Most Extraordinary World-Class Estate

$25,000,000 7 Bedrooms7 Full / 1 Partial Baths7,000 sq. ft.

Most Extraordinary World-Class Estate

Most Extraordinary World-Class Estate
Year Built: 1880
Interior: 7,000 sq. ft. (approx.)
Land: 4.80 acres (approx.)
Web #: 0038336

On the premier estate lane which winds along the coveted western shore of Shelter Island with sweeping views over Peconic Bay, is a world-class home that transcends time. Thoughtfully restored and updated by the current owner in a multi-year renovation it sets itself apart on all levels.

This extraordinary landmark residence rises from the head of a bluff with lush “green lawns” rolling from the wraparound porch to the shores of the Shelter Island Sound. Its flag pole is the mast from the vessel Sir Thomas Lipton raced in the 1930s for the America's Cup and an impressive century old maple tree by the entrance is a reminder of the long history this special home has lived.

Built in 1880, this Queen Anne-style house is sited on 4.8+/- sound front acres with 400+ feet of water frontage, and an 80 foot L-shaped dock with a romantic boat house perfect for relaxing while listening to the sounds of the water. The three-story 7000+ sq. ft. main house offers 7 bedrooms and 7 baths with panoramic water views. Off the embracing wraparound porch you enter a gracious hallway that leads you to the living room offering 2 fireplaces and multiple sitting rooms for both formal and informal gatherings. There is a dining room with exquisite hand drawn etchings and eat-in kitchen with stainless steel appliances which gives the round dining cabana a Caribbean feel.

Adjacent to the home is the iconic windmill guest house with a huge entertainment level, guest suite complete with a kitchen, living/dining area, and full bathroom, as well as a stairwell leading to the top of the spire all offering views of the water.

The park-like grounds feature a waterside heated gunite pool with gazebo, spa, basketball court and har-tru tennis, all of which are amidst the most beautiful mature trees and plantings. With the most breathtaking sunsets and sumptuous water views, this gated property offers total privacy evoking quintessential Shelter Island beauty.

Beate V. Moore

Associate Broker, Senior Global Real Estate Advisor
m: (516) 527-7868
o: (631) 537-6000


Interior Features

Bedroom Information
# of Bedrooms: 7

Bathroom Information
# of Full Bathrooms: 7
# of Half Bathrooms: 1

Kitchen Information
Chef's Kitchen

Design Features
Fireplace(s): 9
Hardwood Flooring

Additional Rooms
Fitness Room
Spa / Hot Tub
Bonus Room
Sun Room
Home Office

Heating & Cooling
Air Conditioning
Central A/C

Other Features
Hi-Speed Internet Ready

Exterior Features

Type of Property
Single Family Home

Other Features
Beach Access
Boat Dock
Carriage House
Deck / Patio
Electronics Gates
Guest House
Heated Pool
Inground Pool

Architectural Style
Estate / Mansion

Bayview / Harborview
Private Beach
Tennis Court
Water View

This material is based upon information which we consider reliable, but because it has been supplied by third parties, we cannot represent that it is accurate or complete, and it should not be relied upon as such. This offering is subject to errors, omissions, changes including price or withdrawal without notice. EQUAL HOUSING OPPORTUNITY