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.

Property Details of Overlook Drive

Property Details

Community

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Listed by Rouse + Co Real Estate LLC / Matthew Carey

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 26, 2026 10:49 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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