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Southside is the residential neighborhood south of downtown Sarasota that takes its name from Southside Elementary School. We're Eric and Traci Bolen of Sand + Sea Homes with eXp Realty, a husband-and-wife team, and we'd love to help you buy or sell here.
Name. Named after Southside Elementary School on Webber Street.
Walkability. Residents walk to Sarasota Memorial Hospital, the school and Southside Village's shops.
Market
Price Range
We don't have reliable neighborhood-level market data to publish for Southside yet, so we don't quote a median here. Ask us for recent sales of homes with a similar plan, size and location.
Many downtown-area neighborhoods have voluntary associations rather than HOAs, while condos have their own associations, so we check these details with you line by line:
Tax bill and assessments. Ask for the latest property tax bill and check for CDD, stewardship district or other special assessments. Florida taxes also reset after a sale.
Association documents. Review the HOA budget, reserves, what the dues cover, and the leasing, pet and architectural rules before your inspection period ends. Condos and some neighborhoods have an extra association.
Insurance and flood zone. Get insurance quotes, and flood quotes where needed, before you're under contract. Flood zones are assigned home by home. Our post on whether Florida home insurance rates are coming down explains the current picture.
Zoned public schools for Southside, from Sarasota County Schools' School Zone Locator (checked Oct 20, 2026 using addresses inside the neighborhood):
Elementary: Wilkinson School (K-8)
Middle: Booker Middle School
High: Riverview High School
Sarasota County choice options include Pine View School in Osprey, the district's gifted magnet for grades 2-12 (eligibility testing required), and Booker Middle School's audition-based Visual and Performing Arts magnet. School boundaries change, so always confirm the assigned schools for a specific address with Sarasota County Schools before you buy.
Southside is one of the neighborhoods on our Downtown Sarasota list. Head back to our Downtown Sarasota homes and living guide for the big picture, or explore more of Downtown Sarasota:
The neighborhood is named after Southside Elementary School.
Is Southside the same as Southside Village?
No. Southside is the residential area; Southside Village is the shopping district.
Which schools are zoned for Southside?
Based on Sarasota County Schools' School Zone Locator (checked Oct 20, 2026), Southside is zoned for Wilkinson School (K-8), Booker Middle School and Riverview High School. Boundaries change, so confirm the schools for a specific address with Sarasota County Schools.
