21 Thompson RD, Shelter Island, NY 11964
$5,700,000
Est. payment /mo
$5,875,000
3.0%
Est.Price: ?

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2 Beds
2 Baths
1,504 SqFt
SOLD DATE : 04/07/2026

Key Details

Sold Price $5,700,000

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Sold

Purchase Type For Sale

Square Footage 1,504 sqft

Price per Sqft $3,789

MLS Listing ID 906564

Sold Date 04/07/26

Style Contemporary

Bedrooms 2

Full Baths 2

HOA Fees $18/ann

HOA Y/N Yes

Rental Info No

Year Built 2022

Annual Tax Amount $19,523

Lot Size 9.400 Acres

Acres 9.4

Property Sub-Type Single Family Residence

Source onekey2

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.

Location

State NY

County Suffolk County

Rooms

Basement Bilco Door(s), Full, Storage Space, Unfinished

Interior

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

Heating ENERGY STAR Qualified Equipment, Forced Air, Heat Pump

Cooling Central Air, ENERGY STAR Qualified Equipment

Flooring Hardwood

Fireplaces Number 1

Fireplaces Type Living Room, Masonry, Wood Burning

Fireplace Yes

Appliance Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Water Softener Owned

Laundry Electric Dryer Hookup, In Hall, Laundry Room, Washer Hookup

Exterior

Exterior Feature Balcony, Fire Pit, Lighting, Rain Gutters

Parking Features Driveway, Private

Utilities Available Cable Connected, Electricity Connected, Propane, Underground Utilities

Waterfront Description Beach Access,Beach Front,Creek,Sound,Waterfront

View Open, Panoramic, Skyline, Trees/Woods, Water

Garage false

Private Pool No

Building

Lot Description Back Yard, Front Yard, Part Wooded, Private, Restrictions, Secluded, Views, Waterfront

Foundation Concrete Perimeter

Sewer Cesspool, Septic Tank

Water Well

Level or Stories Two

Structure Type Batts Insulation,Cedar,Frame,Shake Siding,Shingle Siding

Schools

Elementary Schools Shelter Island School

Middle Schools Shelter Island School

High Schools Shelter Island

School District Shelter Island

Others

Senior Community No

Special Listing Condition None

Read Less Info

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OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Listed by Daniel Gale Sothebys Intl Rlty • Debra L. Von Brook Binder CBR
Bought with Daniel Gale Sothebys Intl Rlty

Nearby Locations

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Christine Sardinha

Christine Sardinha

+1(718) 404-4132

Broker Associate | License ID: 10301202073

Broker Associate License ID: 10301202073

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