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Benge Redding Luxury SpecialistsBenge Redding Luxury Specialists
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    WELCOME TO

    West of Trail

    Nestled west of Tamiami Trail (Route 41), West of Trail is a collection of established neighborhoods in Sarasota, each offering a blend of historical charm and upscale living. This area is home to some of the most desirable properties in the region, with architectural styles ranging from Mediterranean estates to classic Florida bungalows.

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    A HISTORIC and exclusive ENCLAVE

    West of Trail includes neighborhoods like Cherokee Park, Avondale, McClellan Park, Harbor Acres, San Remo Estates, Oyster Bay Estates, Bay Acres, Bay Point Park, and Bungalow Hill. Each neighborhood has its own character, from the historic homes of Cherokee Park and Avondale to the waterfront estates of Harbor Acres and San Remo Estates. McClellan Park, one of the area’s oldest neighborhoods, is known for its charming homes and community atmosphere, while Oyster Bay Estates offers spacious lots and custom-built homes in a serene setting.

    Living in West of Trail provides easy access to downtown Sarasota’s dining, shopping, and cultural landmarks such as the Marie Selby Botanical Gardens and the Ringling Museum of Art. The beaches of Siesta Key are just a short drive away, offering a perfect coastal retreat.

    Originally developed in the early 1900s, these neighborhoods have retained much of their historical charm, with many homes reflecting the craftsmanship of the past while offering modern comforts. Whether you’re looking for a stately waterfront estate or a cozy bungalow, West of Trail provides a variety of real estate options to suit different tastes and lifestyles.

    For those seeking a distinctive community, West of Trail combines prime location, historical significance, and a diverse range of homes, making it one of Sarasota’s most sought-after areas.

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    The best restaurants in West of Trail

    LIBBY'S

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    SAMURAI

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    MELIORA

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    VERONICA FISH & OYSTER BAR

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    See what's available now in West of Trail

    Simply click the button below to see a complete list of homes available now.

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    Benge Redding Luxury Specialists

    Benge Redding Luxury Specialists

    6021 Midnight Pass Rd., Sarasota, FL 34242

    6021 Midnight Pass Rd., Sarasota, FL 34242

    Call Us:

    941.650.3732

    Message Us:

    [email protected]

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