Rare find in the Laurel/Washington Park Neighborhood section of Downtown Sarasota! An easy walk to all your favorite downtown restaurants, nightclubs, theaters, galleries, cafes, farmers market, street fairs, annual sidewalk chalk festival, New Year's harbor fireworks and more! Payne Park is close by as well (with tennis courts and an upcoming theater) where the Legacy Trail begins. Located on a dead end street, this captivating property features a delightful bungalow alongside a detached cottage, perfect for guests, rental income, or as an in law suite. The bungalow features 1 bedroom and 1 bath, including a versatile Florida room that can serve as a second bedroom or an inviting sunlit retreat. There is a cozy den off the primary suite, providing a great spot for an office or additional storage. The guest cottage features a kitchen which has recently been remodeled, 1 bedroom, 1 bathroom, living area and a large front porch. Plenty of driveway space for two cars and on street parking allows for easy access. Significant upgrades include a metal roof installed in 2014, New AC in cottage in 2018 and bungalow 2019. Hurricane impact exterior doors in 2021. New breaker panel box and new electrical interior wiring in 2021. Landscaping improvements and added drainage in 2023/2024. Live in one dwelling, rent the other dwelling (short term rentals are allowed, but require a license) either month to month or long term, while designing your new residence. Well maintained by current owners with a fabulous long term tenant who has renewed on a month to month lease (In main house) and the owners have vacated the cottage, so possibilities abound to keep the current tenant and Airbnb the cottage for maximum income. You can make this property yours before the high season starts!