Charming Fourplex in the Heart of Gillespie Park! Step back into Sarasota’s golden era with this beautifully maintained 1935 gem just a hop, skip, and a latte from Downtown! This delightful 4-unit property is bursting with character and income potential. It would make an ideal house hack for someone looking to be close to downtown and have a good portion of your mortgage paid by your tenants. Featuring a 2/1, two 1/1s, and an adorable detached efficiency, all with great tenants on month-to-month leases who’d love to stay. Rents are strong and steady, with room to grow—especially if you incorporate the detached unit’s storage space as an extra bedroom (or possibly reconfigure it to a 2/1)! Rents are currently $1,850 2/1, $1,595 1/1, $1,445 1/1, and $1,300 efficiency. Current owner pays approximately $5700 annually for insurance. The 2/1 unit pays for their own electric, the rest of the units have it in their monthly rent. Other expenses approximately $40 a month for gas and $240 for water/sewer/trash. Future upside you can bill the tenants for the landlord paid utilities. The roof is from 2019 (nice!), there’s parking for three, plus easy street parking for visitors or your future self. Zoned DTN, this lot has development flexibility with room for up to 12 units per acre. Whether you’re an investor looking to expand or just want to own a piece of Sarasota charm, this property checks the boxes with a wink and a smile.