5A/5B Jessup Lane

5A/5B Jessup Lane, Southampton, NY, 11959

$4,500,000

active

Bedrooms

Bathrooms

Sq Ft

4,000

Lot Size

58,826 sqft

Year Built

1953

Type

Single Family

Monthly Cost

Estimate. Actual payment depends on credit, lender, taxes, and insurance.

$24,894/month estimated

Principal & interest: $23,951
Property tax: $818
Home insurance (est.): $125

Down payment %Interest rate %Term (years)

Down payment: $900,000 · Loan amount: $3,600,000

Description

Historic Estate in the Village Quogue. Welcome to a rare opportunity to own two homes on an extraordinary compound offering privacy, elegance, and unparalleled charm. Each house has its very own private pool with pool house creating an idyllic retreat for extended family and guests. The Main House exudes warmth and comfort with three spacious bedrooms and three full bathrooms. A Sun-filled Living room with a fireplace provides the perfect gathering space. A thoughtfully designed and updated Chef’s kitchen with high end appliances. Ideal for everyday living and entertaining. Discover timeless elegance in the meticulously restored two bedroom and two full bathroom Barn situated behind the main house. This architectural gem blends rustic charm with modern luxury creating a serene and stylish escape. Whether you are lounging by one of the private pools, strolling through the vibrant organic gardens, or enjoying the charm of Quogue Village just moments away this one of a kind compound offers the best of Hamptons living. Quogue Taxes. Quogue Village School. Quogue Village Ocean Beach. Close to the Jitney.

Features

✓ First Floor Bedroom
✓ First Floor Full Bath
✓ Beamed Ceilings
✓ Cathedral Ceiling(s)
✓ Ceiling Fan(s)
✓ Chefs Kitchen
✓ Granite Counters
✓ High Ceilings
✓ Kitchen Island
✓ Primary Bathroom
✓ Master Downstairs
✓ Pantry

Appliances

✓ Cooktop
✓ Dishwasher
✓ Dryer
✓ Gas Oven
✓ Gas Range
✓ Microwave
✓ Oven
✓ Refrigerator
✓ Stainless Steel Appliance(s)
✓ Tankless Water Heater
✓ Washer

Property Details

Cooling: Central Air
Heating: Propane
Basement: Crawl Space, Full

Schools

Elementary

Quogue Elementary School

Quogue

Middle

Westhampton Middle School

Westhampton Beach

High

Westhampton Beach Senior High Sch

Westhampton Beach

Location

Get directions →

Map of 5A/5B Jessup Lane, Southampton, NY, 11959

Listed by Christine D. Turinsky, Bagshaw Real Estate L.L.C

MLS# 989861631-727-3713

Listings courtesy of OneKey® MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of May 11, 2026, 6:01 PM UTC (date and time MLS GRID Data was obtained). 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.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID.