Date
Details
Price
Change
Source
5/27/2026
Listed
$1,200,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
No photo available
$1,200,000 Just Listed
Property Description
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.
Full Property Details
Full Property Details for 37 Winston Dr
General
- Price: $1,200,000
- Taxes: $9,421
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1004569
- Updated: 5/27/2026
- Added to Site: 2 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: First Floor Bedroom, First Floor Full Bath
- Appliances: Oven, Refrigerator
- Flooring: Hardwood, Wood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Attached, Driveway, Garage
Location
- County: Suffolk County
- Cross Streets: McArthur Ln & Churchill Ln
- Driving Directions: Take I-495 E to NY-25 E/Jericho Tpke in Commack. Take exit SM3 E from Sunken Meadow State Pkwy. Continue on NY-25 E. Drive to Winston Dr in Smithtown OR Northern State Pkwy Use the left lane to merge onto NY-347/NY-454 E. Take Ledgewood Dr onto McArthur Ln to Winston Dr
School Information
- High School District: Hauppauge
- Elementary School: Pines Elementary School
- Middle School: Hauppauge Middle School
- High School: Hauppauge High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Oil
- Heating Zones: 1
Utilities
- Sewer: Cesspool
- Water: Private
- Utility Description: Electricity Connected, Natural Gas Connected, Water Connected
Structural Information
- Architectural Style: Ranch
- Detached/Attached: Detached
- Construction: Block, Frame, Vinyl Siding
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 1950
Lot Features
- Property View: Neighborhood, Trees/Woods
- Lot Size (Acres): 2.1
- Lot Size (Sq. Ft.): 91,963
Financial Considerations
- Tax Amount: $9,421
Disclosures and Reports
- Special Conditions: None
- Exclusions: Dishwasher
- Property ID: 0800-124-00-01-00-002-000
- Block: 1
- Lot Number: 2.000 & 3.000
Listed by Coldwell Banker American Homes
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Listing agent
— 37 Winston Dr —
Coldwell Banker American Homes
516-798-4100
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Schools
Schools serving 37 Winston Dr
School District:Hauppauge Union Free School District
| Name | Grades | Distance |
|---|---|---|
Pines Elementary School 22 Holly Drive, Smithtown, NY 11787 | K-5 | 0.9 mi |
Hauppauge Middle School 600 Townline Road, Hauppauge, NY 11788 | 6-8 | 3 mi |
Hauppauge High School 500 Lincoln Boulevard, Hauppauge, NY 11788 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 37 Winston Dr
Tax History
Tax History for 37 Winston Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,075
100%
$4,035
—
2020
100%
$4,035
—
2022
-100%
$4,035
—
2016
$1,442
-63%
$4,035
—
2020
$3,923
-47%
$4,035
—
2018
$7,445
1%
$4,035
—
2017
$7,340
-17%
$4,035
—
2016
$8,807
36%
$4,035
—
2015
$6,494
3%
$4,035
—
2015
$6,329
5%
$4,035
—
2014
$6,050
5%
$4,035
—
2013
$5,754
—
$4,035
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 37 Winston Dr
37 Winston Drive, Smithtown, NY 11787 (MLS# 1004569) is a Single Family property with 3 bedrooms and 1 full bathroom. 37 Winston Drive is currently listed for $1,200,000 and was received on May 27, 2026. Want to learn more about 37 Winston Drive? Do you have questions about finding other Single Family real estate for sale in Smithtown? You can browse all Smithtown real estate or contact a Coldwell Banker agent to request more information.