$90,000
/ Month
20 Underhill Dr
Southampton, NY 11968
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631-227-4952
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Bedrooms
4
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Bathrooms
5
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Square Feet
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Available
Available Now
20 Underhill Dr
Favorites
About This Home
Available Now
The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet bar. Outdoor amenities include a 20'x 40' custom inground pool surrounded by an oversized deck with lush landscaping throughout. If golf is your game, this home literally is surrounded by the top three courses on Long Island (Shinnecock Hills, Southampton and National) Luxury shopping and world class dining are both minutes away in the village of Southampton. This home is the perfect escape from hectic city life, yet it is conveniently located for those in need of a quick return to the hustle and bustle of greater New York City. [[Rental Registration # RP240274]] EH RR #: RP240274 Rental Terms: July: $45,000 July - Labor Day: $90,000 August - Labor Day: $50,000 June: $75,000
20 Underhill Dr is a house located in Suffolk County and the 11968 ZIP Code. This area is served by the Tuckahoe Comn School District attendance zone.
* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
House Features
Air Conditioning
Dishwasher
Hardwood Floors
Tile Floors
- Air Conditioning
- Dishwasher
- Hardwood Floors
- Tile Floors
- Package Service
- Laundry Facilities
- Controlled Access
Contact
- Listed by Holly Hodder
- Phone Number
- Contact
Location
Get Directions
Southampton, NY sits at the edge of the Atlantic on Long Island's South Fork, where salt air and crashing waves define this storied Hamptons village that has drawn New Yorkers east for generations. Founded in 1640 by settlers from Lynn, Massachusetts—making it one of New York State's oldest English settlements—Southampton balances lively Main Street lined with art galleries, boutique shops, and coffeehouses with stretches of open shoreline and quieter residential neighborhoods. While beaches draw summer crowds, the village maintains an intentional, relaxed pace year-round, with preserved architecture reflecting its deep community roots. The rental market favors cottage-style homes and smaller apartment communities over high-rises, preserving the town's low-density character. Whether seeking a studio or multi-bedroom rental, options move quickly given Southampton's enduring appeal as a place where downtown energy meets coastal tranquility.
Learn more about living in Southampton
Amenities
- Air Conditioning
- Dishwasher
- Hardwood Floors
- Tile Floors
- Package Service
- Laundry Facilities
- Controlled Access
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 29 min | 18.0 mi | |
| Drive: | 47 min | 33.8 mi | |
| Drive: | 53 min | 37.2 mi | |
| Drive: | 171 min | 66.9 mi |
20 Underhill Dr is within 29 minutes or 18.0 miles from SUNY Suffolk Co., Eastern. It is also near St Joseph's Coll., Long Island and SUNY Suffolk Co., Ammerman.
Schools
Public Elementary & Middle School
Grades PK-8
249 Students
Attendance Zone
Public High School
Grades 9-12
584 Students
Nearby
Private Elementary & Middle School
Grades PK-8
327 Students
Nearby
Private Elementary School
Grades PK-5
60 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
Getting Around
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Somewhat Walkable
Walkability
20
/ 100
Minimal Public Transit
Transit
0
/ 100
Exceptionally Drivable
Drivability
90
/ 100
Fairly Bikeable
Bikeability
40
/ 100
Scores provided by
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
-
Soundscore™
-
/ 100
Traffic
-Airport
-Businesses
-Scores provided by
HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It WorksYou May Also Like
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What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
What is a Sound Score Rating?
A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
20 Underhill Dr
Southampton, NY 11968