Price Reduced47
$2,495,000
4 bd · 3 ba · 2,500 sqft
44 Diane Drive, East Hampton, NY
Elizabeth Cordova Alata · Douglas Elliman Real Estate
Est. $21,101/mo$689/sqft · 50 days on Realty
4
Beds
3
Baths
4,784
Sqft
1990
Built
Modern Zen- Resort Style Home Recently refreshed and beautifully updated, this East Hampton retreat blends modern comfort with resort-style outdoor living in a private setting just moments from the Village. Offering Four bedrooms, Office, three renovated baths, and additional bonus spaces, the home is designed for effortless summer living and entertaining. Inside, soaring ceilings and an open, light-filled floor plan create a welcoming atmosphere. The sleek, fully equipped kitchen anchors the main living spaces, while a dedicated and flexible home office space provides a quiet place to work when needed. The true centerpiece is the newly transformed backyard. Designed as a private outdoor sanctuary, it features a heated 20' x 40' saltwater gunite pool, oversized spa, expansive patio, and multiple lounge and dining areas. An outdoor kitchen, outdoor shower, ping pong table, and vintage arcade game add to the home's relaxed yet sophisticated summer appeal, creating the perfect setting for long afternoons and unforgettable evenings with family and friends. For active lifestyles, Hampton Racquet and Buckskill Tennis Club are just moments away. World-renowned ocean beaches, East Hampton Village boutiques, restaurants, and farmers markets are all within easy reach, while nearby Sag Harbor, Wainscott, and Bridgehampton offer even more opportunities to explore the best of the Hamptons. Private, stylish, and exceptionally well-located, this is a turnkey East Hampton getaway where every detail has been thoughtfully curated for a memorable summer experience Lower level is gorgeously finished. Includes media area, recreation, pool table and wine cellar. Great space for guests and entertaining.
Listing agent
Joseph T. Van Asco
Courtesy of Douglas Elliman Real Estate
(631) 353-1043
OneKey MLS · Listing KEY1050879
$659,000
Estimated monthly payment
$21,101/mo
Loan amount $2,636,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
East Hampton High School
9-12 · Regular · East Hampton Union Free School District
1,069 students · 12.0:1 student–teacher
John M. Marshall Elementary School
PK-5 · Regular · East Hampton Union Free School District
517 students · 9.8:1 student–teacher
Ross School
PK-12 · Regular
329 students · 3.4:1 student–teacher
East Hampton Middle School
6-8 · Regular · East Hampton Union Free School District
284 students · 7.9:1 student–teacher
Wainscott School
PK-4 · Regular · Wainscott Common School District
21 students · 6.8:1 student–teacher
Sagaponack School
PK-3 · Regular · Sagaponack Common School District
17 students · 8.5:1 student–teacher
Bridgehampton School
PK-12 · Regular · Bridgehampton Union Free School District
185 students · 4.3:1 student–teacher
Pierson Middle/High School
6-12 · Regular · Sag Harbor Union Free School District
501 students · 6.8:1 student–teacher
Within 2 miles of this home: 5 restaurants and cafés, 2 grocery stores, 11 parks and green spaces, and 10 transit stops.
Place data from OpenStreetMap.
Service Station
Red Horse Market
Montauk Highway
Levain Bakery
Montauk Highway
Babette's
Fierro's Pizza
Park Place
Stop & Shop
Newtown Lane
Citarella's
Buckskill Meadow Preserve
Buckskill Road
Stephen Hands Path Recreational Facility
Stephen Hands Path
Fulling Mill Farm Preserve
Georgica Pond
Town Pond
Home, Sweet Home Museum
Lily Pond
East Hampton Historical Society
NYS 114/Stephen Hands Path
Toilsome Ln/Gingerbread Ln
NYS 114/Coultes Lane
NYS 114/Goodfriend Drive
East Hampton
East Hampton LIRR
East Hampton - Westbound
Wainscott - Eastbound
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the East Hampton camera map1 license-plate reader mapped within 1 mile of this home's approximate location, identified as a Flock Safety device. None within ½ mile.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 0 | 1 |
| of which Flock Safety | 0 | 1 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.
OneKey MLSThis content last refreshed on 2026-11-04 02:51:49 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced47
$2,495,000
4 bd · 3 ba · 2,500 sqft
44 Diane Drive, East Hampton, NY
Elizabeth Cordova Alata · Douglas Elliman Real Estate
Price Reduced26$3,895,000
4 bd · — ba · 2,500 sqft
5 Ely Brook to Hands Creek Road, East Hampton, NY
34$3,750,000
5 bd · — ba · 2,600 sqft
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3 bd · — ba · 1,660 sqft
18 Island Road, East Hampton, NY
Price Reduced43$3,295,000
4 bd · — ba · 3,940 sqft
2 Jody'S Path, East Hampton, NY
20$2,975,000
4 bd · — ba · 2,600 sqft
18 Cowhill Lane, Wainscott, NY