21 Thompson Road , Shelter Island, NY 11964


Sold For: 5700000

Sold on: Apr 7th, 2026
$ Per Square Foot: Not Available
Beds: 2
Baths: 2 full
Days on Market: 221

Comments for 21 Thompson Road , Shelter Island, NY 11964

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 Annies 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 chefs 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 homes 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.

Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Water Softener Owned Lot Size: 9.40 Acres
Association Fee: $225/Annually Number Of Kitchens: 1
Association Fee Includes: Other On Market Date: 2025-08-30
Attic: Pull Stairs Parcel Number: 0700-024-00-01-00-018-000
Basement: Yes Parking Features: Driveway, Private
Basement: Bilco Door(s), Full, Storage Space, Unfinished Patio And Porch: Deck, Patio
Beach Rights: Y Rental Term: Monthly
Cooling: Central Air, ENERGY STAR Qualified Equipment Road Responsibility: Public Maintained Road
Days on Market: 221 Rooms Total: 6
Exterior: Batts Insulation, Cedar, Frame, Shake Siding, Shingle Security Features: Smoke Detector(s)
Exterior Features: Balcony, Fire Pit, Lighting, Rain Gutters Sewer: Cesspool, Septic Tank
Fireplace Features: Living Room, Masonry, Wood Burning Special View Info: Open, Panoramic, Skyline, Trees/Woods, Water
Fireplaces: 1 Taxes: $19,523
Fireplace Y/N: Yes Utilities: Cable Connected, Electricity Connected, Propane, Underground Utilities
Flooring: Hardwood Water: Well
Heating: ENERGY STAR Qualified Equipment, Forced Air, Heat Pu Waterfront Features: Beach Access, Beach Front, Creek, Sound, Waterfront
Heating Zones: 3 Window Features: Casement
Interior Features: First Floor Bedroom, Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entrance Foyer, High Ceilings, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Soaking Tub, Washer/Dryer Hookup Wooded: Yes
Laundry: Electric Dryer Hookup, In Hall, Laundry Room, Washer Hookup Year Built: 2022
Lot Features: Back Yard, Front Yard, Part Wooded, Private, Restrictions, Secluded, Views, Waterfront  
High School: Shelter Island School
Middle School: Shelter Island School
Elementary School: Shelter Island School
School District: Shelter Island

Listed By

Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Phone: 631-749-1155

Shown By

Agency Title: Howard Hanna | Coach Realtors
Agency Phone: 800.321.RELO

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