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By Tim Freed |
April 30, 2015

Commissioner fears skewed visioning for Winter Park

The credibility of the city’s upcoming visioning process to determine Winter Park’s future direction was called into question on Monday by City Commissioner Carolyn Cooper.

Winter Park - Maitland Observer
News

By Guest Author |
June 3, 2020

MY VIEW: Never a wrong time to do the right thing

David Ogden is the police chief for the town of Windermere.

Southwest Orange
Opinion

By Eric Gutierrez |
October 9, 2019

HOPE club encourages volunteerism among HWMS students

The new club at Horizon West Middle School is geared toward students who want to serve their communities.

Southwest Orange
News

By Tim Freed |
June 1, 2018

FDOT, Winter Park considering changes to Orange Avenue

A stretch of Orange Avenue is under scrutiny for its safety following a deadly crash on New Year's Eve.

Winter Park - Maitland Observer
News

By Gabby Baquero |
June 22, 2017

Windermere council meetings might soon be livestreamed

If all goes well, Windermere residents may soon have the option to watch the town's council meetings from the comfort of their own home.

Southwest Orange
News

By Steven Ryzewski |
August 9, 2017

Windermere youth makes regional team for national baseball tournament

Randy “RJ” Ruiz, 10, made the Atlantic Region team for the USSSA All-American Games. There, he’ll face some of the nation’s top youth ballplayers.

Sports

By Brittany Gaines |
December 21, 2017

Old Bowlers Never Die on Tuesdays at Winter Garden Bowl

A group of West Orange seniors meets at Winter Garden Bowl every Tuesday for good times with good people.

Sports

By Steven Ryzewski |
August 23, 2018

Sports Spotlight - West Orange Times & Observer: Bryce Adkinson

West Orange High junior Bryce Adkinson helped her Windermere Wildfire travel softball team place seventh in nation.

Sports

By Tim Freed |
September 6, 2018

Winter Park businessman Chris King joins Florida Governor candidate Andrew Gillum on Democratic ticket

Democratic nominee for Florida Governor Andrew Gillum chose his former opponent to step up as his Lieutenant Governor.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
August 22, 2024

Orange County District 1 race heads to runoff

After the Orange County Canvassing Board’s work Thursday, Aug. 22, only two votes separated Orange County District 1 Commissioner Nicole Wilson and challenger Austin Arthur.

West Orange Times & Observer
News

By Sam Albuquerque |
April 2, 2024

Windermere Prep's Micah Kurtz named president of Oak Hill Academy in Virginia

Lakers' Director of Sports Performance, Assistant Director of Athletics will begin leading the powerhouse private school in June.

Sports
High Schools

By Observer Staff |
March 17, 2016

Letter to the editor: Thoughts on the presidential race

Considering all things, neither Donald Trump nor Hillary Clinton are the best warrior chieftains to lead a troubled society.

Winter Park - Maitland Observer
Opinion

By Sam Albuquerque |
May 5, 2025

The First Academy football’s Sean Kentish commits to FIU

The 6-foot-4, 305-pound offensive lineman selected the Panthers over offers from Cornell, Liberty and Georgia State.

Sports
High Schools

By Andrea Mujica |
July 1, 2022

Ocoee approves 2022 Remembrance event

The 2022 Ocoee Election Day Remembrance will take place Nov. 5 and 6.

West Orange Times & Observer
News

By Andrea Mujica |
April 7, 2022

Geno Thompson becomes West Orange High School's new football head coach

Although Geno Thompson is replacing Mike Granato as WO’s head football coach, the Warrior culture remains the same: Sacrifice me for we.

West Orange Times & Observer
News

By Annabelle Sikes |
January 6, 2022

Horizon West resident Wei-Shen Chin captures beauty of nature through photography

The Chin family travels the world capturing some of life’s most precious moments in nature.

West Orange Times & Observer
News

By None |
May 10, 2024

How Horizon boys volleyball leans on star James Candrian to create chances for teammates

With defenders keying in on slowing down James Candrian, Horizon boys volleyball’s other playmakers have taking advantage of it and made its opponents pay.

Sports
High Schools

By Sarah Wilson |
December 22, 2016

Maitland plan could turn land into city parks

The answer to adding more parkland under the Maitland’s purview could be as simple as changing a few sentences in its code to use land it already owns.

Winter Park - Maitland Observer
News

By Howard Schieferdecker |
March 6, 2013

Maitland City Talk

Many native Floridians and longtime “transplants” are familiar with our annual weather cycle of dry and wet periods.

Winter Park - Maitland Observer
Opinion

By Patrick McGaha Jr. |
May 21, 2015

Ask a Trainer: How to eat an elephant

However, every Jan. 1 countless people set out to eat a proverbial elephant called a New Year’s Resolution.

Winter Park - Maitland Observer
Neighborhood

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