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By Megan Bruinsma |
September 13, 2025

WEEK 4: Friday night football games in review

Do you need an update on any of yesterday’s games? Here’s an overview of what West, Southwest Orange high schools produced Friday.

Sports
High Schools

By Megan Bruinsma |
September 20, 2025

WEEK 5: Friday night football games in review

Here’s an update on how West, Southwest Orange high school football teams competed Friday.

Sports
High Schools

By Liz Ramos |
June 23, 2025

Parkside home tops Dr. Phillips sales from June 16 to 22

This home at 8460 Karwick St. Orlando, sold for $1,800,000 on June 20.

Southwest Orange
Real Estate

By Observer Staff |
April 27, 2011

Valdes sworn in

Maitland swore in three new Council members Monday

Winter Park - Maitland Observer
News

By Annabelle Sikes |
June 14, 2024

Celebrity chef to appear in Southwest Orange County

Celebrity chef Richard Blais has built a culinary empire out of his deeply rooted love of food. The ‘Top Chef: All Stars’ winner will be at his restaurant, Four Flamingos, in July.

Southwest Orange
News

By Megan Bruinsma |
August 8, 2025

Have you seen Cookie Monster around Winter Garden?

Realtor Matt Sutton dresses as Cookie Monster and passes out cookies to businesses in Winter Garden with the help of lender Barb Stewart.

West Orange Times & Observer
Business

By Annabelle Sikes |
August 19, 2022

Trash talk dominates town discussion

The Windermere Town Council members revisited ongoing service issues residents have experienced with WastePro.

West Orange Times & Observer
News

By Andrea Mujica |
November 10, 2022

PLAYOFF PICTURE: Legacy, Ocoee, Olympia, TFA, West Orange, to play this week

Playoffs week is here, and some teams in the West Orange and Southwest Orange areas are still alive in the battle for the state championship.

Sports

By Jenny Andreasson |
October 12, 2011

Ravaudage developer says bills will be paid

Maitland’s tactic to recover $50,000 in overdue utility bills may have put its share of the Ravaudage project in danger.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
March 6, 2022

Horizon High School's color guard is setting the standard

At the school, which opened last August, a select group of students are now enjoying their first year competing in a lesser-known activity — winter color guard.

West Orange Times & Observer
News

By Annabelle Sikes |
January 5, 2024

FORECAST 2024: OTC - West Campus makes move to Ocoee

The new Orange Technical College — West Campus, at 2010 Ocoee-Apopka Road, Ocoee, is set to open this fall.

West Orange Times & Observer
News

By Chris Jepson |
July 28, 2016

Chris Jepson: What's a brother to do?

I cannot get my head around why some white folks don’t get Black Lives Matter. Are they racist? Are they stupid? Are they uninformed? Are they brainwashed?

Winter Park - Maitland Observer
Opinion

By Tim Freed |
May 22, 2013

State kicking prohibition?

A Prohibition Era law that limits the size of wine containers sold in Florida could be modified.

Winter Park - Maitland Observer
News

By Chris Jepson |
February 26, 2015

Chris Jepson: Hanging with old white boys

Being able to laugh uproariously at the foibles of mankind, at one’s self specifically, is a quality I seek in relationships. And kindness.

Winter Park - Maitland Observer
Opinion

By Jim Carchidi |
September 1, 2021

Winter Garden holds 2021-22 budget workshop

The City Commission will host two public budget hearings later this month.

West Orange Times & Observer
News

By Tim Freed |
August 3, 2017

Winter Park CoffeeTalks brew conversations with elected officials, city leaders

Winter Park's CoffeeTalk series started back up on Friday, July 28 – giving residents a place where they can discuss issues with city leaders.

Winter Park - Maitland Observer
News

By Zak Kerr |
May 19, 2016

Citizens press for answers at Horizon West Town Hall

Residents got responses on relief school stadium parking, Reams Road roundabout, an OCSO substation, job diversification, Horizon West Sportsplex and more.

Southwest Orange
News

By Annabelle Sikes |
May 26, 2023

AdventHealth opens new ER in Horizon West

The hospital hosted a ribbon-cutting ceremony at its new offsite emergency room department located at the Flamingo Crossings Town Center Wednesday, May 17.

Southwest Orange
News

By Tim Freed |
August 11, 2017

Taste! Central Florida returns with new name, greater local focus

Taste! Central Florida is back with a new lineup of top-notch restaurants offering up their cuisine.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
November 10, 2021

Horizon High debuts new band uniforms

After months of anticipation, members of the Horizon High band are marching taller and looking official in their new uniforms.

Southwest Orange
News

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