Experience the epitome of Dunedin living in this captivating property that seamlessly blends modern luxury with timeless charm, boasting not one but two homes surrounding a pristine sparkling pool! Zoned MF (Multifamily Residential), Bed and Breakfast Only by Conditional Use Permit from the Board of Adjustment and Appeal (Must be Owner-Occupied). The main two-story residence unfolds with five bedrooms and three updated full baths, exuding architectural style and character from the moment you step onto the grand 250 sq foot front porch – a perfect oasis for your morning coffee. Inside, revel in the meticulous craftsmanship spanning 1,890 heated sq ft, featuring new wood flooring, exposed beams, and ceilings on the first floor. The chef's dream kitchen is adorned with shaker-style custom cabinetry, quartz counters, upgraded chef's appliances, and a striking copper backsplash. With a built-in coffee/wine bar, built-in shelving in the dining room, and an abundance of windows inviting natural light, this home is a sanctuary of comfort and style. A bedroom and full bath on the first floor, along with four bedrooms on the second floor, create a versatile living space. The second story boasts a loft area, primary suite with a luxurious bath, 3 additional bedrooms and a 3rd updated full bath. A large screened-in lanai off the kitchen completes the perfect indoor-outdoor flow. The allure extends beyond the main residence to a new pool nestled between the two homes, providing a refreshing oasis in the heart of Dunedin. The guest house, a masterpiece completed in 2018, showcases impact-rated windows and doors, new roof, and newer electrical and plumbing. With vaulted ceilings, custom kitchen cabinets, and a large back balcony overlooking the Pinellas Trail, the guest home is a haven of tranquility. Situated directly on the Pinellas Trail, this property offers a rare blend of serenity and accessibility. Whether you're enjoying the fire pit, covered parking, or the laundry/utility room, every aspect is designed for comfort. With a combined heated sq ft of 2,634 and a total sq footage of 3,952, including the inviting front porch, this property promises a lifestyle that transcends the ordinary. Not in a flood zone! Your oasis in Dunedin awaits, where the pool, shops, restaurants, bars, breweries, and the Pinellas Trail seamlessly become part of your daily tapestry. Don't miss this rare gem – it's time to elevate your lifestyle! Also conditional use owner-occupied bed and breakfast use is permitted! Schedule your showing today!