West of Trail

Delivering neighborhood connections to your mailbox every month.

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Welcome! Let’s get to know our neighbors.

We know genuine connections with neighbors next door and business owners down the street make for a more meaningful experience. And we believe getting to know people in our community should be simple. That’s why Stroll meets you where you’re at – your mailbox.

We are grateful to serve this amazing community.

Every month, we share stories from and about different residents within our neighborhood.

See below for a few of our recent favorites.

Your Neighbors Band Together to Volunteer for the Sarasota Police Department
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Meet Reif: Southside’s Beloved Rottweiler Mix
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Finding Joy in Simplicity

Michael Johnson’s passionate work with The Haven

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Anything but Dull

Pickleball.

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Community Support Strengthens Healthcare in Our Region

Sarasota Memorial Healthcare Foundation is the philanthropic partner that helps Sarasota Memorial Health Care System (SMH) deliver world-class healthcare to the community it serves.

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Presenting Sponsor Dr. Mindy Ward and Angie Weaver with Reed Medical Group
Strolling Toward Wellness

Promoting Health, Community and Local Support

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Revisiting Scotland
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January - February

Neighborhood Happenings

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Meet Emery Perrin
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Goal Setting in 2025
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The Bougainville House: Cotswold’s Tudor on Bougainvillea
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Advertising Partners

Stroll is made possible by the great local businesses who support this magazine. If you’re ever in need, please keep them in mind!

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Meet Your Publisher

Sarah Massey

Sarah Massey

Sarah Massey, Stroll West of Trail publisher, created the publication in 2013. Sarah grew up in the neighborhood, so for her, this is the perfect way to show her gratitude to this wonderful community. Sarah currently lives in the area with her husband and two children. They enjoy going to the beach, swimming, playing sports, and relaxing with friends and family.

A connection to Neighborhoods: Avondale, Bay Point Park, Cherokee Park, Harbor Acres, Hudson Bayou, McClellan Park, Shoreland Woods, and South Poinsettia Park, Oyster Bay, San Remo, Granada and Kentwood Estates. In each issue, you will discover a collection of fun and thought-provoking stories written by your neighbors on a variety of topics ranging from homes, families, pets, travel, recipes, and more! Whether you're a new or long-time resident, Stroll Southside Village is an excellent way to keep up with the community, meet new friends, and discover some of the finest local companies to do business with.

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