21 Thompson Road, Shelter Island, NY 11964

Shelter Island
Local realty services provided by:Better Homes and Gardens Real Estate Choice Realty
21 Thompson Road,Shelter Island, NY 11964
$5,875,000
  • 2 Beds
  • 2 Baths
  • 1,504 sq. ft.
  • Single family
  • Pending
Listed by: debra l. von brook binder cbr
Office: daniel gale sothebys intl rlty
MLS#:906564
Source:OneKey MLS

Price summary

  • Price:$5,875,000
  • Price per sq. ft.:$3,906.25

About this home

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...

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Home facts

  • Year built:2022
  • Listing ID #:906564
  • Added:208 day(s) ago
  • Updated:March 26, 2026 at 07:28 PM

Rooms and interior

  • Bedrooms:2
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:6
  • Flooring:Hardwood
  • Dining Description:Eat-In Kitchen
  • Bathrooms Description:Soaking Tub
  • Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Pantry, Refrigerator
  • Bedroom Description:First Floor Bedroom, Master Downstairs
  • Basement:Yes
  • Basement Description:Bilco Door(s), Full, Unfinished
  • Living area:1,504 sq. ft.

Heating and cooling

  • Cooling:Central Air, ENERGY STAR Qualified Equipment
  • Heating:ENERGY STAR Qualified Equipment, Forced Air, Heat Pump
  • Central air:Yes

Structure and exterior

  • Year built:2022
  • Building area:1,504 sq. ft.
  • Lot area:9.4 Acres
  • Lot Features:Part Wooded, Private, Restrictions, Secluded, Views, Waterfront
  • Architectural Style:Contemporary
  • Construction Materials:Batts Insulation, Cedar, Frame, Shake Siding, Shingle Siding
  • Exterior Features:Balcony
  • Levels:2 Story

Schools

  • High school:Shelter Island School
  • Middle school:Shelter Island School
  • Elementary school:Shelter Island School

Utilities

  • Water:Well
  • Sewer:Cesspool, Septic Tank

Finances and disclosures

  • Price:$5,875,000
  • Price per sq. ft.:$3,906.25
  • Tax amount:$19,523 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Laundry features:Dryer, Washer, Washer/Dryer Hookup
  • Amenities:Cathedral Ceiling(s), Entrance Foyer, High Ceilings, Marble Counters, Open Floorplan

Parking

  • Parking description:Driveway, Private
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