$33,000 / Month

38 Jessup Ave

,

Southampton, NY 11959

Today
| Edit

Under 30 minutes

Commute Time is calculated at rush hour.
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631-433-9401
  • Bedrooms

    4

  • Bathrooms

    3.5

  • Square Feet

    4,000 sq ft

  • Available

    Available Now

Highlights

  • In Ground Pool
  • Active Adult
  • Eat-In Gourmet Kitchen
  • Open Floorplan
  • Private Lot
  • Traditional Architecture
38 Jessup Ave
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About This Home

Available Now

Situated on a flag lot on nearly an acre of land down a quiet cul-de-sac street,this gorgeous 4000+sf home features 4 bedrooms,3.5 bathrooms,open floor plan,gym and hardwood floors. The main level includes a study,formal dining room,a large den,eat in kitchen area,gourmet kitchen with professional appliances and a center island,a laundry room,powder room,and access to the attached two car garage. The ensuite bedroom can be found on the second level with a large bathroom,jacuzzi tub,oversized glass-enclosed shower,dual sinks,and a vanity. Three additional bedrooms along with 2 more bathrooms complete the 2nd level. Outside,the property has all the amenities one could wish for a summer rental; a covered front porch with rocking chairs and swinging love seat. The covered back porch has a sectional and overlooks the heated pool,a grapevine pergola and teak dining table with seating for 8,an outdoor shower,a Hotspring 6 person hot tub and plenty of secluded lawn space. Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

38 Jessup Ave is a house located in Suffolk County and the 11959 ZIP Code. This area is served by the Westhampton Beach Union Free 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.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 2008

Bedrooms and Bathrooms

Soaking Tub En-Suite Primary Bedroom 3.5 Bathrooms 4 Bedrooms

Home Design

Traditional Architecture Cedar

Home Security

Home Security System Fire and Smoke Detector Security Lights

Interior Spaces

Open Floorplan Wood Flooring 3 Fireplaces High Ceiling Furnished Formal Dining Room Crown Molding Indoor Speakers Sound System Entrance Foyer 4,000 Sq Ft Home

Kitchen

Eat-In Gourmet Kitchen Granite Countertops Wine Refrigerator Stainless Steel Appliances Kitchen Island Dishwasher

Laundry

Laundry Room Dryer Washer

Listing and Financial Details

6-Month Minimum Lease Term

Lot Details

Private Lot Secluded Lot North Facing Home Back Yard Fenced

Outdoor Features

Covered Patio or Porch Outdoor Speakers Outdoor Gas Grill Exterior Lighting Basketball Hoop

Parking

Electric Vehicle Home Charger 2 Car Garage Driveway

Pool

In Ground Pool

Schools

Quogue Elementary School Westhampton Middle School Westhampton Beach Senior High Sch

Utilities

Central Air High Speed Internet Heating System Uses Oil Heat Pump System Water Heater Cable TV Available Cesspool

Community Details

Overview

Active Adult

Pet Policy

Breed Restrictions

Contact

  • Listed by Steven Failla | Hampton Estates Realty LLC
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.
City - Southampton

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
  • Smoke Free
Education
Colleges & Universities Distance
Colleges & Universities Distance
Drive: 16 min 8.5 mi
Drive: 37 min 24.6 mi
Drive: 43 min 28.1 mi
Drive: 52 min 34.9 mi
38 Jessup Ave is within 16 minutes or 8.5 miles from SUNY Suffolk Co., Eastern. It is also near St Joseph's Coll., Long Island and SUNY Suffolk Co., Ammerman.
Schools
Public Elementary School
Grades PK-5
90 Students
Attendance Zone
Public Middle School
Grades 6-8
357 Students
Nearby
Grades 9-12
971 Students
Nearby
Private Elementary & Middle School
Grades PK-8
Nearby
Private Elementary School
Grades PK-5
156 Students
Nearby
Private Middle & High School
Grades 6-12
481 Students
Nearby
Transportation

38 Jessup Ave is near Long Island MacArthur, located 28.8 miles or 44 minutes away, and Tweed/New Haven, located 72.2 miles or 165 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Drive: 6 min 3.1 mi
Drive: 9 min 5.8 mi
Drive: 11 min 7.0 mi
Drive: 14 min 8.2 mi
Drive: 28 min 16.9 mi
Airports Distance
Airports Distance
Long Island MacArthur
Drive: 44 min 28.8 mi
Tweed/New Haven
Drive: 165 min 72.2 mi
Getting Around
Somewhat Walkable
Walkability
30 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Somewhat Bikeable
Bikeability
30 / 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 Works
Points of Interest

Time and distance from 38 Jessup Ave.

Shopping Centers Distance
Shopping Centers Distance
Drive: 5 min 2.7 mi
Drive: 8 min 5.1 mi
Drive: 8 min 5.3 mi
38 Jessup Ave has 3 shopping centers within 5.3 miles, which is about a 8-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Quogue Wildlife Refuge
Drive: 15 min 4.9 mi
Dwarf Pine Plains Preserve
Drive: 8 min 5.3 mi
Long Island Science Center
Drive: 13 min 7.9 mi
Atlantis Marine World
Drive: 14 min 8.2 mi
Sears Bellows County Park
Drive: 13 min 8.7 mi
38 Jessup Ave has 5 parks within 8.7 miles, including Quogue Wildlife Refuge, Dwarf Pine Plains Preserve, and Sears Bellows County Park.
Hospitals Distance
Hospitals Distance
Drive: 17 min 9.2 mi
38 Jessup Ave is 9.2 miles and a 17 minute drive from Peconic Bay Medical Center.
Military Bases Distance
Military Bases Distance
Drive: 85 min 53.4 mi
Drive: 156 min 57.9 mi
38 Jessup Ave is 53.4 miles from Eatons Neck CG Station North, and is convenient to other military bases, including Fort Trumbell US Navy.

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