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By Danielle Hendrix |
September 23, 2020

Town talks boardwalk proposal for Fernwood Park

Town leaders received resident feedback during two charettes regarding the plans for Fernwood Park.

Southwest Orange
News

By Guest Author |
July 21, 2021

Foundation QB earns MVP honors at FBU Top Gun camp

Eighth-grader Sabby Meassick will join the Lions’ squad this fall after transferring from Lake Highland Prep.

Sports

By Troy Herring |
October 9, 2019

Windermere Prep volleyball serves up hope

Windermere Prep celebrated breast cancer survivors and raised money for research during its ninth annual Dig Pink volleyball game.

Sports

By Gabby Baquero |
December 29, 2016

Mrs. Windermere 2017: The woman behind the crown

Rosie Moore, who was recently crowned Mrs. Windermere 2017, has embraced the opportunity to gain her charity further recognition in Windermere and surrounding communities.

Southwest Orange
News

By Amy Quesinberry Price |
July 21, 2017

Arming first responders

A local paramedic is raising money to purchase life-saving Kevlar vests for area firefighters going to calls where there might be an active shooter.

West Orange Times & Observer
News

By Eric Gutierrez |
November 29, 2018

Ocoee sets day of remembrance for 1920 massacre

Ocoee city leaders proclaimed Nov. 2 as a day of remembrance to honor victims of the 1920 Election Day Massacre.

West Orange Times & Observer
News

By Brittany Gaines |
December 8, 2017

"White Christmas" opens at Windermere High

Windermere High thespians are preparing to open their first full production of the year, “White Christmas”

Arts + Entertainment
Arts + Culture

By Tim Freed |
September 1, 2017

Winter Park resident Stockton Reeves running for Florida House District 47

Winter Park Republican Stockton Reeves will pursue the soon-to-be vacant District 47 seat.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
May 13, 2022

Lack of Indian food in Horizon West now a naan issue

Naan Stopp opens its doors in Windermere Village this week.

West Orange Times & Observer
News

By Annabelle Sikes |
February 2, 2023

Dunkin' Donuts joins Horizon West

The new location can be found at Flamingo Crossings.

Southwest Orange
News

By Amy Quesinberry Price |
September 8, 2021

REMEMBERING 9/11: Images from the archives

West Orange is about 1,100 miles from New York City, but the 9/11 attacks had lasting impacts in this area.

West Orange Times & Observer
News

By Leticia Silva |
October 30, 2025

Matthew’s Hope preschool in need of new roof

The ministry took the issue to social media asking for the community’s help.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
March 6, 2020

Your weekend's best bets

Looking for something to do this weekend? Try these best bets.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
July 9, 2015

Postal carrier says goodbye to route

West Orange Times & Observer
News

By Brittany Gaines |
May 19, 2017

How West Orange saved one of its own

The Johnson family has been homeless since August 2016

Southwest Orange
Neighborhood

By Sam Albuquerque |
July 17, 2025

Koss family sharing special summer working with Winter Garden Squeeze

Squeeze Assistant General Manager Brian Koss is enjoying sharing this season of summer ball with his four children.

Sports

By Megan Bruinsma |
August 7, 2025

Dance community swings into Winter Garden

The West Orlando Westies is dedicated to teaching swing dancing in a community-based environment.

West Orange Times & Observer
News

By Megan Bruinsma |
September 11, 2025

Foundation Academy's supportive staff is key for Daniel White's role

Foundation Academy’s newest head coach, Daniel White, fully has embraced the role with the backing of the school’s staff.

Sports

By Danielle Hendrix |
January 17, 2018

Matthew's Steakhouse set to open in downtown Winter Garden

Matthew’s Steakhouse is one of the first tenants to open in the new building at 360 W. Plant St., across from Crooked Can Brewing Company and the Plant Street Market.

West Orange Times & Observer
News

By Tim Freed |
May 4, 2018

Orlando Ballet School dancers shine in New York

The Orlando Ballet School had an amazing showing at the Youth America Grand Prix finals in New York last month as Jolie Rose Lombardo finished first in the Junior Women division and Joseph Markey finished among the top 12 Senior Men.

Winter Park - Maitland Observer
News

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