90 Overlook Dr

Columbia County NY 12529

2100 sq. ft.

135036 sq. ft.

Single-Family

Last sold for $1,220,000

Jen Harvey, last sold this property on 24 June 2025 after -119 days on market.

Overview

The Upside Down House, designed by Adam Rolston of INC Architecture and Design. Set on 3 acres along one of Columbia County's most desirable roads, just minutes to downtown Great Barrington and the City of Hudson, NY. Surrounded by hayfields with distant views, this super-energy efficient home features a 40-foot saltwater lap pool, outdoor shower, spring-fed pond, heated tile floors, steam shower, soaking tub and fiber internet. Inspired by 18th-century, Swiss-style barns, with sleek black vertical stained cedar siding, the house fits seamlessly with the natural surroundings. Oversize German tilt-and-turn windows maximize the property's natural light and give the feeling of being in a tree house. The interior is white and fresh with expansive vaulted ceilings. Dining, living and kitchen occupy the upper floor, with three bedrooms and a large bathroom with walk-in steam shower on the lower level. Premium state-of-the-art designer kitchen with custom cabinetry and marble counters. A wood-burning fireplace in the living room makes the space cozy apres ski at nearby Catamount. A polished cement slab terrace leads to a 40' salt lap pool edged with bluestone and an outdoor shower. Located in the estate section of Hillsdale NY, on Overlook Drive, the property is a 10-minute drive to downtown Great Barrington and 5 minutes to Catamount Ski Area, 30 min to the train in Hudson and 30 min to Tanglewood. A stunning spot from which to enjoy the best of what the Hudson Valley and Berkshires have to offer!

Features

3 bedrooms

2 bathrooms

2100 sq. ft. floor area

135036 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Columbia County over the last 12 months, the estimated median property value of 90 Overlook Dr is $786k.

Median value

$786k

Estimated value range

$310k - $1.29m

Median days on market

Estimated value trend

61%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Columbia County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 90 Overlook Dr

2025

Sold

$1,220,000

24 Jun 2025 by Jen Harvey, of Compass

2017

Sold

$740,000

02 Oct 2017 by Jen Harvey, of Compass

2017

Sold

$740,000

01 Oct 2017 by Berkshire Property Agents, of Berkshire Property Agents, LLC

Happy sellers in Columbia County

We have insufficient information to provide an overview of customer satisfaction for Columbia County. Viewing the agent profiles, reviews and sales for Columbia County can provide insights for this location.