
Land with Home for Sale in Smithtown, New York
37 Winston Dr, Smithtown, NY 11787
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.
Location
- Street address
- 37 Winston Dr
- County
- Suffolk County
- Zip code
- 11787
- School district
- Hauppauge
- Elevation
- 123 feet
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
Property details
- Acreage
- 2.1 acres
- MLS #
- MLSLI 1004569
- Posted
Property taxes
- 2026
- $9,421
Parcels
- 0800-124-00-01-00-002-000
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
- Franchise
- Coldwell Banker Real Estate
Exterior
- Parking
- Driveway, Garage
Structure
- Style
- Ranch
- Stories
- 2
- Water
- Private
- Sewer
- Cesspool
- Heating
- Oil
- Materials
- Block, Frame, Vinyl Siding
Interior
- Room Count
- 6
- Rooms
- Basement, Bathroom, Bedroom x 3, Den, Dining Room
- Flooring
- Hardwood, Wood
- Appliances
- Oven, Refrigerator
- Features
- First Floor Bedroom, First Floor Full Bath
Nearby schools
| Name | Type | District |
|---|---|---|
| Pines Elementary School | Elementary | Hauppauge |
| Hauppauge Middle School | Middle | Hauppauge |
| Hauppauge High School | High | Hauppauge |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 27, 2026 | New listing | $1,200,000 | — | MLSLI |




































