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By Sam Albuquerque |
November 22, 2023

How to register for the Winter Garden Police Athletic League Holiday Gifts for Kids program

The annual Holiday Gifts for Kids program provides presents to Winter Garden youth in need.

West Orange Times & Observer

By Zak Kerr |
January 8, 2015

2015 FORECAST: Plant Street Market

West Orange Times & Observer
News

By Isaac Babcock |
May 3, 2017

The storytellers

Mayflower retirees put together their own TV production unit

Winter Park - Maitland Observer
News

By Observer Staff |
June 20, 2012

Winter Park City Talk

The city of Winter Park will present their annual Olde Fashioned 4th of July Celebration from 9 a.m. to 1 p.m. on Wednesday, July 4.

Winter Park - Maitland Observer
Opinion

By Megan Bruinsma |
February 24, 2026

Windermere High soccer team’s 2026 voyage comes to an end

The Wolverines fell to Columbus 4-1 in the Class 7A State Semifinals.

Sports
High Schools

By Michael Eng |
June 9, 2022

Wesmere home tops Ocoee sales from May 28 to June 3

The home at 423 Laurenburg Lane, Ocoee, sold June 3, for $605,000.

West Orange Times & Observer
News

By Michael Eng |
October 26, 2020

Nine homes top $1M mark in Windermere, Winter Garden

Nine homes sold for more than $1 million each in Windermere and Horizon West from Oct. 16 to 22.

West Orange Times & Observer
Real Estate

By Michael Eng |
February 6, 2026

Oakland Hills home tops Winter Garden home sales from Jan. 26 to Feb. 1

The home at 15210 E. Oakland Ave., Winter Garden, sold Jan. 30, for $1,725,000.

West Orange Times & Observer
Real Estate

By Steven Ryzewski |
December 1, 2016

Pulmonary condition can't slow Foundation Academy standout -- Observer Preps

Foundation Academy senior Cory Rahman has a rare condition that gives him only 52% pulmonary function — but that didn't stop him from assuming a leadership role for the Lions and recording seven interceptions this fall.

Sports
High Schools

By Troy Herring |
February 15, 2018

National Signing Day: Local student-athletes solidify their plans to continue their athletic careers at the next level

Winter Park, Bishop Moore, Edgewater, and Trinity Prep saw a combined 35 students sign.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
September 24, 2015

Week Five Preview: Identity crisis looms as Knights host Knights

Sports

By Troy Herring |
July 5, 2019

Trio of Winter Garden Squeeze players named to FCSL All-Star team

Dalton Shuffield, Chase Raines and Wesley Faison will represent the Squeeze in Saturday's game.

Sports

By Steven Ryzewski |
September 1, 2018

Ocoee football pulls away from Olympia for big win | Observer Preps

The host Ocoee High School Knights defeated the Olympia High School Titans 49-19 Friday, August 31, earning their first regular-season win under head coach Aaron Sheppard.

Sports

By Gabby Baquero |
April 13, 2017

Winter Garden commission meeting set for April 13

City leaders will vote on a proposal to add eight townhome units to the Park & Plant planned development.

West Orange Times & Observer
News

By Chris Jepson |
March 4, 2010

Perspectives

Satan as a card dealer

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
October 21, 2021

Former Baldwin Park Residential Owners Association President shares some wise words

Denny O’Neil discusses upcoming events, shares favorite phrases and offers advice to community.

Baldwin Park Living

By Troy Herring |
July 19, 2018

Goodbye, gorgeous: Philanthropist and art lover Harriett Lake passes away at age 96

Known for her charitable giving and larger-than-life personality, Harriett Lake is remembered throughout the art community as a woman whose legacy will live on forever.

Winter Park - Maitland Observer
News

By Isaac Babcock |
January 2, 2014

Knights shock Baylor in historic upset

The Knights had been billed 17-point underdogs. They left with a 52-42 shocker upset for the ages.

Winter Park - Maitland Observer
Sports

By Andrea Mujica |
December 7, 2022

What does the World Cup mean to you?

We asked some people from the West Orange and Southwest Orange areas what the World Cup means to them and how they usually experience it. Here are their responses.

Sports

By Troy Herring |
September 25, 2019

Foundation Academy swimmers swim with purpose

Members of the Lions' swim team are learning what it takes to become successful.

Sports

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