276 Surfside Dr, Bridgehampton, NY 11901
OFF MARKET

276 Surfside Dr
Bridgehampton, NY 11901

  • 6 Beds
  • 7 Baths
  • 8,000 sqft (on 1 acre)
6 Beds
7 Baths
8,000 sqft
(on 1 acre)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Presiding over a coveted stretch of Surfside Drive directly across from Sagg Main Beach, this serene 1 acre +/- estate is the picture of elegance in a rarely available pinnacle location. Brought to life in 2008 by the award-winning vision of a premier Hamptons design team, the impeccably-maintained 8,000 SF+/- shingle-style residence boasts 6 bedrooms, 6 full and 2 half bathrooms, gated entry, heated gunite pool and spa, attached garage, elevator, and pool house, plus extensive professional landscaping and exceptional views of both Sagg Pond and the Atlantic Ocean.Graced by multiple upper-level terraces and sited near the end of a quiet street that sees no through traffic, 276 Surfside Drive is optimally positioned for boundless coastal views across the dunes from pond to ocean.With a direct path to the beach just beyond your gated entry, this turn-key estate presents a prime opportunity to own on one of the Hamptons' most desirable streets.Exquisite dark wood floors carry you through an elegant symmetrical layout, where coffered ceilings and elaborate custom millwork detail the home's formal living spaces from one sun-drenched room to another. Custom Jeld-Wen picture windows and French doors frame inspiring views of your manicured grounds and the nearby glistening waterways while marble flooring in the bathrooms, 4 gas fireplaces, and a Creston sound system create the perfect atmosphere for homebound relaxation and entertaining.Anchoring the first level, the opulent grand foyer presents an inviting view straight back to the garden. A stately double-sided fireplace divides the soaring double-height great room from a billiard lounge where a wall of French doors along the back wall leads from either room to the expansive covered porch and rear lawn. Across the hall, the media room features a wet bar and custom built-ins. In the chef's kitchen a large center island and breakfast area unite with marble counters and top-of-the-line appliances like SubZero and Viking; sliding doors lead to a screened-in porch with double-sided brick fireplace and outdoor dining area. From the kitchen, the butler's pantry with wine fridge gives way to a formal dining room with fireplace and custom wainscoting. An attached two-car garage, mudroom with built-in storage, and staff en-suite complete the main level.Marked by an expansive rear terrace with wood-burning fireplace that promises evenings under the stars and sweeping views of Sagg Pond, the second level benefits from a dynamic layout of private spaces for both rest and entertainment. Behind double doors, a private hall with pond-facing terrace welcomes you to the primary suite, where a peaceful bedroom with picture windows, custom fireplace, and south-facing ocean terrace joins the private dressing area, dual walk-in closets, and luxurious primary bathroom with steam shower, water closet, and soaking tub. A completely separate guest wing down the hall features two magnificent en-suites with water views, one with a private ocean terrace. The upstairs hall also grants access to two more en-suites and a spiral staircase leading to a third-level bonus space and observation deck with unforgettable ocean views.Experience the time-honored prestige of charming gambrel rooflines, covered porches, and multiple second-level terraces perfect for enjoying the property's incredible water views. A beautiful green lawn divides the main residence from a secluded 20' x 40' heated gunite pool with spa and a cottage-style pool house with 1,300 SF +/- of extra living and entertaining space, full bathroom, shaded terrace with pergola, and potential for a kitchen. This classic estate is complete with mature landscaping planted by Hamptons garden experts Marders Landscape Design, creating a flawless backdrop for lawn sports, evenings al fresco, or larger gatherings.Just 3 miles from Bridgehampton's charming shops and fine restaurants, this stunning private retreat offers limitless proximity to the area's finest outdoor activities, riding clubs, nature preserves, and beaches.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 276 Surfside Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Family Room, Library, Office
Fireplace & Spa
FireplaceHot Tub or Spa

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Exterior Features

Exterior Home Features
Exterior: Shingle Not Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 276 Surfside Dr

DatePriceEventSource
10/20/2021ListingRemovedOut East
07/08/2021$16,495,000PendingOut East #356527
06/02/2021$16,495,000PriceChange
Out East #356527
04/06/2021$16,995,000PriceChange
Out East #356527
02/17/2021$17,995,000Listed For SaleAgent Provided
02/07/2018$85,000ListingRemovedAgent Provided
11/18/2017$85,000PriceChange
Agent Provided
10/19/2017$90,000Listed For RentAgent Provided
08/24/2017$90,000ListingRemovedAgent Provided
03/14/2017$90,000Listed For RentAgent Provided
10/05/1998$825,000Sold
N/A
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Property Tax and Assessment

