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By Steven Ryzewski |
August 15, 2016

TFA adds chairback seating at stadium

The Royals have a home game Friday against Calvary Christian of Clearwater.

Sports
High Schools

By Observer Staff |
September 3, 2015

Obituaries 09.03.15

West Orange Times & Observer
News

By Zak Kerr |
May 12, 2016

Ocoee PD car struck in crash

Officer Chris Bonner suffered serious injuries in a collision with another car on Orange Blossom Trail.

West Orange Times & Observer
News

By Annabelle Sikes |
October 26, 2022

District 1 Commissioner Nicole Wilson hosting office hours in Winter Garden

All appointment slots have already been booked at the Winter Garden City Hall.

West Orange Times & Observer
News

By Amy Quesinberry Price |
December 8, 2022

OCPS announces 2023 graduation dates

Orange County Public Schools will graduate its students in ceremonies May 17-30.

West Orange Times & Observer
News

By Observer Staff |
April 24, 2020

Inclement weather forces closure of COVID-19 testing sites today

Anyone who had an appointment for today will receive an email inviting them to register for a different date.

West Orange Times & Observer
News

By Steven Ryzewski |
January 16, 2018

Windermere boys hoops tops Lake Brantley in Metro vs. Florida finale | Observer Preps

Josh Colon scored a game-high 13 points in the 50-39 victory for the Wolverines.

Sports

By Observer Staff |
January 29, 2018

BLACK TIE: Big Orange Awards 2018

Hundreds of West Orange community leaders and business owners celebrated the West Orange Chamber of Commerce’s Big Orange Awards.

Black Tie

By Amy Quesinberry Price |
August 29, 2018

Rosen JCC hosts Taste of the J

Rosen JCC offered a good time and tables full of delicious meals and treats for guests at the annual Taste of the J event in Dr. Phillips.

Southwest Orange
Neighborhood

By Danielle Hendrix |
May 29, 2017

GALLERY: City of Ocoee Memorial Day Ceremony 2017

Army First Sgt. Daniel Kalagian, commander of the West Orange VFW Post 4305 in Winter Garden, was the keynote speaker.

West Orange Times & Observer
News

By Megan Bruinsma |
November 3, 2025

Foundation Academy seventh grader becomes the first to make states

Foundation’s Connor Lucas was the first Lion to compete in the Middle School State Cross-Country Championship.

Sports
Youth Sports

By Danielle Hendrix |
August 12, 2018

PHOTOS: The Lost Bros Donut Popup Shop

Local theme park-inspired clothing company The Lost Bros hosted a fun popup shop in downtown Winter Garden.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
October 30, 2018

BLACK TIE: West Orange Habitat for Humanity’s 2018 Rock the House

Dozens of volunteers and Habitat for Humanity supporters played instrumental roles in celebrating and supporting the organization at its second annual Rock the House fundraiser.

Black Tie

By Amy Quesinberry Price |
April 13, 2017

TBT: 1977, Plant Street Garage Sale

Remember heading to downtown Winter Garden for the annual sale, where residents could set up a table and sell their stuff?

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
September 18, 2023

PHOTOS: Hamlin Elementary Grandparents Bingo Night

Students and their grandparents had a fun evening together playing rounds of bingo and winning prizes during Grandparents Bingo Night at Hamlin Elementary School.

West Orange Times & Observer
News

By Observer Staff |
September 1, 2010

Our Observation

New ballgame for mayor race

Winter Park - Maitland Observer
Opinion

By Sarah Wilson |
July 14, 2016

Maitland works to find a way to market itself

Maitland is going through a bit of an existential crisis this week, with city officials, staff and residents being plagued with the question: What is Maitland?

Winter Park - Maitland Observer
News

By Zak Kerr |
February 26, 2015

Ocoee welcomes new fire chief

West Orange Times & Observer
News

By Danielle Hendrix |
April 22, 2020

Influencer of the Week: Jessica Stroup, West Orange High

Stroup, a rising senior, will serve next year as president of the Orange County FFA Federation.

West Orange Times & Observer
News

By Hannah Swayze |
June 26, 2019

Public offers input on town facilities designs at Windermere Town Council

The second of the two public meetings will be held at Windermere Town Hall July 30.

West Orange Times & Observer
News

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