West of Trail

This level of convenience can often be difficult to find when it comes to upscale neighborhoods.

Welcome to West of the Trail

 
A peaceful neighborhood with upscale amenities and unique attractions
 
West of the Trail is a charming neighborhood in Sarasota, Florida with a serene atmosphere and historical charm. The “Trail” refers to Route 41, also known as the “Tamiami Trail'', that connects Tampa to Miami. Many families and professionals reside in the community, drawn in by its upscale amenities and peaceful ambiance. Properties throughout its tree-lined streets are up-to-date and well-maintained, showcasing stylish architectural designs and an array of beautiful homes that range from contemporary condominiums to traditional estates. 
 
With scenic outdoor spaces, delicious restaurants, and unique attractions, the West of the Trail neighborhood boasts terrific features and offers no shortage of modern comforts to its residents. The region perfectly blends together the vibe of a coastal paradise with the convenience of an urban district. Its location is also ideal, with some of the best beaches in America only minutes away and major cities like Tampa reachable in just an hour. Considered by many to be one of the best places to live in southern Florida, West of the Trail is an outstanding community to call home. 
 

What to Love

 
  • Stunning scenery and picturesque outdoor spaces
  • A tranquil neighborhood with a luxurious atmosphere
  • Trendy eateries and delicious restaurants
  • Easy access to famous beaches and major cities
  • Great entertainment and local attractions

Local Lifestyle 

 
Life in the West of the Trail neighborhood is relaxing and down-to-earth. The abundance of facilities for entertainment, recreation, and leisure keeps the neighborhood exciting, while its prime location makes day trips a breeze. Most members of the community lead an active lifestyle and the quality of life is very high among residents.
 

Dining, Entertainment & Shopping

 
West of the Trail is lined with chic establishments and trendy venues for residents and visitors to enjoy. There’s a magnificent culinary scene in the neighborhood, featuring everything from grab-and-go joints to fine-dining restaurants. Connors Steak & Seafood is one of the most popular places to dine, known for its prime meats and fresh fish. Veronica Fish & Oyster is a hotspot as well, serving delectable dishes in a vibrant setting with a supper-club feel. For a truly memorable meal with family and friends, waterfront eateries are always a good idea. On top of its scrumptious menu, Marina Jack offers panoramic views of Sarasota Bay and the chance to book a sightseeing cruise on-site. 
 
When it comes to shopping, residents of the West of the Trail neighborhood have incredible options to choose from. There are plenty of supermarkets and pharmacies throughout the community as well as trendy boutiques and specialty stores. Southside Village is a lovely district to explore thanks to its many shops and eateries, and the enormous selection of stores in downtown Sarasota can be reached in just minutes. Lots of locals also enjoy crossing the John Ringling Causeway into the upscale St. Armand’s Circle. With an impressive directory of stores on top of restaurants, spas, and events, the bustling commercial center is a phenomenal place to spend a day.
 

Things to Do

 
Exciting activities can always be found in the West of the Trail neighborhood. With warm temperatures and gorgeous scenery, many members of the community enjoy spending time outdoors under the shining Florida sun. The Marie Selby Botanical Gardens offer a picturesque setting to unwind in, and Bayfront Park is the perfect place to perch up for a picnic. The spectacular barrier islands of Siesta Key, Longboat Key, and Lido Key can also be reached within minutes, where those with an adventurous spirit can partake in water sports, set sail into the ocean, see the environment up-close on a mangrove tunnel kayak tour, or spot majestic creatures on a dolphin and whale watching tour
 
For animal lovers, visiting the Sarasota Jungle Gardens to engage with wildlife is always a blast. A number of cultural attractions can be found throughout the region as well, such as the iconic Ringling Museum of Art, and there are plenty of opportunities to enjoy live entertainment at the Van Wezel Performing Arts Hall. The city of Sarasota maintains an active calendar of events as well, bringing fun festivities to the district during all seasons.
 

Schools

 
Residents in the West of the Trail neighborhood have a blend of public and private schools to choose from. Students attend the Sarasota County School District, which is recognized across the state for its dedication to fostering academic excellence. 
 

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