Updated 3 Days Ago
Highlights
- Conveniently located
- Gas fireplace
- Spacious dining area
- New french doors
- Lush new landscaping
- Saltwater pool
Location
20 Chester Ave, Bridgehampton, NY 11932, USA
Tour 20 Chester Ave
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Amenities for 20 Chester Ave
Features
| 2 Floors | Baseboard |
| Fireplace | Hardwood Floor |
Community
| Exterior Type: Shake Siding | Residents Lounge |
Grounds
| Outdoor Space | Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
About 20 Chester Ave
Property Status: Active This Designers Own, quintessential Hamptons Cottage has been newly renovated with stylish sophistication and offers exquisite details throughout. As you enter the cozy front porch, and step into the new spacious dining area with seating for 10, you are immediately taken with the sun filled, vaulted great room. Featuring new wood floors, gas fireplace and new french doors overlooking the property, plus beautiful details, including new custom designed moldings, sky lights and rustic wood beams. The sunny eat in kitchen has a cozy breakfast area overlooking the pool and gardens. Tucked off to the side is a cozy office / den with pull out sofa for additional guests, leading to the 1st floor primary and brand new full marble bath. The 2nd floor features 2 additional guest rooms and a spacious new full bath with shower. Ideal for summer entertaining, day or night, lounge by the brand new 14x40, heated gunite, saltwater pool, with luxurious day beds, patio dining, and conversation area, all surrounded by lush new landscaping, uplit at night for a stunning surrounding. Conveniently located 1 Block to Main Street Bridgehampton, restaurants and shops and a short drive to pristine ocean beaches. Office Phone: (631) 537-7700 Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 20 Chester Ave compares to other nearby properties.
Positives
- Images Available
- There are at least 10 photos of this property
Considerations
- Distance from grocery stores
- The nearest grocery store is 3.9 miles away
- Priced higher than average
- 3-bedrooms are $38880 more than the median rent in this area
- Distance from transit
- More than 2.3 miles from public transportation
- Greater distance from middle schools
- The nearest middle school is farther than 4.0 miles away
- Grow a garden indoors
- A balcony, backyard, or shared outdoor space isn't available
Address details
| Zip code | 11932 |
|---|---|
| Type | House for rent |
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Rent trends in Bridgehampton
3-bedroom apartments at 20 Chester Ave cost about 111% more than the average rent price for 3-bedroom apartments in Bridgehampton.
Median rents as of Oct 17 2026.
Bridgehampton
| Month | Median Rent |
|---|---|
| February 2025 | $50,000 |
| March 2025 | $50,000 |
| April 2025 | $45,000 |
| July 2025 | $20,000 |
| August 2025 | $20,000 |
| September 2025 | $12,600 |
| October 2025 | $15,000 |
| November 2025 | $15,000 |
| December 2025 | $15,000 |
| January 2026 | $70,000 |
| February 2026 | $67,142 |
| March 2026 | $65,000 |
| April 2026 | $65,000 |
| May 2026 | $55,000 |
| June 2026 | $35,000 |
| July 2026 | $46,250 |
| August 2026 | $50,000 |
| September 2026 | $45,625 |
| October 2026 | $37,500 |
Affordability calculator
Can I afford to live at 20 Chester Ave?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$2,955,200/yr
With your selected rent-to-income ratio, you'd ideally want to make $2,955,200 annually to afford this 3-bedrooms monthly rent price of $73,880.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 3 months ago | $70,000 |
Schools near 20 Chester Ave
Bridgehampton School
2685 montauk hwy
bridgehampton, NY, 11932
PK, K-12Public
C+
Wainscott School
47 main st
wainscott, NY, 11975
K-3Public
Tuckahoe School
468 magee st
southampton, NY, 11968
PK, K-8Public
B-
Amagansett School
320 main street
amagansett, NY, 11930
PK, K-6Public
Springs School
48 school st
east hampton, NY, 11937
PK, K-8Public
B
Neighborhood
Getting around Bridgehampton near 20 Chester Ave
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
5/10
Frequent public transit options are within walking distance.
Points of interest for 20 Chester Ave, Bridgehampton
Groceries
8/10
Wide variety of groceries within a short drive, including some within walking distance
Shopping
5/10
Variety of shops within a short drive
Cafes
3/10
Some cafés within a short drive
Restaurants
5/10
Variety of restaurants within a short drive
Primary schools
6/10
At least one elementary school within a 15-minute walk
High schools
6/10
At least one high school within a 15-minute walk
Nightlife
3/10
Some bars within a short drive
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