Pending

$1,200,000

37 Winston Drive, Smithtown, NY 11787

3beds

--sqft

Single Family Residence, Residential

Built in 1950

2.11 Acres Lot

$1,179,000 Zestimate^®

$--/sqft

$-- HOA

What's special

Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty Pine Wood w/interior access to 1 Car Attached Garage. Rare Opportunity for Smart Builders/Investors w/ 3 Options: 1) Combine both lots & create one massive estate 2) Separate lots & create 2 luxury homes 3) Keep existing home & turn the 2nd acre into the backyard everyone wishes they had w/ pool, tennis court, guest house, etc. Request to view New Surveys. Lots are Taxed Separately. Being Sold Together.

17 days

56

3

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 1
Full bathrooms: 1

Primary bedroom

Level: First

Bedroom 2

Level: First

Bedroom 3

Level: First

Bathroom 1

Description: Dual Sink Vanity w/Tub
Level: First

Bathroom 2

Description: Half Bathroom w/Heated Floors
Level: Lower

Basement

Description: Unfinished with Outside Entrance
Level: Basement

Den

Description: Front Entrance & Back Entrance to Yard w/Staircase to Basement
Level: Lower

Dining room

Level: First

Kitchen

Level: First

Living room

Level: First

Heating

Cooling

None

Appliances

Included: Oven, Refrigerator

Features

First Floor Bedroom, First Floor Full Bath
Flooring: Hardwood, Wood
Basement: Full,Unfinished,Walk-Out Access
Attic: Scuttle
Has fireplace: No

Interior area

Total structure area: 0

Video & virtual tour

Property

Parking

Total spaces: 1
Parking features: Attached, Driveway, Garage
Garage spaces: 1
Has uncovered spaces: Yes

Features

Levels: Two
Has view: Yes
View description: Neighborhood, Trees/Woods

Lot

Size: 2.11 Acres

Details

Parcel number: 0800124000100002000
Special conditions: None
Horses can be raised: Yes

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence, Residential

Materials

Block, Frame, Vinyl Siding

Condition

Actual
Year built: 1950

Utilities & green energy

Sewer: Cesspool
Water: Private
Utilities for property: Electricity Connected, Natural Gas Connected, Water Connected

Community & HOA

HOA

Has HOA: No

Location

Region: Smithtown

Financial & listing details

Tax assessed value: $504,375
Annual tax amount: $9,421
Date on market: 5/27/2026
Cumulative days on market: 45 days
Listing agreement: Exclusive Right To Sell
Exclusions: Dishwasher
Electric utility on property: Yes

Estimated market value

$1,179,000

$1.12M - $1.24M

$3,412/mo

Price history

Date	Event	Price
7/14/2026	Pending sale	$1,200,000
Source: OneKey® MLS as distributed by MLS GRID #1004569 Report a problem
6/23/2026	Listing removed	$1,200,000
Source: OneKey® MLS as distributed by MLS GRID #1004569 Report a problem
5/27/2026	Listed for sale	$1,200,000
Source: OneKey® MLS as distributed by MLS GRID #1004569 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	--	$4,035
2024	--	$4,035
2023	--	$4,035
2022	--	$4,035
2021	--	$4,035
2020	--	$4,035
2019	--	$4,035
2018	--	$4,035
2017	$1,442	$4,035
2016	--	$4,035
2015	--	$4,035
2014	--	$4,035
2013	--	$4,035
2012	--	$4,035
2011	--	$4,035
2007	$4,170 +18%	$4,035
2005	$3,533 +20.4%	$4,035
2004	$2,936 +11.6%	$4,035
2003	$2,630 +9%	$4,035
2002	$2,413	$4,035
2001	--	$4,035
2000	$2,122	$4,035

Find assessor info on the county website

Monthly payment

Estimated monthly payment$1,822

Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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Climate risks

Neighborhood: 11787

Getting around

36 / 100

Car-Dependent

20 / 100

Somewhat Bikeable

Nearby schools

GreatSchools rating

6/10
Pines Elementary School
Grades: PK-5Distance: 0.9 mi
5/10
Hauppauge Middle School
Grades: 6-8Distance: 3 mi
9/10
Hauppauge High School
Grades: 9-12Distance: 2.9 mi

Schools provided by the listing agent

Elementary: Pines Elementary School
Middle: Hauppauge Middle School
High: Hauppauge High School

Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.