21 Thompson Rd, Shelter Island, NY 11964

$5,700,000 Sold Price
Sold on 4/07/2026
2 Beds
2 Baths
1504 SF
 
Listing ID 925629
Property Type House
County Suffolk
Township Shelter Island
Tax ID 0700-024.000-0001-018.000
FEMA Flood Map fema.gov/portal
Associated Documents
SURVEYSurvey
DOCUMENTAppendix I
DOCUMENTConflict Inquiry Form Appendix 11
 
Virtual Tour

A Kenton van Boer Masterpiece on Smiths Cove

Perched 59 feet above sea level for commanding views and peace of mind, this exceptional contemporary estate 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. 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 ferry to Sag Harbor. A rare blend of seclusion, convenience, and timeless design.
Property Details
  • 2 Total Bedrooms
  • 2 Full Baths
  • 1504 SF (AG)
  • 9.40 Acres
  • 2 Stories
  • Available 8/29/2025
  • Contemporary Style
  • Full Basement
  • Lower Level: Unfinished
Interior Features
  • Open Kitchen
  • Marble Kitchen Counter
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Microwave
  • Washer
  • Dryer
  • Hardwood Flooring
  • 6 Rooms
  • Entry Foyer
  • Kitchen
  • First Floor Primary Bedroom
  • First Floor Bathroom
  • 1 Fireplace
  • Forced Air
  • 3 Heat/AC Zones
  • Propane Fuel
  • Central A/C
Exterior Features
  • Frame Construction
  • Wood Siding
  • Private Well Water
  • Private Septic
  • Deck
  • Patio
  • Driveway
  • Generator
  • Water View
  • Creek View
  • Sound View
  • Scenic View
  • Creek Waterfront
  • Sound Waterfront
  • Access Waterfront
  • Beach Rights Waterfront
Sale Information
  • Sold on 4/07/2026
  • Sold for $5,700,000
Presented By
Bespoke Real Estate
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