Community Overview
Bungalows, cottages, some new infill
City lots
Alta Vista Elementary, Booker MS, Riverview HS · Private: Out-of-Door Academy, Cardinal Mooney Catholic, Sarasota Military Academy
Generally none
First-time downtown buyers who want a single-family home rather than a condo, at the most accessible price tier.
Renovation upside is real. Quality flips have driven the neighborhood's median up consistently over the last five years.
Gillespie Park is the most affordable entry point into downtown Sarasota, anchored by the 10-acre namesake park just north of the Rosemary District.
Inventory is a mix of original 1920s–1950s bungalows, mid-century cottages, and a growing stock of new and renovated infill homes from the $400s into the $800s.
It's the rare downtown-adjacent neighborhood where a buyer can still find a single-family home under $500K — though that window is closing.
Call (941) 313-7022 or email DaveGHomes@gmail.com for expert guidance on buying or selling in Gillespie Park.