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For sale
  • Price cut: $251K (6/11)
    $2,199,000

    15 Dickerson Dr, Shelter Island, NY 11964

    3beds
    3,370sqft
    Loading
    Single Family Residence
    Built in 1987
    1 Acres Lot
    $2,051,300 Zestimate®
    $653/sqft
    $-- HOA

    What's special

    Contemporary waterfrontAngular rooflines
    Located on protected Menantic Creek flowing into West Neck Harbor with direct access to open water, this contemporary waterfront is designed for easy summer living. Set on approximately one acre, the property offers a balance of privacy and usable waterfront space. Angular rooflines and clerestory windows bring in consistent natural light while maintaining a sense of seclusion. The main living space is centered on a sculptural fireplace that anchors the room beneath radiating ceiling planes. Clean wall expanses were designed to accommodate artwork, while the open layout extends naturally to the dining area and out to a wraparound deck for outdoor living. A recently renovated kitchen with breakfast bar is set just off the main space. The primary suite offers direct access to the deck and a full bath with built-ins and vanity. Two additional first-floor bedrooms each open to their own outdoor areas and share a hall bath. The main level encompasses approximately 1,870A± sq. ft. The lower level adds approximately 1,500A± sq. ft. of recently renovated space, including a family room with wet bar, a bonus room, full bath, laundry area, and office, with doors and windows opening to outdoor patios. The grounds are arranged in tiers along the waterfront, with multiple areas for seating and entertaining, including a deck surrounding the Gunite pool, a patio, and a lawn stretching out to the dock, which has a floating platform, a boater's dream! Property taxes per annum as of 2025 are $9,708.
    147 days
    |
    869
    |
    65
    |

    Zillow last checked:

    Listed by:

    Saunders & Associates 631-749-5801,

    Penelope Moore - Associate Real Estate Broker 917-208-5519

    Source: Out East,MLS#: 383256

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Laundry, Office
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 3,370
      • Total interior livable area: 3,370 sqft

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 1
      • Has private pool: Yes
      • Pool features: Heated
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront
      • Frontage type: Waterfront
      Lot
      • Size: 1 Acres
      Details
      • Parcel number: 0700018000300034001

      Construction

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

      Community & HOA

      Location
      • Region: Shelter Island

      Financial & listing details

      • Price per square foot: $653/sqft
      • Tax assessed value: $2,166,000
      • Date on market: 3/31/2026
      • Lease term: Contact For Details

        Estimated market value

        $2,051,300

        $1.95M - $2.15M

        $7,581/mo

        Price history

        DateEventPrice
        6/11/2026Price change$2,199,000-10.2%$653/sqft
        Source: Out East #383256 Report a problem
        3/31/2026Listed for sale$2,450,000-7.5%$727/sqft
        Source: Out East #383256 Report a problem
        12/7/2025Listing removed$2,650,000$786/sqft
        Source: Out East #383256 Report a problem
        10/30/2025Price change$2,650,000-5.3%$786/sqft
        Source: Out East #383256 Report a problem
        5/27/2025Listed for sale$2,799,000-3.3%$831/sqft
        Source: Out East #383256 Report a problem
        5/14/2025Listing removed$2,895,000$859/sqft
        Source: Out East #383256 Report a problem
        8/9/2024Listed for sale$2,895,000+99.7%$859/sqft
        Source: NY State MLS #11331028 Report a problem
        12/17/2019Sold$1,450,000$430/sqft
        Source: Public Record Report a problem
        9/27/2019Sold$1,450,000-3%$430/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3083393 Report a problem
        8/8/2019Pending sale$1,495,000$444/sqft
        Source: Daniel Gale Sothebys Intl Rlty #3083393 Report a problem
        12/11/2018Listing removed$25,000$7/sqft
        Source: Daniel Gale Sothebys Intl Rlty #P1277736 Report a problem
        6/26/2018Listed for rent$25,000$7/sqft
        Source: Daniel Gale Sothebys Intl Rlty #P1277736 Report a problem
        3/23/2018Listing removed$25,000$7/sqft
        Source: M. Wein Realty Inc. #R278 Report a problem
        2/7/2018Listed for sale$1,495,000$444/sqft
        Source: Daniel Gale Sothebys Intl Rlty #2918976 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $2,166,000 +52.5%
        2024-- $1,420,000
        2023-- $1,420,000
        2022-- $1,420,000
        2021-- $1,420,000 +0.6%
        2020-- $1,412,000 +0.2%
        2019-- $1,409,000 -11.8%
        2018-- $1,597,000 -4.3%
        2017$9,472 $1,668,000 -3%
        2016-- $1,720,000 +7.5%
        2015-- $1,600,000 +6.3%
        2014-- $1,505,000 +12.3%
        2013-- $1,340,000 +1.3%
        2012-- $1,323,000 -2%
        2011-- $1,350,000 +1.1%
        2010-- $1,335,000 -10%
        2009-- $1,484,000 -1.2%
        2008-- $1,502,200 +1.4%
        2007$7,566 +8.3%$1,481,400 +42.4%
        2005$6,985 +5.5%$1,040,000 +13.2%
        2004$6,621 +10.1%$918,700 +13%
        2003$6,014 +16.9%$812,900 +80.6%
        2002$5,144 $450,000
        2001-- $450,000
        2000$4,745 $450,000
        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: 11964

        Getting around

        5 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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