Picture yourself unwinding in your private 0.41 acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park Racquet Club for tennis, pickleball, or lunch (kids are coveredtheres a sidewalk the whole way), or head to the deeded lake access launch for a day of kayaking on the Winter Park Chain of Lakes. Welcome to 2299 Via Tuscany, a gorgeous 4 bedroom, 3.5 bath home in the coveted Winter Park Vias. With 3,986 square feet on a 0.40 acre lot, it offers the perfect blend of luxury and comfort, featuring updated kitchens and baths, a new architectural shingle roof (2023), Pebble Tec style pool finish, and lush landscaping. Inside, enjoy solid hardwood and modern tile floors, soaring ceilings, and two wood burning fireplaces. The chefs kitchen shines with SubZero refrigeration and a Viking 6 burner gas cooktop. The main floor offers a private primary suite, a guest suite, and a study/library with built ins, while upstairs youll find two more bedrooms and a full bath. Modern perks include zoned A/C, a new EV charger, and epoxy coated floors in the 2 car garage. Close to parks, the Racquet Club, and downtown Winter Parks shops, dining, and culture, this home suits families and active lifestyles alike. Deeded lake access through the Maitland Shores Lakefront Preservation Association gives you a private ramp for kayaks, canoes, and more, plus easy access to schools, trails, and green spacesa perfect mix of charm, amenities, and location.