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By Michael Eng |
October 12, 2018

PHOTOS: West Orange High School Homecoming Parade 2018

West Orange High School took over Plant Street Thursday, Oct. 11, for its 2018 Homecoming Parade.

West Orange Times & Observer
Neighborhood

By Eric Gutierrez |
October 20, 2018

PHOTOS: Windermere Preparatory School's Homecoming Parade

Windermere Preparatory School held its homecoming parade Friday, Oct. 19

Southwest Orange
News

By Amy Quesinberry Price |
March 23, 2017

TBT: Sailing away on Lake Apopka

Annual classic brought sailors to Winter Garden's waterfront.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
December 15, 2024

PHOTOS: Ocoee Brunch with Santa

Families enjoyed a morning with Santa Claus at the city’s breakfast event.

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 25, 2025

Join Ocoee PD for annual picnic

The community is invited to enjoy free food, drinks, games and more at Vandergrift Central Park.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 4, 2024

Create a Pinwheel for Peace

The Winter Garden Art Association is celebrating International Day of Peace with a pinwheel project for families.

West Orange Times & Observer
News

By Michael Eng |
September 19, 2025

PHOTOS: Olympia High School 2025 Homecoming Parade

The Titans gathered for their third Homecoming parade through the beautiful community of downtown Windermere.

Observer School Zone

By Observer Staff |
June 3, 2020

Dr. Phillips High School valedictorians' speeches

Each of Dr. Phillips High School's 2020 valedictorians share their thoughts.

West Orange Times & Observer
Neighborhood

By Louis Roney |
June 20, 2012

Louis Roney: Glances at a fading past

Unemployment was rampant, but our national debt was not yet as alarming as it is today.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
April 14, 2016

Real Estate Briefs

NAI Realvest recently completed new renewal and expansion lease agreement with 7-Eleven Corporation for its regional office in the 800 Trafalgar Court building in Maitland Center.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
January 22, 2015

Giant-boob-shaped building may be moved

Winter Park’s boob-shaped building could be getting a lift, if someone is willing to pay for it that is.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
February 15, 2021

Influencer of the Week: Kurtis Poe, Ocoee Elementary School

The OES physical education teacher also volunteers with the Morning Mile Club.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
February 15, 2017

Sports Spotlight - Windermere Observer: Franklyn Laing

Franklyn Laing is only 12, but the high-school freshman works hard to keep up with rigorous academics and a budding basketball career.

Sports

By Steven Ryzewski |
September 20, 2018

Observer Sports Spotlight: Julia Bernardes

Windermere Prep junior middle-hitter Julia Bernardes has been a big part of the team’s success so far this fall.

Sports

By Jennifer Nesslar |
January 27, 2016

Students' project to aid with set design process at Garden Theatre

Students from Orange Technical College made 3D laser scans of The Garden Theatre, and the data they collected will help set designers of productions at the theater.

Arts + Entertainment
Arts + Culture

By Amy Quesinberry Price |
May 21, 2025

HISTORY: West Orange County of yesteryear for week of May 22, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By Leticia Silva |
January 21, 2026

Controversial book remains in OCPS libraries

‘Do Animals Fall in Love?’ by Katharina von der Gathen will remain available at OCPS middle school libraries.

Observer School Zone
News

By Amy Quesinberry Price |
January 12, 2022

1936-2021: Remembering mayor, judge Robert Pleus

Bob Pleus lived a full life of service to community through the military, as a judge and as mayor of the town of Windermere.

Southwest Orange
News

By Amy Quesinberry Price |
October 28, 2020

History center exhibit honors Dr. Gleason

The Winter Garden Heritage Foundation is displaying photos and memorabilia from the former office and exam room of prominent physician Albert Gleason.

West Orange Times & Observer
Neighborhood

By Louis Roney |
October 2, 2012

Louis Roney: Myself - my neighbor

One of the most rewarding of all human relationships is that involving “good neighbors.”

Winter Park - Maitland Observer
Opinion

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