Welcome to 56 Oakland Drive, just a short stroll to the heart of vibrant Huntington Village, offering an exceptional lifestyle surrounded by renowned restaurants, boutique shopping, theaters, galleries, concerts, parks, boating on Huntington Harbor, and the natural beauty of nearby Heckscher Park. Rich in history as the birthplace of Walt Whitman and conveniently located just minutes to the LIRR with easy access to NYC, as well as the charming waterfront communities of Lloyd Harbor, Cold Spring Harbor, Centerport and Northport. This diamond-condition 1930's Colonial is filled with timeless charm, warmth, and character evident from the moment you arrive. A welcoming front porch with awning creates the perfect setting to relax and enjoy time with company. Inside, classic architectural details blend seamlessly with modern updates. Highlights include a graceful tee-shaped staircase, rich dark hardwood flooring, formal dining room, and two wood-burning fireplaces-one in the inviting living room and another in the cozy family room. The beautifully updated white kitchen features Thermador appliances, gas cooking, stainless steel appliances, and French doors leading to a Trex deck with electric awning, ideal for entertaining and outdoor dining. Upstairs, the spacious primary ensuite offers a WIC with window, double vanity sinks, and a luxurious steam shower. Three additional bedrooms and an updated full bath complete the second level. The flat backyard offers both privacy and functionality with a brick patio, Trex deck, inground sprinklers, and detached two-car garage with generous storage room space. Additional amenities include central air conditioning, generator hookup, above-ground oil tank, gas from the street for the Thermadore stove, Pella Windows, window awnings and exceptional curb appeal throughout. A rare opportunity to own a beautifully maintained home in one of Huntington's highly sought after village locations.