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Land with Home for Sale in Smithtown, New York

37 Winston Dr, Smithtown, NY 11787

$1,200,000
2.1 acres
Active sale
ago
Est $6,541/mo

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.

Sq feet
3
Beds
1
Full bath
1950
Built

Location

Street address
37 Winston Dr
Zip code
11787
School district
Hauppauge
Elevation
123 feet
Coordinates
40.8421, -73.2507

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

NameTypeDistrict
Pines Elementary SchoolElementaryHauppauge
Hauppauge Middle SchoolMiddleHauppauge
Hauppauge High SchoolHighHauppauge

Listing history

DateEventPriceChangeSource
May 27, 2026New listing$1,200,000MLSLI
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This 2.1-acre property is located at 37 Winston Dr in Smithtown, NY 11787. The property is available for sale for $1,200,000. It has a 3 bedroom, 1 bath house built in 1950.

Listed by Coldwell Banker American Homes, (800) 270-6318

Checked 1 hour agoUpdated Source

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