Gillespie Park in Sarasota : Homes for Sale in a Diverse Neighborhood

Located just blocks away from Downtown, Gillespie Park in Sarasota is a neighborhood that evokes a prestige similar to that of Old City in Philadelphia, Beacon Hill in Boston and the French Quarter of New Orleans.

Thanks to its historic standing and organic development dating back to 1920, the Gillespie Park residential district is one of Sarasota’s most cherished neighborhoods. The public park that anchors this charming community was named after the first Mayor of Sarasota, a man who firmly believed that his city was destined for greatness. These days, Gillespie Park stands as a truly diverse neighborhood in terms of history, culture and residential architecture.

The various styles found in Gillespie Park include Old Florida, Spanish Colonial, French Country, and Caribbean. In recent years, home builders have added Modernist and Mediterranean designs to the already eclectic mix. The stately character of this neighborhood, coupled with its proximity to Downtown Sarasota, have provided a very positive effect on home values. If you are a property investor, this is a district that you will want to add to your list of investment targets.

As of mid-2018, a historic Old Florida home with two bedrooms and two bathrooms was listed under $500K. One of the most attractive listings was a Southern Plantation mansion with eight bedrooms, five bathrooms and a wrought iron fence surrounding a lot larger than 10,000 square feet. A 2018 Modernist home with four bedrooms and two levels was listed for less than $600K.

Residents of Gillespie Park live within walking distance of a park featuring tennis courts, picnic grounds, a pond, a pavilion, and nature trails. The museums, galleries and theaters of Downtown Sarasota are only blocks away, and driving to the beach takes about 10 minutes. Shopping, dining and entertainment options can be found all around the district.

Homes for Sale at Gillespie Park in Sarasota

See all Gillespie Park Sarasota Homes for Sale.
(all data current as of 6/14/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.