Welcome to this meticulously maintained 4 bedroom 2 bathroom Winter Park gem, lovingly cared for by the same attentive owner for 50 years. Nestled within the coveted Winter Park Pines neighborhood, this residence enjoys a premium location adjacent to the picturesque Cady Way Trail. As you approach the home, the meticulously crafted paver driveway sets the tone for what's to come. Plantation shutters adorn the living spaces. Rich laminate wood flooring & ceramic tile weave a tapestry of elegance throughout that leads to a beautifully upgraded kitchen adorned with granite countertops and modern stainless-steel appliances. The ample size of the bedrooms ensures cozy retreats, while the office features built-in shelving that adds both functionality and charm. This residence follows a smart split plan layout, offering privacy and an efficient use of space. But the location is truly unbeatable. You're just steps from unique neighborhood amenities such as Winter Pines Golf Course, Ward Park, Showalter Field, Cady Way Community Pool, Pickle Ball Courts & Winter Park Advent Health Complex. TOP RATED Winter Park schools, Brookshire Elementary & Winter Park High School, are both located just a few blocks over. In addition the neighborhood amenities, it's just a short drive from Park Avenue Winter Park, a vibrant shopping and dining district with over 100 stores and restaurants and home to a variety of art galleries, museums, theaters, and outdoor cafes. Twenty minutes from UCF & Downtown Orlando. 35 minutes from Universal & Disney and only an hour from the beach allowing you to enjoy the best of both worlds, luxury living and prime Florida living. Important notable features: NEW ROOF(May 2022), NEW SOD (2020) NEW FENCE ALONG BACK OF HOUSE, UPGRADED SECURITY SYSTEM (2020) NEW FARMHOUSE GARAGE DOOR(2020) alongside an array of other thoughtful upgrades made over the years.