Walk to Park Avenue from this stylish and impeccably maintained Winter Park home, tucked along a charming brick street just moments from the shops, dining, and the energy of downtown Winter Park. Designed for effortless living and entertaining, the main residence offers three thousand four hundred ten square feet with four bedrooms and three and a half bathrooms, plus a detached three hundred plus square foot studio apartment above the two-car garage. Complete with a full bathroom, separate air conditioning unit, and oversized storage room, this flexible space is perfect for guests, a home office, gym, art studio, or game room. This home is truly turnkey, with an impressive list of recent improvements. And when we say NEW…we mean BRAND NEW! Major updates include a NEW gas tankless water heater (2026), TWO NEW heating ventilation air conditioning systems in the main home (2026), NEW heating ventilation air conditioning for the studio apartment (2025), and a NEW roof (2025). Additional upgrades include a freshly painted interior (2026), updated light fixtures (even in the closets), NEW LED trim can lighting throughout (2026), a re-screened covered patio (2026), dishwasher (2025), garage door motor (2025), and a whole-home water purification system. The exterior was painted in 2018, and a beautiful saltwater swimming pool with sun shelf and fountain was added in 2017. The ideal floor plan centers around the kitchen, featuring a gas cooktop, stainless steel appliances, and walk-in pantry. The kitchen flows effortlessly into the spacious family room, highlighted by vaulted ceilings and a gas fireplace. Just beyond, a bright sunroom lined with windows and charming built-in window benches creates the perfect place to relax or gather. A bar/butler’s area connects the kitchen to the front-facing dining room while the living room, with a second gas fireplace sits just across the foyer. The downstairs primary suite offers a peaceful retreat with two walk-in closets, a vaulted wood-plank ceiling, and a large picture window overlooking the resort-style pool and backyard. Upstairs are three generously sized bedrooms with large walk-in closets and two full bathrooms. Outdoor living is just as inviting. The newly screened brick patio offers over five hundred square feet of covered space for lounging and dining along with a dedicated grilling station that is ready for your grill and beverage refrigerator. Just beyond an open courtyard leads to the saltwater pool with sun shelf and soothing waterfall feature all surrounded by a spacious backyard with gated access and room to discreetly store a boat trailer. A rare combination of location thoughtful design; extensive upgrades this charming Winter Park home offers the perfect balance of easy entertaining everyday comfort…just a short stroll to Park Avenue.