39 Upper Drive, Halesite, NY 11743
Property image
Property image
FOR SALE
0.78 ACRES

$1,700,000

Original price: $1,899,000
  • 4 Beds
  • 4 Baths
  • 3,800 sqft (on 0.78 acres)

39 Upper Drive, Halesite, NY 11743

Est. Mortgage $11,496/mo*
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Home Highlights

Single-Family Home
Built in 1946
0.78 acre lot
$447/sqft
Garage
HOA $42/mo

Local Information

  • Map ViewExplore the area around 39 Upper Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Opportunity in Huntington Bay. Come see us now, with all new wood floors, freshly painted walls, and a home that truly shines.

Set in the Incorporated Village of Huntington Bay, this is a home built for bringing people together. A Belgian block circular drive sweeps past layered gardens to a crisp double brick facade, and inside, freshly painted rooms and gleaming hardwood floors give the home a bright, welcoming feel from the moment you arrive.

The living areas were made for entertaining. A vaulted ceiling, clerestory windows, and a wall of glass fill the rooms with sun, while an oversized fireplace with a hand carved mantel and a built in bar make hosting effortless. The dining room, richly detailed with hand carved paneling from the Astor Estate, opens to a veranda overlooking the property, a beautiful spot to take in the grounds. The kitchen, finished with wood cabinetry and granite counters, opens to a private brick walled patio, a welcoming setting for morning coffee or evening drinks with friends.

Designed for adaptable living, the floor plan features flexible bedroom suites with en suites and lounge areas. A lower level retreat and an all season solarium add even more versatility to the home.

Outside, the spacious grounds unfold like a private park, with mature maples, seasonal blooms, and walled patios that invite guests to spread out and settle in. At its heart, a wonderful heated in ground pool and spa are wrapped by a generous deck, complete with a hand painted poolside mural by noted Long Island artist Hans Gabali, a detail you will not find anywhere else. Even the two car garage is heated and air conditioned.

The community offers the added privacy of private roads and its own police department. Minutes to Huntington's beaches, town, and marinas, and within an hour of Manhattan, this is a warm, gracious home for a buyer who loves to entertain and live close to the water.
Last check for updates: about 13 hours ago
Listing by: Compass Greater NY LLC, (631) 629-7719
Maria H. Lanzisero, (631) 327-2912
Compass Greater NY LLC, (631) 629-7719
Donna Spinoso Gelb CBR, (631) 383-9920
Source: OneKey® MLS as distributed by MLS GRID, MLS#1019906
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 39 Upper Drive

Interior Features

Interior Details
Basement: Walk-Out AccessNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3800 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private, Water ConnectedAppliances: Dishwasher, Dryer, Range, Refrigerator, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Hardwood, Other
Levels, Entrance, & Accessibility
Levels: Bi-LevelFloors: Carpet, Ceramic Tile, Hardwood, Other

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PorchFencing: Back YardExterior: Balcony, Courtyard, Garden, LightingGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 8Parking: Driveway,Garage Door Opener,Heated Garage,Off Site,Oversized
Pool
Pool
Frontage
Responsible for Road Maintenance: Private Maintained Road
Water & Sewer
Sewer: Cesspool

Days on Market

Cumulative Days on Market: 45Days on Market: 65

Property Information

Year Built
Year Built: 1946
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Mid-Century Modern
Building
Construction Materials: BrickNot Attached Property
Property Information
Parcel Number: 0402006000300029000

Price & Status

Price
List Price: $1,700,000Price Per Sqft: $447

Active Status

MLS Status: Active

Location

Direction & Address
City: Huntington Bay
School Information
Elementary School: Flower Hill SchoolJr High / Middle School: J Taylor Finley Middle SchoolHigh School: Huntington High SchoolHigh School District: Huntington

Agent Information

Listing Agent
Listing ID: 1019906

Building

Building Area
Building Area: 3800 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: OtherHOA Name: Fleetwood AssociationHas an HOAHOA Fee: $500/Annually

Lot Information

Lot Area: 0.78 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1019906Attic: PartialAttribution Contact: 631-327-2912Showing Requirements: Appointment Only

Around this home

What Locals Say about Huntington Bay

At least 7 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 90 % Say yards are well-kept

  • 86 % Say it's dog friendly

  • 83 % Say people would walk alone at night

  • 75 % Say they plan to stay for at least 5 years

  • 64 % Say parking is easy

  • 63 % Say it's quiet

  • 60 % Say there's wildlife

  • 58 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 50 % Say there are community events

  • 44 % Say kids play outside

  • 27 % Say streets are well-lit

  • 10 % Say it's walkable to grocery stores

  • 10 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Risa Z. L.
    "I moved to Huntington Bay, Bay Crest to be exact, 15 years ago from NYC and never looked back. In fact, one we started our family, my husband and I wanted to consolidate our living spaces so we sold our weekend place in East Hampton and gave up our rental in NYC and bought a vintage Victorian in the heart of Huntington Bay..Why? It allowed us to live steps away from the beach while being only a short drive from one of Long Island's most vibrant villages and we're only an hour from Manhattan. We have raised our children here and they have gone to Huntington Public Schools all their lives which has prepared them well for consideration to top universities. What makes this area resonate for me and those who live here is the laid back lifestyle, the pride of ownership, the beach side community and the convenience yet privacy. "
    1
    Flag

