78th Annual Labor Day Regatta
A local resident can enjoy a classic Sarasota tradition with this historic weekend sailing regatta—spectators can cheer on sailboats and connect with the vibrant boating community right by the bay.
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.
Parks, schools, dining, and what makes this neighborhood special
Nestled within the neighborhood, Oakwood Manor Community Park provides residents with shaded picnic areas, children's playgrounds, and open green spaces—a favorite gathering spot for outdoor activities and neighborhood events located just off 24th Street.
Serving local families, Tuttle Elementary on North Tuttle Avenue is a highly accessible, walkable public school known for its inclusive programs, community involvement, and central role in neighborhood life.
Along North Washington Boulevard (US-301), just steps from Oakwood Manor, the Oakwood Commons area features an array of locally owned restaurants—including Latin American grills, casual diners, and coffee shops—making it a go-to destination for diverse cuisine.
Located nearby at the intersection of North Washington Boulevard and Dr. Martin Luther King Jr Way, Starling Plaza offers residents convenient shopping with a variety of grocery, retail, and specialty stores.
The new Legacy Trail northern extension, accessible from close by Tuttle Avenue, offers Oakwood Manor residents a scenic biking and walking route connecting to Sarasota’s wider trail network—a perfect escape for cycling and nature lovers.
Things to do, events, and what's happening this month
A local resident can enjoy a classic Sarasota tradition with this historic weekend sailing regatta—spectators can cheer on sailboats and connect with the vibrant boating community right by the bay.
Perfect for Oakwood Manor families, this annual Family Fest offers performances, improv games, food trucks and a kids market—great for a fun, community-centered outing.
Car enthusiasts and curious locals alike will love browsing rare and vintage performance cars in St. Armand’s Circle—an engaging, free event within easy reach of Oakwood Manor.
Residents can stroll through this year‑round Saturday market just a few miles away for fresh produce, crafts, and local flavor right in the heart of Sarasota.
An engaging program presented by the Ringling Art Library exploring women’s impact at the Ringling Museum—a thought-provoking cultural event suited for art‑interested residents.
Stories, updates, and things to know in Oakwood Manor
Local characteristics and demographics for Oakwood Manor