Discover the charm and character of this beautifully maintained historic bungalow located in the heart of Downtown Winter Haven. Filled with personality and original details, this 2-bedroom home offers a warm and inviting atmosphere just moments from lakes, parks, restaurants, and all the conveniences of city living. Step inside to find a bright and spacious living room featuring a classic brick fireplace, built-in shelving, large windows, and gorgeous wood flooring that adds timeless appeal. The open archway leads to a dining area with a built-in hutch, blending vintage elegance with everyday functionality. A standout feature is the fully finished wood-paneled flex room, perfect for a music studio, home office, art space, reading room, or creative retreat—full of natural light and charm. Enjoy peaceful mornings and evenings on the screened front porch, where you can relax with a view of the nearby lake—one of Winter Haven’s many sparkling waterways. The property also features a detached garage equipped with electricity, offering endless possibilities—use it as a workshop, hobby room, storage space, home gym, or transform it into a personalized workspace. Set on a spacious lot with mature landscaping, there is plenty of room for gardening, outdoor seating, pets, or future enhancements. Located just minutes from Lake Howard, Lake Silver, the Chain of Lakes, Central Park, cafés, downtown dining, the public library, and LEGOLAND Florida, this home offers both convenience and charm. Major roads such as US-17, Havendale Blvd, and Cypress Gardens Blvd are close by for easy commuting. Whether you're searching for a cozy retirement home, a fantastic first-home opportunity, or an Airbnb investment in a highly desirable downtown location, this Winter Haven classic delivers character, convenience, and incredible potential.