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Sold for $4,250,000
  • $4,250,000

    19 Crooked Hwy, East Hampton, NY 11937

    6beds
    5,000sqft
    SingleFamily
    Built in 2000
    4.25 Acres Lot
    $4,966,300 Zestimate®
    $850/sqft
    $85,000 Estimated rent

    Home value

    $4,966,300

    $4.37M - $5.66M

    $85,000/mo

    Zestimate® history
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    $85,000/mo

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    $29,320/mo

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    $29,320/mo

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    What's special

    Gas fireplaceDouble-sided fireplaceChic media denNatural lightLarge deckAutomated gatesLuxury appliances
    Welcome to 19 Crooked Highway, a stunning retreat-like home available for rent. Newly renovated in 2022, the property offers resort-style living within easy reach of both Sag Harbor and East Hampton Villages, as well as renowned Hamptons ocean and bay beaches. This exceptional 6-bedroom, 6 full-bath, 1 half-bath estate with tennis spans 5,000 square feet, is situated on a sprawling lot of over 4 park-like acres, providing an unparalleled sense of privacy and luxury. Automated gates open to an enchanting drive and an exquisite home that artfully balances sophistication and comfort. Inside, the living spaces are designed for a premier entertaining experience. The beautifully appointed great room, bathed in natural light, shares a double-sided fireplace with a chic media den, complete with an elegant full bar. The open-plan kitchen is a chef's dream with luxury appliances, custom cabinetry, a large marble island, and a breakfast nook. Rounding off the main level is a swank, dark-hued dining lounge with a gas fireplace, perfect for enjoying a nightcap. Upstairs, six ensuite bedrooms provide serenity for family and guests alike with spacious interiors and high ceilings, uniquely all on one level. The primary suite, ensconced in natural seagrass, is a place for rest and relaxation after a day in the sun, along with an opulent primary bath with double vanity, steam shower, jetted tub, and Toto Neorest. The residence provides a three-car garage and a 2,300 SF unfinished lower level with high ceilings. Outside, the property boasts an array of unrivaled amenities, including a large deck with multiple entertaining spaces, a hot tub, an outdoor shower, and a picturesque pool overlooking the lushly landscaped grounds. Enjoy afternoons playing a game of tennis, pickleball, or bocce, or bring guests to the playground and manmade pond with waterfall & fire pit. The East Hampton location is highly coveted, within minutes of two of the East End's most popular villages while remaining secluded and quiet. 19 Crooked Highway offers a rare opportunity to embrace both luxury and leisure, truly like having a private resort.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Family Room, Laundry Room, Library, Office
    Heating
    • Fireplace
    Cooling
    • Central Air
    Features
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 5,000 sqft

    Property

    Parking
    • Parking features: Attached, Other
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Stories: 2
    • Exterior features: Architecture Style: traditional, Broker Exclusive, Tennis Court(s)
    • Has private pool: Yes
    • Has spa: Yes
    • Spa features: Hottub Spa
    Lot
    • Size: 4.25 Acres
    Details
    • Parcel number: 0300112000100002003

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2000

    Community & HOA

    Community
    • Features: Tennis Court(s)
    HOA
    • Amenities included: Pool, Tennis Court(s)
    Location
    • Region: East Hampton

    Financial & listing details

    • Price per square foot: $850/sqft
    • Tax assessed value: $20,250
    • Date on market: 4/11/2025
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    9/1/2025Listing removed$125,000$25/sqft
    Source: Zillow Rentals Report a problem
    4/11/2025Listed for rent$125,000+566.7%$25/sqft
    Source: Zillow Rentals Report a problem
    6/21/2024Sold$4,250,000-5.5%$850/sqft
    Source: Public Record Report a problem
    5/14/2024Pending sale$4,495,000$899/sqft
    Source: Out East #378902 Report a problem
    2/21/2024Listed for sale$4,495,000+66.5%$899/sqft
    Source: Out East #378902 Report a problem
    2/17/2022Sold$2,700,000+63.6%$540/sqft
    Source: Public Record Report a problem
    1/29/2021Listing removed--
    Source: Out East Report a problem
    10/26/2020Sold$1,650,000-17.5%$330/sqft
    Source: Public Record Report a problem
    10/9/2020Listed for rent$18,750-90.4%$4/sqft
    Source: East Hampton #81500 Report a problem
    7/7/2020Listing removed$1,999,000$400/sqft
    Source: Compass #42898 Report a problem
    11/13/2019Listed for sale$1,999,000$400/sqft
    Source: Saunders & Associates #42898 Report a problem
    9/20/2019Pending sale$1,999,000-12.9%$400/sqft
    Source: Compass #42898 Report a problem
    8/8/2018Price change$2,295,000-8%$459/sqft
    Source: Compass #42898 Report a problem
    4/12/2018Price change$2,495,000-9.3%$499/sqft
    Source: Compass #42898 Report a problem
    2/21/2018Listed for sale$2,750,000-6.8%$550/sqft
    Source: Compass #42898 Report a problem
    11/27/2017Listing removed$2,950,000$590/sqft
    Source: Compass #42898 Report a problem
    9/21/2017Price change$2,950,000-1.5%$590/sqft
    Source: Compass #42898 Report a problem
    8/22/2017Listed for sale$2,995,000+950.9%$599/sqft
    Source: Saunders & Associates #42898 Report a problem
    5/22/2015Listing removed$195,000$39/sqft
    Source: Nest Seekers International Report a problem
    5/16/2015Listed for rent$195,000$39/sqft
    Source: Nest Seekers International Report a problem
    1/14/1999Sold$285,000$57/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $20,250
    2024-- $20,250
    2023-- $20,250
    2022-- $20,250 -19.5%
    2021-- $25,150
    2020-- $25,150
    2019-- $25,150
    2018-- $25,150
    2017$22,839 $25,150
    2016-- $25,150
    2015-- $25,150
    2014-- $25,150
    2013-- $25,150
    2012-- $25,150
    2011-- $25,150
    2007$18,316 +21.5%$25,150
    2005$15,075 +10.4%$25,150
    2004$13,658 +1%$25,150
    2003$13,519 +1.2%$25,150
    2002$13,356 $25,150
    Find assessor info on the county website

    Neighborhood: Northwest Harbor

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $4,966,300
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $4,966,300