HK$ 140,367,298

Norman Jaffe's Modernist Masterpiece On Shelter Island

  • 6 Beds
  • 10 Baths
  • 5,089 Sqft
  • 1.7 Ac lot
  • 199
    Views for last 30 days
  • 14
  • MLS#927315

About the Property

A rare opportunity to own one of the East End’s most significant architectural homes-more than a house, it’s a lifestyle. Commissioned by the Osofsky family and originally designed by Norman Jaffe in 1971, this waterfront estate was expanded by Jaffe himself in 1981-a rarity among his works. Recently renovated to preserve its architectural integrity while introducing modern comfort and luxury, the home offers a truly turn-key experience. Set on 1.7 acres with 175 feet of Gardiners Bay frontage, the property delivers sweeping views toward Orient and historic Gardiner’s Island. Accessible only by ferry from the North and South Forks, Shelter Is
A rare opportunity to own one of the East End’s most significant architectural homes-more than a house, it’s a lifestyle. Commissioned by the Osofsky family and originally designed by Norman Jaffe in 1971, this waterfront estate was expanded by Jaffe himself in 1981-a rarity among his works. Recently renovated to preserve its architectural integrity while introducing modern comfort and luxury, the home offers a truly turn-key experience. Set on 1.7 acres with 175 feet of Gardiners Bay frontage, the property delivers sweeping views toward Orient and historic Gardiner’s Island. Accessible only by ferry from the North and South Forks, Shelter Island ensures privacy and seclusion-just 2.5 hours from Manhattan yet worlds away. The 6,715 sq. ft. (incl. finished lower level) residence features 6 ensuite bedrooms, 8 full baths, and 2 half baths, plus a chef’s kitchen, private gym, movie theater, and dedicated guest wing. Outdoor amenities include cantilevered decks, an extra-deep heated gunite pool, an entertaining pergola with kitchen and fireplace, and a tennis court with pickleball lines. Coastal-inspired landscaping and pollinator gardens complete the serene setting. An extraordinary waterfront retreat offering timeless design, privacy, and effortless luxury.
  • Property type

    House

  • Year built

    1971

  • Price/sqft

    HK$ 27,582

Features

  • Pool
  • Fireplace
  • Garage
  • Garden
  • Fire Pit
  • Outdoor Kitchen
  • Tennis Court
  • Walk In Closet
  • Fitness Center / Gym
Features

Lot

  • Coastal
  • Waterfront
  • Privacy
  • Renovated

Indoor

  • Fireplace
  • Washer Dryer
  • Walk In Closet
  • Air Conditioning
  • Fitness Center / Gym
  • Basement

Outdoor

  • Pergola
  • Garage
  • Garden
  • Tennis Court
  • Fire Pit
  • Pool
  • Outdoor Kitchen

Explore the Area

4 Dawn Lane , Shelter Island, NY 11964, Shelter Island Heights, New York, United States. View on Google Maps
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Listed by

Nick Brown
New York, United States
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Nick Brown Nick Brown background
2
Listings
2023
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Sotheby's International Realty - East Hampton Brokerage
Sotheby's International Realty - East Hampton Brokerage
6 Main Street, 11937, East Hampton, New York, United States
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Widely regarded as one of the country’s most beautiful areas, with miles of white sandy beach, East Hampton is a world-famous ocean-side resort just 100 miles from New York City. The town offers a wide range of fine restaurants, boutiques, art galleries and theater. Sporting activities are enjoyed with world class country clubs, beautiful beaches, excellent sailing, fishing and riding stables.
Last updated
Yesterday
First listed
Dec 23, 2025
Listing reference
HBD4S9
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