Under contract-accepting backup offers. Welcome to your dream home nestled on one of Dunedin's most coveted tree-lined brick streets! This enchanting 1925 residence, situated on a quarter of an acre on the corner of Scotland and Louden, exudes timeless charm while boasting modern updates that will leave you in awe. Step inside and be captivated by the meticulously restored windows that flood the home's 1764 square feet with natural light, accentuating the rich character of the hardwood floors beneath your feet. This spacious abode offers 3 bedrooms and 2 baths, providing ample space for relaxation and entertainment. But the magic doesn't end there – this property comes complete with an income-producing duplex, 1st floor unit is 968SqFt 2BR/1.5BA apartment and a 780SqFt 1BR/1BA upstairs apartment. Both apartments feature countless upgrades that include a private outside patio & 2nd floor deck adding both versatility and value to your investment. Whether you choose to enjoy the main house's inviting ambiance or capitalize on rental income from the meticulously upgraded apartments, the possibilities are endless. Indulge in the comforts of modern living with features such as volume ceilings, plantation shutters, and a wood-burning fireplace, while the updated kitchen boasts stainless steel appliances and stylish finishes. Retreat to your private oasis outdoors, where a newly installed saltwater heated pool and spa beckon for endless hours of relaxation and entertainment. Conveniently located just steps away from downtown Dunedin, you'll find yourself immersed in a vibrant community brimming with unique shops, top-rated restaurants, and endless activities. Whether you're strolling along the Pinellas Trail, enjoying waterfront sunsets, or exploring the nearby causeway, the possibilities for adventure are endless. Also conditional use owner-occupied bed and breakfast use is permitted! Not located in a flood zone! Don't miss your chance to call this piece of paradise home – schedule your showing today and experience the magic of Dunedin living at its finest!