Two homes, one roof, zero HOA - 370 E. Fray Street is one of those rare finds in Englewood's beloved Dearborn area that works for whatever life looks like right now. The main residence is a 2-bedroom, 2-bathroom split floor plan with its own private front entrance, and connected through a shared lanai is a fully private mother-in-law (studio) suite complete with a kitchen, full bathroom, and its own separate entrance - perfect for extended family who want to be close without giving up their independence, or for generating rental income on your own terms. The front unit has earned 25+ five-star Airbnb reviews and the suite has a history of long-term rental use, so the income potential here isn't theoretical - it's already been proven. Recent updates give you confidence from day one: new windows (2024), new fully fenced yard (2024), new A/C (2023), and a newer roof (2020). Outside you'll find shelled parking with room for boats, trailers, and multiple vehicles, storage sheds, a paved side walkway, and a shared lanai with washer and dryer. Want the whole thing for yourself? It converts back to a traditional 3-bedroom, 3-bathroom single-family home. Gulf beaches, Dearborn Street dining, and local shopping are just minutes away - schedule your showing and come see why this one is different.