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Off market
  • $10,107,900

    29 Winthrop Rd, Shelter Island, NY 11964

    6beds
    9,230sqft
    SingleFamily
    Built in 1888
    1.7 Acres Lot
    $10,107,900 Zestimate®
    $1,095/sqft
    $7,659 Estimated rent

    Home value

    $10,107,900

    $8.89M - $11.62M

    $7,659/mo

    Zestimate® history
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    Owner options

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    $7,659/mo

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    Rent Zestimate®

    Refinance and save

    $68,910/mo

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    $68,910/mo

    Est. payment

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    What's special

    Gorgeous plantingsGarden spacesPrivate decksLarge living spacesCarriage houseExpansive closetsGreat room

    Carriage House, an extraordinary Shelter Island waterfront estate. Originally built in 1888, this magnificient home was reimagined, renovated and expanded in 2010. Sited on 1.7 acres overlooking Dering Harbor this treasure features interior and exterior spaces, with views and amenities beyond. Within the over 9000 sq foot interior are 6 en suite bedrooms and 4 additional powder rooms. Both the upper and main level primary bedrooms include expansive closets, fireplaces and private decks. Large living spaces filled with natural light include an expansive eat in kitchen and great room, 2 large living rooms, theater and a fabulous professional bar leading to the wine cellar below. There are 3 additional fireplaces throughout the main living areas of the home Outside there are gorgeous plantings and garden spaces, 166' of deep water dock and 600 feet of private beach with deeded mooring. Multiple upper and lower decks are perfect for sun worshippers and star gazers, after a swim in the gorgeous heated pool overlooking the harbor. The 4 Car garage and substantial dry storage below must be mentioned. This property is an entertainer's dream and Shelter Island is no longer a "best kept secret." Centrally located between North and South forks and less than a 5 minute ferry ride to all the Hamptons and North Fork have to offer.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 10
    • Full bathrooms: 6
    • 1/2 bathrooms: 4
    Heating
    • Other
    Cooling
    • Central
    Features
    • Basement: Partially finished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 9,230 sqft

    Property

    Parking
    • Parking features: Garage - Detached
    Features
    • Exterior features: Wood
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 1.70 Acres
    Details
    • Parcel number: 0700007000400015002

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    Materials
    • Wood
    Condition
    • Year built: 1888

    Community & neighborhood

    Location
    • Region: Shelter Island

    Price history

    DateEventPrice
    5/12/2023Sold$8,750,000-7.9%$948/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L3466044 Report a problem
    4/10/2023Pending sale$9,499,000$1,029/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3466044 Report a problem
    3/21/2023Listed for sale$9,499,000+137.5%$1,029/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3466044 Report a problem
    4/19/2020Listing removed$6,666$1/sqft
    Source: Shelter Island Heights #344114 Report a problem
    9/23/2019Price change$6,666-90.5%$1/sqft
    Source: Shelter Island Heights #344114 Report a problem
    5/1/2019Listed for rent$70,000$8/sqft
    Source: Shelter Island Heights #344114 Report a problem
    3/14/2019Sold$4,000,000+14.3%$433/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L2960018 Report a problem
    10/19/2007Sold$3,500,000$379/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $9,100,000 +47.1%
    2024-- $6,185,000
    2023-- $6,185,000
    2022-- $6,185,000
    2021-- $6,185,000 -6.1%
    2020-- $6,585,000 -9.3%
    2019-- $7,259,000 -1.1%
    2018-- $7,341,000 -1.6%
    2017$43,539 $7,460,000 +5.9%
    2016-- $7,042,000 +7%
    2015-- $6,580,000 +9%
    2014-- $6,035,000 +5.6%
    2013-- $5,715,000 +0.9%
    2012-- $5,665,000 -0.6%
    2011-- $5,700,000 +3.6%
    2010-- $5,500,000 +76.8%
    2009-- $3,110,000 +2.2%
    2008-- $3,043,700 +12.8%
    2007$13,782 +72.1%$2,698,600 +119.9%
    2005$8,010 -9.2%$1,227,000 -2.2%
    2004$8,820 +18.7%$1,254,300 +21.5%
    2003$7,428 -1%$1,032,400 +52.9%
    2002$7,505 $675,000
    2001-- $675,000
    2000$7,048 $675,000

    Find assessor info on the county website

    Neighborhood: 11964

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $10,107,900
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $10,107,900