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By Sam Albuquerque |
July 8, 2024

Winter Garden Squeeze fall in double-header, still hottest team in Florida League

After an 8-2 run in their last 10 games, the Squeeze sit just one game behind first place in the Florida League standings with nine games left in the regular season.

Sports

By Amy Quesinberry Price |
December 10, 2024

“It’s a Wonderful Life in Winter Garden” displays downtown in photos

The opening reception is Thursday, Dec. 12, and attendees can meet the photographers and learn about their work.

West Orange Times & Observer
News

By Sam Albuquerque |
October 25, 2024

Windermere football wins Orange County Independent League championship

After a convincing 40-6 win over Innovation High, the Wolverines claimed the first-ever Orange County Independent League title and are one win away from an undefeated season.

Sports
High Schools

By Megan Bruinsma |
April 21, 2026

Four local high school track-and-field teams competed in FHSAA 4A District 5 district meet

Districts wrapped up with Horizon boys and Olympia girls in second on the leaderboard.

Sports
High Schools

By Megan Bruinsma |
January 20, 2026

Six local high schoolers named 2026 MLK Humanitarians

The high schoolers were selected for their characteristics that resemble ideas brought to life by MLK.

West Orange Times & Observer
News

By Shari Roach |
June 11, 2014

Siblings stick together at UCP charter school

West Orange Times & Observer
News

By Troy Herring |
January 29, 2020

Saddle up: Learning the sport of equestrian at Sunnybrook Farm

At Sunnybrook Farm in Winter Garden, young equestrians learn to conquer fear and establish relationships.

Sports

By Allison Olcsvay |
May 14, 2015

Tom Levine fishes for readers by telling tall tales

Tom Levine writes for the same reason he fishes: to keep eating.

Winter Park - Maitland Observer
Neighborhood

By Harry Sayer |
May 10, 2019

Come Together: Crealdé School of Art to host "Emerge" Exhibit Reception

The school's painting showcase will have an exhibit Friday, May 10.

Winter Park - Maitland Observer
News

By Tim Freed |
June 16, 2017

Knox Medical opens first medical marijuana dispensary in Orlando

Knox Medical took a step forward for Central Florida patients fighting chronic pain and other ailments Friday, June 2, as it opened its Orlando dispensary.

Winter Park - Maitland Observer
News

By Sara Lane |
November 7, 2012

Maitland gets first female fire chief

Kim Neisler has worked with the department since 1982 and was announced as Maitland’s first female fire chief on Oct. 6.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
July 15, 2023

Chick’nCone celebrates grand opening in Hamlin

The Pennsylvania-based fast-food chain celebrated a grand opening Saturday, July 8, in Hamlin.

Southwest Orange
News

By Amy Quesinberry Price |
April 13, 2023

This week in history: April 13, 2023

These are the people and events making headlines in West Orange County's past.

West Orange Times & Observer
News

By Brittany Gaines |
December 23, 2016

Ever wonder about Jazz music? Local musicians help help unravel the mysteries of Jazz.

The masters that host the weekly Jazz Jam sessions at Pilars Martini discuss this American art form.

Arts + Entertainment
Arts + Culture

By Troy Herring |
August 28, 2019

COLUMN: High-school sports are back

With the arrival of the new school year comes high school sports, and here are the three things that I’m looking forward to the most this school year.

Sports

By Eric Gutierrez |
February 12, 2020

The Dance Collective prances into Winter Garden

A husband-and-wife duo with a passion for the performing arts runs the new dance studio.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 11, 2018

Senior experts collaborate in new venture: Winter Garden Senior Home Care

Jennifer Talbot and Rebecca Lanterman have combined their experiences to serve the elderly population and their families with the new Winter Garden Senior Home Care.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 17, 2024

Winter Garden captain graduates from FBI National Academy

Anthony Dawkins is the first person to earn his diploma while working with the city of Winter Garden’s police department.

West Orange Times & Observer
News

By Observer Staff |
August 24, 2011

Maitland City Talk

On Friday, Aug. 19, playing to an overflow crowd in City Hall, the Maitland City Council hosted a work session to review several key projects being planned for Maitland’s CRA district and our downtown.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
January 27, 2016

Windermere Prep discusses plans for expansion, new buildings

Proposed changes to Windermere Prep’s campus include a new two-story theater and an expanded café.

Southwest Orange
News

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