$3,625,000

43 Gardiners Bay Drive, Shelter Island, NY 11964

  • 5 beds |
  • 5 baths |
  • 6,106 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1985
  • Property Lot Size Icon0.92acre lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $594/sqft
  • Property List Date Icon Listed 11 days ago

Property Description

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.

Listing Status:
Active
Data Last Updated:
June 26, 2026 at 9:21PM
Listing Office:
Daniel Gale Sothebys Intl Rlty : 631-749-1155
MLS ID:
1012419
  • General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Chefs KitchenDouble VanityEat-in KitchenEntertainment CabinetsEntrance FoyerHigh CeilingsKitchen IslandMarble CountersNatural WoodworkOpen FloorplanOpen KitchenPantryPrimary BathroomRecessed LightingSoaking TubSpeakersWalk-In Closet(s)
  • Rooms: Dining AreaHome OfficeLibrary/DenMedia Room
  • Appliances: CooktopDishwasherDryer
  • Laundry: Laundry RoomOther
  • Basement: FullPartially FinishedWalk-Out Access
  • Flooring: Ceramic TileConcreteHardwoodOther
  • A/C: Central Air
  • Heating: Forced AirHot WaterOil
  • Fireplace: Family RoomWood BurningFireplaceFireplaces: 1
  • General: LightingPlaygroundRain Gutters
  • Style: Farmhouse
  • Other Structures: PorchPatioCovered
  • Pool: In GroundOutdoor PoolPool Cover
  • Parking: DrivewayGarage
  • Windows: New WindowsScreens
  • General: Two
  • Originating MLS: onekey2
  • School District: Shelter Island
  • County: Suffolk County
  • Zoning: 0700-001-00-02-00-035-000
  • View: PanoramicTrees/WoodsWater
  • Fencing: Back Yard
  • Utilities: Cable AvailableElectricity ConnectedPropaneWater Connected
  • Water: Well
  • Sewer: CesspoolSeptic Tank
  • Source: onekey2

This listing courtesy of Daniel Gale Sothebys Intl Rlty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Similar Listings Nearby