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43 Gardiners Bay Drive

Shelter Island, NY, 11964

$3,290,000
5Bedrooms
5Bathrooms
6,106Interior sq ft
0.92Acres
1985Year built

AN INTRODUCTION

A closer look.

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

Property overview

Property type
Single Family Residence
Architecture
Farmhouse
Condition
Updated/Remodeled
Year built
1985
Lot size (sq ft)
40,075
Status
Active
Listed
2026-06-16
MLS number
KEY1012419

Interior & comfort

Interior features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, High Ceilings, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Speakers, Walk-In Closet(s)
Appliances
Cooktop, Dishwasher, Dryer
Heating
Forced Air, Hot Water, Oil
Cooling
Central Air
Basement
Full, Partially Finished, Walk-Out Access
Fireplaces
1

Outdoors & amenities

Exterior features
Lighting, Playground, Rain Gutters
Parking
Driveway, Garage
Garage spaces
1
Pool
In Ground, Outdoor Pool, Pool Cover
Views
Panoramic, Trees/Woods, Water

Schools & location

Postal town
Shelter Island
County
Suffolk County
School district
Shelter Island
Elementary school
Shelter Island School
Middle school
Shelter Island School
High school
Shelter Island School

Taxes & utilities

Annual property taxes
$14,714
Tax year
2026
Association
No
Water
Well
Sewer
Cesspool, Septic Tank

Listing courtesy of Daniel Gale Sothebys Intl Rlty · 631-749-1155
MLS #KEY1012419 · Active

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