139 Watch Hill Road
Cortlandt Manor, NY 10567

$869,000

Beds: 5
Baths: 4 full 1 partial
Sq. Feet: 3682
MLS ID: 984331
Subdivision:
School Dist: Hendrick Hudson
A rare opportunity to own a stately mid-1800s center hall Colonial/Farmhouse estate set on over two picturesque acres. Offered for the first time in nearly fifty years, this timeless property is rich with history, character, and endless potential. A distinctive stone entry wall welcomes you, while a graceful circular driveway leads to a covered herringbone brick front porch. Inside, classic proportions and original period details create the perfect canvas for restoration and reimagination. The expansive kitchen, complete with a butler's pantry and a separate room ideal for a future mudroom or laundry area (with basement access), flows seamlessly into a formal dining room with doors leading to a charming original flagstone patio. The patio connects to a screened porch overlooking the gardens-perfect for effortless indoor-outdoor living. A sun-filled living room with a wood-burning fireplace opens to a cozy den or office with a second fireplace, while an enclosed porch with slate flooring offers multiple access points and peaceful views of the sweeping grounds. Ideal for extended stays or multi-generational living, a private wing off the kitchen-featuring a sitting room, full bath, and additional room-can easily be transformed into guest quarters. Upstairs, the oversized primary ensuite offers a walk-in closet and an adjoining flexible space ideal for a home office, dressing room, or private retreat. A second ensuite bedroom with a cozy sitting area, along with two additional bedrooms connected by a Jack-and-Jill bath, provide ample accommodations for guests. The second floor features hardwood floors throughout. The grounds are truly special-an impressive corner lot with mature landscaping, stone walls, a tranquil stream, and a pool awaiting restoration or potential transformation into a unique water feature. A separate cottage, in need of full renovation, features a striking stone fireplace and offers incredible potential for a home office, studio, or guest house. Note lawn has been virtually enhanced. This is a once-in-a-generation offering for the discerning buyer seeking a historic estate to restore and make their own.Conveniently located just five minutes to the Cortlandt train station and under ten minutes to Croton-Harmon, both offering service to Grand Central in under an hour. Close to parks, Hudson River hiking trails, riverfront walks, Hudson National Golf Course, marinas, shops, and dining. View this listing at: http://davidbutton.laffey.com/mls=984331

Property Features

School Information

Printed May 14, 2026


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