$1,645,000

60 Winston Drive, Smithtown, NY 11787

  • 7 beds |
  • 6 baths |
  • 6,087 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1963
  • Property Lot Size Icon1.06acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $270/sqft
  • Property List Date Icon Listed 12 days ago

Property Description

FSBO. At $270 per square foot, this impressive contemporary is the best value in the Smithtown Pines! Set on a beautifully landscaped level 1.06-acre property in the desirable Hamlet of Smithtown Pines, this expansive 6,087 square foot under roof, 17-room contemporary offers an exceptional blend of space, elegance and resort-style living. Featuring 7 bedrooms, 5.5 bathrooms, and a dedicated study, this home is thoughtfully designed to accommodate both everyday comfort and grand entertaining, including ideal accommodations for extended or multi-generational living. Inside you will find 5 inch red oak plank hardwood floors with a custom medallion, complemented by custom moldings and 7 inch baseboards throughout, as well as a mix of carpet and ceramic tile. The home boasts dual staircases and two luxurious primary bedroom suites, each with its own private bath. The magnificent living room features a custom marble gas fireplace, custom wainscoting, and oversized picture windows that flood the space with natural light. Additionally, there are 133 high hats, 3 skylights, and 9 ceiling fans that ensure the home is bright and comfortable all year-round. A grand eat-in kitchen with stainless steel appliances showcases striking Uba Tuba granite with a full 6 inch backsplash and ample cabinetry ideal for both everyday living and entertaining. The banquet-sized dining room offers panoramic views of the country club-style backyard, where you’ll find a 50 foot custom L-shaped vinyl in-ground pool, an oversized tennis court with a dedicated viewing deck, underground sprinklers and a serene rock pond with a built-in waterfall creating your own private retreat. Additional highlights include 58 double-pane Andersen windows, 3 Andersen sliding glass doors leading to multi-level decks, plus 3 exterior doors that enhance seamless indoor-outdoor flow. The lower level offers a separate 1,000 square foot guest wing with its own private entrance with a designated parking area that provides excellent flexibility for extended family, guests or potential home office use. With 16 closets, storage is abundant throughout and the home’s generous layout offers endless possibilities for customization. Brand new oil tank. Located in the award-winning Hauppauge School District and set within the highly sought- after Smithtown Pines, this custom home offers access to top-tier education while benefiting from Smithtown-area amenities and comparatively lower taxes. Conveniently situated near the Long Island Expressway and Northern State Parkway, this property combines privacy with accessibility giving the best of both worlds. This one-of-a-kind property delivers luxury living, unbeatable value and exceptional versatility in one extraordinary offering. Perfect for entertaining, extended family living, or creating your own private estate compound, this is a rare find and must be seen to be appreciated.

Listing Status:
Active
Data Last Updated:
June 25, 2026 at 4:21PM
Listing Office:
Greene Realty Group : 860-560-1006
MLS ID:
1012725
  • General: First Floor BedroomFirst Floor Full BathBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierCrown MoldingEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsIn-Law FloorplanNatural WoodworkOpen FloorplanOpen KitchenOriginal DetailsPantryPrimary BathroomStorageTile CountersWalk Through KitchenWalk-In Closet(s)Washer/Dryer Hookup
  • Appliances: CooktopDishwasherDryerElectric CooktopElectric OvenElectric RangeExhaust FanFreezerMicrowaveOvenRefrigeratorStainless Steel Appliance(s)Washer
  • Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
  • Flooring: CarpetCeramic TileHardwoodTileWood
  • A/C: Central Air
  • Heating: BaseboardHot WaterOil
  • Fireplace: GasLiving RoomFireplaceFireplaces: 1
  • General: BalconyLightingMailboxRain GuttersTennis Court(s)
  • Style: ContemporaryEstate
  • Other Structures: Deck
  • Pool: Diving BoardFencedIn GroundOutdoor PoolPool CoverVinyl
  • Parking: DrivewayGarageGarage Door OpenerParking spaces: 9
  • Windows: Bay Window(s)BlindsCasementDouble Pane WindowsInsulated WindowsOversized WindowsScreensSkylight(s)Wall of Windows
  • General: Two
  • Originating MLS: onekey2
  • School District: Hauppauge
  • County: Suffolk County
  • Zoning: 0800-123-00-04-00-017-000
  • Fencing: Back YardChain LinkFencedFullVinylWood
  • Utilities: Cable AvailableElectricity ConnectedPhone ConnectedTrash Collection PublicWater Connected
  • Water: Public
  • Sewer: Cesspool
  • Source: onekey2

This listing courtesy of Greene Realty Group

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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