Rental Registration #: RP230704 Welcome to your own private oceanfront oasis in the heart of Bridgehampton on coveted Surfside Drive. This stunning property set on 2.4+/- acres boasts three structures - a main house, secondary structure and pool house - all ideal for entertaining with multiple spaces to enjoy every amenity. First floor living spaces with ground floor ocean views make this property unique of its kind. Enjoy breathtaking 180 degree ocean views and water vistas throughout while maintaining ultimate serenity and privacy. The bright living room, oversized kitchen with breakfast area, and formal dining room are perfect for hosting guests. Step out onto the large mahogany wood deck with a private walkway leading to the beach for the perfect summer getaway. Upstairs, the primary suite with private terrace overlooks these same famous Hamptons beaches. There are four additional en-suite guest bedrooms. Outside, venture to the pavilion with negative edge saltwater heated gunite pool. The adjoining pool house is complete with a lounge, kitchenette, and full bath. Bluestone patio surrounds the pool, ideal for sunbathing, relaxing, and enjoying the ocean breeze. The separate secondary structure inhabits a gym, living room with kitchenette and 2 office suites, providing ample space for work and play. Don't miss out on this opportunity to make your summer memories in this breathtaking oceanfront home. Pricing: $320k/two weeks, July 1 to August 31 - $1,280,000, July 11 to Sept 10 - $1,280,000. Inquire for additional dates and pricing. Rental Registry #RP230704
House for rent
$640,000/mo
Fees may apply
21 Surfside Dr, Bridgehampton, NY 11932
5beds
6,516sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
None parking
What's special
Private oceanfront oasisLarge mahogany wood deckFormal dining room
- 32 days |
- -- |
- -- |
Zillow last checked: 9 hours ago
Listing updated: April 12, 2026 at 09:18am
Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 9
- Full bathrooms: 8
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Laundry Room
Features
- View
Interior area
- Total interior livable area: 6,516 sqft
Property
Parking
- Parking features: Contact manager
- Details: Contact manager
Features
- Exterior features: Broker Exclusive, South of Highway, Wood
- Has private pool: Yes
- Pool features: Pool
- Has view: Yes
- View description: Water View
- Has water view: Yes
- Water view: Waterfront
Details
- Parcel number: 0900134000500056000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Bridgehampton
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 3/24/2026 | Listed for rent | $640,000+6.7%$98/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/10/2025 | Listing removed | $600,000$92/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/8/2025 | Listed for rent | $600,000-9.1%$92/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/4/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 3/27/2024 | Price change | $660,000+65%$101/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/19/2024 | Listed for rent | $400,000-45.9%$61/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/1/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 5/23/2023 | Price change | $740,000+70.8%$114/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/20/2023 | Listed for rent | $433,333+8.3%$67/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/29/2021 | Listing removed | -- |
Source: Out East Report a problem | ||
| 10/9/2020 | Listed for rent | $400,000$61/sqft |
Source: Bridgehampton #63359 Report a problem | ||
| 6/6/2008 | Sold | $3,933,820-12.6%$604/sqft |
Source: Public Record Report a problem | ||
| 3/17/2004 | Sold | $4,500,000+275%$691/sqft |
Source: Public Record Report a problem | ||
| 5/26/1995 | Sold | $1,200,000$184/sqft |
Source: Public Record Report a problem | ||
Neighborhood: 11932
Nearby schools
GreatSchools rating
- 5/10Bridgehampton SchoolGrades: PK-12Distance: 2.5 mi
- New York
- Suffolk County
- Bridgehampton
- 11932
- 21 Surfside Dr







