New Listing - 04/17/2026


Overlook Drive, Hillsdale, NY, 12529

Overlook Drive, Hillsdale, NY, 12529

Situated in Hillsdale, this extraordinary 150-acre hilltop offers an opportunity to create a private or legacy estate. Rising to over 1,300 feet, the parcel provides for sweeping panoramic views of the Berkshires and Taconic Range. Established logging roads and trails wind through the landscape past historic stone walls, dramatic rock outcroppings, seasonal streams and waterfalls. Combined with the varied topography, these features lend an air of serenity and seclusion. The property is currently enrolled in a forestry program that affords property tax reductions and opportunities for periodic timber revenue. Two distinct building envelopes, each encompassing three to four acres, are excluded from the program, allowing for immediate development while preserving the tax benefits. For those seeking broader vision, the acreage also presents the potential for subdivision, presenting a unique investment opportunity with far-reaching views in a highly desirable region. Ideally positioned at the crossroads of the Hudson Valley and the Berkshires, this exceptional offering combines privacy and natural beauty with access to renowned cultural institutions, fine dining, and year-round outdoor pursuits.


Status:

Active

Type:

Lot / Acreage

Acreage:

150

Est. Taxes:

$8,497

Current Use

Timber, Vacant

Elementary School:

Taconic Hills Elementary School

Middle School:

Taconic Hills Junior/Senior High

High School:

Taconic Hills Junior/Senior High

School District:

Taconic Hills

Days on Market:

6

MLS #:

986731


Community Info

School Info

Walk Score

Mass Transit

Yelp


Listing courtesy of Rouse + Co Real Estate LLC 845-750-0196