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By Megan Bruinsma |
September 11, 2025

West Orange's first football team made history 50 years ago

How fusing two schools together ended up producing a playoff contending football team.

Sports

By Michael Eng |
October 6, 2020

Signature Lakes estate tops Horizon West sales from Sept. 25 to Oct. 1

The home at 15614 Espalier Way, Winter Garden, sold Sept. 28, for $1,359,799.

West Orange Times & Observer
Real Estate

By Jennifer Nesslar |
August 16, 2016

Meet District 7 Orange County School Board Candidates

Ocoee High School, as well as several area middle and elementary schools, are represented by the District 7 school board member.

West Orange Times & Observer
News

By Annabelle Sikes |
August 16, 2024

'PIPPIN: IN A NEW LIGHT' - Act 3: Execution

The Garden Theatre's “Pippin" is focusing on accessibility and the talented contributions of deaf actors and creatives for audiences to experience the duality of the hearing and non-hearing world.

West Orange Times & Observer
News

By Annabelle Sikes |
February 23, 2023

Dress for Success Greater Orlando opens in Ocoee

Dress for Success of Greater Orlando was created to fill a critical need for interview appropriate clothing for low-income women entering the workforce.

West Orange Times & Observer
News

By Annabelle Sikes |
June 14, 2022

Windermere Town Council to meet tonight

The Town Council meets at 6 p.m. Tuesday, June 14, at Windermere Town Hall.

West Orange Times & Observer
News

By Annabelle Sikes |
July 15, 2022

HotWorx hosting three year anniversary celebration in Hamlin

The celebration will include food, drinks, giveaways, live music and free HotWorx merchandise.

West Orange Times & Observer
News

By Annabelle Sikes |
June 6, 2022

Paving projects taking place this week in town of Windermere

Middlesex Paving will be working on specified areas from Monday, June 6, through Friday, June 10.

West Orange Times & Observer
News

By Annabelle Sikes |
March 30, 2022

Watermark Park community meeting happening tonight

The meeting will take place from 6-7 p.m. Wednesday, March 30, at Seidel Road at Summerlake Grove Street.

West Orange Times & Observer
News

By Steven Ryzewski |
February 10, 2016

Softball: Dr. Phillips tops Ocoee in extra innings

An RBI-single by freshman Raychel Trocki in the top of the 8th helped propel the Panthers to the 8-7 victory.

Sports

By Observer Staff |
September 9, 2015

Obituary: Charles James Baldwin Sr.

Obituary: Charles James Baldwin Sr.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 27, 2022

Oakland leaders voting on final budget tonight

The Oakland Town Commission meets at 6:30 p.m., followed by the regular town meeting.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 19, 2014

Windermere Garden Club

Windermere Garden Club

West Orange Times & Observer
Neighborhood

By Observer Staff |
September 25, 2014

Winter Garden resident earns national honor

Winter Garden resident earns national honor

West Orange Times & Observer
Business

By Amy Quesinberry Price |
October 30, 2014

Old Times 10.30.14

Old Times 10.30.14

West Orange Times & Observer
News

By Troy Herring |
June 24, 2020

Lisa Montgomery named West Orange High School athletic director

Montgomery rejoins the Warriors athletic department following a year as the AD at Edgewater High School.

Sports

By Amy Quesinberry Price |
July 28, 2020

Obituary: Andrew Joseph "Andy" Gillespie

Obituary: Andrew Joseph "Andy" Gillespie, 90, died July 17, 2020.

West Orange Times & Observer
Obituaries

By Troy Herring |
October 14, 2020

Naming process for Dr. Phillips relief school continues

The relief school for Dr. Phillips and Freedom is in need of a name, and the community is being asked to help choose one-of-five options.

Southwest Orange
News

By Troy Herring |
April 24, 2021

PHOTOS: Hamlin Fair 2021

The first ever Hamlin Fair has brought carnival games, food and rides to the community, and will run until May 2.

Southwest Orange
News

By Danielle Hendrix |
May 26, 2021

Ocoee High staff rescues kitten trapped in pole

The kitten has been named Knight after the school's mascot.

West Orange Times & Observer
News

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