About Overlook Drive
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.
Features of Overlook Drive
| MLS® # | 986731 |
|---|---|
| Price | $850,000 |
| Acres | 150.00 |
| Type | Land |
| Status | Active |
Community Information
| Address | Overlook Drive |
|---|---|
| City | Hillsdale |
| County | Columbia County |
| State | NY |
| Zip Code | 12529 |
Amenities
| Is Waterfront | No |
|---|---|
| Has Pool | No |
Interior
| Has Basement | No |
|---|---|
| Fireplace | No |
School Information
| District | Taconic Hills |
|---|---|
| Elementary | Taconic Hills Elementary School |
| Middle | Taconic Hills Junior/Senior High |
| High | Taconic Hills Junior/Senior High |
Additional Information
| Date Listed | April 17th, 2026 |
|---|---|
| Days on Market | 144 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Rouse + Co Real Estate LLC |
|---|

