West of Trail

Delivering neighborhood connections to your mailbox every month.

Man holding baby to meet another baby in stroller.

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.

DISCLAIMER: This publication is owned by The N2 Company, and is not affiliated with or sponsored by any club, developer, or homeowners association.

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

See below for a few of our recent favorites.

All Pro Rum Tour – Hagan Family Reunion: Croatia
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Milestone Graduations
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Cooking in progress
Mushroom Kuba
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From Europe to Goldenrod Street

The Torrielli family brings global roots, big dreams, and joyful energy to Southside Village.

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Small Paws, Royal Presence: The Reign of Pablo

From an Amish farm in Pennsylvania to ruling his home with quiet confidence, this well-traveled Chihuahua proves that the biggest hearts often come in the tiniest packages.

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Shea Benfer, Paloma Ordonez and Cameron Moss (shopper’s— Emilia and Grace Sassen)
For a Cause

Three Sweet Girls Set Up Shop at Morton’s Market to Support Southside Elementary School

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Classroom Roots to Community Leadership

Heidi Brandt Brings a Parent’s Perspective and a Family Legacy in Education to the Sarasota County School Board Race

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Food Forest on Prospect
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KEITH STOPKO GRANITE GARAGE FLOORS

A Foundation of Excellence

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Cooking for the Arts Brings “Havana Nights” to Michael’s On East

A lively evening of hands-on cooking, music, and community spirit will raise funds to support arts education at Southside Elementary School.

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A Life Built to Heal

The Journey of Dr. Jonathan Hoffberger

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Red Sangria
Alma de España – 3.4.26
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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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