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For sale
  • $6,250,000

    55 Shore Rd, Shelter Island, NY 11964

    6beds
    7,500sqft
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    Single Family Residence
    Built in ----
    1.33 Acres Lot
    $5,831,500 Zestimate®
    $833/sqft
    $-- HOA

    What's special

    Regulation-size racquetball courtHeated swimming poolExpansive wraparound deckWalk-in closetStone-front fireplaceBeautiful dining areaMirrored yoga room
    Introducing a luxurious 6-bedroom, 5.5-bathroom waterfront home in Shelter Island, NY. This modern beauty spans 1.31 acres and boasts 332' of private sandy beach*, along with two docks (one with water and electric) that accommodate a 5-6' low tide draft. Enjoy elevated views of Shelter Island Sound from the heated swimming pool and the expansive wraparound deck. With 7800 sq ft of living space on 2 stories and a finished lower level with full walkout, this property offers the perfect setting for residence, vacation, or entertainment. Step inside to be greeted by breathtaking sunsets through the spacious living room's floor-to-ceiling windows, complemented by a stone-front fireplace and a beautiful dining area. The sleek kitchen features granite countertops and top-of-the-line Wolf/Sub-Zero appliances, allowing the chef to enjoy the stunning views while preparing gourmet meals. The master suite is a sight to behold, featuring a waterside balcony, a walk-in closet, and a spa-like appointed bath with an infinity edge-style Whirlpool tub. Three of the five additional bedrooms offer Juliet balconies. This property also offers a mirrored yoga room, sauna, year-round gunite pool with a hot tub facing a wall of glass doors leading to the deck and beach, a regulation-size racquetball court, and a media room with a wet bar that seats 20+. Adjacent to the media room is a courtyard with fountains for sunning or meditation. The bar area leads to a second-story game room with a half bath and outdoor deck. Additionally, there is a gym room with a fireplace that opens up to the beach and dock. Located in a prime area near Sunset Beach Hotel, Pridwin Hotel, and Perlman Music Camp, this property offers resort-style living in Shelter Island. Don't miss the opportunity to own this exquisite waterfront retreat. *(subject to easement)
    42 days
    |
    818
    |
    29
    |

    Zillow last checked:

    Listed by:

    Corcoran Group 631-749-1600,

    Seth Madore - Associate Real Estate Broker 917-750-4102

    Source: Out East,MLS#: 381918

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Laundry, Office, Workshop
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 7,500
      • Total interior livable area: 7,500 sqft

      Property

      Parking
      • Parking features: GarageAttached
      • Has attached 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: 1.33 Acres

      Construction

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

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $833/sqft
      • Date on market: 5/19/2026
      • Lease term: Contact For Details

        Estimated market value

        $5,831,500

        $5.54M - $6.12M

        $7,507/mo

        Price history

        DateEventPrice
        5/19/2026Listed for sale$6,250,000-10.1%$833/sqft
        Source: Out East #381918 Report a problem
        4/14/2026Listing removed$6,950,000$927/sqft
        Source: NY State MLS #11637571 Report a problem
        2/11/2026Price change$6,950,000-12.6%$927/sqft
        Source: NY State MLS #11637571 Report a problem
        1/30/2026Listed for sale$7,950,000+38.3%$1,060/sqft
        Source: NY State MLS #11637571 Report a problem
        11/27/2025Listing removed$5,750,000$767/sqft
        Source: Out East #389521 Report a problem
        10/3/2025Price change$5,750,000-4.1%$767/sqft
        Source: Out East #389521 Report a problem
        9/11/2025Price change$5,995,000-7.7%$799/sqft
        Source: Out East #389521 Report a problem
        6/24/2025Listing removed$90,000$12/sqft
        Source: Zillow Rentals Report a problem
        6/24/2025Listed for sale$6,495,000-18.3%$866/sqft
        Source: Out East #389521 Report a problem
        4/4/2025Listing removed$7,950,000$1,060/sqft
        Source: Out East #379296 Report a problem
        4/4/2025Listed for rent$90,000$12/sqft
        Source: Zillow Rentals Report a problem
        10/2/2024Price change$7,950,000+14.4%$1,060/sqft
        Source: Out East #379296 Report a problem
        9/27/2024Price change$6,950,000-12.6%$927/sqft
        Source: Out East #379296 Report a problem
        8/22/2024Price change$7,950,000-11.2%$1,060/sqft
        Source: Out East #379296 Report a problem
        6/26/2024Price change$8,950,000-10.1%$1,193/sqft
        Source: Out East #379296 Report a problem
        2/29/2024Listed for sale$9,950,000+201.5%$1,327/sqft
        Source: Out East #379296 Report a problem
        2/29/2024Listing removed--
        Source: Zillow Rentals Report a problem
        2/15/2024Price change$90,000+500%$12/sqft
        Source: Zillow Rentals Report a problem
        11/18/2023Listed for rent$15,000-80%$2/sqft
        Source: Zillow Rentals Report a problem
        2/13/2019Listing removed$75,000$10/sqft
        Source: Corcoran Group Shelter Island Office #72384 Report a problem
        12/15/2018Listed for rent$75,000-31.8%$10/sqft
        Source: Corcoran Group Shelter Island Office #72384 Report a problem
        9/7/2018Listing removed$110,000$15/sqft
        Source: The Corcoran Group #72384 Report a problem
        5/2/2018Price change$110,000-29%$15/sqft
        Source: Shelter Island Office #72384 Report a problem
        9/16/2017Price change$155,000+55%$21/sqft
        Source: Shelter Island Office #72384 Report a problem
        2/23/2017Listed for rent$100,000$13/sqft
        Source: The Corcoran Group #72384 Report a problem
        7/2/2015Sold$3,300,000$440/sqft
        Source: Agent Provided Report a problem

        Public tax history

        Tax history is unavailable.

        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

        10 / 100
        Car-Dependent
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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