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Property Description

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.

Features
Heating System:
Oil, Propane, Hot Air
Cooling System:
Central Air
Basement:
Finished
View:
Mountain(s), Panoramic, Skyline, Trees/woods
Fence:
Partial
Patio:
Patio, Porch, Screened, Deck, Terrace
Swimming Pool:
Indoor, Electric Heat, Diving Board
Appliances:
Dishwasher, Refrigerator, Microwave, Dryer, Washer, Gas Range, Gas Oven
Exterior Features:
Dock, Tennis Court(s), Courtyard, Juliet Balcony, Lighting, Fire Pit
Fireplace Features:
Family Room, Living Room, Bedroom, Masonry
Fireplaces Total:
20
Flooring:
Hardwood, Tile, Wood
Garage Spaces:
3
Interior Features:
Eat-in Kitchen, Elevator, Entrance Foyer, Open Floorplan, High Ceilings, Cathedral Ceiling(s), Pantry, Storage, Sauna, Walk-in Closet(s), Chefs Kitchen, Kitchen Island, Formal Dining, Primary Bathroom, Entertainment Cabinets, Built-in Features, Natural Woodwork, Recessed Lighting, Tray Ceiling(s)
Lot Features:
Wooded, Private, Secluded, Part Wooded, Near School, Near Shops, Near Golf Course
Parking Features:
Driveway, Garage
Sewer:
Septic Tank
Utilities:
Underground Utilities
Address Map
City:
Pawling
State:
NY
County:
Dutchess County
Property and Construction
Architectural Style:
Colonial, Contemporary, Estate
Development Status:
Brick, Block, Frame, Other, Wood Siding, Blown-in Insulation, Stone, Cedar, Clapboard
Elementary School:
Pawling Elementary School
High School:
Pawling High School
Agent MlsId:
4483
Office MlsId:
JBFSOT07
MiddleOrJunior School:
Pawling Middle School
Special Listing Conditions:
No
Tax Annual Amount:
$935,274
Water Source:
Well
PhotosCount:
46

Residential For Sale

104 North Garden Drive, Pawling, NY

9 Bedrooms
9 Bathrooms
55,000 Sqft
$39,000,000
Listing ID #936279
Basic Details
Property Type :
Residential
Property SubType :
Single Family Residence
Listing ID :
936279
Price :
$39,000,000
Rooms :
58
Bedrooms :
9
Bathrooms :
9
Half Bathrooms :
6
Bathrooms Total :
15
Square Footage :
55,000 Sqft
Building Area :
55,000 Sqft
Year Built :
1987
Status :
Active
Status :
Active
Listing Office :
Julia B Fee Sothebys Int. Rlty
Listing Agent :
Amy Smith Sroka
Agent info
Kasner Properties
284 W Park Ave Long Beach, NY 11561
Contact Agent
Walkscore
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