About This Home

This 7-bedroom, 6-bathroom single family at 20 Prospect Avenue in Shelter Island Heights, NY is listed for $4,995,000 ($999 per sqft). the home offers 5,000 sqft of living space on a 1.20 acres lot.

Key Features

  • 1.20 acre lot
  • 4 stories
  • Waterfront

Property Details

4 stories
6 full
2-car garage

Amenities

WaterfrontView
Listing Description

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.

When 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.

Monthly Cost Estimate

$26,714/mo

20% down · 6.5% · 30 years

Principal$3,612
Interest$21,645
Insurance$1,457

Estimates only. Actual payments may vary.

Location

20 Prospect Avenue

Shelter Island Heights, NY 11965

Features & Amenities

Interior Features

Entrance Foyer

Property Details

Views

Ocean

Outdoor Features

Deck

Questions & Answers

This 7-bedroom, 6-bathroom single family at 20 Prospect Avenue is listed at $4,995,000 ($999/sqft). The estimated monthly payment is $26,714 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: 1.20 acre lot, 4 stories, Waterfront. Interior Features: Entrance Foyer.

This property is listed by Hedgerow Exclusive Team.

HT

Hedgerow Exclusive Team

Agent at Hedgerow Exclusive Properties

Listed by Hedgerow Exclusive Properties · Broker phone: 631-296-8543 · View on Broker Site · Broker website

MLS# 11242645· Source: My State MLS· 99 days on PropertySimple

Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

20 Prospect Avenue, Shelter Island Heights, NY 11965

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