For sale

$5,495,000

Est. $32,201/mo —

•

4,631

sq ft

1366 Scuttle Hole Rd, Water Mill, NY 11976

About this home

Bridgehampton Gambrel with Private Pickel & Padel Court The Ultimate Hamptons Lifestyle. This beautifully landscaped Gambrel sits on a private 1+/- acre lot, offering 5,000+/- sq. ft. of luxury living space and a brand-new private Piakcel/Padel court. The home features a dramatic double-height living room, a gourmet chef's kitchen, and five spacious bedrooms, including a grand upstairs master suite and two convenient first-floor guest rooms. Outdoor Paradise. Designed for resort-style living, the grounds feature a pristine pool, an expansive entertaining deck, and professional-grade Padel facilities-all framed by lush, mature landscaping for ultimate privacy. Unbeatable Location. Ideally situated just minutes from the vibrant villages of Bridgehampton, Southampton, and Sag Harbor, and within easy reach of world-renowned ocean beaches.

Single-familyProperty Type

2012Year Built

100 acresLot Size

$1,187Price/Sq.Ft.

2 car garageParking

Listing by Nicole Tunick • Douglas Elliman Real Estate

Listing by Zachary Tunick • Douglas Elliman Real Estate

Contact: 631-537-5900

Listing updated: Feb 13, 2026 at 05:01am

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #961068

Payment calculator

$32,201 per month

Principal and interest$29,617

Property taxes

$1,210

HOA dues

Home insurance

$1,374

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

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4 beds3.5 baths2,950 sq ft
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OPEN FRI, 11AM TO 12:30PM
$2,999,000
5 beds5.5 baths2,400 sq ft
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Listing by Compass Greater NY LLC
OPEN SAT, 10:30AM TO 12PM
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Listing by Compass Greater NY LLC
OPEN SAT, 10:30AM TO 12PM
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OPEN SAT, 11AM TO 12:30PM
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790 Vanston Rd, Cutchogue, NY 11935
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Around this home

Schools

K - 12
Preschool & daycare

Bridgehampton School

Public PreK-12 • Assigned • 2.0mi

3/10

Provided by GreatSchools

About The

Hamptons

The Hamptons, located between East Hampton Village and Montauk Point, is a coastal and resort Montauk neighborhood with ocean beaches and dune-backed bluffs. The neighborhood’s character concentrates around Montauk Highway at South Elmwood Avenue, where surf shops, seafood counters, and low-key galleries set the pace. Iconic pillars include The Surf Lodge, Gosman’s Dock, and the Montauk Point Lighthouse. Cedar-shingled cottages and modern beach houses sit behind wind-shaped hedges and sandy lanes. Days track the shoreline from Ditch Plains to the rocky edges near the Point. Marinas, farm stands, and seasonal markets keep the calendar tied to the water and fields.

Provided by Walk Score and Local Logic

Offer insights

1366 Scuttle Hole Rd · $5,495,000

Strong offer

$5.47M and above

75% chance or better to win

Why $5.47M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 26 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Bathroom

Bedroom

Living

Dining

Interior features
First-floor bedroom
First-floor full bathroom
Chef's kitchen
Eat-in kitchen
Granite counters
High-speed internet
Kitchen island
Open floor plan
Open kitchen
Finished basement
Crawl attic

Bedrooms
Includes a first-floor bedroom

Bathrooms
Five full bathrooms
One half bathroom

Kitchen
Dishwasher
Gas range
Microwave
Refrigerator
Stainless steel appliances

Heating & cooling
Central air conditioning
Forced-air heating

Sale and tax history for 1366 Scuttle Hole Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #961068

