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By Tim Freed |
December 7, 2018

Rollins College black box theater project progresses

A new project for Rollins College stars a new black box theater to replace the old Fred Stone Theatre.

Winter Park - Maitland Observer
News

By Chris Jepson |
December 29, 2015

Chris Jepson: The Best of Winter Park

Our fair city has so many fine experiences that the challenge is separating the best from the better.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
April 9, 2025

Celebrating Ocoee's Centennial: 1975-85

The city of Ocoee officially was established in 1925, but the settlement predates the Civil War.

Ocoee Centennial

By Gabby Baquero |
November 6, 2017

Big Easy to open second location in Windermere

The owners of the New Orleans Style restaurant ‘The Big Easy’ are constructing a second location in Windermere.

Southwest Orange
News

By Russell Troutman |
July 2, 2013

Patriotism isn't about the strength of your politics

We must trust God and ignore the endless chatter and one-upsmanship of political parties.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
June 3, 2020

Windermere High School valedictorian's speech: Guilherme Bejar

We stand here today on the edge of the rest of our lives. Young, hopeful and eager to dive into the unknown, as if saying to the world: “Whatever it is you got, bring it, bud.”

West Orange Times & Observer
Neighborhood

By Annabelle Sikes |
November 17, 2021

Town of Oakland announces new experiences for 2021 Santa’s Lane event

New experiences for the annual event will include a snow zone, ponies, holiday photo backdrops and more.

West Orange Times & Observer
News

By Tim Freed |
October 23, 2017

Winter Park City Commission meeting set for Oct. 23, 2017

Commissioners are set to discuss a townhouse project set for a church property on New York Avenue.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
October 10, 2018

Raffle to benefit Ocoee bait-shop owner fighting thyroid cancer

As Tim Bagwell — owner of Get Hooked Bait & Tackle in Ocoee — fights thyroid cancer, his friend is hosting a raffle to go toward offsetting the mounting medical expenses.

West Orange Times & Observer
News

By Clyde Moore |
September 28, 2012

Ah, THE WEEKEND!

Let's hear it for the WEEKEND! It's been a good weekend, but the weekend is STILL sweet! Consider a few possibilities, if you will . . . .

Winter Park - Maitland Observer
Opinion

By Allison Olcsvay |
January 22, 2014

Culture pops at Maitland's art center

Culture Pop! is the A&H’s event series featuring a variety of so-called “pop-up” exhibits – one-night events showcasing local artists doing what they do best.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
October 9, 2019

Hamlin rallies for Bosphorous bartender hit by vehicle

Residents are raising money for Dionisio “Dio” Encarnacion, who was struck in a hit-and-run accident.

Southwest Orange
News

By Tim Freed |
April 1, 2020

Winter Garden, Ocoee churches continue to worship during pandemic

Congregations are meeting and worshiping together through online platforms.

West Orange Times & Observer
News

By Danielle Hendrix |
May 4, 2017

Mexican restaurant The Whole Enchilada coming to Winter Garden

The Whole Enchilada is bringing its first Central Florida location to downtown Winter Garden.

West Orange Times & Observer
News

By Observer Staff |
June 12, 2014

Ocoee Briefs 06.12.14

West Orange Times & Observer
News

By Annabelle Sikes |
June 28, 2022

Orange Crate Cafe opens in previous Fat Mike's Hot Chicken location

The new business will offer southern comfort food and ice cream in downtown Winter Garden.

West Orange Times & Observer
News

By Annabelle Sikes |
September 27, 2021

Community signs new classroom building wall at the Foundation Academy

Construction on the new classroom building is well underway at the school.

West Orange Times & Observer
News

By Liz Ramos |
June 18, 2025

Two West Orange elementary schools have new principals

Spring Lake and Bay Lake elementary schools will have new leadership starting in the 2025-2026 school year.

Observer School Zone
News

By Annabelle Sikes |
October 31, 2024

Wawa coming to Ocoee

The new 5,636-square-foot building is estimated to be completed in December.

West Orange Times & Observer
News

By Sam Albuquerque |
March 24, 2025

Dr. Phillips brings back state-title-winning boys basketball coach

Ben Witherspoon, who brought the Panthers their first-ever boys hoops state championship, returns to Southwest Orange County after three seasons as D-I assistant.

Sports
High Schools

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