Gillespie Park Apartment with Alley Access!!! Gillespie Park is a unique, front-porch community graced with both historic homes and new construction. It is the only downtown neighborhood with a ten-acre park that includes a tennis court, a scenic pond and gorgeous trees. Living in this neighborhood easily allows for enjoyable walks to downtown Sarasota, so whether you’re strolling to the farmers market on a Saturday morning, enjoying an evening at a world-class restaurant or admiring the sunset sky over the Bayfront, the best of this city is right at your door step.