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    House for rent
  • $32,083/mo

    Fees may apply

    25 Winding Way, Water Mill, NY 11976

    6beds
    6,500sqft

    Price may not include required fees and charges. Learn more|

    Singlefamily
    Available now
    Central air
    Attached garage parking
    Fireplace
    Contact manager for more details about this home.

    What's special

    Wood burning fireplaceCovered porchFinished lower levelMeticulously manicured rear yardBreathtaking vistaNaturally bright open flowGracious foyer
    Rental Registration #: RP250930 Annual rental available beginning October 1, 2026. An elegant home nestled in the serene and picturesque landscape of the East End. With its strategic positioning and graceful design, it possesses an unparalleled perspective of its surroundings, allowing residents to immerse themselves in the beauty of nature. Privacy is ensured by the mature plantings lining the winding driveway, creating a tranquil retreat for residents and guests alike. The interior of the home radiates elegance and sophistication, and an array of luxurious amenities. Close to 6500' of living space on 3 levels offers 6+ bedrooms, 6.5 Luxe baths, 5 fireplaces and finished lower level. A gracious Foyer unfolds into a naturally bright open flow that consists of Living, dining and a deluxe gourmet kitchen where every detail has been meticulously crafted for comfort and convenience. Cozy up around the wood burning fireplace while enjoying the breathtaking vista. Sound system on this level as well as the pool area. Completing the main floor there is a Junior primary suite, a 15x23 custom mudroom with laundry and attached 2 car garage with EV plug. Upstairs the Primary bedroom suite features a fireplace and a private balcony with open views. Three other generous bedrooms suites, a study/media room and a convenient 2nd laundry room completes the upper level. The finished lower level unfolds to a media room with fireplace, a well- proportioned bedroom, lovely marble bath and gym/multi use room. Outdoor living is taken to new heights with the meticulously manicured rear yard, complete with a covered porch, heated 20'x40' gunite pool, sound system and an outdoor shower. Top of the line outdoor grill station promises endless opportunities for al fresco dining and entertaining. Located in sought-after Water Mill, this lovely home is just moments away from the Ocean or Vineyard, offering residents easy access to leisurely activities and premium amenities. Whether it's a day at the Beach or an evening in Southampton Village, this idyllic retreat offers the perfect balance of tranquility and convenience. [[Rental Registration # RP250930]]
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    Listing updated:

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    Facts & features

    Interior

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

    Property

    Parking
    • Parking features: Attached, Other
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Stories: 2
    • Exterior features: Architecture Style: traditional, Broker Exclusive
    • Has private pool: Yes
    • Pool features: Pool

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2022

    Community & HOA

    HOA
    • Amenities included: Pool
    Location
    • Region: Water Mill

    Financial & listing details

    • Lease term: Contact For Details

    Price history

    DateEventPrice
    4/21/2026Listed for rent$32,083-72.5%$5/sqft
    Source: Zillow Rentals Report a problem
    3/10/2026Listing removed$116,666$18/sqft
    Source: Zillow Rentals Report a problem
    3/1/2026Listed for rent$116,666+263.6%$18/sqft
    Source: Zillow Rentals Report a problem
    1/6/2026Listing removed$6,345,000$976/sqft
    Source: Out East #387466 Report a problem
    5/11/2025Price change$6,345,000-2.3%$976/sqft
    Source: Out East #387466 Report a problem
    3/25/2025Listed for sale$6,495,000-7.1%$999/sqft
    Source: Out East #387466 Report a problem
    4/4/2024Listing removed$6,995,000$1,076/sqft
    Source: Out East #376323 Report a problem
    9/25/2023Listing removed--
    Source: Zillow Rentals Report a problem
    9/25/2023Listed for sale$6,995,000$1,076/sqft
    Source: Out East #376323 Report a problem
    9/1/2023Price change$32,083-78.6%$5/sqft
    Source: Zillow Rentals Report a problem
    8/1/2023Price change$150,000+15.4%$23/sqft
    Source: Zillow Rentals Report a problem
    7/1/2023Price change$130,000+32.2%$20/sqft
    Source: Zillow Rentals Report a problem
    5/15/2023Price change$98,333-9.2%$15/sqft
    Source: Zillow Rentals Report a problem
    5/1/2023Price change$108,333-7.1%$17/sqft
    Source: Zillow Rentals Report a problem
    4/10/2023Listed for rent$116,666$18/sqft
    Source: Zillow Rentals Report a problem
    4/10/2023Listing removed--
    Source: Out East Report a problem
    3/27/2023Price change$6,995,000-2.8%$1,076/sqft
    Source: Out East #368905 Report a problem
    2/9/2023Price change$7,195,000-4.1%$1,107/sqft
    Source: Out East #368905 Report a problem
    10/9/2022Price change$7,500,000-6.2%$1,154/sqft
    Source: Out East #368905 Report a problem
    9/21/2022Listed for sale$7,995,000$1,230/sqft
    Source: Out East #368905 Report a problem

    Neighborhood: 11976

    Nearby schools

    GreatSchools rating