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By Steven Ryzewski |
November 22, 2014

West Orange falls big to Apopka in playoffs, 42-0

Sports

By Phillip Pacheco, Contributing Photographer |
October 16, 2020

PHOTOS: Windermere claims district volleyball crown in 3-0 win over Olympia

The Wolverines and Titans will now go on to play in the state playoffs next week.

Sports

By Amy Quesinberry Price |
November 11, 2020

Classic engine returns to downtown Winter Garden

The 1954 fire engine has been out for restoration.

West Orange Times & Observer
Neighborhood

By Michael Eng |
July 26, 2021

COVID-19 UPDATE: Week of July 16, 2021 to July 22, 2021

Here are the latest COVID-19 cases and vaccinations statistics, as reported by the Florida Department of Health.

West Orange Times & Observer
News

By Amy Quesinberry Price |
November 11, 2019

OCSO searching for missing person in Winter Garden

Sheriff deputies were looking at a property on Pennsylvania Avenue in Winter Garden Monday afternoon.

West Orange Times & Observer
News

By Michael Eng |
September 7, 2021

COVID-19 UPDATE: Week of Aug. 27 to Sept. 2, 2021

Here are the latest COVID-19 cases and vaccinations statistics, as reported by the Florida Department of Health.

West Orange Times & Observer
News

By Steven Ryzewski |
March 5, 2017

PHOTOS: West Orange baseball hosts The First Academy -- Observer Preps

The Warriors jumped out to an early lead and never looked back, defeating the Royals 11-0 in six innings March 3.

Sports
Game Film

By Steven Ryzewski |
June 5, 2017

Photos: Winter Garden Squeeze host Leesburg Lightning in home opener

A late rally for the Lightning propelled the visitors to a 5-2 victory.

Sports

By Troy Herring |
September 8, 2018

PHOTOS: Winter Park falters in tough 25-22 loss to Wekiva | Observer Preps

A last minute touchdown by the Wekiva Mustangs spoiled the Winter Park Wildcats early perfect season.

Winter Park - Maitland Observer
Sports

By Sam Albuquerque |
July 28, 2024

West Orange High former baseball player Sam Brodersen selected in MLB Draft

After successful stints at Wingate University and Louisiana Tech, the pitcher was selected in the 15th round by the St. Louis Cardinals.

Sports

By Michael Eng |
April 23, 2025

Roper YMCA to celebrate Healthy Kids Day

The event takes place from 10 a.m. to 2 p.m. Saturday, April 26, at the Roper YMCA Family Center, 100 Windermere Road, Winter Garden.

Arts + Entertainment
Things to Do

By Amy Quesinberry Price |
April 9, 2025

Scout plans mental health event at Windermere High

The day will include community partners who will provide resources for those in need.

Southwest Orange
News

By Amy Quesinberry Price |
May 8, 2025

WG Heritage debuts exhibition on storms

The latest display, “Tempests and Tornadoes,” takes a look at how weather has affected West Orange County.

West Orange Times & Observer
History

By Amy Quesinberry Price |
April 10, 2024

Watercolor Society holding juried show in Oakland

The watercolor society exhibition will hang in the town’s arts and heritage center through April 26, with a reception April 12.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 14, 2024

How did three Henrys change Florida?

A presentation at the Central Florida Railroad Museum will feature the ingenuity of three men who brought growth and development to the area.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 20, 2024

Oakland plans springtime festival

Celebration Among the Oaks will feature vendor booths, activities and a 40,000-Easter-egg drop from a helicopter.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 4, 2024

Winter Garden’s Citizens Police Academy starts Wednesday

The nine-week course at the WGPD provides discussions on a variety of police topics, including investigations and department procedures.

West Orange Times & Observer
News

By Sam Albuquerque |
March 5, 2025

PHOTOS: West Orange boys lacrosse tops Windermere, 23-8

The Warriors get a dominant early season home win over their district rivals Wolverines.

Sports
Game Film

By Michael Eng |
October 26, 2023

Foundation hosts TFA in private-school showdown

Check out the slate of games for Thursday, Oct. 26, and Friday, Oct. 27.

Sports

By Debra Garcia |
May 28, 2025

West Orange High School graduate honored with award

Salutatorian Taran Raj earned the National Community Service Award.

Observer School Zone

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