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21 Thompson Rd, Shelter Island, NY, 11964 $6,750,000

Single Family For Sale 2 Beds , 2 Full Bath , 1504 SqFt 

Property Picture
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Aerial View Front of Structure View Aerial View Back of Structure Back of Structure Aerial View Back of Structure Entry Kitchen Kitchen Kitchen Kitchen Dining Area Living Room Living Room Kitchen Entry Bathroom Bathroom Other Other Other Laundry Other Other Bathroom Other Other Deck Deck Deck Deck Front of Structure Back of Structure View Back of Structure Front of Structure Other Deck Deck Front of Structure Back of Structure View Back of Structure
 

Details ML#: 906564  

  • Style: Contemporary
  • Year Built: 2022
  • Taxes: $19,523
  • Status:Active

Upcoming Open House:

Date:  09/06/2025 - 09/06/2025 11:00 AM - 12:30 PM
Address:  21 Thompson Rd, Shelter Island, NY, 11964

Open House Note: 

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.

More Property Details

Room Information

Bedroom: 2   Full Bath: 2   Other: 2  

Property Features

ConstructionMaterials: Balcony, Fire Pit, Lighting, Rain Gutters   Lot Size: 9.4   Lot Sq Ft: 409464   Approx. Int. Sq. Ft.: 1504.00   Parking Spaces: Yes   Parking Facilities: Driveway, Private   Deck: Yes   Beach Rights: Yes   Waterfront: Yes   Waterfront Desc: Beach Access, Beach Front, Creek, Sound, Waterfront  

Appliances & Utilities

Heat: ENERGY STAR Qualified Equipment, Forced Air, Heat Pump   A/C: Central Air, ENERGY STAR Qualified Equipment   Water: Well   Sewer: Cesspool, Septic Tank  

Financial

Taxes: $19,523  

Local Area Information

School District: Shelter Island School   Block: 1   Lot: 18  

Listing Information provided courtesy of Daniel Gale Sothebys Intl Rlty  631-749-1155
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