when it was built in 1800—the clapboard exterior and eyebrow colonial proportions are intact. Inside, the current owners have reconfigured the rooms for how people actually live: a renovated kitchen with new appliances, a walk-in pantry, a breakfast area overlooking the deck, and a wood stove for the cold months. A wall of windows connects the kitchen to the living room. The dining room is formal enough for a dinner party and scaled for everyday use. A renovated full bath completes the main floor; upstairs, two spacious bedrooms share a second renovated full bath—3 bedrooms and 2 baths in total across 1,600 square feet, with hardwood floors throughout.
The 15.63 acres are the other half of what this property offers. A pond draws wildlife year-round, and wetlands at the far edge of the property are navigable by canoe—an unusual amenity in this price range. A two-story barn has a workshop on the ground floor and an oversized addition that could become a studio, playroom, or storage; a two-car garage with power and an adjacent parking area sit nearby. All buildings have new roofs. A whole-house generator and new mechanicals have been installed.
Canaan sits at the intersection of Columbia County and the Berkshires—the Massachusetts state line is 10 minutes away, Chatham village is 15, and Hudson is 35.
306 Tunnel Hill Road, Canaan (NY) is listed at $625,000, offered by Jeffrey McKinney and Susan Wendelboe at Beach & Bartolo Realtors.
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After a decade of writing for RI (along with many other publications and organizations) Jamie took over as editor in 2025. He has a masters in journalism from NYU, a wonderful wife, two kids and a Carolina dog named Zelda.
