Welcome to 345 Gilbert Rd—a beautifully maintained Mid Century 3-bedroom, 2-bathroom home nestled in the sought-after Winter Park Pines neighborhood minutes from Park Ave. and zone for Winter Park High Schools. This home offers a perfect blend of classic charm and modern comfort. Step inside to discover a freshly painted interior bathed in natural light, featuring gleaming wood and terrazzo floors. The spacious living room boasts a cozy wood-burning fireplace, creating an inviting atmosphere for relaxation and entertaining. The casual dining area, adjacent to the kitchen, opens through sliding glass doors to a private backyard oasis. Here, you'll find a sparkling pool—ideal for Florida's sunny days and outdoor gatherings. Additional highlights include a 2-car attached garage and proximity to top-rated schools. Enjoy the convenience of nearby amenities such as walking to the Cady Way Trail, tennis and pickleball courts, community pool Winter Park Pines Golf Club, Winter Park Hospital and a variety of shopping and dining options. This delightful home combines timeless appeal with modern updates, offering a comfortable and stylish living experience in one of Winter Park's most desirable communities.