Feb 12, 2026

Listed

$5,495,000

$1,187/sq ft

OneKey® MLS as Distributed by MLS Grid #L3560247

Dec 22, 2024

Listing Removed

—

Dec 6, 2024

Listing Removed

—

Sep 10, 2024

Price Changed

$4,999,950

$1,080/sq ft

Sep 1, 2024

Listing Removed

—

Aug 23, 2024

Price Changed

$5,195,000

$1,122/sq ft

Jul 9, 2024

Price Changed

$5,295,000

$1,143/sq ft

Jun 19, 2024

Listed

$5,495,000

$1,187/sq ft

OneKey® MLS as Distributed by MLS Grid #L2477270

Nov 15, 2012

Listing Removed

—

Mar 15, 2012

Listed

$1,595,000

$344/sq ft

Public Records

May 8, 2002

Sold

$450,000

$97/sq ft

Public Records

Jan 24, 1997

Sold

$237,000

$51/sq ft

Public Records

May 31, 1988

Sold

$255,000

$55/sq ft

Public Records

Dec 31, 1986

Sold

$70,000

$15/sq ft

Year

Property tax

Land + Additions

Assessment*

2024

$13,205

$797,000 + $2,616,500

$3,413,500

2023

$13,205 (+2.1%)

$797,000 + $2,616,500

$3,413,500

2022

$12,929

$797,000 + $2,616,500

$3,413,500

2021

$12,929 (+3.6%)

$797,000 + $2,604,900

$3,401,900

2020

$12,481 (+1.7%)

$797,000 + $2,604,900

$3,401,900

2019

$12,269 (−2.7%)

$797,000 + $2,604,900

$3,401,900

2018

$12,613 (+125.2%)

$797,000 + $2,604,900

$3,401,900

2017

$5,602 (+20.6%)

$797,000 + $758,200

$1,555,200

2016

$4,647 (−1.2%)

$797,000 + $446,400

$1,243,400

2015

$4,702 (+4.5%)

$797,000 + $446,400

$1,243,400

2014

$4,501 (−0.5%)

$797,000 + $446,400

$1,243,400

2013

$4,524 (+3.9%)

$797,000 + $446,400

$1,243,400

2012

$4,356 (+4.0%)

$797,000 + $446,400

$1,243,400

2011

$4,190 (−2.2%)

$797,000 + $446,400

$1,243,400

2010

$4,285 (+4.8%)

$797,000 + $446,400

$1,243,400

2009

$4,090

$797,000 + $446,400

$1,243,400

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Finished Sq. Ft.

4,631

Unfinished Sq. Ft.

—

Total Sq. Ft.

4,631

Year built

2012

Style

Single Family Residential

County

Suffolk County

APN

0900050000100002002

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Climate risks

3/10 Flood Factor

Estimated 10-14% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 90° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Water Mill, NY • 11976

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

87/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Water Mill. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.4 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1366 Scuttle Hole Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $2,865,000 and $4,410,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $2.0M to $5.5M.

Local rules require you to be signed in
74 Chester St, Bridgehampton, NY 11932
Unknown Last sold price
— beds— baths— sq ft
74 Chester St, Bridgehampton, NY 11932
Listing by Saunders & Associates
no basement
SOLD AUG 18, 2026
$2,865,000 Last sold price
4 beds4.5 baths3,600 sq ft
10 Bay View Rd N, Southampton, NY 11968
Listing by Douglas Elliman Real Estate
$391/sq ft
smaller lot
6 years older
Local rules require you to be signed in
11 Paths End Ct, Water Mill, NY 11976
Unknown Last sold price
6 beds3.5 baths3,328 sq ft
11 Paths End Ct, Water Mill, NY 11976
Listing by Saunders & Associates
smaller lot
18 years older
no basement
Local rules require you to be signed in
15 Swans Neck Ln, Water Mill, NY 11976
Unknown Last sold price
4 beds4 baths2,603 sq ft
15 Swans Neck Ln, Water Mill, NY 11976
Listing by Saunders & Associates
smaller lot
11 years older
no basement
SOLD AUG 24, 2026
$4,410,000 Last sold price
6 beds6.5 baths5,700 sq ft
12 Lincoln St, Sag Harbor, NY 11963
Listing by Nest Seekers International LLC
$413/sq ft
smaller lot
14 years newer
Local rules require you to be signed in
2 Grove Ave, Southampton, NY 11968
Unknown Last sold price
3 beds2 baths6,316 sq ft
2 Grove Ave, Southampton, NY 11968
Listing by Saunders & Associates
smaller lot
14 years older
no basement

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