Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reimagined residence captures the spirit of historic Winter Garden while delivering every modern luxury. Step inside and feel the warmth of a home lovingly transformed from its original 3 bedroom ranch into a stunning 5 bedroom, 3 bath retreat spanning more than 3,300 sf. Every detail has been thoughtfully curated from the chef inspired kitchen to the inviting gathering spaces that make this home a haven for family life and entertaining. The kitchen is the heart of the home, featuring cashmere white granite countertops, a 5 burner gas cooktop with high velocity vent hood, pot filler, and a walk in pantry with concrete counters. Dual full size refrigerator and freezer units provide professional grade storage, and the open design keeps everyone connected across the bar top seating and living area. Multiple living and entertaining zones make this home truly special. Enjoy cozy evenings around the double sided fireplace, host friends at the Tiki bar porch (complete with built in beer tap and refrigerator), or unwind on the two level back deck featuring an outdoor kitchen, built in hot tub, and paver patio with fire pit wall all set against a backdrop of breathtaking sunset views over the treetops. The home was designed to complement Winter Gardens historic district, drawing inspiration from nearby vintage architecture and timeless details found throughout downtown. Brick column bases, tapered columns, and graceful arches pay homage to the areas early 20th century charm while interiors balance modern function with warmth and character. Skylights and a solar tube bathe the home in natural light, while thoughtful craftsmanship ensures every space feels welcoming. Enjoy your morning coffee on the front porch and wave to neighbors passing by this is the kind of street where community still matters. The fenced backyard with a built in dog door is ideal for pets and play, and theres ample room to add a pool if you wish. Additional features include dedicated RV parking with power hookup, offering the perfect setup for your camper, boat, or extra vehicle a rare find in this desirable location. Located in the highly coveted golf cart district of downtown Winter Garden, youre just a five minute golf cart ride from the heart of Plant Street home to the Crooked Can Brewery & Marketplace, Axum Coffee, Plant Street Market, Matthews Steakhouse, and an ever growing array of boutiques, cafs, and entertainment. Stroll or ride to the West Orange Trail, enjoy the Saturday Farmers Market, or take part in year round events like Music Fest, Spring Fever in the Garden, and Oktoberfest. Every feature of this property reflects thoughtful living from the expansive 0.33 acre lot on a quiet dead end street to the custom addition adding over 1,800 square feet of living space, an expanded primary suite with spa style bath, and multiple social zones perfect for entertaining. Abundant natural light pours through skylights and large windows, while the private backyard oasis offers serene sunset views and generous outdoor living space. This is more than a house its a lifestyle. With space to grow, room to gather, and proximity to one of Floridas most vibrant downtown districts, this Winter Garden treasure offers the perfect place to live, play, and thrive.