Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai, where a tongue-and-groove wood ceiling and a fully equipped gas summer kitchen create the perfect backdrop for effortless outdoor entertaining and everyday relaxation. Designed with character and comfort in mind, this thoughtfully updated home features exposed brick, wood-beamed ceilings, Italian porcelain tile, engineered wood flooring, and two sleek accordion glass doors that invite the outdoors in, creating a seamless indoor-outdoor lifestyle. The chef-inspired kitchen is the heart of the home, boasting quartz countertops, a mosaic backsplash, custom cabinetry, double sinks, a skylight, and newer stainless steel appliances—including a gas cooktop and wine fridge. The kitchen flows effortlessly into the dining and living areas, anchored by a Vermont Castings wood-burning stove with catalytic combustor framed in brick. Just steps away, a spacious butler’s pantry and laundry room lead to the attached air-conditioned two-car garage with epoxy floors, perfect for a home gym, storage, or EV charging. The split floor plan ensures ultimate privacy for the master suite, which overlooks the lush backyard and nearby park. French doors lead to a large walk-in closet and a newly renovated en-suite bath with dual vanities, a soaking tub, and a spa-style walk-in shower. The master also offers private access to the central courtyard. A detached third bedroom with its own full bath and newer flooring is ideal as a guest suite, home office, or income-producing rental space. In the rear of the property, a second, detached 20-foot-wide garage—also air-conditioned with epoxy flooring—is accessible through a separate gated driveway and offers even more space for collectibles or hobbies. The fully fenced backyard, rich with mature landscaping and orange trees, has room to add a pool and offers direct private access to Phelps Park with tennis, pickleball, basketball courts, a playground, and green space. Enhanced with a 5.7 kW solar panel array that doubles as the lanai roof, a brand-new 18 SEER York HVAC system, foam roof deck insulation, and extra wall soundproofing, this home is as energy-efficient as it is luxurious. Complete with a multi-zone irrigation system and landscape lighting, this truly special property offers the perfect blend of timeless charm, modern comfort, and an unbeatable Winter Park location. Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today.