4 Dawn Lane, Shelter Island, NY 11964

46 Photos
Sunset, Magic Hour
$15,995,000 Sold Price
Sold on 4/09/2026
6 Beds
8F 2H Baths
5089 SF
Built In 1971
 
Listing ID 927315
Property Type House
County Suffolk
Township Shelter Island
Hamlet Shelter Island
Total Tax $36,769
Tax ID 0700-001.000-0002-070.002
FEMA Flood Map fema.gov/portal
Year Built 1971
   
Associated Documents
FLOORPLANFloor Plan
SURVEYSurvey
 
Virtual Tour

An Architectural Waterfront Estate on Shelter Island

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 Details
  • 6 Total Bedrooms
  • 8 Full Baths
  • 2 Half Baths
  • 5089 SF (AG)
  • 1.70 Acres
  • Built in 1971
  • Renovated 2023
  • 3 Stories
  • Full Basement
  • 1626 Lower Level SF
  • Lower Level: Finished
Interior Features
  • Separate Kitchen
  • Marble Kitchen Counter
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Microwave
  • Washer
  • Dryer
  • Carpet Flooring
  • Stone Flooring
  • Living Room
  • Dining Room
  • Family Room
  • Den/Office
  • Primary Bedroom
  • en Suite Bathroom
  • Walk-in Closet
  • Media Room
  • Gym
  • Kitchen
  • Breakfast
  • Laundry
  • Private Guestroom
  • First Floor Primary Bedroom
  • First Floor Bathroom
  • 2 Fireplaces
  • Forced Air
  • Propane Fuel
  • Central A/C
Exterior Features
  • Wood Siding
  • Stone Siding
  • Flat Roof
  • Detached Garage
  • 2 Garage Spaces
  • Private Well Water
  • Private Septic
  • Pool: In Ground, Gunite, Heated
  • Pool Size: 40 x 20
  • Deck
  • Patio
  • Fence
  • Covered Porch
  • Irrigation System
  • Tennis
  • Pickleball
  • Survey
  • Generator
  • Bay View
  • Bay Waterfront
  • Water Frontage: 175 Ft.
Taxes and Fees
  • $36,769 Total Tax
Sale Information
  • Sold on 4/09/2026
  • Sold for $15,995,000
Previously Listed By
Sotheby's International Realty - East Hampton
Office: 631-324-6000
Sotheby's International Realty - East Hampton
Office: 631-324-6000
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