21 Surfside Dr, Bridgehampton, NY 11932
FOR RENT
2.44 ACRES

21 Surfside Dr
Bridgehampton, NY 11932

  • 5 Beds
  • 8.5 Baths
  • 6,516 sqft (on 2.44 acres)
Price may not include required fees and charges.

$640,000/mo

$640,000/mo

Price may not include required fees and charges.
  • 5 Beds
  • 8.5 Baths
  • 6,516 sqft (on 2.44 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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
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Costs and Fees

Required monthly rent & fees
Base rent
$640,000/mo
Required one-time fees
Security deposit
Contact for details
Application fee
Contact for details
Administrative fee
Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Home Highlights

Pets Allowed
Contact Manager
Parking
None
Outdoor
Pool
A/C
Contact Manager
Utilities
Contact Manager
Listed
45 days ago
Listing by: Compass, 631-537-7700

Details for 21 Surfside Dr

Days on Market

Days on Market: 45 days on Trulia

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking: None

Lot Information

Lot Area: 0.00 Acres

Price History for 21 Surfside Dr

DatePriceEventSource
03/24/2026$640,000Listed For RentZillow Rentals
06/10/2025$600,000ListingRemovedZillow Rentals
02/08/2025$600,000Listed For RentZillow Rentals
08/04/2024ListingRemovedZillow Rentals
03/27/2024$660,000PriceChange
Zillow Rentals
03/19/2024$400,000Listed For RentZillow Rentals
01/01/2024ListingRemovedZillow Rentals
05/23/2023$740,000PriceChange
Zillow Rentals
04/20/2023$433,333Listed For RentZillow Rentals
01/29/2021ListingRemovedOut East
10/09/2020$400,000Listed For RentAgent Provided
06/06/2008$3,933,820Sold
N/A
03/17/2004$4,500,000Sold
N/A
05/26/1995$1,200,000Sold
N/A

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$23,040,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

Assigned Schools

These are the assigned schools for 21 Surfside Dr.

What Locals Say about Bridgehampton

At least 17 Trulia users voted on each feature.
  • 91 % Say yards are well-kept

  • 89 % Say car is needed

  • 88 % Say they plan to stay for at least 5 years

  • 84 % Say people would walk alone at night

  • 80 % Say parking is easy

  • 73 % Say it's dog friendly

  • 73 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 65 % Say it's walkable to restaurants

  • 64 % Say there are community events

  • 64 % Say it's quiet

  • 60 % Say it's walkable to grocery stores

  • 57 % Say neighbors are friendly

  • 42 % Say there are sidewalks

  • 38 % Say kids play outside

  • 35 % Say streets are well-lit

Learn more about our methodology.
  • Randel M.
    "Ingerir here for three years and never had a problem. Everything is in close proximity from supermarkets to hardware you name it"
  • Dorettakgoldberg
    "combination of farms, beaches, private homes and upscale restaurants and shopping creates a unique and comfortable atmosphere"
  • Molly
    "Very quiet neighborhood. Walk to beach’s, kayaking 3 minutes away, grocery store 2 minutes away. Southampton school district. Walk to farm stand for your fresh organic vegetables and fruits."
  • mcaridi
    "live in the neighborhood , delightful "
  • Kathy J.
    "I bought a house here a couple of years ago and I find the area to be lovely and convenient. We wanted something within walking distance to town, yet country like in setting and this is it. It is near a pond and a very short distance by car to the Atlantic Ocean beach of Sagaponac."

Local Legal Protections

LGBTQ • Source of Income
Compass
Terry Cohen - Real Estate Sales Person
Phone Number: 631-537-7700
21 Surfside Dr, Bridgehampton, NY is a 5 bedroom, 9 bathroom, 6,516 sqft single-family home. 21 Surfside Dr was listed for rent for $640,000/month on Mar 24, 2026.