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By Sam Albuquerque |
June 27, 2025

Athlete of the Week: Drew Pynes, Winter Garden Squeeze

Winter Garden Squeeze’s Drew Pynes has been explosive from the batter’s box this season, hitting for an average of .378 with 14 RBI’s and a league-leading three home runs.

Sports
Athlete of the Week

By Megan Bruinsma |
December 3, 2025

Athlete of the Week: Olivia Ray, Ocoee swimming

Ocoee High’s swimmer Olivia Ray defeated the school’s record in the 100 breaststroke at the FHSAA Class 4A State Championships.

Sports
Athlete of the Week

By Megan Bruinsma |
March 25, 2026

Athlete of the Week: Leighton Bennett, West Orange Girls Club

West Orange Girls Club’s Leighton Bennett celebrated hitting two home runs at only 7 years old and will continue to grow as a player.

Sports
Athlete of the Week

By Isaac Babcock |
September 26, 2012

Winter Park cements residential protest ban

Anti-abortion protest leads to an emergency anti-protest ordinance that the city voted to make permanent on Monday.

Winter Park - Maitland Observer
News

By Orange County Animal Services |
May 17, 2023

Don’t forget to plan for your furry family member

Just as you plan for your human family members, make sure you take time to create a plan for your pets.

Hurricane

By Brittni Larson |
January 5, 2011

A toast to life

The Mayflower Toastmasters, a public speaking club, helps members connect mentally and socially

Winter Park - Maitland Observer
Neighborhood

By Brittni Larson |
May 20, 2010

Peterbrooke Chocolatier employees head to Haiti

Peterbrooke Chocolatier employee Emily Tallman spent five days in Haiti in February helping people affected by the Jan. 12 earthquake.

Winter Park - Maitland Observer
News

By Andrea Mujica |
March 10, 2023

ATHLETE OF THE WEEK: Austin Pierzynski

Pierzynski has been helping lead the Royals this season on the baseball field as the team’s starting catcher.

Sports
Athlete of the Week

By Chris Martucci |
November 12, 2021

Influencer of the Week: Amber Brown

Amber Brown is a language arts and Bible teacher at The First Academy.

West Orange Times & Observer
Neighborhood

By Orange County and OCPS |
March 31, 2016

Orange County teaches students to lead

Orange County Mayor Teresa Jacobs’ recently hosted her fifth Annual Youth Leadership Conference at Rollins College in Winter Park.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
July 26, 2016

Dr. Phillips resident, former Braves player connects aspiring, pro athletes

Dr. Phillips resident and former major leaguer James Parr’s company, PRO4MER, connects aspiring athletes with the pros.

Southwest Orange
News

By Sarah Wilson |
September 9, 2014

'Ivory Tower' shows at Seminole State

The warning signs started in 2010: For the first time in U.S. history, the Federal Reserve reported that student loan debt had eclipsed credit card debt.