This Columbia County Bungalow Used to be a Schoolhouse
Jane Anderson | August 19, 2025
Today, Upstater is in Canaan, in Columbia County, at a renovated, c.1875 schoolhouse that’s been converted into a glorious two-bedroom bungalow.
Hovering between the Upper Hudson Valley and the Berkshires, this pretty place is a breath of fresh air, a jewel set in a landscape that’s perfect for birds, butterflies, and pollinators.
With just under 1,200 square feet to work with, clever storage space abounds, like this glass shelving under the stairs.
A colorful backsplash is a splendid highlight in the kitchen, which also features sleek white cabinetry, an oversized, stainless-steel fridge, and high-end appliances including a beverage cooler.
A dining area in the kitchen shows off its brick floor and a door to the outside.
The living room has a corner fireplace and vestiges of the home’s birth, including tongue-and-groove ceiling treatments and a rustic ceiling beam.
Two bedrooms are upstairs. We love this whitewashed room with an angled ceiling.
Scribble-look wallpaper is whimsical in one of the bathrooms. There are 1.5 baths total in this house.
Wyeth vibes abound in this bedroom.
The sunroom is a full-fledged living area now, leading out…
…to a comfy outdoor seating area.
Bountiful gardens surround the home.
A full outdoor kitchen is the pièce de résistance.
The house sits on a half-acre in eastern New York, just five minutes from the Berkshires. All of this charm can be yours for $480,000.
If this c.1875 schoolhouse rings your bell, find out more about 289 Tunnel Hill Road, Canaan, from Annabel Taylor, licensed real estate agent with Four Seasons Sotheby’s International Realty.



