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]]
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
What's special
Wood burning fireplaceCovered porchFinished lower levelMeticulously manicured rear yardBreathtaking vistaNaturally bright open flowGracious foyer
- 52 days |
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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
| Date | Event | Price |
|---|---|---|
| 4/21/2026 | Listed for rent | $32,083-72.5%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/10/2026 | Listing removed | $116,666$18/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/1/2026 | Listed for rent | $116,666+263.6%$18/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/6/2026 | Listing removed | $6,345,000$976/sqft |
Source: Out East #387466 Report a problem | ||
| 5/11/2025 | Price change | $6,345,000-2.3%$976/sqft |
Source: Out East #387466 Report a problem | ||
| 3/25/2025 | Listed for sale | $6,495,000-7.1%$999/sqft |
Source: Out East #387466 Report a problem | ||
| 4/4/2024 | Listing removed | $6,995,000$1,076/sqft |
Source: Out East #376323 Report a problem | ||
| 9/25/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 9/25/2023 | Listed for sale | $6,995,000$1,076/sqft |
Source: Out East #376323 Report a problem | ||
| 9/1/2023 | Price change | $32,083-78.6%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/1/2023 | Price change | $150,000+15.4%$23/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/1/2023 | Price change | $130,000+32.2%$20/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/15/2023 | Price change | $98,333-9.2%$15/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/1/2023 | Price change | $108,333-7.1%$17/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/10/2023 | Listed for rent | $116,666$18/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/10/2023 | Listing removed | -- |
Source: Out East Report a problem | ||
| 3/27/2023 | Price change | $6,995,000-2.8%$1,076/sqft |
Source: Out East #368905 Report a problem | ||
| 2/9/2023 | Price change | $7,195,000-4.1%$1,107/sqft |
Source: Out East #368905 Report a problem | ||
| 10/9/2022 | Price change | $7,500,000-6.2%$1,154/sqft |
Source: Out East #368905 Report a problem | ||
| 9/21/2022 | Listed for sale | $7,995,000$1,230/sqft |
Source: Out East #368905 Report a problem | ||
Neighborhood: 11976
Nearby schools
GreatSchools rating
- 4/10Southampton Intermediate SchoolGrades: 5-8Distance: 1.2 mi
- 6/10Southampton High SchoolGrades: 9-12Distance: 1.2 mi
- 6/10Southampton Elementary SchoolGrades: PK-4Distance: 1.6 mi






