Discover the charm and character of this exquisitely maintained 1925 home in the heart of the Central Cocoanut Historic District. Ideally just steps from Whitaker Gateway Park and the long-awaited and celebrated 53-acre park along Sarasota Bay simply known as The Bay. Investors will love the opportunity to generate income while families will appreciate the multigenerational living options. The property is comprised of a main house and a detached building with two individual and rentable apartments that can also be used as an in-law suite and guest house. The main home boasts four bedrooms, 2½ baths and features a grand rocking chair front porch. Additional features include abundant light through numerous windows, high ceilings, original crown molding and trim details, original hardwood flooring upstairs and an original wood staircase with hand railing. The main floor includes a bright living room, formal dining room, kitchen with a picture window and granite countertops, a powder room, a laundry room and a fourth bedroom or office. The two carriage house apartments are at the rear of the property and each of the three units included in this property can be rented individually. The first apartment includes one bedroom, a living room, dining room, kitchen and full bath, while the second apartment is a studio with a kitchen and full bath. Both apartments share a private paver patio area with a privacy fence separating them from the main house. The property is ideal for entertaining with abundant off-street parking, a new 6-foot vinyl louver-style privacy fence enclosing a huge patio and a new wood deck off the back of the house. Modern updates include newer HVAC systems and a roof replaced in 2014. This property offers a desired and convenient location, minutes from downtown Sarasota, 10 minutes from Lido Beach and St. Armands Circle, 2½ miles from Sarasota Bradenton International Airport and 3 miles from Sarasota Memorial Hospital. Don't miss this unique opportunity to own a piece of history with modern comforts and income-generating potential.