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By Zak Kerr |
October 8, 2015

Who will be Ocoee's next mayor?

West Orange Times & Observer
News

By Louis Roney |
December 4, 2013

Louis Roney: Competition and character

I learned firsthand that football builds “character” and “characters.” These are two distinctly different things.

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
October 10, 2024

Alcohol ordinance passes P&Z board

Winter Garden’s new proposed alcohol ordinance next will head to the City Commission, but with specific recommendations.

West Orange Times & Observer
News

By Michael Eng |
July 14, 2020

Keene’s Pointe estate sells for $1.8 million

A home in the Keene’s Pointe community in Windermere topped all West Orange-area residential real-estate transactions from June 29 to July 2.

West Orange Times & Observer
Real Estate

By Zak Kerr |
March 10, 2016

ATHLETE OF THE WEEK: Evan Anderson

Anderson has played center for Windermere Prep’s football team but more recently has dominated the 238-pound weight class for the boys weightlifting team. He has won his class in all four meets for the Lakers this season.

Sports
Athlete of the Week

By Troy Herring |
March 6, 2019

Dr. Phillips Little nurtures love of baseball and softball

Dr. Phillips Little League kicks off the spring season with a smorgasbord of baseball and softball.

Sports

By Tim Freed |
February 19, 2015

Breast-shaped strip club building demolished in Winter Park

Winter Park’s infamous breast-shaped gentlemen’s club is no more. The city demolished the Christie’s Cabaret building – once home of the Booby Trap – off of Lee Road last Wednesday.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
May 25, 2017

Dr. Phillips alum Matt Milano settles in with Buffalo Bills -- Observer Preps

Former Dr. Phillips defensive back Matt Milano is hard at work in Buffalo, looking to not only make an NFL roster, but to become an immediate contributor in his rookie season.

Sports

By Observer Staff |
July 29, 2015

LETTER: Winter Garden police officers go above and beyond

West Orange Times & Observer
Opinion

By Chris Jepson |
October 20, 2010

Perspectives

My liberal agenda

Winter Park - Maitland Observer
Opinion

By Louis Roney |
August 21, 2013

Louis Roney: A hurricane, Hodding and other friends

After Christmas, shortly before my 17th birthday, I received notice that I had won a scholarship through Harvard.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
April 16, 2015

ATHLETE OF THE WEEK: Danielle Hercules

Sports

By Troy Herring |
August 22, 2019

West Orange Observer: Sports Spotlight — Bryant Casteel

Senior Bryant Casteel is looking forward to another year of Olympia football.

Sports

By Megan Bruinsma |
February 25, 2026

Athlete of the Week: Giulia Belardo, Top Gun cheer

At 12 years old, Top Gun cheerleader Giulia Belardo has won the National Championship twice and placed second in Worlds.

Sports
Athlete of the Week

By Nancy Rudner |
February 16, 2017

More caregiving tips for caregivers

The many moving pieces of caregiving – physical, emotional, financial, legal, logistical, and more – can be overwhelming. Here are a few more tips and resources to help you on the caregiving journey.

Winter Park - Maitland Observer
Opinion

By Sam Albuquerque |
December 12, 2024

Athlete of the Week: Francesco “Checo” Sánchez, Windermere boys soccer

After showing flashes of potential last year, Windermere boys soccer’s Francesco “Checo” Sánchez has emerged as the Wolverines’ next great goal-scorer.

Sports
Athlete of the Week

By Gabby Baquero |
February 23, 2017

W.G. commission meeting set for Feb. 23

Tonight, the city of Winter Garden will vote on the second readings for a rezoning request for a proposed 12-home development and changes to the city employee's benefits package.

West Orange Times & Observer
News

By Catherine Kerr |
October 1, 2015

Celebrating 100+: Winter Garden honors three centenarians

West Orange Times & Observer
Neighborhood

By Observer Staff |
August 14, 2013

Community Bulletin

Our Whole Community (OWC), the local Christian non-profit, announces its new leadership team.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
February 15, 2019

Your weekend's best bets

This weekend's best bets in West Orange County.

West Orange Times & Observer
Neighborhood

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