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By Troy Herring |
November 12, 2019

Football schedule: Week 13 — Friday, Nov. 15

Dr. Phillips hosts Osceola (Kissimmee) in a big game, while Foundation Academy hosts Oak Hall after a first-round bye.

Sports

By Chris Martucci |
August 18, 2021

Horizon High Kickoff Classic moved to Frostproof

The change was announced after Teneroc pulled out because of COVID-19 concerns.

Sports

By Jim Carchidi |
October 14, 2021

Winter Garden City Commission to vote on no-build option for turnpike interchange

The resolution will be presented at this evening's meeting

West Orange Times & Observer
News

By Eric Gutierrez |
May 20, 2018

PHOTOS: Olympia High School Senior Walkout

Olympia High School's class of 2018 celebrated its Senior Walkout on May 16.

West Orange Times & Observer
News

By Danielle Hendrix |
February 11, 2019

BLACK TIE: Florida Watercolor Society Traveling Exhibition Opening Reception

More than 40 pieces were on display during the opening reception, hosted by the Winter Garden Art Association at SOBO Gallery.

Black Tie

By Steven Ryzewski |
January 23, 2018

PHOTOS: Foundation Academy basketball earns big win | Observer Preps

The Lions earned an 84-43 home victory against Liberty Christian January 23.

Sports

By Danielle Hendrix |
April 22, 2017

GALLERY: Kiwanis of Dr. Phillips First Annual Golf Tournament

At least eight teams took to the green at MetroWest Golf Club to raise funds for the Kiwanis Club of Dr. Phillips.

Southwest Orange
News

By Amy Quesinberry Price |
April 3, 2025

WG Rec hosting preschool carnival

The event for little children takes place April 11.

West Orange Times & Observer
Neighborhood

By Liz Ramos |
April 24, 2025

Healthy West Orange to host salsa dance event

The event will feature a performance by two professional salsa dancers before the floor becomes open to everyone.

Arts + Entertainment
Things to Do

By Michael Eng |
May 21, 2025

TFA baseball crowned state champions

The First Academy Royals defeated Trinity Christian, 7-2, to win the 2025 FHSAA Class 2A title.

Sports

By Amy Quesinberry Price |
September 27, 2023

WGHF to showcase wardrobe exhibition

A reception at the Winter Garden Heritage Center this week will introduce residents’ uniforms, clothing and more.

West Orange Times & Observer
News

By Leticia Silva |
August 8, 2025

New school zone speed enforcement in Oakland

The town of Oakland announced a new school zone speed enforcement beginning Monday, Aug. 11.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 17, 2024

WGHF director presenting history of Winter Garden

Hear Jim Crescitelli share old stories Oct. 18 at Heller Hall.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 17, 2025

Church of the Messiah in Winter Garden celebrates 75 years of faithful service

The Episcopal church is celebrating its anniversary with the Sunday evening service of supper and a one-minute message.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 8, 2025

WAY BACK WHEN: Charlie Joiner, of Oakland

The fountain in Oakland’s town square was dedicated to the longtime resident’s grandfather, Grover Cleveland Tubb, in 1977. Tubb Street is named for the man who served as the town’s sheriff.

West Orange Times & Observer
News

By Observer Staff |
May 11, 2011

Letters to the Editor

Letters from Louis Roney, Joe Rizzo, and Catherine Lamprecht

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
November 2, 2015

Ocoee home withstands tests of time

West Orange Times & Observer
News

By Annabelle Sikes |
March 22, 2024

School upgrades spark contrasting opinions

Holy Family Catholic School is proposing to upgrade its existing track-and-field and sports facilities. However, some neighbors have concerns.

Southwest Orange
News

By Sarah Wilson |
September 14, 2011

WPHS boy with Down syndrome stands out

Winter Park High School student recognized for his special talents rather than his special needs

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
December 4, 2015

Heaven on a roll

Our look at the increasing options of where residents of West and Southwest Orange can get a great cheesesteak.

Arts + Entertainment
Arts + Culture

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