Welcome to Stonegate Crossings, one of Naples most cherished Street of Dreams neighborhoods, where this classic Colonial style estate has been lovingly owned by the same family since it was built a home where four children were raised, memories were made, and generations gathered. It has that timeless, heart warming Sixteen Candles feeling a vintage era when families truly lived in their homes, kids rode bikes until dark, and every corner held a story. And now, that nostalgic charm is beautifully coming back in style. Set on an expansive 0.81 acre lot in the heart of Naples, this 4 bedroom, 3.5 bath, two story residence offers a rare combination of space, privacy, and true family friendly living. Wide streets, friendly neighbors, and a classic Mayberry style atmosphere create the perfect setting for backyard games, pool days, and unforgettable family moments. Inside, the home features an open floor plan with a warm European, castle inspired ambiance highlighted by natural travertine stone walls (polished and split face), cedar beam French ceilings, and oak and stone flooring. The kitchen is the heart of the home with stainless steel appliances, granite countertops, double ovens, center island, range, and breakfast bar. Formal and casual living areas flow seamlessly through French doors to the lanai, oversized pool with decorative waterfall, and expansive private yard. A library with custom cedar cabinetry, a dedicated gym, and flexible spaces provide room for work, play, and future expansion, including potential to add or convert two additional ground level bedrooms. The primary suite offers cathedral ceilings, separate his and hers walk in closets, and an updated bath with contemporary lighting and oversized mirrors. Outdoors, the estate sized lot feels like a private park, featuring a rare tropical orchard with 14 individually planted and grafted mango trees, additional fruit trees, and irrigation from a private high pressure well. There is ample room for a private sports field, gardens, pets, and gatherings the kind of space where memories are made and traditions begin. Just 6 miles to the Gulf beaches and minutes to Mercato, Waterside Shops, fine dining, and A rated schools including Community School of Naples, Barron Collier, and First Baptist Academy the location is truly exceptional. The boutique, gated Stonegate Crossings community offers tennis and pickleball courts, a heated pool, playground, dog park, and clubhouse, all surrounded by multi million dollar estate homes. This is the kind of vintage, storybook home that todays buyers are falling in love with again full of character, space, warmth, and soul. A true Sixteen Candles setting, ready for the next generation to create their own unforgettable chapters.