Skip main navigation
For sale
  • $1,845,000

    73 N Midway Rd, Shelter Island, NY 11964

    4beds
    2,296sqft
    Loading
    Single Family Residence
    Built in 1976
    0.88 Acres Lot
    $1,764,200 Zestimate®
    $804/sqft
    $-- HOA

    What's special

    Private driveExpansive lawn
    A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island's beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to "work from home" that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps.
    243 days
    |
    348
    |
    16
    |

    Zillow last checked:

    Listed by:

    Daniel Gale Sotheby's International Realty 631-764-3847,

    JoAnn Wind - Real Estate Sales Person 631-764-3847

    Source: Out East,MLS#: 391824

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Laundry, Office
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 2,296
      • Total interior livable area: 2,296 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 2
      • Pool features: Room for a Pool
      Lot
      • Size: 0.88 Acres
      Details
      • Parcel number: 0700014000300035005

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1976

      Community & HOA

      Location
      • Region: Shelter Island

      Financial & listing details

      • Price per square foot: $804/sqft
      • Tax assessed value: $1,698,000
      • Date on market: 11/1/2025
      • Lease term: Contact For Details

        Estimated market value

        $1,764,200

        $1.68M - $1.85M

        $6,843/mo

        Price history

        DateEventPrice
        3/28/2026Price change$1,845,000-2.6%$804/sqft
        Source: OneKey® MLS as distributed by MLS GRID #929830 Report a problem
        11/1/2025Listed for sale$1,895,000+16.5%$825/sqft
        Source: OneKey® MLS as distributed by MLS GRID #929830 Report a problem
        6/7/2022Sold$1,627,000+26.6%$709/sqft
        Source: Public Record Report a problem
        5/13/2020Listing removed$1,285,000$560/sqft
        Source: Corcoran - EE Shelter Island #258308 Report a problem
        11/6/2019Price change$1,285,000-1.2%$560/sqft
        Source: Corcoran Group #258308 Report a problem
        8/25/2019Listed for sale$1,300,000+55.7%$566/sqft
        Source: Corcoran Group #258308 Report a problem
        11/1/2018Listing removed$835,000$364/sqft
        Source: The Corcoran Group #34734 Report a problem
        9/30/2018Listed for sale$835,000$364/sqft
        Source: Corcoran Group #34734 Report a problem
        3/27/2018Listing removed$30,000$13/sqft
        Source: The Corcoran Group #79833 Report a problem
        2/7/2018Listed for rent$30,000$13/sqft
        Source: The Corcoran Group #79833 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $1,698,000 +90.8%
        2024-- $890,000
        2023-- $890,000
        2022-- $890,000
        2021-- $890,000 +1.7%
        2020-- $875,000 +61.1%
        2019-- $543,000 +4.2%
        2018-- $521,000 +3.2%
        2017$4,461 $505,000 +3.5%
        2016-- $488,000 +3.6%
        2015-- $471,000
        2014-- $471,000

        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

        25 / 100
        Car-Dependent
        22 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel