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For sale
  • $3,995,000

    60 Westmoreland Dr, Shelter Island Heights, NY 11965

    4beds
    2,854sqft
    Loading
    Single Family Residence
    Built in 1987
    1.4 Acres Lot
    $3,728,000 Zestimate®
    $1,400/sqft
    $-- HOA

    What's special

    Two car garageLarge deckHeated gunite poolPatio with outdoor kitchenBalcony deckJaccuzzi tubStone fireplace
    Stunning waterfront views overlooking West Neck Bay in the Westmoreland area of Shelter Island. This 4 bedroom, 3.5 bath Contemporary on 1.4 beautiful acres has an open plan living and dining area with stone fireplace, beamed and vaulted ceilings with expansive glass across the waterside overlooking a large deck, heated gunite pool, patio with outdoor kitchen, gazebo and dock. The main floor also has a kitchen with waterview, convenient pantry, 1/2 bath, art studio overlooking a charmingly landscaped water lily pond with specimen plants and flowers plus a two car garage on the west side of the common areas and full bath with two bedrooms, one of which has water views and deck, on the east side. The second floor is accessed by two staircases leading to a large primary ensuite bedroom with private bath, jaccuzzi tub, separate shower, office and balcony deck on one side and a private guest suite with bath and balcony deck on the other. The views from this floor are spectacular. The large finished basement has access to a stone patio leading out to the waterfront and has ample storage and utility rooms. The waterside is an amazing area for entertaining and relaxation with beautiful heated pool, patio, deck, reading, hammock and grilling areas. The property is lovingly landscaped and accessed by a private drive with large parking area. Fully heated with central air conditioning and extensive solar panelling, this home makes a wonderful vacation or year round living experience surrounded by nature, open skies and sea.
    129 days
    500
    22

    Zillow last checked:

    Listed by:

    Corcoran Group,

    Gina Surerus - Associate Real Estate Broker 631-276-3520

    Source: Out East,MLS#: 395238

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Laundry, Office
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 2,854
      • Total interior livable area: 2,854 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: GarageDetached
      • Has garage: Yes
      Features
      • Stories: 2
      • Has private pool: Yes
      • Pool features: Heated
      • Has spa: Yes
      • Spa features: Heated
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront
      • Frontage type: Waterfront
      Lot
      • Size: 1.4 Acres
      Details
      • Parcel number: 0700017000200011005

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1987

      Community & HOA

      Community
      • Features: Room for a Tennis Court
      Location
      • Region: Shelter Island Heights

      Financial & listing details

      • Price per square foot: $1,400/sqft
      • Tax assessed value: $3,508,000
      • Date on market: 4/26/2026
      • Lease term: Contact For Details

        Estimated market value

        $3,728,000

        $3.54M - $3.91M

        $7,679/mo

        Price history

        DateEventPrice
        4/26/2026Listed for sale$3,995,000+107.5%$1,400/sqft
        Source: Out East #395238 Report a problem
        8/15/2014Sold$1,925,000$674/sqft
        Source: Public Record Report a problem
        5/3/2012Listing removed$80,000$28/sqft
        Source: Daniel Gale Sotheby's International Realty #*1125051 Report a problem
        1/31/2012Listed for rent$80,000$28/sqft
        Source: Daniel Gale Sotheby's International Realty #*1125051 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $3,508,000 +53.3%
        2024-- $2,289,000
        2023-- $2,289,000
        2022-- $2,289,000
        2021-- $2,289,000 +0.1%
        2020-- $2,287,000 +2.2%
        2019-- $2,237,000 -0.1%
        2018-- $2,240,000 +2.8%
        2017$13,285 $2,179,000 +3%
        2016-- $2,115,000 +7.1%
        2015-- $1,975,000 +3.9%
        2014-- $1,900,000 -5.9%
        2013-- $2,020,000 +1.1%
        2012-- $1,999,000 -2%
        2011-- $2,040,000 -5.3%
        2007$10,997 +10.1%$2,153,300 +44.8%
        2005$9,987 +4.4%$1,487,000 +12%
        2004$9,565 +17.6%$1,327,300 +20.7%
        2003$8,135 +60.5%$1,099,600 +36.4%
        2002$5,067 $806,000
        2001-- $806,000
        2000$8,499 $806,000
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11965

        Getting around

        0 / 100
        Car-Dependent
        18 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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