For sale

$4,495,000

Est. $27,532/mo —

•

3,853

sq ft

20 Hillside Rd, Southampton, NY 11968

About this home

Private, Park-Like Estate in Southampton - Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, tennis court, and acres of lush grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!

Single-familyProperty Type

1987Year Built

4.32 acresLot Size

$1,167Price/Sq.Ft.

3 car garageParking

Listing by Deirdre DeVita • Sothebys Int'l Realty Hamptons

Contact: 631-283-0600

Listing updated: Sep 27, 2026 at 02:09pm

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #914642

Payment calculator

$27,532 per month

Principal and interest$25,144

Property taxes

$1,040

HOA dues

Home insurance

$1,349

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 11AM TO 1PM
$2,700,000
4 beds2.5 baths2,042 sq ft
6 Turtle Pond Rd, Southampton, NY 11968
Listing by Corcoran
OPEN FRI, 11AM TO 12:30PM
$1,475,000
4 beds3 baths2,220 sq ft
30 Squires Blvd, Hampton Bays, NY 11946
Listing by Compass Greater NY LLC
OPEN FRI, 3PM TO 5PM3D WALKTHROUGH
$645,000
2 beds2 baths1,463 sq ft
53 Summerfield Ln N, Aquebogue, NY 11901
Listing by Real Broker NY LLC
OPEN FRI, 5:30PM TO 7PM
$1,745,000
4 beds3.5 baths3,908 sq ft
22 Tuthills Ln, Jamesport, NY 11947
Listing by Douglas Elliman Real Estate
OPEN SAT, 1AM TO 2:30PM
$1,250,000
3 beds1.5 baths1,416 sq ft
25 Old Squiretown Rd, Hampton Bays, NY 11946
Listing by Douglas Elliman Real Estate
OPEN SAT, 11:30AM TO 2PM
$1,799,000
4 beds2 baths1,926 sq ft
7 Bridle Path, Westhampton Beach, NY 11978
Listing by Serhant East End LLC
OPEN SAT, 12PM TO 2PM
$2,698,000
4 beds4 baths3,035 sq ft
1430 Bay Haven Ln, Southold, NY 11971
Listing by Compass Greater NY LLC
OPEN SAT, 1PM TO 3PM
$3,200,000
6 beds6.5 baths7,885 sq ft
1355 Little Peconic Bay Rd, Cutchogue, NY 11935
Listing by Corcoran
OPEN SAT, 1:30PM TO 3:30PM
$730,000
3 beds2.5 baths1,476 sq ft
531 Brookhaven Ave, Flanders, NY 11901
Listing by Signature Premier Properties
OPEN SUN, 12PM TO 2PM
$1,999,000
4 beds3.5 baths2,828 sq ft
40 Peacock Path, East Quogue, NY 11942
Listing by Corcoran

Around this home

Schools

K - 12
Preschool & daycare

Tuckahoe School

Public PreK-8 • Assigned • 2.4mi

7/10

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

Market insights

20 Hillside Rd · $4,495,000

DAYS ON MARKET

The average home goes pending in 31 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median list price in this area is $737,304. (84% lower than this home)

PRICE DROP

15% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Cathedral ceilings
Two levels
Partially finished attic
Partially finished basement
7 total rooms

Bathrooms
4 full bathrooms
1 half bathroom

Kitchen
Electric cooktop
Electric oven
Dishwasher
Refrigerator
Water purifier (owned)

Laundry & utility
Washer
Dryer

Heating & cooling
Forced air heating
Central air conditioning

Sale and tax history for 20 Hillside Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2022

$12,087

$794,700 + $626,100

$1,420,800

2021

$12,087 (+0.2%)

$794,700 + $626,100

$1,420,800

2020

$12,060 (−0.9%)

$794,700 + $626,100

$1,420,800

2019

$12,167 (+11.5%)

$794,700 + $626,100

$1,420,800

2018

$10,914 (−0.6%)

$675,500 + $502,300

$1,177,800

2017

$10,984 (−1.4%)

$675,500 + $502,300

$1,177,800

2016

$11,136 (−3.0%)

$675,500 + $502,300

$1,177,800

2015

$11,476 (+0.7%)

$675,500 + $502,300

$1,177,800

2014

$11,399 (+2.5%)

$675,500 + $502,300

$1,177,800

2013

$11,117 (−8.8%)

$675,500 + $502,300

$1,177,800

2012

$12,187 (+4.3%)

$794,700 + $590,900

$1,385,600

2011

$11,683 (+2.9%)

$794,700 + $590,900

$1,385,600

2010

$11,353 (+15.4%)

$794,700 + $590,900

$1,385,600

2009

$9,840

$794,700 + $468,300

$1,263,000

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4.2 Acres

Year renovated

—

Finished Sq. Ft.

3,078

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,078

Year built

1996

Style

Single Family Residential

County

Suffolk County

APN

0900177000200034007

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 21, 2026.

Climate risks

1/10 Flood Factor

Minimal risk 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

4/10 Heat Factor

7 days above 90° expected this year, 20 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

Southampton, NY • 11968

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

56/ 100

Moderate sunlight

Sunscore

There appears to be some shading by surrounding buildings, terrain, and vegetation.

6.5 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 20 Hillside Rd

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

Nearby homes have recently sold between $1,800,000 and $8,575,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $8.6M.

SOLD JAN 9, 2026
$3,500,000 Last sold price
4 beds3 baths2,988 sq ft
84 Inlet Rd E, Southampton, NY 11968
Listing by Douglas Elliman Real Estate
$4/sq ft
smaller lot
16 years newer
SOLD JUL 28, 2026
$1,800,000 Last sold price
4 beds3 baths2,914 sq ft
71 Sebonac Inlet Rd, Southampton, NY 11968
Listing by Douglas Elliman Real Estate
$549/sq ft
smaller lot
16 years newer
SOLD MAR 31, 2026
$3,625,000 Last sold price
5 beds5.5 baths5,800 sq ft
141 Middle Pond Rd, Southampton, NY 11968
Listing by Hamptons Realty Associates LLC
$542/sq ft
smaller lot
31 years newer
SOLD JUN 23, 2026
$8,575,000 Last sold price
5 beds6 baths3,345 sq ft
40 Oceanview Dr, Southampton, NY 11968
Listing by Nest Seekers International LLC
$1397/sq ft
smaller lot
38 years newer
SOLD JUN 11, 2026
$2,125,000 Last sold price
5 beds4.5 baths6,211 sq ft
115 Highland Rd, Southampton, NY 11968
Listing by Hamptons Realty Associates LLC
$825/sq ft
smaller lot
13 years newer
SOLD APR 27, 2026
$1,900,000 Last sold price
2 beds3 baths2,152 sq ft
56 Shinnecock Hills Rd, Southampton, NY 11968
Listing by Realty Connect USA L I Inc
$284/sq ft
smaller lot
9 years newer

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