BEDS2
BATHS2 full
SQUARE FEET1,504
MLS#906564
STATUSPending
PROPERTY TYPEResidential - Single Family
SCHOOLShelter Island
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.
Property Features
Property Type: Residential - Single Family
Basement: Yes
Basement: Bilco Door(s), Full, Storage Space, Unfinished
Cooling: Central Air, ENERGY STAR Qualified Equipment
Fireplaces: 1
Heating: ENERGY STAR Qualified Equipment, Forced Air, Heat Pu
Home Style: Contemporary
Lot Size: 9.40 Acres
Taxes: $19,523
Year Built: 2022
Amenities
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
Balcony
Fire Pit
Lighting
Rain Gutters
Feature Descriptions
Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Water Softener Owned
Association Fee: $225/Annually
Association Fee Includes: Other
Attic: Pull Stairs
Beach Rights: Y
Days on Site: 185
Exterior: Batts Insulation, Cedar, Frame, Shake Siding, Shingle
Fireplace Features: Living Room, Masonry, Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
Heating Zones: 3
Laundry: Electric Dryer Hookup, In Hall, Laundry Room, Washer Hookup
Lot Features: Back Yard, Front Yard, Part Wooded, Private, Restrictions, Secluded, Views, Waterfront
Number Of Kitchens: 1
On Market Date: 2025-08-30
Parcel Number: 0700-024-00-01-00-018-000
Parking Features: Driveway, Private
Patio And Porch: Deck, Patio
Rental Term: Monthly
Road Responsibility: Public Maintained Road
Rooms Total: 6
Security Features: Smoke Detector(s)
Sewer: Cesspool, Septic Tank
Special View Info: Open, Panoramic, Skyline, Trees/Woods, Water
Utilities: Cable Connected, Electricity Connected, Propane, Underground Utilities
Water: Well
Waterfront Features: Beach Access, Beach Front, Creek, Sound, Waterfront
Window Features: Casement
Wooded: Yes
Local Schools
High School: Shelter Island School
Middle School: Shelter Island School
Elementary School: Shelter Island School
School District: Shelter Island
Estimate Your Payment
Estimated Payment
$ 33,047.66 per month $29,707.20 Principal & Interest $1,626.92 Property Tax $1,713.54 Homeowner's InsuranceChange Payment Information
Local Information
Listed By / Shown By
Listing By
Agency Name: Daniel Gale Sothebys Intl Rlty
Agency Contact: 631-749-1155
Shown By
Agent Name: Richie Krug Jr.
Agent Phone: (516) 673-8775
Agency Title: Coldwell Banker American Homes
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.
Privacy Policy / DMCA Notice / ADA Accessibility
This site is hosted, designed and copyright
© 1994 - 2026 by
Delta Media Group, Inc. -- Patent Pending --
21 Thompson Road | MLS# 906564
This single family home located at 21 Thompson Road, Shelter Island, NY 11964 is currently listed for sale with an asking price of $5,875,000. This property was built in 2022 and has 2 bedrooms and 2 full baths with 1504 sq. ft. Thompson Road is located within the Shelter Island school district. Search Shelter Island real estate on www.richiekrugjr.com today.