Single Family
43 Gardiners Bay Drive
Active · Shelter Island · Suffolk County, NY 11964
- Bedrooms
- 5 Beds
- Bathrooms
- 5 Baths
- Year built
- 1985
- Est. monthly taxes
- $1,226.17
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About this home
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 snapshot
- Days on site
- 59 days
- Listed on MLS
- Jun 16, 2026
- Full baths
- 4
- Half baths
- 1
- Annual property tax (MLS)
- $14,714
- Tax year
- 2026
- Area source (MLS)
- Public Records
- Listing brokerage
- Daniel Gale Sothebys Intl Rlty
- MLS ID
- KEY1012419
- Last updated
- Oct 17, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1985
- Garage
- Yes
- Garage spaces
- 1
- Parking
- Driveway, Garage
- Water source
- Well
- Sewer
- Cesspool, Septic Tank
- Utilities
- Cable Available, Electricity Connected, Propane, Water Connected
Interior features
- Basement
- Full, Partially Finished, Walk-Out Access
- Heating
- Forced Air, Hot Water, Oil
- Cooling
- Central Air
- Interior
- 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
- Flooring
- Ceramic Tile, Concrete, Hardwood, Other
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Farmhouse
- Construction materials
- Clapboard
- Exterior
- Lighting, Playground, Rain Gutters
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Shelter Island School
- Elementary school district
- Shelter Island
- Middle school
- Shelter Island School
- Middle school district
- Shelter Island
- High school
- Shelter Island School
- High school district
- Shelter Island
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $3,290,000
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.