74 Chester Ave, Bridgehampton, NY 11932
Property image
Property image
NOT ACTIVE

$5,592,400

Trulia Estimate
  • 6 Beds
  • 5.5 Baths
  • 5,450 sqft (on 0.29 acres)

74 Chester Ave, Bridgehampton, NY 11932

Est. Refi. Payment $37,241/mo*
Refinance Your Home
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$5.59M
Since last month
Increased$33K (+0.6%)
Since last year
Increased$3M (+135.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +241% in the last 10 years
MonthEstimated value
2026
August 2026$5.6M
August 2026$5.6M
July 2026$5.57M
June 2026$5.72M
May 2026$5.71M
April 2026$5.76M
March 2026$6.02M
February 2026$5.96M
January 2026$5.95M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Cody Way, Bridgehampton, NY
0.24
Single-Family Home
$10,018,000
05/15/26
8
9
9,500
107 Edgewood Avenue, Bridgehampton, NY
0.57
Single-Family Home
$5,100,000
12/02/25
5
5
4,276
85 Pheasant Dr, Bridgehampton, NY
0.60
Single-Family Home
$9,995,000
09/18/25
7
9
7,693
36 Chase Ct, Bridgehampton, NY
0.90
Single-Family Home
$7,300,000
11/05/25
6
7.5
8,200
96 Audubon Avenue, Bridgehampton, NY
0.71
Single-Family Home
$4,450,000
12/11/25
3
3
2,400
49 Birchwood Ln, Bridgehampton, NY
1.35
Single-Family Home
$4,950,000
11/06/25
6
7.5
6,000
49 Birchwood Lane, Bridgehampton, NY
1.35
Single-Family Home
$4,950,000
01/13/26
6
7.5
6,000
14 Two Trees Ln, Bridgehampton, NY
1.22
Single-Family Home
$15,000,000
05/28/26
8
8.5
9,890

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
37 Chester Ave, Bridgehampton, NY 11932
0.08
$3,450,400
3
2
1,722
Off Market
27 Halsey St, Bridgehampton, NY 11932
0.10
$3,774,500
4
3
2,300
Off Market
32 Halsey St, Bridgehampton, NY 11932
0.11
$3,133,400
3
2
1,600
Off Market
237 Maple Ln, Bridgehampton, NY 11932
0.09
$3,995,000
5
4
2,989
For Sale
72 Lumber Ln, Bridgehampton, NY 11932
0.12
$5,822,500
4
3.5
4,888
Off Market
76 Audubon Ave, Bridgehampton, NY 11932
0.15
$6,271,700
5
3.5
3,523
Off Market
119 Lumber Ln, Bridgehampton, NY 11963
0.14
$3,995,000
4
2
2,100
For Sale
690 Bridgehampton Sag, Bridgehampton, NY 11932
0.15
$5,672,100
5
6
6,700
Off Market
690 Bridgehampton Sh Harbor, Bridgehampton, NY 11932
0.15
$4,829,400
5
6.5
-
Off Market
91 Lumber Ln, Bridgehampton, NY 11932
0.15
$3,667,600
4
3
2,616
Off Market
39 Lumber Lane, Bridgehampton, NY 11932
0.20
$4,249,100
2
5
-
Off Market

Local Information

  • Map ViewExplore the area around 74 Chester Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2026
0.29 acre lot
5,450 sqft
$1,026/sqft
Attached Garage

