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For sale
  • Price cut: $305K (7/6)
    $2,595,000

    11 Prospect Ave, Shelter Island, NY 11964

    3beds
    1,994sqft
    Loading
    Single Family Residence
    Built in 1890
    5,227 Square Feet Lot
    $2,452,300 Zestimate®
    $1,301/sqft
    $-- HOA

    What's special

    Expansive windowsPeriod detailsNatural lightGracious oversized covered porchGenerously sized bathWell-appointed guest bedroomsPicturesque water views
    Gracefully positioned in the heart of Shelter Island Heights, this timeless residence has been thoughtfully renovated and restored to honor its original character while seamlessly incorporating today's modern comforts. Rich in architectural charm and classic detail, the home offers an elegant blend of historic beauty and refined living. A gracious, oversized covered porch welcomes you upon arrival, providing the perfect setting to relax and enjoy the property's elevated position and picturesque water views. Inside, a warm and inviting foyer opens to beautifully proportioned living spaces, where natural light, period details, and a sense of understated sophistication create an atmosphere of effortless elegance. Toward the rear of the home, a formal dining room and well-appointed kitchen serve as the heart of the residence. Expansive windows and French doors bathe the interiors in natural light while creating a seamless connection to the surrounding landscape and outdoor living spaces. The second level is highlighted by a spacious primary suite featuring a generously sized bath, accompanied by two well-appointed guest bedrooms designed for comfort and privacy. The third floor offers a versatile retreat, ideal as a media room, den, home office, or additional gathering space for family and guests. Outside, the beautifully landscaped grounds provide a private sanctuary framed by mature trees and established plantings, creating a tranquil setting for relaxation and entertaining alike. Ideally situated just moments from the coveted Shelter Island Heights Beach Club, tennis courts, golf, marinas, shops, and beloved local restaurants, this exceptional offering presents a rare opportunity to own a meticulously restored home in one of Shelter Island's most desirable and historic neighborhoods.
    48 days
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    446
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    26
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    Zillow last checked:

    Listed by:

    Douglas Elliman Real Estate,

    Michael Brennan - Real Estate Sales Person 917-664-3017

    Source: Out East,MLS#: 396187

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 1,994
      • Total interior livable area: 1,994 sqft

      Property

      Parking
      • Parking features: GarageDetached
      • Has garage: Yes
      Features
      • Stories: 3
      Lot
      • Size: 5,227 Square Feet
      Details
      • Parcel number: 0700006000200002000

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1890

      Community & HOA

      Location
      • Region: Shelter Island

      Financial & listing details

      • Price per square foot: $1,301/sqft
      • Tax assessed value: $1,833,000
      • Date on market: 6/10/2026
      • Lease term: Contact For Details

        Estimated market value

        $2,452,300

        $2.33M - $2.57M

        $7,193/mo

        Price history

        DateEventPrice
        7/6/2026Price change$2,595,000-10.5%$1,301/sqft
        Source: Out East #396187 Report a problem
        6/10/2026Listed for sale$2,900,000+166.7%$1,454/sqft
        Source: Out East #396187 Report a problem
        6/11/2025Listing removed$3,500$2/sqft
        Source: Zillow Rentals Report a problem
        4/24/2025Listed for rent$3,500-37.5%$2/sqft
        Source: Zillow Rentals Report a problem
        7/31/2019Listing removed$5,600+40%$3/sqft
        Source: The Corcoran Group #62098 Report a problem
        4/23/2019Price change$4,000-60%$2/sqft
        Source: Shelter Island #4385 Report a problem
        11/17/2018Price change$10,000+100%$5/sqft
        Source: Shelter Island Heights Report a problem
        2/7/2018Listed for rent$5,000$3/sqft
        Source: Shelter Island Heights Office #49174 Report a problem
        8/10/2009Sold$1,087,500+165.2%$545/sqft
        Source: Public Record Report a problem
        10/8/2003Sold$410,000$206/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $1,833,000 +87.4%
        2024-- $978,000
        2023-- $978,000
        2022-- $978,000
        2021-- $978,000 +1%
        2020-- $968,000 -12.2%
        2019-- $1,103,000 +0.4%
        2018-- $1,099,000 +2.7%
        2017$6,518 $1,070,000 +4.4%
        2016-- $1,025,000 +3.1%
        2015-- $994,000 +3.5%
        2014-- $960,000 +3.2%
        2013-- $930,000 +0.2%
        2012-- $928,000 -4.8%
        2011-- $975,000 +19.5%
        2010-- $816,000 -0.5%
        2009-- $820,000 -1%
        2008-- $828,300 +5.4%
        2007$4,012 +49.3%$785,500 +96.4%
        2005$2,687 -4.7%$400,000 +2.2%
        2004$2,820 -2.6%$391,300
        2003$2,895 +7.7%$391,300 +63%
        2002$2,687 $240,000
        2001-- $240,000
        2000$2,554 $240,000
        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

        32 / 100
        Car-Dependent
        22 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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