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Discover Sarasota’s West of the Trail Neighborhoods

Some of Sarasota’s most desirable homes are nestled in established neighborhoods, bordering the ocean, just west of Tamiami Trail. It’s no secret that this area is prime real estate offering easy access to the Gulf, quaint neighborhoods and small hubs for businesses and the surrounding communities. 

When we refer to “West of the Trail,” we are talking about Tamiami Trail or US 41, which runs all the way from Miami to Tampa. The area lies on the west side of South Tamiami Trail, closest to the bay, and is refined by Mound Street in the north and Bay Road to the south.

Homes here are best defined as historic, with mature trees and plenty of charm. Residents here find appeal in the exceptional schools, convenience to Downtown Sarasota, the shops and restaurants nearby and, of course, the ocean!

West of the Trail Neighborhoods

McClellan Park

McClellan Park is one of the most historic areas in Sarasota, Florida. It is located in the original settlement that became the city of Sarasota. McClellan Park and neighboring Desota Park, which was also developed in the 1920s feature older, charming homes, set in a peaceful area with canopied streets.

Cherokee Park

Cherokee Park is perhaps one of the most reputable and desirable neighborhoods in Sarasota.  Here, you will find established homes featuring a mix of architectural styles from contemporary homes to mediterranean mansions. The streets here are wide and lined with huge oak trees.

Harbor Acres

Harbor Acres features waterfront homes that are a mix of older homes and new construction. This neighborhood is filled with young families and retirees alike, all seeking the ultimate Florida lifestyle. Lots are large here, and there’s ample space to play, both by water and land.

Avondale

Located on the Hudson Bayou, Avondale comprises just under 200 homes and appeals to young families who want to take full advantage of the prime elementary school nearby, Southside Elementary School. Sidewalks line this quiet and mature neighborhood, making it the perfect, safe setting for walking, biking and running.

San Remo

The ultimate escape for boaters and watersport lovers, San Remo Estates — along with neighboring communities Coral Cove, Fishermen’s Bay and Southpointe Shores — offers direct access to Sarasota Bay through deep-water canals. Homes here are more mature and offer large lots featuring full waterfront views for the ultimate sunset spectator!

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