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By Sam Albuquerque |
January 8, 2025

Centennial celebration: Ocoee leaders reflect on the city’s 100th anniversary

Ocoee officially reaches the 100-year mark as a city Tuesday, May 13. The city will celebrate the milestone with a plethora of events all year.

Ocoee Centennial

By Annabelle Sikes |
November 17, 2023

Restructuring separates Pine Hills from Horizon West patrol sector

Orange County District 1 Commissioner Nicole Wilson hosted a Public Safety Town Hall Meeting in Horizon West last week.

Southwest Orange
News

By Liz Ramos |
September 3, 2025

Windermere Preparatory School continues a legacy after 25 years

The school is celebrating its 25th anniversary this year.

Observer School Zone

By Megan Bruinsma |
March 31, 2026

From player to head coach: Caleb Walls leads Dr. Phillips football team into a new era

Dr. Phillips High School football team’s head coach Caleb Walls is prepared to continue the winning legacy established before him.

Sports
High Schools

By Annabelle Sikes |
May 6, 2023

Ocoee High student pushing boundaries and educating community through art

Branton Urbieta's most recent notable accomplishment hangs on the wall of Winter Garden City Hall as part of SOBO Art Gallery’s Top Choice High School Awards.

Observer School Zone
News

By Amy Quesinberry Price |
July 27, 2022

Oakland receives grant to restore historic black cemetery

An $85,000 historical grant will allow the town to preserve the final resting place for freed slaves and Oakland’s ancestors.

West Orange Times & Observer
News

By Jennifer Nesslar |
August 24, 2016

Local filmmakers on the big screen

Independent films, local and international, will be featured at the 11th annual Central Florida Film Festival.

Arts + Entertainment
Arts + Culture

By Tim Freed |
May 28, 2014

Winter Park Boy Scout to erect fountain for fallen friend

A 13-year-old girl’s spirit will live on in Winter Park’s Central Park if an old friend’s endeavor succeeds: placing a peacock fountain at the center of the park’s tranquil rose garden.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
September 30, 2020

Windermere residents, various organizations partner to help Kissimmee families

Kim Ulino’s family is one of many that have been moved out of Kissimmee’s Star Motel following its rapid decline after the owner stopped paying the bills.

Southwest Orange
News

By Sam Albuquerque |
June 6, 2024

Orlando Area Rowing Society sending nine boats to Nationals

After facing off against 53 of the top teams from across the Southeast, Orlando Area Rowing Society is sending nine boats to USRowing’s Youth National Championships.

Sports
High Schools

By Annabelle Sikes |
May 19, 2023

City negotiates with Duke on service, trees

Duke Energy was the prevailing topic of conversation at the Winter Garden City Commission meeting Thursday, May 11.

West Orange Times & Observer
News

By Annabelle Sikes |
July 30, 2023

WHS student selected for EA’s STEAM camp

Windermere High School rising junior Sarah Kirk was selected to participate in EA’s “Get in the Game” STEAM annual summer camp.

Southwest Orange
News

By Amy Quesinberry Price |
August 9, 2023

Vaudeville memories preserved in late mom’s diaries

Barbara Patch, of Dr. Phillips, has written a book that features excerpts from diary entries her mother wrote when she was a stage performer from 1927 to 1935.

West Orange Times & Observer
News

By Annabelle Sikes |
August 17, 2023

Winter Garden's new media policy called into question

Some local law experts believe Winter Garden’s recently adopted media policy is a violation of the First Amendment.

West Orange Times & Observer
News

By Observer Staff |
May 9, 2012

Letters to the editor

One of the gateways to our community has now been visually ruined with the corridor of newly V-shaped trees in the right-of-way.

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
July 20, 2011

Drinking hour change defeated

Ordinance pulled from agenda after residents protest

Winter Park - Maitland Observer
Business

By Andy Ceballos |
February 1, 2012

Miles for Hope funds cancer research

On Feb. 11, nonprofit Miles for Hope will be hosting the second annual Moving Towards a Cure 5k walk/run.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
March 9, 2023

UPDATE: UCP West Orange Charter School principal resigned, was not reassigned

Although UCP originally told Orange Observer Tom Brickel was reassigned to a different role within the school, the school stated today that he resigned from the pressure of his job responsibilities.

West Orange Times & Observer
News

By Andrea Mujica |
April 27, 2023

TRIPLE CROWN: Windermere High boys lacrosse district champs

The Windermere High boys varsity lacrosse team added another district championship title to the Wolverines’ history books — its third consecutive district trophy.

Sports

By Andrea Mujica |
June 13, 2022

Dr. Phillips residents mobilize against apartment project

Kimco Realty Corporation released its plans to build more than 850 apartments at the Marketplace at Dr. Phillips.

West Orange Times & Observer
News

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