Expert Connection
Sarasota

Five Points, Sarasota Neighborhood

West of I-75 offers a peaceful residential atmosphere with over 250 nearby green spaces like Buchan Airport Community Park/Kiwanis Park and Miss Sarasota Softball Complex for relaxation and outdoor activities. The neighborhood features primarily single detached homes built around 1984, with a variety of two and three-bedroom options suited to diverse needs. Residents have access to more than 250 supermarkets and multiple dining choices within a reasonable distance. Educational opportunities include both public and private primary and secondary schools. While the area has limited cycling infrastructure, bus lines conveniently pass through, ensuring some public transportation options are available. Parking in the neighborhood is generally very easy.

People who prefer a relaxed environment will enjoy West of I-75. This area is very quiet, as there are usually low levels of noise from traffic. Lastly, there are over 250 green spaces close by for residents to enjoy, such as Charlotte Harbor Preserve State Park and Englewood Sports Complex, which makes it easy to reach them.

Highlights of Five Points

Parks, schools, dining, and what makes this neighborhood special

🌳 Five Points Park

Five Points Park, also known as Selby Five Points Park, is an inviting green space in the heart of downtown Sarasota, offering shady oak trees, public art, and a vibrant gathering spot surrounded by popular eateries and shops along Main Street.

🏫 Sarasota Opera House

This historic performing arts venue sits just steps from Five Points, hosting highly regarded opera performances and cultural events that draw audiences from across the region, making the arts a central feature of the neighborhood.

🍽️ Main Street Dining Strip

The stretch of Main Street running through Five Points features a bustling array of local favorites, including Selva Grill, Etrusco Ristorante Toscano, and Mattison’s City Grille, all offering a diverse culinary scene in a lively, walkable setting.

🛒 Burns Square Historic Shopping District

Just south of the Five Points intersection, Burns Court offers unique boutiques, art galleries, and indie shops in a historic enclave, providing residents and visitors with one-of-a-kind shopping just a short stroll away.

🚴 Legacy Trail Downtown Connector

The Legacy Trail extension brings easy access for cyclists and walkers right into the Five Points area, linking downtown Sarasota to neighboring communities via a scenic, car-free route ideal for outdoor enthusiasts.

Five Points

This September in Five Points

Things to do, events, and what's happening this month

September 5, 2026

Exotic Cars On The Circle

St. Armand's Circle Park, Sarasota, FL • 9:00 AM–3:00 PM

A free, vibrant car show featuring exotic supercars right near downtown Sarasota—an exciting, family-friendly outing just minutes from Five Points for car enthusiasts and casual strollers alike.

September 5–6, 2026

78th Annual Labor Day Regatta

Sarasota Sailing Squadron, 1717 Ken Thompson Parkway • Sat 8:00 AM–7:00 PM; Sun 9:00 AM–4:00 PM

A historic and enduring sailing race on the bay—perfect for locals who enjoy scenic waterfront competition and festive weekend atmosphere not far from Five Points.

September 12, 2026

Library Pop‑Up and Storytime at The Bay

The Bay, Sarasota • 10:00 AM–12:00 PM

A pop‑up mobile library with storytime hosted by local librarians—ideal for families in Five Points seeking a convenient literary outing in a relaxed outdoor setting.

September 19, 2026

Florida Cracker Cattle: A Walk Through Time

Urfer Family Park, 4000 Honore Ave, Sarasota • 9:00 AM

An educational nature walk exploring Florida’s Cracker cattle heritage—great for residents near Five Points who enjoy local history, outdoor learning and family‑friendly park time.

September 24, 2026

Golden Groovers: Viva Las Vegas

Van Wezel Performing Arts Hall

A lively dance class series for seniors offering cultural enrichment and social connection, conveniently held downtown and accessible to nearby Five Points residents.

September 26, 2026

Family Fest at Van Wezel Performing Arts Hall

Van Wezel Performing Arts Hall • 10:00 AM and 1:00 PM

A fun-filled family festival with performances, improv games, food trucks and kids’ market—an excellent downtown outing within easy reach of Five Points for families seeking creative weekend entertainment.

From the Neighborhood

Stories, updates, and things to know in Five Points

Know Your Neighborhood

Local characteristics and demographics for Five Points

Neighborhood Characteristics

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Demographics

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