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By Steven Ryzewski |
January 19, 2017

Foundation Academy places five on Class 2A All-State team -- Observer Preps

A breakout season for the Foundation Academy football program was reflected when the Associated Press Class 2A All-State team was announced.

Sports
High Schools

By Steven Ryzewski |
September 29, 2017

Observer Preps Team of the Week: Windermere Wolverines Girls Golf

The Wolverines won the first Metro Conference championship in school history this week, continuing a strong fall campaign.

Sports

By Sam Albuquerque |
March 20, 2025

All-West Metro Conference boys soccer team selections announced

West, Southwest Orange County boys soccer teams were well represented with the All-Metro teams.

Sports
High Schools

By Observer Staff |
May 4, 2012

Fit for the Fourth: Day 8

Diets that give you a cheat day make it a little easier, but the day after is not as fun!

Winter Park - Maitland Observer
Opinion

By Tim Freed |
January 15, 2014

Central Florida celebrates MLK this weekend

Winter Park, Orlando and Eatonville residents won’t have to look far this upcoming week to celebrate Dr. Martin Luther King Jr. and his legacy for human equality.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
December 21, 2022

Town of Windermere approves permanent traffic diverter, amends golf cart ordinance

Council members in the town of Windermere approved unanimously to move forward implementing the Oakdale and Ninth diverter as a permanent solution.

West Orange Times & Observer
News

By Observer Staff |
May 9, 2013

Calendar

Smart Coffee HD's grand opening is 8:30 a.m. to 1 p.m. in Winter Park with free sample coffee blends.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
August 31, 2017

Maitland leaders place moratorium on dispensaries

Although other municipalities approved bans, the City Council opted for a wait-and-see approach.

Winter Park - Maitland Observer
News

By Michael Eng |
January 21, 2026

Lakeview Middle to celebrate library re-opening

The school also will welcome award-winning local author Amar Shah, who will be visiting, speaking with students and signing books.

Arts + Entertainment
Things to Do

By Megan Bruinsma |
August 8, 2025

Have you seen Cookie Monster around Winter Garden?

Realtor Matt Sutton dresses as Cookie Monster and passes out cookies to businesses in Winter Garden with the help of lender Barb Stewart.

West Orange Times & Observer
Business

By Isaac Babcock |
February 4, 2016

UCF, Winter Park and Edgewater basketball teams falter

When the pressure came, the Knights buckled under its weight in a crushing 67-41 loss to UConn on their home court Sunday afternoon.

Winter Park - Maitland Observer
Sports

By Troy Herring |
July 22, 2020

Winter Garden Little League gives kids chance to play

With Little League seasons long canceled, local children take to the field at Veteran’s Memorial Park in Winter Garden for Sandlot Days.

Sports

By Danielle Hendrix |
March 28, 2017

Ocoee High, New Destiny Christian Center partner to serve others

When Ocoee High School, Second Harvest Food Bank and New Destiny Christian Center partner together each month, more than 1,500 people in need get fed.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 20, 2020

Obituary: Kathleen Mary Rooney

Obituary: Kathleen Mary Rooney, of Windermere, died Sunday, May 10, 2020.

West Orange Times & Observer
Obituaries

By Sam Albuquerque |
March 27, 2025

Dr. Phillips Little League hosting youth umpire skills clinic

The youth umpire skills clinic for DPLL's Majors, Juniors and Senior Division Little League families is specifically designed to develop junior umpires.