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For sale
  • $1,545,000

    66-A N Midway Rd, Shelter Island, NY 11964

    2beds
    1,488sqft
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    Single Family Residence
    Built in 1976
    1 Acres Lot
    $1,456,700 Zestimate®
    $1,038/sqft
    $-- HOA

    What's special

    Spring-fed pondOld mapleRaised stone fireplaceDeck overlooking the waterModest kitchen thoughtfully arrangedCircular driveLibrary lined with built-ins
    Set on the gentle slope of a spring-fed pond, this Shelter Island residence, similar in ways to a duplex, reveals itself not all at once, but in a series of calm, considered gestures. One enters by way of a circular drive that curves around an old maple and up a short path to a home that understands the value of sunlight, privacy, and practicality. Inside, the main floor offers a living room where light from the west falls generously across books, armchairs, and a raised stone fireplace. A modest kitchen, thoughtfully arranged, adjoins a small breakfast area, a fine place for morning coffee and a quiet view. Down the hall, the primary bedroom includes its own bath, set apart in a way that grants quiet. At the rear of the house, a library lined with built-ins opens to a deck overlooking the water, where the pond's surface shifts with wind and the passage of sunlight. Below, the lower level is wholly its own space - not merely an extension of the upstairs, but a dwelling with purpose. A living room, dining nook, full kitchen (one of two legally established in the house), bedroom, and bath occupy this floor, with sliding doors that open to a hidden stretch of land and a view that belongs almost entirely to ducks, frogs, turtles, and the birds that stop in from nearby Sachem's Woods. The pond has its own rhythm; Spring-fed and self-sustaining, it hums with life. And while the property is not far from the ferry, from shops, or from the beach, it feels content to exist slightly apart, offering its new owner not just a house, but a setting in which to think, observe, and live quietly among living things.
    25 days
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    440
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    12
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    Zillow last checked:

    Listing updated:

    Listed by:

    SAUNDERS & ASSOCIATES,

    Penelope Moore 917-208-5519

    Source: NY State MLS,MLS#: 11502807

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Bonus Room, Breakfast Room, Den, Dining Room, En Suite, Family Room, First Floor Bathroom, First Floor Master Bedroom, Formal Room, Great Room, Kitchen, Laundry Room, Library, Living Room, Master Bedroom, Media Room, Private Guest Room, Study
      Kitchen
      • Features: Separate, Laminate Counters
      Heating
      • Baseboard
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Dryer, Refrigerator, Oven, Washer, Water Heater
      Features
      • Flooring: Hardwood, Tile
      • Basement: Full,Finished,Kitchen,Walk-Out Access
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 1,488
      • Total interior livable area: 1,488 sqft
      • Finished area above ground: 1,488

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio, Open Porch, Deck
      • Fencing: Fenced
      • Has view: Yes
      • View description: Pond, Private, Scenic, Street, Water, Wooded
      • Has water view: Yes
      • Water view: Pond,Water
      • Waterfront features: Pond
      • Frontage length: 0
      Lot
      • Size: 1 Acres
      • Features: Trees
      Details
      • Parcel number: 0700014.00004000.060
      • Lease amount: $0

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Frame, Wood Siding
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1976
      • Major remodel year: 2017

      Utilities & green energy

      • Electric: Amps(0)
      • Sewer: Private Septic
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Shelter Island

      Financial & listing details

      • Price per square foot: $1,038/sqft
      • Tax assessed value: $1,157,000
      • Annual tax amount: $3,658
      • Date on market: 6/12/2026
      • Date available: 05/21/2025
      • Listing agreement: Exclusive

        Estimated market value

        $1,456,700

        $1.38M - $1.53M

        $5,950/mo

        Price history

        DateEventPrice
        6/12/2026Listed for sale$1,545,000$1,038/sqft
        Source: NY State MLS #11502807 Report a problem
        6/5/2026Listing removed$1,545,000$1,038/sqft
        Source: NY State MLS #11502807 Report a problem
        5/22/2026Listed for sale$1,545,000$1,038/sqft
        Source: NY State MLS #11502807 Report a problem
        12/18/2025Listing removed$1,545,000$1,038/sqft
        Source: NY State MLS #11502807 Report a problem
        8/28/2025Price change$1,545,000-7.8%$1,038/sqft
        Source: NY State MLS #11502807 Report a problem
        5/22/2025Listed for sale$1,675,000+544.2%$1,126/sqft
        Source: NY State MLS #11502807 Report a problem
        10/2/1998Sold$260,000$175/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $1,157,000 +103%
        2024-- $570,000
        2023-- $570,000
        2022-- $570,000
        2021-- $570,000 +1.8%
        2020-- $560,000 +0.2%
        2019-- $559,000 +0.4%
        2018-- $557,000 +13%
        2017$1,401 $493,000 +3.1%
        2016-- $478,000 +3.9%
        2015-- $460,000 +1.1%
        2014-- $455,000 +2.2%
        2013-- $445,000 -1.5%
        2012-- $452,000 -4.6%
        2011-- $474,000 +0.9%
        2010-- $470,000 -10.8%
        2009-- $527,000 -1.2%
        2008-- $533,200 +6.5%
        2007$1,904 -12.9%$500,500 +39.1%
        2005$2,185 +6.5%$359,800 +14.1%
        2004$2,052 +0.3%$315,200 +3.3%
        2003$2,046 -17.4%$305,000 +29.8%
        2002$2,476 $235,000
        2001-- $235,000
        2000$2,408 $235,000

        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

        27 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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