"Love Island" - the talk of the town for its unmatched privacy and incredible entertaining space - sets the stage for this exquisite Colonial located in the prestigious "The Pines" section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest accommodations with 1st floor bedroom accommodations & full bath on main level with walk in shower for those wishing to avoid stairs. Inside, soaring ceilings, abundant natural light, plantation shutters, and elegant finishes create a refined yet welcoming atmosphere. The spacious primary suite offers a spa-inspired ensuite bath with radiant heated floors, dual vanities, custom cabinetry, skylight, elegant tilework, and a jacuzzi-style soaking tub. Designed for both everyday comfort and entertaining, the home includes 3 full baths, 2 half baths, multi-zone heat and CAC, newer burner, 2018 water heater, and a fully finished basement with CO, half bath, baseboard heat, sump pump, and 60 AMP subpanel. Step outside to your private backyard oasis featuring a sprawling wood deck, stunning paver patios, and a sparkling inground chlorinated pool with solar heating and a brand-new 2025 liner. Lush landscaping and 8-zone sprinklers complete this resort-style retreat. A rare opportunity offering luxury, versatility, exceptional entertaining space. Close to all shopping, major highways and public transportation. Low taxes! Do not miss out on making this your forever home!