After 55+ years with the same family, this 1916 grand Colonial is now on-the-market, and offers the next homeowner a wonderful opportunity to connect North Tarrytown's past, to Sleepy Hollow's progressive future. This spacious home is located in the highly sought-after Webber Park neighborhood of historic Sleepy Hollow (formerly North Tarrytown), where at the end of the dead-end street you will find direct access to the Old Croton Aqueduct (OCA) Trail, which seamlessly flows into the Rockefeller State Park Preserve where you can enjoy horseback riding, jogging, bird-watching, fishing, dog walking, and much more. The property is sited high and offers Hudson River/Palisades views from most rooms, period details, hardwood floors throughout, and a wood-burning fireplace. The interior footage is spread over four levels allowing for designated quiet spaces, ideal for those working from home or otherwise needing privacy/separation - with a second/side entrance to the lower-level from the driveway, can also work well for multi-generational living (the home was formerly a legal two-family residence). In the rear corner of the lot, you will find a one-of-a-kind large two-story (+ attic space) detached concrete garage, originally used for hay baling... this unique/bonus structure offers limitless possibilities to benefit from/meet your needs! Enjoy the neighborhood park and playground, Douglas Park, and walk to the Philipse Manor train station (39-minute express trains from Grand Central), and many other attractions/amenities from this homestead, which is awaiting the right/handy buyer to restore the interior to its former glory ---> the exterior components e.g., roof, siding & windows are all NEW! Settle here soon to experience the Halloween/Fall festivities and everything else that makes Sleepy Hollow "legendary." Stated taxes are before the STAR savings of $1,711.