$39,000,000
104 North Garden Drive, Pawling, NY 12564, USA
MLS#
936279
Property type
Residential For Sale, Single Family Home
Land size
1,337 acres (541 ha)
Bedrooms
9
Baths
9
Bathrooms
15
Half baths
6
Total number of rooms
58
Sale price per sqm
0 $
Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same family has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it is a once-in-a-lifetime opportunity. Nestled in the heart of nature, this extraordinary private estate spans nearly 1,338 acres, offering unparalleled seclusion, natural beauty, and world-class amenities. Designed as a one-of-a-kind sanctuary, the retreat spans 23 tax lots and showcases breathtaking landscapes, luxurious accommodations, and distinctive architectural elements that blend seamlessly with the surrounding environment. The estate is best described with three large property zones. The Garden Parcel, with 17 lots and seven residences, totaling 751.51 acres, forms the centerpiece of the property. Purgatory Hill encompasses three lots and three residences across 337.61 acres. The Northwest Territory offers 248.63 acres of unspoiled vacant land across three lots. Together, these parcels create an estate of remarkable scale and diversity. balancing residential, recreational, and natural elements. At the heart of the Garden Parcel rises the 55,000-square-foot main residence-an architectural masterpiece surrounded by six additional homes. Within its walls are nine bedrooms, nine full baths, six half baths, and twenty fireplaces, each space crafted with extraordinary attention to detail. The grounds embrace the spirit of the Appalachian Trail, with native plantings and curated landscapes creating a harmonious environment. This grand residence is as functional as it is breathtaking. Designed for both everyday living and exceptional entertaining, it features an indoor pool and spa framed by the surrounding natural landscape, expansive gathering spaces, and an indoor basketball court complete with locker rooms. Two secure, climate-controlled art storage areas further reflect the home's thoughtful design and attention to detail. Complementing the main residence, the Garden Parcel also features a meticulously maintained 6,000-square-foot guest house with its own pool. Artfully designed, the Japanese Tea House further enhances the parcel, offering a peaceful space for both reflection and intimate gatherings. Over 20 miles of interior roads and trails wind through the landscape, inviting exploration by foot, bike, or vehicle. Comprehensive maps detail the extensive network of roads, streams, ponds, and structures. Anchoring the operational side of the estate, the Office Complex features a four-bay machine barn with a lift and wash pad, a multilevel office building, and a dedicated security outpost. This infrastructure ensures seamless management of the property's extensive resources. Beyond its natural beauty, this estate embodies versatility, solitude, and enduring grace - a true legacy property unlike any other in the Hudson Valley. Thoughtfully curated down to its meticulously appointed landscape, Woodland Waters now awaits its next steward to cherish and preserve for generations to come.
Property Details
1987 Year Built:
Mountain View, Panoramic View Description of view:
Waterfront Location:
pond Waterfront:
Boat Dock Boating Features:
Estate Property type:
Contemporary, Colonial Style:
Brick, Block, stone Construction:
Wood Siding, Clapboard Exterior Description:
Pool House Recreational Features:
Tennis Courts Area amenities:
Refrigerator, Dishwasher, Microwave, Washer, Dryer Appliances:
Private Pool Pool Description:
20 Number of Fireplaces:
Elevator, Fireplace, Porch, Patio, Courtyard, Deck, Terrace, Balcony, Basement, Driveway, Garage Property Features:
Balcony, Courtyard, Deck, Patio, Porch, Terrace
Cathedral Ceilings Interior Description:
hardwood Floors:
Well, septic tank, Underground Utilities Utilities:
Oil, Propane Heating System:
Central AC Cooling System:
Wooded, Fenced - Partially, Horses Permitted Lot Description:
Barn, Workshop, Shed Other building/structures:
Finished basement Basement and Foundation:
Parking / Garage
3 Garage Spaces:
School Information
Pawling High School District:
Pawling Elementary School Elementary School:
Pawling High School High School:
Pawling Middle School Middle School:


Listing by: Julia B Fee Sothebys Int. Rlty
The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is not guaranteed. Copyright 2026. Multiple Listing Service of Long Island, Inc. All Rights Reserved.


  
Immobel
O`Kane Realty
office: 718-779-1111
fax: 718-335-7137
www.okanerealty.­com
72-01 Grand Ave.
Maspeth, NY 11378