Year2018
Tax
Assessment$8,940,000
Home facts updated by county records

Comparable Sales for 276 Surfside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
74 Sunrise Avenue, Riverhead, NY
0.09
Single-Family Home
$745,000
06/05/25
4
2
1,871
30 Fairway Ave, Riverhead, NY
0.14
Single-Family Home
$685,000
04/29/26
4
2
-
90 Sunrise Ave, Riverhead, NY
0.05
Single-Family Home
$425,000
11/05/25
4
2
1,688
133 Trout Brook Lane, Riverhead, NY
0.56
Single-Family Home
$780,000
04/15/26
4
2
2,301
65 Fox Run Lane, Riverhead, NY
0.44
Single-Family Home
$737,500
11/17/25
4
2
1,671
18 Tyte Drive, Riverhead, NY
0.21
Single-Family Home
$590,000
04/16/26
3
1.5
1,600
117 Trout Brook Lane, Riverhead, NY
0.56
Single-Family Home
$757,350
04/27/26
3
2
2,156
95 Fairway Avenue, Riverhead, NY
0.17
Single-Family Home
$525,000
08/13/25
4
1
1,173
242 Trout Brook Lane, Riverhead, NY
0.69
Single-Family Home
$655,000
12/31/25
4
2.5
2,157
77 Fairway Avenue, Riverhead, NY
0.16
Single-Family Home
$535,000
08/05/25
3
1
1,144

Assigned Schools

These are the assigned schools for 276 Surfside Dr.
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What Locals Say about Riverhead

At least 197 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 77 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 69 % Say parking is easy

  • 69 % Say it's dog friendly

  • 59 % Say it's quiet

  • 59 % Say kids play outside

  • 57 % Say they plan to stay for at least 5 years

  • 55 % Say there's wildlife

  • 53 % Say people would walk alone at night

  • 50 % Say streets are well-lit

  • 47 % Say neighbors are friendly

  • 45 % Say there are community events

  • 43 % Say it's walkable to restaurants

  • 40 % Say it's walkable to grocery stores

  • 39 % Say there are sidewalks

Learn more about our methodology.
  • Candylure
    "The usual holiday parades, alive on 25 during the summer months. A party in the streets of downtown Riverhead. "
    0
    Flag
  • Marthos P.
    "Riverhead is an up and coming neighborhood. This town has made a lot of upgrades and is cleaned up quite a bit from the Riverhead I remember as a kid."
    6
    Flag
  • Christine K.
    "Polar opposite experiences from when you enter downtown Riverhead, which is not to be considered as safe as communities closer to the other side of town ... where many neighborhoods and developments are located up and down Sound Avenue ... and just blocks from a handful of public and private beaches overlooking the beautiful Long Island Sound. "
    15
    Flag
  • Fredyacampos22
    "It’s kinda lonely but safe people it’s nice but the bus service it’s not that easy sings and bus stops not well located but there’s nice lakes nearby "
    4
    Flag
  • Kollshay24
    "My commute is very short, I don’t ave a hard time getting to and from work and shops. Pretty convenient for me"
    3
    Flag
  • Fauxfoe
    "There aren’t many sidewalks in a lot of areas. There are also tons of deer, and lots of hunters. Ticks are also an issue."
    0
    Flag
  • Donnacooke23
    "I work in the town of Riverhead. Shopping, schools, and easy access to major roads to travel such as Sunrise and the expressway"
    3
    Flag
  • Tabithabrunskill123
    "I’ve lived here all my life and it’s pretty much close knit and friendly and everyone takes care of each other"
    3
    Flag
  • Kattibattaglia
    "There are lots of dog friendly public spaces and outdoor restaurants. Safe streets for walking your pup"
    2
    Flag
  • BayViewPinesResident
    "Bay View Pines is a hidden gem in the Town of Southampton. It is a quiet, peaceful community-minded neighborhood with its own bay beach, good neighbors and easy access to both the North & the South Forks. It is located in Flanders which is the proud home of the Big Duck!"
    7
    Flag
  • Christine K.
    "The area is going through a transition for the better — downtown Riverhead is becoming more popular for both young kids, teens .... and adult age groups. Main street is now lined with popular restaurants and bars all along the Riverwalk, which is a great place to go for a walk / people watch / stroll around with Ralphs! "
    0
    Flag
  • Michelle878 a.
    "The school is district is great and the neighbors are friendly. There are many restaurants, malls, grocery stores and fun places for kids to learn and grow."
    1
    Flag
  • Mike C.
    "Flanders does not include garbage pickup. Be prepared to pay for private company or cart garbage back to the city. "
    1
    Flag
  • jimmyb11957
    "Live in an over 55 community. Very nice close to entertainment, restaurants shopping wineries and beaches. "
    0
    Flag
  • Coachcasas
    "only lived here temporarily for a year but neighbors are friendly. They walk their dogs & jog around safely. Shopping, wineries & restaurants are nearby."
    0
    Flag
  • 2 D. W. L.
    "Riverhead has several golf courses, numerous vineyards and restaurants. The family will enjoy Atlantis aquarium and Splish Splash. There is plenty of shopping at downtown riverhead and Tanger Mall. There are several equestrian centers as well."
    0
    Flag
  • ally4
    "There is a lot of crime in this neighborhood ,loud music and in the summer all of it gets worst. It's not an easy place to walk around at night and the cops are always around"
    0
    Flag
  • Bob P.
    "Live here and work this area and a 20 mile radius as an real estate broker"
    3
    Flag

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Off Market Homes Near 276 Surfside Dr

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276 Surfside Dr, Bridgehampton, NY 11901 is a 6 bedroom, 8 bathroom, 8,000 sqft single-family home built in 2008. This property is not currently available for sale. 276 Surfside Dr was last sold on Oct 5, 1998 for $825,000.