At $295 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.
- Heating System:
- Oil, Hot Water, Baseboard
- Cooling System:
- Central Air
- Fence:
- Back Yard, Fenced, Full, Chain Link, Wood, Vinyl
- Patio:
- Deck
- Swimming Pool:
- In Ground, Outdoor Pool, Fenced, Pool Cover, Vinyl, Diving Board
- Appliances:
- Dishwasher, Oven, Refrigerator, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Cooktop, Freezer, Electric Oven, Electric Range, Exhaust Fan, Electric Cooktop
- Exterior Features:
- Balcony, Tennis Court(s), Mailbox, Lighting, Rain Gutters
- Fireplace Features:
- Gas, Living Room
- Fireplaces Total:
- 1
- Flooring:
- Hardwood, Carpet, Ceramic Tile, Tile, Wood
- Garage Spaces:
- 2
- Interior Features:
- Eat-in Kitchen, Entrance Foyer, Granite Counters, Open Kitchen, Open Floorplan, High Ceilings, Cathedral Ceiling(s), Pantry, Storage, Walk-in Closet(s), Original Details, Walk Through Kitchen, Washer/dryer Hookup, Formal Dining, First Floor Bedroom, In-law Floorplan, Primary Bathroom, Ceiling Fan(s), Chandelier, First Floor Full Bath, Built-in Features, Crown Molding, Natural Woodwork, Tile Counters
- Laundry Features:
- Inside, Laundry Room, Washer Hookup, Electric Dryer Hookup
- Lot Features:
- Private, Level, Cleared, Views, Sprinklers In Front, Near Shops, Near School, Sprinklers In Rear, Back Yard, Landscaped, Front Yard
- Parking Features:
- Driveway, Garage, Garage Door Opener
- Sewer:
- Cesspool
- Utilities:
- Cable Available, Trash Collection Public, Water Connected, Electricity Connected, Phone Connected
- City:
- Smithtown
- State:
- NY
- Street:
- Winston
- Street Number:
- 60
- Street Suffix:
- Drive
- Postal Code:
- 11787
- Floor Number:
- 0
- Longitude:
- W74° 44' 52.8''
- Latitude:
- N40° 50' 18.9''
- Direction Faces:
- East
- Directions:
- Northern State Parkway to Vets Highway. Make the first left on Ledgewood, Left on Mobrey Lane, Right on Winston Drive. Third house on the left.
- PostalCity:
- Smithtown
- Architectural Style:
- Contemporary, Estate
- Construction Materials:
- Vinyl Siding
- Elementary School:
- Pines Elementary School
- High School:
- Hauppauge High School
- Levels:
- Two
- Agent MlsId:
- 166730
- MiddleOrJunior School:
- Hauppauge Middle School
- PhotosCount:
- 42
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $24,377
- Water Source:
- Public
- Office MlsId:
- DERK01
Residential - MLS# 1012725
60 Winston Drive, Smithtown, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1012725
- Price :
- $1,795,000
- Rooms :
- 17
- Bedrooms :
- 7
- Bathrooms :
- 5
- Half Bathrooms :
- 1
- Bathrooms Total :
- 6
- Square Footage :
- 6,087 Sqft
- Lot Area :
- 1.06 Acre
- Year Built :
- 1963
- Status :
- Active
- Listing Agent :
- Derek J. Greene
- Listing Office :
- Greene Realty Group











































