32 Hilo Dr, Shelter Island Heights, NY, 11965
About This Home
This exceptional, fully remodeled traditional is the waterfront retreat buyers dream of-perched atop a scenic bluff in coveted Hilo Shores with breathtaking water views from nearly every room, including three of the four bedrooms. Designed for both elegant entertaining and relaxed coastal living, the home features 4 spacious bedrooms, 41/2 beautifully renovated baths, and a stunning chef's gourmet kitchen. The spectacular house-length veranda overlooks the heated waterside pool and offers sweeping views of West Neck Harbor-the perfect setting for sunset cocktails or morning coffee. A true boater's paradise, the property includes a deep-water dock plus additional mooring for two boats, providing effortless access to the water. Additional highlights include a wood-burning fireplace, outdoor shower with dressing room, expansive front lawn, and beautifully landscaped grounds. The finished walk-out lower level, complete with a full bath and private entrance, offers exceptional flexibility as a guest suite, media lounge, home office, or recreation space. Rarely does a home combine luxury, comfort, spectacular views, and premier boating amenities in such an extraordinary waterfront setting.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1986
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Yes
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Cooling
- Cooling features: Central Air
Interior Area
- Total structure area: 2,237
- Total interior livable area: 2,237 sqft
Property
Details
- Parcel number: 0700018000400009000
Features
- Stories: 2
- Private pool: Yes
- Pool features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- On waterfront: Yes
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Lot size: 1 Acres
Parking
- Parking features: None
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 | $27,785 | $333,420 |
| Home Insurance * | $2,597 | $31,164 |
| Property Taxes | $2,021 | $24,252 |
| Electricity | $369 | $4,436 |
| Total | $32,772 | $393,264 |
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 |
|---|---|---|
| 2026-05-20 | Listing removed | $69,000 |
| 2026-05-20 | Listed for sale | $5,495,000 |
| 2026-03-11 | Listed for rent | $69,000 |
| 2025-09-01 | Listing removed | $70,000 |
| 2025-04-21 | Price change | $70,000 |
| 2022-12-01 | Listed for rent | $69,000 |
| 2016-06-17 | Sold | $1,785,000 |
| 2008-03-17 | Sold | $2,100,000 |
| 2003-07-31 | Sold | $1,635,000 |
For Sale by Agent
View on Zillow