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Single family home for sale at 5a/5b Jessup Ln, Southampton, NY 11959 | MLS# 989861 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 5a/5b Jessup Ln, Southampton, NY 11959 | MLS# 989861 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 5a/5b Jessup Ln, Southampton, NY 11959 | MLS# 989861 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 5a/5b Jessup Ln, Southampton, NY 11959 | MLS# 989861 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 5a/5b Jessup Ln, Southampton, NY 11959 | MLS# 989861 | Listing updated on 2026-09-18
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$3,995,500

Monthly Est:$19,887

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon4,000sqft

5a/5b Jessup Ln, Southampton, NY 11959

$19,887/moEst:

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  • Single Family Residence

  • Built in 1953

  • $-- HOA

  • 1.35 acres lot

  • $999/sq.ft

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.

  • Houzeo last checked: 7 minutes ago
  • Listing updated: September 18, 2026 at 3:51 pm
  • Listing Provided by: Christine D. Turinsky | Bagshaw Real Estate L.L.C (631) 727-3713
  • Source: OneKey MLS-NY | MLS#: 989861 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Southampton

  • Neighborhood

    --

  • Year Built

    1953

  • HOA Fees

    -

  • Finished Area

    4,000 sqft

  • Lot Size

    1.35 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    989861

  • MLS Status

    Active

  • Days on Market

    168

  • Cumulative Days on Market

    148

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 7

Interior

  • Interior 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

  • Sewer

    Cesspool

  • Appliances

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

  • Heating

    Propane

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1953

  • Home type

    Single Family Residence

  • Architectural Style

    Barndominium, Cape Cod

  • Construction Materials

    Cedar, Wood Siding

Utilities & Energy

  • Utilities

    Electricity Connected

  • Basement

    Crawl Space, Full

  • Pool Features

    In Ground

  • Water Source

    Public

  • Laundry Features

    In Hall

  • Parking Features

    Driveway

  • Fireplace Features

    Living Room, Masonry

Other Features

  • Patio And Porch Features

    Covered, Deck, Patio, Porch, Screened

Price History

DateEventPrice

04/23/2026

Source: mls_logoOneKey MLS-NY #KEY989861

Listed for Sale

$4,500,000 +12.63%

$1,125/sqft

04/23/2026

Source: mls_logoOneKey MLS-NY #KEY989861

Price Decreased

$3,995,500 -19.28%

$999/sqft

12/08/2025

Source: mls_logoOneKey MLS-NY #KEY860093

Listing Removed

$4,950,000

$1,238/sqft

10/02/2025

Source: mls_logoOneKey MLS-NY #KEY860093

Price Decreased

$4,950,000 -10.00%

$1,238/sqft

07/24/2025

Source: mls_logoOneKey MLS-NY #KEY860093

Price Decreased

$5,500,000 -5.17%

$1,375/sqft

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Nearby Homes

Based on information from OneKey MLS, through Oct 09, 2026, 10:31AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group