Fenway on the Bay is an established waterfront residential pocket in Dunedin, Pinellas County, lining Edgewater Drive (Alternate US 19) along St. Joseph Sound just south of the downtown core. Local real estate guides describe it as a community of roughly 100 homes with water views, ranging from smaller two-bedroom cottages to larger custom waterfront houses (Lipply Real Estate and realestate-palmharbor.com community pages, 2026).
This is a location buy first. The draw is the sound frontage, the open water and Clearwater skyline views, and the short walk or ride to downtown Dunedin, the Pinellas Trail, Edgewater Park, and the Dunedin Marina. Because the homes sit low and close to the water, elevation and the FEMA flood zone are the central variables, and they have to be read parcel by parcel.
The Fenway on the Bay name covers very different homes and very different elevations, so the money is made or lost on the specific parcel, its elevation and flood zone, the seawall and dock, and an honest read of an older home's roof, systems, and insurability, not the headline price.
The pitch is a walkable Dunedin waterfront address with genuine St. Joseph Sound frontage. The work is the coastal diligence: confirm the flood zone and elevation certificate, read the 2024 storm and repair history, and quote insurance for the exact address before you fall for a view.