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.
House for rent
$125,000/mo
19 Crooked Hwy, East Hampton, NY 11937
6beds
5,000sqft
Price is base rent and doesn't include required fees.
Singlefamily
Available now
-- Pets
Central air
-- Laundry
Attached garage parking
Fireplace
What's special
Gas fireplaceDouble-sided fireplaceChic media denNatural lightLarge deckAutomated gatesLuxury appliances
- 49 days
- on Zillow |
- -- |
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Travel times

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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, 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
- Lease term: Contact For Details
Price history
Date | Event | Price |
---|---|---|
4/11/2025 | Listed for rent | $125,000+566.7%$25/sqft |
Source: Zillow Rentals | ||
6/21/2024 | Sold | $4,250,000-5.5%$850/sqft |
Source: Public Record | ||
5/14/2024 | Pending sale | $4,495,000$899/sqft |
Source: Out East #378902 | ||
2/21/2024 | Listed for sale | $4,495,000+66.5%$899/sqft |
Source: Out East #378902 | ||
2/17/2022 | Sold | $2,700,000+63.6%$540/sqft |
Source: Public Record | ||