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By Steven Ryzewski |
January 12, 2018

PHOTOS: Windermere girls soccer takes on Apopka | Observer Preps

The Wolverines were unable to keep pace with the host Blue Darters, suffering just their third loss of the season.

Sports

By Steven Ryzewski |
October 19, 2018

Observer Preps Friday Night Scoreboard: Week Nine

Scores for Observer Preps coverage area programs in Week Nine of the 2018 high-school football season.

Sports

By Michael Eng |
October 6, 2023

PHOTOS: Windermere High School Homecoming 2023

The Windy City faithful packed Deputy Scott Pine Community Park Friday, Oct. 6, for Windermere High School’s 2023 Homecoming game.

Observer School Zone

By Megan Bruinsma |
November 16, 2025

PHOTOS: Windermere robotics club VEX 5 competition

The club competed in the VEX5 at Apopka High School Saturday, Nov. 15.

Observer School Zone

By Michael Eng |
September 2, 2025

West Orange Junior Service League member spearheads hygiene kit drive for local middle schools

The West Orange Junior Service League is proud to celebrate the compassion and leadership of one of its own.

Observer School Zone

By Megan Bruinsma |
January 30, 2026

Lake Buena Vista weightlifter qualifies for states

The Vipers’ Aime Albarran earned a first place finish in Traditional at regionals.

Sports
High Schools

By Michael Eng |
April 15, 2026

Windermere Rotary’s Lobster and Laughs promises to be a ‘shell’ of a good time

The event will take place at 6:30 p.m. Saturday, April 18, at The Pines at Windermere.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
September 21, 2022

Windermere High School stadium update: Parents say 'Enough!'

The decision to locate Windermere High’s football stadium off-campus is still causing problems. And parents are fed up.

West Orange Times & Observer
News

By Observer Staff |
June 19, 2014

Preserve helps school boost FCAT scores

West Orange Times & Observer
News

By Troy Herring |
April 23, 2021

Man accused of 2018 killing of Ocoee couple arrested on DUI charge

Tammer Mansour, the man accused of killing an Ocoee couple during the Founders' Day Festival in 2018, was out on bond when he was arrested for a DUI.

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 12, 2023

Cleve Pickens: Hero in a Huey

Winter Garden native Cleve Pickens received a face-to-face thank-you from the man whose life he saved in the jungle of Vietnam more than 50 years ago.

West Orange Times & Observer
News

By Annabelle Sikes |
July 31, 2024

MEET THE CANDIDATES: Sunshine Linda-Marie Grund, Orange County Supervisor of Elections

Sunshine Linda-Marie Grund is one of five candidates vying for the Orange County Supervisor of Elections seat.

West Orange Times & Observer
News

By Harry Sayer |
February 15, 2019

Winter Park native Alexander Ferguson is on the national Hamilton musical tour

Ferguson has been touring with the Hamilton ensemble for over a year.

Winter Park - Maitland Observer
News

By Observer Staff |
April 4, 2025

2025 special-needs summer camps in Central Florida

Check out the special-needs camps available in Winter Garden, Windermere, Horizon West, Ocoee, Oakland, Dr. Phillips and beyond.

Arts + Entertainment
Things to Do

By Steven Ryzewski |
March 29, 2018

Behind-the-scenes work of athletic trainers — unsung heroes of high-school sports — proves crucial | Observer Preps

March is National Athletic Training Month, providing an opportunity to recognized the hard-working professional who keep high-school athletes in West and Southwest Orange safe.

Sports

By Amy Quesinberry Price |
August 2, 2023

West Orange, Windermere offer priming service for parking spaces

High school seniors who are painting their parking spaces can pay to have their spot primed and last year’s design covered up.

West Orange Times & Observer
News

By Michael Eng |
March 31, 2019

GOTCHA!

Longtime readers of the West Orange Times & Observer, Windermere Observer and OrangeObserver.com know our company has a tradition of having a little fun on April Fools’ Day.

Southwest Orange
News

By Annabelle Sikes |
November 12, 2021

WOHS PTSO plans Beautification Day

The cleaning of the campus will bring West Orange families together while also awarding students community service hours.

West Orange Times & Observer
News

By Louis Roney |
November 10, 2016

Louis Roney: Peacock Ball

The Winter Park History Museum surely knows how to assemble a lovely evening in showing what wartime life was all about in Winter Park.

Winter Park - Maitland Observer
Opinion

By Michael Eng |
October 1, 2022

BREAKING: No school for OCPS students Monday, Oct. 3

OCPS Superintendent Dr. Maria Vazquez said district officials hope to open schools Tuesday, Oct. 4.

West Orange Times & Observer
News

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