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By Brittany Gaines |
September 29, 2017

West Orange High Theater Department will open its season with "Bright Star"

Despite numerous challenges, West Orange thespians will be the first high school in the country to perform “Bright Star.”

Arts + Entertainment
Arts + Culture

By Gabby Baquero |
March 16, 2017

Local leaders: Proposed state bill threatens city authority

A state bill involving the installation of wireless communication infrastructure has unnerved leaders.

West Orange Times & Observer
News

By Isaac Babcock |
March 30, 2017

Students dedicate Winter Park Relay to lost friend

They were raising money for Jack Suarez's fight, and now they're doing it in his memory

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
July 17, 2024

Residents speak out against downed trees in Oakland

Folks argue the the town of Oakland, a Tree City USA for more than 20 years, has an obligation to keep its foliage intact when it allows developers to come into the town to build neighborhoods.

West Orange Times & Observer
News

By Annabelle Sikes |
July 18, 2024

MEET THE CANDIDATES: Keith Truenow, Florida Senate District 13 Republican Primary

Keith Truenow is one of the three Republican candidates running for the Florida State Senate District 13 seat in the Aug. 20 primary.

West Orange Times & Observer
News

By Amy Quesinberry Price |
February 12, 2025

Have you seen Oakland's bear?

Oakland residents reported damages to their property — and farm animals — after the black bear was seen roaming in different parts of the town last week.

West Orange Times & Observer
News

By Michael Eng |
April 3, 2025

COUNTY LEVEL: Commissioners OK $26.4M Tiny Road project

Orange County leaders also rendered a key decision that paves the way for the Ocoee sports complex.

West Orange Times & Observer
News

By Annabelle Sikes |
February 8, 2024

See a crime? Report it at tip411

Residents can now submit anonymous, non-emergency tips 24/7 to the Winter Garden Police Department through a new technology crime fighting tool: Winter Garden PD tip411.

West Orange Times & Observer
News

By Sam Albuquerque |
March 14, 2024

Ocoee Commission approves Craig Shadrix as next city manager

Along with Craig Shadrix’s confirmation, the commission also approved three charter amendments to be added to the November ballot, among other major developments

West Orange Times & Observer

By Amy Quesinberry Price |
March 27, 2024

Teen thespian invited to playwright panel

Fourteen-year-old Ava Petroski earned a perfect score in the Florida Junior Thespian State Festival and also has been accepted into Valencia College’s Florida Playwright Competition.

West Orange Times & Observer
News

By Annabelle Sikes |
October 2, 2023

INFLUENCER OF THE WEEK: John DeBakey, Windermere Preparatory School

John DeBakey is the middle school dean of students at Windermere Preparatory School.

Observer School Zone
Influencer

By Avery Bangsund | Foundation Academy |
July 18, 2025

SUMMER SCHOOL ZONE: Go big or go home

Here’s how Avery Bangsund earned 22 varsity letters by the time she graduated high school.

Observer School Zone

By Amy Quesinberry Price |
September 17, 2024

Oakland approves tentative budget, higher millage rate

Orange County Fire Rescue, which services the town of Oakland, increased its rates, so the town was forced to rethink its budget for Fiscal Year 2024-25.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 17, 2024

Original staff members retire from Windermere High School

Lori and Nancy Laurenzana, who have spent a combined 62 years in education, were hired in 2017 to open Windermere High School on Winter Garden-Vineland Road.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 2, 2024

New church launching in Horizon West

The inaugural service for Horizon City Church will be held Oct. 6 at SunRidge Elementary School.

West Orange Times & Observer
News

By Amy Quesinberry Price |
August 28, 2025

Winter Garden Heritage Foundation debuts scouting exhibition

The Winter Garden Heritage Foundation’s display gives guests a look at scouting through the decades and the local hot spots for camping.

Arts + Entertainment
Things to Do

By Leticia Silva |
September 25, 2025

Orange County Jerry Demings and Nicole Wilson refute wasteful spending claims

Florida Chief Financial Officer Blaise Ingoglia said Orange County is spending nearly $200 million more than it should.

West Orange Times & Observer
News

By Clyde Moore |
August 14, 2012

Monday . . .Tuesday . . . This week's flying by!

It's already been a busy week and we haven't yet made it to hump day! More and more things to look forward to as we sprint towards fall! So, stay tuned here and I'll try to cover it!

Winter Park - Maitland Observer
Opinion

By Observer Staff |
September 26, 2012

Family Calendar

The Winter Park High School Drama department will present the classic American play “Our Town” by Thornton Wilder.

Winter Park - Maitland Observer
Neighborhood

By Andrea Mujica |
May 6, 2023

SHOT IN THE DARK: The King of Darkness water ski tournament returns

Pro water skiers will compete at the King of Darkness tournament this weekend in Horizon West.

Sports

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