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For sale
  • Price cut: $100K (6/13)
    $2,395,000

    100 S Midway Rd, Shelter Island, NY 11964

    4beds
    2,300sqft
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    Single Family Residence
    Built in 1986
    0.94 Acres Lot
    $2,335,800 Zestimate®
    $1,041/sqft
    $-- HOA

    What's special

    Wood burning fireplaceSpacious contemporaryThree bathsPlay roomBeautiful stone surroundLower level walkoutFour bedrooms
    A stone's throw from popular Wades Beach this spacious contemporary is situated on an acre of park like grounds. Four bedrooms, three baths. Living room with vaulted ceilings and wood burning fireplace. Chef's kitchen with open floor plan. Lower level walkout with library/family room, play room, and laundry. Large decks overlooking a heated gunite swimming pool with beautiful stone surround. Exclusive: $2.395M
    64 days
    |
    286
    |
    10
    |

    Zillow last checked:

    Listed by:

    Dering Harbor Real Estate 631-456-0051,

    Angelo Piccozzi - Associate Real Estate Broker 631-456-0051

    Source: Out East,MLS#: 395237

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Laundry
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 2,300
      • Total interior livable area: 2,300 sqft

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 2
      • Has private pool: Yes
      Lot
      • Size: 0.94 Acres
      Details
      • Parcel number: 0700023000100035004

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1986

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $1,041/sqft
      • Tax assessed value: $2,286,000
      • Date on market: 4/26/2026
      • Lease term: Contact For Details

        Estimated market value

        $2,335,800

        $2.22M - $2.45M

        $7,755/mo

        Price history

        DateEventPrice
        6/13/2026Price change$2,395,000-4%$1,041/sqft
        Source: NY State MLS #11732344 Report a problem
        4/26/2026Listed for sale$2,495,000+56.9%$1,085/sqft
        Source: Out East #395237 Report a problem
        6/11/2015Sold$1,590,000-5.1%$691/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L2697121 Report a problem
        6/3/2015Pending sale$1,675,000$728/sqft
        Source: Daniel Gale Sotheby's International Realty #2697121 Report a problem
        8/9/2014Listed for sale$1,675,000+11.7%$728/sqft
        Source: Daniel Gale Agency Inc #2697121 Report a problem
        12/17/2011Listing removed$1,500,000$652/sqft
        Source: The Corcoran Group #52962 Report a problem
        5/2/2011Listed for sale$1,500,000+53.8%$652/sqft
        Source: The Corcoran Group #52962 Report a problem
        3/31/2006Sold$975,000$424/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $2,286,000 +68.1%
        2024-- $1,360,000
        2023-- $1,360,000
        2022-- $1,360,000
        2021-- $1,360,000 +1%
        2020-- $1,347,000 +0.2%
        2019-- $1,344,000 +0.3%
        2018-- $1,340,000 +3.2%
        2017$7,947 $1,298,000 +8.2%
        2016-- $1,200,000 +3.4%
        2015-- $1,161,000 +1.6%
        2014-- $1,143,000 +3%
        2013-- $1,110,000 +0.3%
        2012-- $1,107,000 -1.2%
        2011-- $1,120,000 +2.8%
        2010-- $1,090,000 -9.4%
        2009-- $1,203,000 -0.8%
        2008-- $1,213,100 +11.2%
        2007$5,570 +19.3%$1,090,600 +56.9%
        2005$4,668 +14.1%$695,000 +22.4%
        2004$4,090 +28.1%$567,600 +31.5%
        2003$3,194 -14%$431,700 +32.8%
        2002$3,715 $325,000
        2001-- $325,000
        2000$3,427 $325,000

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11964

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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