About this House

Masterfully built, blending timeless design with modern comforts and expert craftsmanship, creating an undeniable sense of harmony and place, on a lovely and quiet village street, just a block away from Main Street in Bridgehampton- 74 Chester is the perfect Hamptons house. Clad in classic cedar shingles and anchored by a welcoming covered front porch, this home immediately feels like the perfect Hamptons village home. Inside, uplifting natural light pours through expansive windows, illuminating an elegant foyer and dining room. The kitchen supports both everyday living and effortless entertaining, featuring Taj Mahal countertops, 6 burner Bertazzoni range, double wall ovens, drawer microwave, a 48" Sub-Zero refrigerator, two dishwashers, a generous island, and an adjacent scullery/butler's pantry with a wet bar and exceptional storage. A secondary entry leads into the mudroom featuring a convenient dog-washing station. The first floor also includes a lovely private ensuite bedroom. On the second floor we find the primary suite, a serene sanctuary, featuring an energy‑efficient electric fireplace, spacious walk‑in closet, and a spa‑inspired bath. Two additional guest bedrooms share this level, along with a full laundry room with folding stations and ample storage. This level also provides a flexible bonus room, the ideal setting for a home office, playroom, or additional lounge/recreation space and more. The finished lower level extends the living space with two bedrooms that share a hall bath, plus a large open area that would make a great setting for a gym, sauna, media room, game room, or whatever best suits your wishes and lifestyle. This level also includes a second laundry area and an additional refrigerator. The heated two‑car garage is equipped with an electric vehicle charger. Designed for tranquil outdoor enjoyment, the heated gunite saltwater pool features stadium steps and a continuous bench seat with four therapeutic jets. Whisper‑quiet filtration equipment ensures peaceful poolside relaxation, while the cool foot natural Madras patio stone keeps surfaces comfortable under the sun. Behind the walls, meticulous construction delivers comfort and efficiency with robust, soundproof insulation between all adjacent walls and floors, and steel beam construction. The home is wired for bedside sconces, wall‑mounted televisions, and camera‑ready security, and is prewired for a whole‑house generator. Environmentally conscious features include energy‑efficient electric fireplaces, 9" of formaldehyde-free closed‑cell attic insulation, and a mechanical room enclosed in concrete that quietly manages four zones of heating and cooling. The indoor hot water is served by an instant/continuous hot water heater with an 80‑gallon tank, and the outdoor shower features its own instant/continuous hot water heater, ensuring consistent and continuous hot water for all. All this and more, in a location that rarely has properties come to market.
74 Chester Ave, Bridgehampton, NY 11932 is a 6 bedroom, 6 bathroom, 5,450 sqft single-family home built in 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,592,400.
Contact this Building
Property Website
Source: Out East, MLS#392438

Home Details for 74 Chester Ave

Interior Features

Interior Details
Basement: Yes
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5450 Square Feet
Heating & Cooling
Has CoolingAir Conditioning: Central AirNo Heating
Fireplace & Spa
Has a FireplaceNo Spa
Levels, Entrance, & Accessibility
Stories: 2
View
No View

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
No CarportHas a GarageHas an Attached GarageParking: GarageAttached
Pool
Pool: HeatedPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Is a New Construction
Property Information
Condition: New Construction

Price & Status

Price
List Price: $5,995,000

Active Status

MLS Status: Pending

Location

Direction & Address
City: Bridgehampton

Building

Building Area
Building Area: 5450 Square Feet

Lot Information

Lot Area: 0.29 acres

Miscellaneous

BasementMls Number: 392438Listing Url

Price and Tax history

DateEventPrice
Jul 10, 2026
Source: Out East #392438
ListingRemoved
$5,995,000
Jun 26, 2026
Source: Out East #392438
Pending
$5,995,000
Apr 14, 2026
Source: Out East #392438
PriceChange
$5,995,000
Price decreased by 5%
Dec 11, 2025
Source: Out East #392438
Listed For Sale
$6,295,000

Market trends in Bridgehampton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
6MoM

Around this home

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

Sourced by Trulia users. 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"
    0
    Flag
  • Dorettakgoldberg
    "combination of farms, beaches, private homes and upscale restaurants and shopping creates a unique and comfortable atmosphere"
    0
    Flag
  • 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."
    0
    Flag
  • mcaridi
    "live in the neighborhood , delightful "
    2
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 74 Chester Ave

  • What is 74 Chester Ave estimated to be worth?
    Trulia's estimated value for 74 Chester Ave in Bridgehampton, NY is $5,592,400.
  • Is Bridgehampton a buyer's or seller's market?
    Bridgehampton is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Bridgehampton?
    Residents describe Bridgehampton, NY as well-kept, established, and easy to park in. Most residents say you need a car. See recently sold homes in Bridgehampton, NY.
  • What are the closest schools to 74 Chester Ave?
    The closest schools to 74 Chester Ave in Bridgehampton, NY are Bridgehampton School (K-12, rated 3/10).
  • Does 74 Chester Ave have air conditioning?
    Yes, 74 Chester Ave in Bridgehampton, NY has air conditioning.
  • Does 74 Chester Ave have a pool?
    Yes, 74 Chester Ave in Bridgehampton, NY has a pool.

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