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USANYShelter Island21 Thompson Rd
Chalet / cabin with a front lawn, roof with shingles, a chimney, and covered porch | Image 1
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21 Thompson Rd, Shelter Island, NY

House

For Sale

Listed price in listed location currency (USD).
$6,345,000

220

MLS® 906564

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1504 sqft
Garage No
Taxes $19,523
Days Active 59
Lot Size 
Approx. Age 2022
Avg. Price Per Sqft $4,218
MLS® Number 906564

Property Address: 21 Thompson Rd, Shelter Island, NY, 11964

Average square foot calculated using Size range provided by listing agent.

Description

Perched 59 feet above sea level for commanding views and peace of mind, this exceptional contemporary estate—designed by noted architect Kenton van Boer—rests on 9.4 private acres, of which 2.7 acres are buildable, and offers 561 feet of premier waterfront on Smiths Cove. Sweeping panoramic vistas of the Sound and the tranquil yacht anchorage set the scene for direct beachfront access and creek frontage along the serene Miss Annie’s Creek—plus the rare opportunity to create your own private dock and mooring. The 1, 504-square-foot residence features 2 bedrooms, a study and 2 spa-inspired full baths. A chef’s kitchen anchors the open layout, flowing into a light-filled living room with a stone-accented fireplace and a custom built-in dining area. Thoughtful architectural details by Kenton van Boer. Quartzite flagstone masonry patios and walkways add an additional 1, 120 square feet of outdoor living, seamlessly extending the home’s footprint and immersing you in the surrounding natural beauty. Nestled in a serene coastal setting of wood shingles, flagstone patios, and unspoiled shoreline, this property offers unmatched privacy while being just moments from the Shelter Island Ferry to Sag Harbor. A rare blend of seclusion, convenience, and timeless design.
MLS® Number906564
Laundry LevelElectric Dryer Hookup, In Hall, Laundry Room, Washer Hookup
Central VacNo
FireplaceNo
Acreage9.4
Exterior
GarageNo
Approx. Age2022
BasementBilco Door(s), Full, Storage Space, Unfinished
DrivewayDriveway, Private
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Den:Second FloorNot available
Other:First FloorNot available
Laundry:First FloorNot available
Bathroom 2:First FloorNot available
Kitchen:First FloorNot available
Other:First FloorNot available
Bedroom 2:First FloorNot available
Living Room:First FloorNot available

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 30, 2025List Date
$6,345,000List Price
  • Commute

Commute

Starting Address
Destination Address
21 Thompson Rd, Shelter Island, NY

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