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By Steven Ryzewski |
October 13, 2017

PHOTOS: Windermere Prep football tops Orangewood Christian, remains undefeated -- Observer Preps

The Lakers' 47-20 victory cemented their hold on first place in the Sunshine State Athletic Conference's Coastal - Central Division.

Sports

By Megan Bruinsma |
February 13, 2026

Foundation Academy’s Kimberly Smith named Coach of the Year

The Lions’ girls varsity basketball head coach Kimberly Smith was named coach of the year.

Sports
High Schools

By Liz Ramos |
February 28, 2026

PHOTOS: Winter Garden Heritage Foundation's Paddles for the Past

Competitive and recreational picklers gathered at Roper and Dr. P. Phillips YMCAs for the inaugural Paddles for the Past pickleball tournament.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
October 9, 2014

History - Old Times 10.9.14

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
May 3, 2021

DeSantis announces halt to all local coronavirus emergency orders

Florida Gov. Ron DeSantis announced he is using his executive power to suspend local COVID-19 emergency orders.

West Orange Times & Observer
News

By Brittany Gaines |
October 19, 2017

Looking for something spook-tacular this Halloween?

West Orange residents have a variety of Halloween events to choose from this year, from creepy and goulish to fun and family-friendly.

West Orange Times & Observer
Neighborhood

By Observer Staff |
January 18, 2012

Letters to the Editor: Vote for Ken Bradley

Ken Bradley has kept our tax rates low and balanced our city budget without sacrificing our essential services.

Winter Park - Maitland Observer
Opinion

By Danielle Hendrix |
June 17, 2020

Father's Day special: Robert Smith

When Robert Smith isn’t leading Windermere as town manager, he can be found adventuring with his two children, Stella and Brady.

Southwest Orange
Neighborhood

By Liz Ramos |
June 12, 2025

Winter Garden community mourns Citrus titan

Jerry Chicone Jr. is remembered for the impact he had on his friends, family, Winter Garden and the citrus industry.

West Orange Times & Observer
Neighborhood

By Leticia Silva |
November 25, 2025

Ocoee man sentenced for 2018 fatal DUI crash

Glenn Brimmer, 46, was sentenced to 12 years in prison Thursday, Nov. 20 for a crash that killed 66-year-old cyclist John Perrin in Cape Canaveral in 2018.

West Orange Times & Observer
News

By Steven Ryzewski |
July 22, 2015

SIDELINE SCENE: Move to nine classifications means well but is misguided

Sports

By Steven Ryzewski |
September 7, 2018

Fantasy football league builds community in Horizon West

SIDELINE SCENE: A handful of residents of the Overlook at Hamlin in Horizon West are members of a community-based fantasy football league that originated shortly after the development was constructed in 2014.