Market trends in Huntington Bay

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8

Home Value

Trulia Estimate
$1.71M
Since last month
Increased$31K (+1.9%)
Since last year
Increased$400K (+30.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +87% in the last 10 years
MonthEstimated value
2026
September 2026$1.71M
August 2026$1.64M
July 2026$1.68M
June 2026$1.09M
May 2026$1M
April 2026$980K
March 2026$890K
February 2026$999K
January 2026$959K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Fleetwood Drive, Huntington Bay, NY
0.23
Single-Family Home
$2,710,000
01/29/26
4
3.5
3,200
221 Huntington Bay Road, Huntington, NY
0.30
Single-Family Home
$1,050,000
06/12/26
5
5.5
4,004
4 Lower Drive, Huntington Bay, NY
0.23
Single-Family Home
$1,575,000
08/19/26
3
2.5
2,500
43 Soundview Drive, Huntington, NY
0.32
Single-Family Home
$3,250,000
04/24/26
5
5.5
5,500
16 Dale Road, Halesite, NY
0.25
Single-Family Home
$949,000
08/11/26
4
2.5
2,748
188 Flower Hill Road, Halesite, NY
0.54
Single-Family Home
$1,600,000
07/10/26
4
4
2,950
7 Maxwell Court, Halesite, NY
0.25
Single-Family Home
$992,000
04/06/26
5
3
2,770
4 Skunk Hollow Road, Huntington, NY
0.47
Single-Family Home
$1,425,000
03/30/26
5
3.5
4,400
6 Harmony Road, Huntington, NY
0.48
Single-Family Home
$1,120,000
01/12/26
4
3
2,900

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
7 Locust Lane, Halesite, NY 11743
0.17
$2,571,000
5
3.5
-
Off Market
92 Bay Road, Halesite, NY 11743
0.13
$1,145,500
4
2.5
2,569
Off Market
4 Locust Lane, Halesite, NY 11743
0.16
$2,367,500
4
3.5
-
Off Market
51 Bay Road, Halesite, NY 11743
0.17
$1,675,000
5
3.5
3,600
Recently Sold
3 Soundview Drive, Huntington, NY 11743
0.19
$855,000
4
2
2,200
Recently Sold
36 Taylor Road, HUNTINGTON BAY, NY 11743
0.22
$2,141,600
3
3.5
3,700
Off Market
22 Dale Road, Halesite, NY 11743
0.19
$973,600
4
2
-
Off Market
33 Northwood Circle, Halesite, NY 11743
0.19
$1,325,000
3
2.5
2,532
Recently Sold
76 Bay Road, Huntington, NY 11743
0.18
$1,638,400
4
4.5
3,600
Off Market
4 Lower Drive, Huntington Bay, NY 11743
0.23
$1,575,000
3
2.5
2,500
Recently Sold
5 Fleetwood Drive, Huntington Bay, NY 11743
0.23
$2,710,000
4
3.5
3,200
Recently Sold

Price and Tax history

DateEventPrice
Jul 16, 2026
Source: OneKey® MLS as distributed by MLS GRID #1019906
PriceChange
$1,700,000
Price decreased by 10%
Jun 30, 2026
Source: OneKey® MLS as distributed by MLS GRID #1019906
Listed For Sale
$1,899,000

LGBTQ Local Legal Protections

Maria H. Lanzisero, Compass Greater NY LLC, (631) 629-7719
Agent Phone: (631) 327-2912
Based on information submitted to the MLS GRID as of 2026-09-04 01:03:20 PDT 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. Click here for more information

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Frequently asked questions about 39 Upper Drive

  • What is the estimated monthly payment for 39 Upper Drive?
    Based on a $1,700,000 list price with 20% down at today's rates, the estimated monthly payment for 39 Upper Drive in Halesite, NY is approximately $11,505 (about $8,809 principal & interest, $2,621 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Halesite?
    Residents describe Halesite, NY as well-kept, dog-friendly, and established. Most residents say you need a car. See homes for sale in Halesite, NY.
  • What are the closest schools to 39 Upper Drive?
    The closest schools to 39 Upper Drive in Halesite, NY are Flower Hill School (Elementary, rated 7/10), Huntington High School (rated 5/10), J Taylor Finley Middle School (rated 5/10).
  • What is 39 Upper Drive estimated to be worth?
    Trulia's estimated value for 39 Upper Drive in Halesite, NY is $1,707,400.
  • Does 39 Upper Drive have air conditioning?
    Yes, 39 Upper Drive in Halesite, NY has air conditioning.
  • Does 39 Upper Drive have a pool?
    Yes, 39 Upper Drive in Halesite, NY has a pool.
39 Upper Drive, Halesite, NY 11743 is a 4 bedroom, 4 bathroom, 3,800 sqft single-family home built in 1946. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jun 30, 2026. The MLS # for this home is MLS# 1019906.