$4,300,000

Estimated payment $25,434/month

Total Views 708
6 Beds
4.5 Baths
4,957 Sq Ft
$867 Price per Sq Ft

Highlights

  • Hot Property
  • Heated In Ground Pool
  • Waterfront
  • River Access
  • Gourmet Kitchen
  • 2.02 Acre Lot

About This Home

A Rare Shelter Island Gem with Timeless Soul

Welcome to a truly extraordinary waterfront estate where history, elegance, and coastal luxury converge. Set on the coveted Westmoreland Drive, this stunning 1901 Tudor has been masterfully restored - blending old-world charm with modern sophistication.

Inside, you’ll be transported by original plaster walls and six dramatic fireplaces, thoughtfully paired with today’s comforts: central air, upgraded heating, and energy-conscious insulation throughout the upper floors. The chef’s kitchen, the heart of the home, has been reimagined with top-tier finishes and a newly added butler’s pantry - perfect for hosting with ease.

With six bedrooms and four and a half baths, there’s ample space for family, friends, and guests to gather and unwind. Whether you’re curling up by the fire, hosting summer soirées on the classic brick patio, or floating in the 20x50 heated Gunite pool, every moment here feels timeless.

Beyond the manicured grounds, a deep-water dock awaits - ideal for multiple boats and offering direct access to Shelter Island’s pristine waters.

Listing Agent

Carl Gambino

Compass Greater NY LLC Brokerage Phone: 631-629-7675 License #10401395712 Listed on: 08/09/2025

Compass Greater NY LLC

Co-Listing Agent

Marco Maida

Compass Greater NY LLC Brokerage Phone: 631-629-7675 License #10401342773

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $22,698

Year Built

  • Built in 1901

Lot Details

  • 2.02 Acre Lot
  • Waterfront

Home Design

  • Tudor Architecture
  • Frame Construction

Interior Spaces

  • 4,957 Sq Ft Home
  • Built-In Features
  • Beamed Ceilings
  • Chandelier
  • Wood Burning Fireplace
  • Living Room with Fireplace
  • 6 Fireplaces

Kitchen

  • Gourmet Kitchen
  • Stainless Steel Appliances

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Fireplace in Bedroom

Outdoor Features

  • Heated In Ground Pool
  • River Access

Schools

  • Shelter Island Elementary And Middle School
  • Shelter Island High School

Utilities

  • Forced Air Heating and Cooling System
  • Well
  • Septic Tank

Listing and Financial Details

  • Assessor Parcel Number 0700-018-00-01-00-033-001

Home Details

Home Type

Single Family

Est. Annual Taxes

$22,698

Year Built

Built in 1901

Lot Details

0

Listing Details

  • Property Type: Residential
  • Architectural Style: Tudor
  • Property SubType: Single Family Residence
  • Year Built: 1901
  • Attribution Contact: 631-629-7675
  • Co List Office Mls Id: KEYCMPA15
  • Co List Office Phone: 631-251-8644
  • Carport Y N: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Stainless Steel Appliance(s)
  • Interior Amenities: Beamed Ceilings, Built-in Features, Chandelier, Chefs Kitchen, Original Details
  • Fireplaces: 6
  • Fireplace Features: Bedroom, Family Room, Living Room, Wood Burning
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Total Bedrooms: 6
  • Fireplace: Yes
  • Living Area: 4957
  • Basement YN: No

Exterior Features

  • Construction Materials: Frame
  • Waterfront Features: River Access
  • Pool Features: Electric Heat, In Ground
  • Pool Private: Yes
  • Waterfront: Yes

Garage/Parking

  • Garage: No

Utilities

  • Cooling: Central Air
  • Heating: Forced Air
  • Sewer: Septic Tank
  • Utilities: Electricity Available
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Shelter Island School

Lot Info

  • Lot Size Acres: 2.02
  • Lot Size Sq Ft: 87991
  • Building Area Total: 4957
  • Parcel Number: 0700-018-00-01-00-033-001
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 22697.66
  • Tax Year: 2025

MLS Schools

  • Elementary School: Shelter Island School
  • High School: Shelter Island School
  • Middle School District: Shelter Island

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/09/2025 08/09/25 For Sale $4,300,000 -- $867 / Sq Ft
Source: OneKey® MLS

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Source: OneKey® MLS

MLS Number: 899084

OneKey® MLS