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90 Overlook Drive, 
Hillsdale, NY 12529

$1,260,000


3

Beds


2

Baths


2,100

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Jen Harvey

Compass Greater Ny LLC.

Last updated:

June 20, 2025, 07:40 AM

MLS#

20251297

Source:

NY MLSUC

About This Home

90 Overlook Drive

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!

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 2014

Price Summary

1,260,000

$600 per Sq. Ft.

MLS #:

20251297

Last Updated:

June 20, 2025, 07:40 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2


Structure

Structure

Building Area:

2,100 Sq. Ft.

Year Built:

2014


Lot

Lot Size (Sq. Ft):

135,036


Finances & Disclosures

Finances

Price:

$1,260,000

Price per Sq. Ft:

$600 per Sq. Ft.

Source:NY MLSUC
The information being provided by Multiple Listing Service of Ulster County, Inc. is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Multiple Listing Service of Ulster County, Inc. All rights reserved.

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