




20 Prospect Ave, Shelter Island Heights, NY, 11965
About This Home
Introducing Aquarelle at 20 Prospect Ave, an iconic piece of Shelter Island Heights history. Built in 1883, this distinguished home holds a cherished place among the original residences in this esteemed neighborhood, now classified as a national historic district. Once upon Prospect Avenue, once known as Divinity Hill, you'll find yourself transported to a time when Methodist ministers from New York flocked to this area in the late 1800s to worship at the Union Chapel in the Grove. These devout individuals constructed the houses along Divinity Hill, including 20 Prospect Ave. Originally, these homes did not have kitchens, as residents would either gather at the Chequit Inn for communal meals or have their meals delivered by donkey cart. One notable feature of this remarkable property is its expansive porch, which served as a sleeping porch during hot summer nights long before the invention of air conditioning. The architectural details evoke a sense of nostalgia, connecting you to the past while offering modern comforts. Named Aquarelle by its current owners, this home carries the essence of watercolor, paying homage to the owner's acclaimed career as a renowned watercolor artist. Every corner of this residence is imbued with creativity and inspiration. Additionally, the lower level offers a separate finished living space boasting abundant water views, kitchenette & bath, which can be utilized as a guest apartment or home office. Now, this historic gem stands as an extraordinary opportunity for the discerning buyer. Experience the rich heritage of Shelter Island Heights while shaping the future of this exceptional property. Embrace the chance to own a piece of history and create a masterpiece of your own.
Getting Around
Schools
Construction
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Basement: No
Bedrooms & Bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 6
Interior Area
- Total structure area: 5,000
- Total interior livable area: 5,000 sqft
Property
Features
- Private pool: Yes
- 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: 1.20 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 | $25,257 | $303,084 |
| Home Insurance * | $2,361 | $28,332 |
| Property Taxes | $6,743 | $80,916 |
| Electricity | $826 | $9,915 |
| Total | $35,187 | $422,244 |
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)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2025-10-18 | Listed for sale | $4,995,000 |
| 2025-08-05 | Pending sale | $4,995,000 |
| 2025-02-13 | Price change | $4,995,000 |
| 2024-06-11 | Listed for sale | $5,450,000 |
For Sale by Agent
