Discover the allure of historical charm with modern comforts at this delightful property, featuring a 2-Bedroom/1-Bath MAIN HOUSE, along with a 1-Bedroom/1.5-Bath COTTAGE, nestled just a stone’s throw from Downtown Dunedin. A mere 1.2 miles from the vibrant heart of the city, a short journey to the Blue Jays Stadium, and a block away from the scenic Pinellas Trail, this location is unmatched in convenience and appeal. The main residence was erected in 1925 and has since been meticulously updated to blend classic elegance with contemporary living. It boasts two cozy bedrooms, a single well-appointed and beautifully updated bathroom, and an expansive kitchen and dining area designed for both culinary adventures and social gatherings. The walk-in pantry and separate laundry room offer ample storage solutions. In the privacy of the backyard stands a charming 733 sqft COTTAGE, complete with a spacious bedroom, including a washer/dryer, and a cedar walk-in closet. The screened porch invites relaxation and serenity. This cottage presents an excellent opportunity for generating ADDITIONAL INCOME through rental. The outdoor space is a secluded haven, surrounded by shaded by mature trees, perfect for personal retreats or entertainment. A detached 200 sqft workshop provides a versatile space for hobbies or storage. Recent upgrades to the property include a new roof for the main house in 2018 and the cottage in 2012, HVAC systems installed in 2018 and 2020, modernized electrical panels in 2004 & 2018, and the installation of new windows in the main house in 2012 and 2014. Both houses also feature tankless water heaters, ensuring efficiency and comfort (in the main home just replaced 2024, and Cottage 2018). This property is not just a house, but a lifestyle offering, promising a blend of history, culture, and modern living. It’s a treasure on the Dunedin border, waiting for you to call it home.