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By Sarah Wilson |
June 2, 2016

Maitland Council agrees on a new city manager

Maitland won’t have to look far to fill its vacant city manager seat. The person they want to hire is already sitting in it.

Winter Park - Maitland Observer
News

By Zak Kerr |
October 9, 2015

Foundation routs JCP 35-6 ahead of crucial Victory game

Sports

By Jennifer Nesslar |
October 15, 2015

Staying the course: Zack Justice leads Dr. Phillips boys golf

Sports

By Zak Kerr |
November 25, 2015

Historic Ocoee Elementary plaque found

The plaque from the 1922 schoolhouse is now part of the outer wall of Ocoee Elementary.

West Orange Times & Observer
News

By Jason Dowdy, Middle School Principal at Trinity Prep |
October 29, 2014

Tips for creating a healthy homework routine

Every evening in homes in Winter Park — and across America — students are working on their homework. For many families this can be a frustrating battle of wills.

Winter Park - Maitland Observer
News

By Troy Herring |
September 25, 2019

West Orange Observer: Sports Spotlight — Kaley Landis

Kaley Landis is a strong outside hitter for the Dr. Phillips High volleyball team.

Sports

By Nate Marrero | Contributing Writer |
October 5, 2019

PHOTOS/RECAP: Dr. Phillips dominates Wekiva in 35-7 victory

A balance of explosive offense and sturdy defense helped the Panthers blowout Wekiva in a crucial game for Dr. Phillips.

Sports

By Steven Ryzewski |
July 31, 2017

PHOTOS: Windermere High football's first fall practice -- Observer Preps

Some afternoon storms weren't enough to keep the Wolverines from enjoying their first official practice of their first official season.

Sports

By Steven Ryzewski |
May 4, 2017

Olympia girls track eyes strong showing at state -- Observer Preps

After the Titans took just one athlete to state in 2016, Olympia has eight girls who will be making the trip to Bradenton this week for the state meet, led by a group of determined seniors.

Sports

By Annabelle Sikes |
October 31, 2024

Windermere Prep staff member receives outstanding educator award

Justin Muenker, WPS' high school social studies teacher and an IB CAS and service learning coordinator, received recently the University of Chicago Outstanding Educator Award.

Southwest Orange
News

By Megan Bruinsma |
October 31, 2025

PHOTOS: Windermere claws its way to maintain the Smudge Pot

Windermere High topped Horizon 48-15 in the Battle of the Groves.

Sports
High Schools

By Jennifer Nesslar |
May 4, 2016

Together for good: A family uses past experiences to help others

This family endured homelessness, separation and illness together. Now, they take the pain they experienced to help others in similar circumstances.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
March 31, 2021

Oakland residents oppose tennis court enclosure

Not all are happy about the 10-foot chain-link fencing in Speer Park, which some say destroys the natural aesthetic.

West Orange Times & Observer
News

By Isaac Babcock |
May 27, 2010

Knights end season on high note

After a season of struggles against Conference USA teams, UCF beats Tulane in final weekend

Winter Park - Maitland Observer
Sports

By Observer Staff |
May 29, 2013

Business Briefs

Kincaid Construction Co. is kicking off its 50 year anniversary in the Winter Park community.

Winter Park - Maitland Observer
News

By Troy Herring |
October 26, 2019

PHOTOS/RECAP: Windermere blanked in 49-0 loss to Boone

A 28 point second quarter for Boone pushed the Braves past Windermere during the Wolverines' senior night.

Sports

By Sam Albuquerque |
February 27, 2025

MEET THE CANDIDATES: Ocoee City Commission District 4

Incumbent George Oliver III faces off against former interim commissioner Ages Hart in the lone city of Ocoee election on the March ballot.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 19, 2024

Foundation president delivers State of the Academy address

In addition to Dave Buckles’ address, several student groups performed at the annual Foundation Academy event.

West Orange Times & Observer
News

By Tim Freed |
June 23, 2017

Rollins College campus shows legacy of former vice president George Herbst

Rollins College lost an icon last month with the passing of former Vice President for Business and Finance George Herbst — the man behind one of the largest construction booms in the college’s history.

Winter Park - Maitland Observer
News

By Jim Carchidi |
November 3, 2021

Windermere leaders again pause boathouse discussion

Town Council set another workshop Monday, Nov. 29, to address the new lease agreement.

Southwest Orange
News

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