43 Gardiners Bay Dr, Shelter Island Heights, NY, 11965
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1985
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Yes
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Cooling
- Cooling features: Central Air
Features
- Fireplace: Yes
Interior Area
- Total structure area: 6,106
- Total interior livable area: 6,106 sqft
Property
Details
- Parcel number: 0700001000200035000
Features
- Stories: 2
- Private pool: Yes
Lot
- Lot size: 0.92 Acres
Parking
- Parking features: GarageDetached
- Has garage: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Coastal Flooding
- Hurricane
- Inland Flooding
- Winter Weather
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Suffolk County and New York
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $18,329 | $219,948 |
| Home Insurance * | $1,713 | $20,556 |
| Property Taxes | $1,370 | $16,440 |
| Electricity | $1,009 | $12,108 |
| Total | $22,421 | $269,052 |
Income You'd Need if You Spent...
New York FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-06-16 | Listed for sale | $3,625,000 |
| 2026-04-30 | Listing removed | $3,700,000 |
| 2025-08-19 | Listed for sale | $3,700,000 |
| 2025-08-07 | Listing removed | $3,700,000 |
| 2025-07-16 | Price change | $3,700,000 |
| 2025-04-11 | Listed for sale | $3,900,000 |
| 2023-09-05 | Listing removed | -- |
| 2023-04-22 | Listed for rent | $30,000 |
| 2022-01-01 | Listing removed | -- |
| 2021-08-31 | Listed for rent | $30,000 |
| 2021-08-01 | Listing removed | -- |
| 2021-06-21 | Price change | $30,000 |
| 2021-06-15 | Price change | $40,000 |
| 2021-01-04 | Listed for rent | $15,000 |
| 2018-07-11 | Listing removed | $9,500 |
| 2018-05-02 | Listed for rent | $9,500 |
| 2014-04-28 | Sold | $815,000 |
For Sale by Agent
View on Zillow