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By Liz Ramos |
February 9, 2026

Windermere announces road closures

Butler Street and Seventh Avenue will have daytime closures Monday, Feb. 9, through Friday, Feb. 13.

Southwest Orange
News

By Leticia Silva |
January 13, 2026

Town of Windermere faces multiple road closures

The town announced multiple road closures from Monday, Jan. 12 to Friday, Jan. 16.

Southwest Orange
News

By Michael Eng |
January 29, 2026

Winter Garden Heritage Foundation ‘paddles up’ for pickleball tourney

Registration is now open for the Paddles for the Past Inaugural Pickleball Tournament, which will take place Saturday, Feb. 28, at both the Roper YMCA Family Center and the Dr. P. Phillips YMCA Family Center.

Arts + Entertainment
Things to Do

By Michael Eng |
March 13, 2026

Here's how to celebrate St. Patrick's Day in Winter Garden, Windermere, Ocoee and Horizon West

As luck would have it, there are five ways to celebrate St. Patrick’s Day this weekend.

Arts + Entertainment
Things to Do

By Amy Quesinberry Price |
March 23, 2022

Influencer of the Week: Lilly Moses, Legacy Charter High School

Lilly Moses has been called the school's chaos coordinator for handling everything that comes her way.

West Orange Times & Observer
News

By Steven Ryzewski |
June 21, 2016

Keepin' it Kenpo: Windermere's Randy Kuhn excited to teach American Kenpo Karate

Randy Kuhn, a professor at Stetson University and resident of Keene’s Pointe, is excited to take his lifelong passion for American Kenpo Karate and share it with children around West Orange.

Sports

By Gabby Baquero |
November 21, 2016

Remembering Kayleigh Rawles

Kayleigh Rawles, an 8th-grade student at Ocoee Middle School, died Sunday, Nov. 13, but the memory of her kind heart and smile will live on in the memories of those who loved her.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 8, 2014

THESE TIMES: Remembering (enduring) junior high

West Orange Times & Observer
Opinion

By Tim Freed |
January 22, 2020

Windermere Cars & Coffee event unites car-loving community

The event continues to grow and attract car enthusiasts from throughout Southwest Orange County.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
March 31, 2020

Angela Campbell promoted to second-in-command

Oakland Police Department Lt. Angela Campbell was hired as a reserve officer in 2009.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 13, 2021

HEALTH MATTERS: Physician Spotlight: Dr. Andre Baptiste, Baptiste Orthodontics

Dr. Baptiste has been straightening local residents' teeth for 19 years.

West Orange Times & Observer
News

By Steven Ryzewski |
October 11, 2017

Football: Class 5A, 7A and 8A playoff points system averages for Oct. 11 -- Observer Preps

Several teams covered by Observer Preps are right in the mix for playoff spots in the FHSAA's large classifications.

Sports

By Amy Quesinberry Price |
February 23, 2022

Oakland holding first election in 16 years

Incumbent and 10-year Oakland Town Commissioner Rick Polland will face off against political newcomer Matt Bunevich.

West Orange Times & Observer
News

By Annabelle Sikes |
January 22, 2023

Ocoee officer moonlights as a singer

If you’re driving around the city of Ocoee, chances are you’ve seen police Officer Duane Hunt on his motorcycle patrolling the streets and keeping the community safe.

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 29, 2020

County, state task forces created to reopen businesses, boost economy

Officials with the state of Florida and Orange County have put together groups of experts from various businesses and organizations to work on plans for boosting the economy after the coronavirus pandemic has passed.