• UNDER CONTRACT

104 N Garden Drive

Pawling, NY 12564

  • $39,000,000
  • 9 Beds
  • 9/6 Baths
  • 1337 Acres
  • 1987 Built

Woodland Waters

Offered for the first time, Woodland Waters is a rare legacy estate spanning nearly 1,338 acres in the heart of the Hudson Valley. Meticulously stewarded for decades, this extraordinary retreat blends luxury, privacy, and natural beauty on an unparalleled scale. At its center stands a magnificent residence, a guest house, Tea House, office complex, and a dedicated security infrastructure complement the estate. More than 20 miles of private roads and trails traverse forests, streams, ponds, and curated landscapes, creating a one-of-a-kind sanctuary where exceptional living and nature exist in perfect harmony.

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Property Highlights
  • ELEMENTARY : Pawling
  • MID. SCHOOL : Pawling Middle School
  • HIGH SCHOOL : Pawling High School
  • VIEW : Mountain(s), Panoramic, Skyline, Trees/Woods
  • DAYS ON MARKET : 182
  • MLS : 936279
  • Amy Smith Sroka

    Licensed Associate Real Estate Broker
    M
    View My Profile
  • Joanna Rizoulis

    Licensed Associate Real Estate Broker
    M
    View My Profile

Additional Information

ADDITIONAL INFORMATION
  • BASEMENT DESCRIPTION: Finished
  • DAYS ON MARKET: 182
  • ELEMENTARY SCHOOL: Pawling Elementary School
  • ELEMENTARY SCHOOL DISTRICT: Pawling
  • HIGH SCHOOL: Pawling High School
  • MIDDLE SCHOOL: Pawling Middle School
  • ON MARKET DATE: 2025-12-24
  • PARKING: Driveway, Garage
  • ROAD TYPE: County Road, Private Road
  • SEWER: Septic Tank
  • STYLE: Colonial, Contemporary, Estate
  • TAX AMOUNT: $935,274
  • TYPE: Residential
  • UTILITIES: Underground Utilities
  • VIEW: Mountain(s), Panoramic, Skyline, Trees/Woods
  • YEAR BUILT: 1987
INTERIOR/EXTERIOR FEATURES
  • APPLIANCES INCLUDED: Dishwasher, Dryer, Gas Oven, Gas Range, Microwave, Refrigerator, Washer
  • BEDS: 9
  • CONSTRUCTION MATERIALS: Block, Blown-In Insulation, Brick, Cedar, Clapboard, Frame, Other, Stone, Wood Siding
  • COOLING: Central Air
  • EXTERIOR FEATURES: Courtyard, Dock, Fire Pit, Lighting, Tennis Court(s), Deck, Patio, Porch, Screened, Terrace, Pool (Diving Board, Electric Heat, Indoor, Private)
  • FLOORING: Hardwood, Tile, Wood
  • FULL BATHS: 9
  • HEAT: Oil, Propane
  • INTERIOR FEATURES: Cathedral Ceiling(s)
  • ROOMS: 30

Listing Courtesy of Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty (914.234.0200).

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Location for 104 N Garden Drive, Pawling, NY

Schools for 104 N Garden Drive, Pawling, NY

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

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Community

Hudson Valley>

Hudson Valley

, New York

Amid the picturesque landscapes of New York State, the Hudson Valley captivates with its natural beauty and historic charm. This region, just north of New York City, is renowned for its picturesque river...

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  • Amy Smith Sroka

    Amy Smith Sroka

    Licensed Associate Real Estate Broker
    M
    View My Profile
  • Joanna Rizoulis

    Joanna Rizoulis

    Licensed Associate Real Estate Broker
    M
    View My Profile