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By Sam Albuquerque |
June 24, 2024

PHOTOS: Winter Garden Squeeze top Sanford River Rats, 7-3

Led by outfielder Garrett Byrd, the Squeeze win a third game in a row to move a game over .500 and currently sit third in the Florida League standings.

Sports
Game Film

By Amy Quesinberry Price |
April 27, 2025

PHOTOS: Eight Waves holds fundraising fashion show

Glam & Giving hosted hundreds of guests at the Pines of Windermere.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
April 5, 2024

13 apply for vacant Oakland commission seat

The town of Oakland received more than a dozen applications from residents eager to fill Seat 3 on the Town Commission, vacated when Sal Ramos ran for mayor in the March 19 election.

West Orange Times & Observer
News

By Annabelle Sikes |
November 5, 2024

Ocoee High band director named Grammy Awards semifinalist

Bernard Hendricks Jr. is one of 25 semifinalists announced for the 2025 Music Educator Award.

West Orange Times & Observer
News

By Liz Ramos |
January 26, 2026

PHOTOS: The Bridge Theatre presents "Anne & Emmett"

Dozens of students attended the performance of a play sharing the stories of Anne Frank and Emmett Till at the Rosen JCC.

Arts + Entertainment

By Michael Eng |
January 21, 2026

Forestbrooke home tops Ocoee home sales from Jan. 12 to 18

The home at 248 Wallrock Court, Ocoee, sold Jan. 16, for $599,990.

West Orange Times & Observer
Real Estate

By Michael Eng |
August 31, 2022

Rumors of school threat unsubstantiated, OCPS says

"While no school was directly connected, we do not believe it was directed to our community," Windermere Principal Andrew Leftakis said.

West Orange Times & Observer
News

By Observer Staff |
June 24, 2020

Windermere cancels July 4 Pancake Breakfast

Town leaders made the decision at the Tuesday, June 23, Town Council Workshop.

Southwest Orange
News

By Observer Staff |
July 2, 2020

COVID-19 creates demand for assistance

The Salvation Army of Orlando Social Services Department reported an influx of applications for assistance with rent, mortgage and utility payments.

Health

By Amy Quesinberry Price |
August 5, 2021

JCCF postpones bowling event

The Jimmy Crabtree Cancer Fund will reschedule the event for August 2022.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 28, 2024

Winter Garden native serving on Navy warship

The 2008 West Orange High School graduate is aboard the USS Ramage.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 5, 2022

FORECAST: The growing Hamlin Town Center

What subdivisions and businesses are in this Horizon West community? What is coming? Here’s a comprehensive list.

West Orange Times & Observer
News

By Andrea Mujica |
April 27, 2023

Windermere Prep girls basketball coach steps down

Radhika Miller has accepted a position at Sarasota High School.

Sports

By Michael Eng |
October 22, 2015

Residents mobilize against redevelopment of Windermere Country Club golf course

West Orange Times & Observer
News

By Annabelle Sikes |
September 26, 2024

Special Hearts Farm project clears hurdle

The proposed project in the Lake Avalon Rural Settlement has been a strong point of contention since the initial community meeting held in May.

Southwest Orange
News

By Jennifer Nesslar |
October 1, 2015

Meet Sean O'Neill, creator of Winter Garden Rants, Raves and Reviews

West Orange Times & Observer
News

By Brittni Larson |
November 20, 2012

Winter Park paper shops celebrate card mailing traditions

While the Internet buzzes with holiday greetings and new ways to share events, there’s nothing like getting a card in the mail, paper shop owners say.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
October 21, 2020

Physician's Spotlight: Dr. Alexander Schroeder

Dr. Alexander Schroeder joined Mid-Florida Surgical Associates in July and specializes in surgery using high-tech robotics.

Health

By Amy Quesinberry Price |
April 17, 2019

Auto auction opens new body shop, reconditioning center

Manheim Auto Auction, the nation’s second-largest used-car reconditioning center, has opened its new and larger body shop in Ocoee.

West Orange Times & Observer
News

By Leticia Silva |
August 14, 2025

Challenge 22 plans national expansion

Kurt Gies, a 25-year Navy veteran and creator of the Winter Garden nonprofit, wants to help more veterans and first responders combat suicide.

West Orange Times & Observer
News

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