21 Thompson Road, Shelter Island, NY 11964
- $5,700,000
- 2
- BD
- 2
- BA
- 1,504
- SqFt
- Sold Price
- $5,700,000
- Closing Date
- Apr 07, 2026
- Days on Market
- 116
- MLS#
- 906564
- Number Of Families
- 1
- Status
- CLOSED
- Bedrooms
- 2
- Bathrooms
- 2
- Living Area
- 1,504
- Lot Size
- 409464
Property 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.
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Additional Information
- Year Built
- 2022
- Style
- Contemporary
- School District
- Shelter Island
- Elementary School
- Shelter Island School
- Middle School
- Shelter Island School
- High School
- Shelter Island School
- Total Taxes
- 19523
- Heating
- ENERGY STAR Qualified Equipment, Forced Air, Heat Pump
- Parking
- Driveway, Private
- Waterview
- Yes
- Basement
- Bilco Door(s), Full, Storage Space, Unfinished
- Water
- Well
- Sewer
- Cesspool, Septic Tank
- Number Of Kitchens
- 1
- Taxes
- $19,523
Mortgage Calculator
Listing courtesy of Listing Agent: Debra L. Von Brook Binder CBR (debravonbrookbinder@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Selling Office: Daniel Gale Sothebys Intl Rlty.Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.