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Sean O'Shaughnessy
Licensed Real Estate Salesperson
REALTOR®
Cell: (607) 287-0030

139 Watch Hill Road, Cortlandt Manor, NY 10567

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Property Description

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.

139 Watch Hill Road | MLS# 984331

This single family home located at 139 Watch Hill Road, Cortlandt Manor, NY 10567 is currently listed for sale with an asking price of $869,000. This property was built in 1850 and has 5 bedrooms and 4 full and 1 partial baths with 3682 sq. ft. Watch Hill Road is located within the Hendrick Hudson school district. Search Cortlandt Manor real estate on sean-oshaughnessy.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Unfinished
Cooling: None
Fireplaces: 2
Heating: Oil
Home Style: Colonial, Farmhouse
Lot Size: 2.10 Acres
Taxes: $19,448
Year Built: 1850

Amenities

Built-in Features
Eat-in Kitchen
Entrance Foyer
Formal Dining
His and Hers Closets
Natural Woodwork
Open Kitchen
Original Details
Pantry
Primary Bathroom
Walk-In Closet(s)
Washer/Dryer Hookup

Feature Descriptions

Appliances: Dryer, Range, Refrigerator, Washer
Attic: Unfinished
Building Area Total: 4500
Days on Site: 8
Exclusions: Exterior statutes on entry porch, fixture over side door, old man winter stone plaque on entry wall and other exterior decorations
Exterior: Brick, Stone
Fireplace Y/N: Yes
Flooring: Carpet, Vinyl, Wood
Formal Dining: Yes
Heating Zones: 2
Laundry: In Kitchen
Number Of Kitchens: 1
On Market Date: 2026-04-29
Parcel Number: 552289 55.7-1-12
Parking Features: Driveway
Patio And Porch: Covered, Patio, Porch, Screened
Rental Term: Monthly
Rooms Total: 13
Sewer: Septic Tank
Utilities: Electricity Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Hendrick Hudson High School
Middle School: Blue Mountain Middle School
Elementary School: Furnace Woods Elementary School
School District: Hendrick Hudson

Estimate Your Payment

Estimated Payment

$ 3,808.14 per month $1,934.02 Principal & Interest $1,620.67 Property Tax $253.46 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: BHHS River Towns Real Estate
Agency Contact: 914-271-3300

Shown By

Agent Name: Sean O'Shaughnessy
Agent Phone: Cell: (607) 287-0030
Agency Title: Timberland Properties

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