21 Thompson Road, Shelter Island, NY, 11964

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$6,345,000
60 Days On Site

21 Thompson Road
Shelter Island, NY 11964

For Sale|Single Family Residence|Active
2
Beds
2
Total Baths
2
Full Baths
1,504
SqFt
$4,219
/SqFt
2022
Built
County:
Suffolk
Listing courtesy of Daniel Gale Sothebys Intl Rlty debravonbrookbinder@danielgale.com

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

21 Thompson Road21 Thompson Road21 Thompson Road21 Thompson Road
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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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Listing Snapshot
Price 
$6,345,000
Days On Site 
60 Days
Bedrooms 
2
Inside Area (SqFt) 
1,504 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
9.4 Acres
Year Built 
2022
MLS® Number 
906564
Status 
Active
Property Tax 
$19,523.32
HOA/Condo/Coop Fees 
$18.75 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 weeks agoPrice changed to $6,345,000
3 weeks agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Acres 
9.4
Cross Street 
Irene Lane
Disclosures 
Seller Property Disclosure
Levels 
Two
Parking 
DrivewayPrivate
Property Condition 
New Construction
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
CesspoolSeptic Tank
Style 
Contemporary
Utilities 
Cable ConnectedElectricity ConnectedPropaneUnderground Utilities
Water Source 
PrivateWell
Interior Features
Appliances 
DishwasherDryerElectric OvenElectric RangeElectric Water HeaterExhaust FanMicrowaveRefrigeratorWasherWater Softener Owned
Basement 
FullStorage SpaceUnfinished
Cooling 
Central AirENERGY STAR Qualified Equipment
Fireplace 
Yes
Fireplace Features 
Living RoomMasonryWood Burning
Fireplaces 
1
Flooring 
Hardwood
Heating 
ENERGY STAR Qualified EquipmentForced AirHeat Pump
Interior 
Built-in FeaturesCathedral Ceiling(s)Eat-in KitchenEntrance FoyerHigh CeilingsKitchen IslandNatural WoodworkOpen FloorplanPantryMaster DownstairsSoaking Tub
Laundry Features 
Electric Dryer HookupIn HallLaundry RoomWasher Hookup
Bathroom 2 
Level - FirstDescription - Hall bath with glass enclosed shower and marble counter and tile
Bedroom 2 
Level - FirstDescription - Bedroom with sliders to deck and beautiful waterview
Den 
Level - SecondDescription - Second Floor bedroom/library with balcony deck out sliding doors
Kitchen 
Level - FirstDescription - Custom kitchen with wood cabinetry, high end appliances, counter seating and built in banquet dining
Laundry 
Level - First
Living Room 
Level - FirstDescription - Vaulted living room with wood burning fireplace and stunning views of Smith Cove
Primary Bathroom 
Level - FirstDescription - Primary bathroom with marble counters and tile Soaking tub/shower
Primary Bedroom 
Level - FirstDescription - Primary bedroom with built in closets, en-suite bathroom, water-view with sliding doors to deck
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Exterior Features
Construction Details 
Batts InsulationCedarFrameShake SidingShingle Siding
Exterior 
BalconyFire PitLightingRain Gutters
Lot Features 
WaterfrontBack YardFront YardPrivateSecludedViews
Patio And Porch 
DeckPatio
View 
PanoramicSkylineTrees/WoodsWater
Waterfront Features 
Beach AccessBeach FrontCreekWaterfrontWaterfront Access
Waterview 
PanoramicSkylineTrees/WoodsWater
Community Features
Association Dues 
225
HOA Fee Frequency 
Annually
School District 
Shelter Island
Schools
School District
Shelter Island
Elementary School
Shelter Island School
Middle School
Shelter Island School
High School
Shelter Island School
Listing courtesy of Daniel Gale Sothebys Intl Rlty debravonbrookbinder@danielgale.com


Based on information submitted to the MLS GRID as of 2025-10-30 10:43 AM EDT. 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.

Neighborhood & Commute
Source: Walkscore
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