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By Brittany Gaines |
March 31, 2017

Town of Windermere preps for race day

This year’s Run Among the Lake will feature both a 5K and 10K race

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
May 10, 2017

Tiny house, big project

If you’ve ever thought you might enjoy living in a tiny house, Westside will be giving you a chance to bid on one by the end of the school year.

West Orange Times & Observer
News

By Steven Ryzewski |
May 20, 2017

STATE CHAMPS — AGAIN! West Orange tops Palm Harbor 1-0 in Class 9A Final -- Observer Preps

The Warriors survived a thrilling bottom half of the seventh inning to hold on for their second FHSAA Class 9A State Championship in as many years.

Sports

By Gabby Baquero |
May 24, 2017

Ocoee seeks state funds for police training center, trail connection

If all goes as hoped, Ocoee would receive partial funding for a multi-jurisdictional law-enforcement training center and a trail connection planned as part of the downtown redevelopment project.

West Orange Times & Observer
News

By Gabby Baquero |
July 12, 2017

Ocoee Fire Department earns highest ISO rating

Ocoee and Windermere residents serviced by the Ocoee Fire Department may notice lower insurance premiums as a result of the department’s recently attained ISO class 1 rating.

West Orange Times & Observer
News

By Annabelle Sikes |
August 23, 2024

City breaks ground on Dyson’s Plaza Commercial Revitalization Project

The redevelopment of the 2,300-square-foot property is considered ground zero for the revitalization of the Historic East Winter Garden Neighborhood.

West Orange Times & Observer
News

By Adam Tuttle | Economic Luxury |
April 17, 2024

FOODIE CALL: The Ocoee Taco Company

The Ocoee Taco Company offers some of the best tacos and certainly the best hospitality we could find.

Arts + Entertainment
Foodie Call

The 2024 Arnold Palmer Invitational has kicked off

Starting on Monday, March 4 with its annual Pro-Am tournament, the PGA Tour has landed in Orlando for one of the most famous stops on its calendar, The Arnold Palmer Invitational.

Sports

By Annabelle Sikes |
May 22, 2024

UCP West Orange principal resigns following 'leadership differences'

Since the resignation of Tom Brickel, two other principals at the school have resigned in less than a year.

West Orange Times & Observer
News

By Liz Ramos |
October 17, 2025

A Johns Cove home topped all Oakland, Winter Garden sales from Oct. 6-12

The home at 812 Johns Point Drive, Oakland, sold Oct. 10, for $1,520,000.

West Orange Times & Observer
Real Estate

By Megan Bruinsma |
October 31, 2025

PHOTOS: Windermere claws its way to maintain the Smudge Pot

Windermere High topped Horizon 48-15 in the Battle of the Groves.

Sports
High Schools

By Observer Staff |
February 12, 2015

LETTERS: Readers respond to ISIS editorial

West Orange Times & Observer
Opinion

By Andrea Mujica |
May 3, 2023

Ocoee Fire Department Deputy Chief obtains Chief Fire Officer designation

Deputy Chief Jerome Byrd Jr. has completed the process that awarded him the Chief Fire Officer designation, which signifies his commitment to the fire and emergency services.

West Orange Times & Observer
News

By Andrea Mujica |
May 3, 2023

Ocoee Fire Department Deputy Chief obtains Chief Fire Officer designation

Deputy Chief Jerome Byrd Jr. has completed the process that awarded him the Chief Fire Officer designation, which signifies his commitment to the fire and emergency services.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 9, 2023

Oakland terminates interim town manager

The town of Oakland has been searching for a permanent town manager and has narrowed the search to five.

West Orange Times & Observer
News

By Andrea Mujica |
July 31, 2023

PHOTOS: Winter Garden Squeeze overpowers Leesburg Lightning

After losing the first game 5-4 Saturday, July 29, the Winter Garden Squeeze defeated the Leesburg Lightning 4-3 in the second game of the 3-game championship series Sunday, July 30.