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The Olympia High School Titans football team led the Lake Nona High School Lions 20-10 at halftime of a preseason game August 17 before being outscored 28-6 in the second half.

Sports

By Danielle Hendrix |
January 12, 2018

Nemours plans specialty- and primary-care location in Winter Garden

Nemours Children’s Health System is set to open a 12,000-square-foot facility in Winter Garden.

West Orange Times & Observer
News

By Amy Quesinberry Price |
February 26, 2025

HISTORY: West Orange County of yesteryear for week of Feb. 27, 2025

News of the past tells how residents of West Orange County once lived.

West Orange Times & Observer
News

By Michael Eng |
February 19, 2026

Three Birds Café supporters plan demonstration

The demonstration is planned for 10:30 a.m. Friday, Feb. 20, outside the cafe, 2 W. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Donna Erickson |
December 4, 2014

A taste of peppermint to celebrate the season

Who can resist the sweet layers of dark and white chocolate topped with crunchy peppermint bits?

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
January 15, 2015

DP boys hoops extends win streak to six with 71-49 win at Boone

Sports

By John Hughes |
March 5, 2015

ON THE LINKS: What is your go-to golf shot?

Sports

By Danielle Hendrix |
May 1, 2017

GALLERY: Windermere Buries 2050 Time Capsule

The time capsule, set to be opened in 2050, contains dozens of items representing today’s town of Windermere.

Southwest Orange
Neighborhood

By Megan Bruinsma |
October 11, 2025

Week 8 high school football games in review

Do you need an update on West and Southwest Orange high school football scores? Here’s an update on Friday night’s games.

Sports
High Schools

By Louis Roney |
June 19, 2013

Louis Roney: The big lie

Thomas Sowell lights up when thoughts of magnitude fill his head.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
July 30, 2015

Winter Park City Talk

The Vision Winter Park team is continuing to work with the community in setting the stage to guide the vision for the city’s future.

Winter Park - Maitland Observer
Opinion

By Gabby Baquero |
January 27, 2018

Orange County to host Horizon West Town Hall

Horizon West residents are invited to attend the annual Horizon West Town Hall meeting to hear about the latest developments from Orange County officials.