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By Troy Herring |
June 12, 2019

Windermere High flag football finds its footing

As flag football spreads across the southeast, the girls team at Windermere High looks to prove that the football field isn’t just for guys anymore.

Sports

By Amy Quesinberry Price |
July 2, 2019

SPIRIT OF AMERICA: Bill Murray

U.S. Navy veteran Bill Murray made his first trip to Washington, D.C., on June 15 through the Honor Flight Network.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
July 9, 2019

Oakland amends apartment project

The Town Commission reluctantly voted to approve the first neighborhood of The Avenue at Oakland project, which will add 342 units to the town.

West Orange Times & Observer
News

By Tim Freed |
July 25, 2019

Orange County Public Schools hosts two-day emergency training exercise

Local first responders and schools had a chance to practice their capabilities during an active-assailant scenario and a reunification exercise.

West Orange Times & Observer
News

By Troy Herring |
July 30, 2019

Cristian Guare brings pick-up soccer to the community

A love for soccer has led Real Winter Garden Manager Cristian Guare to put on pick-up games.

Sports

By Eric Gutierrez |
February 12, 2020

The Dance Collective prances into Winter Garden

A husband-and-wife duo with a passion for the performing arts runs the new dance studio.

West Orange Times & Observer
News

By Danielle Hendrix |
February 19, 2020

Oakland votes to keep historic pillars in place

Town leaders reversed their earlier decision to relocate the two eastern Grace Park pillars to the other side of the western ones.

West Orange Times & Observer
News

By Tim Freed |
November 6, 2019

Windermere toddler crowned Baby Miss Florida 2019

Olivia Kapron, 2, showcased her personality and inner beauty at the America’s Little Miss Pageant.

Southwest Orange
News

By Danielle Hendrix |
December 4, 2019

West Orange Healthcare District awards two grants

The recipients are the Children’s Safety Village of Central Florida and the Winter Garden Art Association.

West Orange Times & Observer
News

By Danielle Hendrix |
December 11, 2019

Orange County teachers ratify one-year agreement

With a majority vote of 76%, Orange County Public Schools teachers approved the 2019-20 agreement between the school district and teacher’s union.

West Orange Times & Observer
News

By Danielle Hendrix |
December 11, 2019

Developer proposes 42 homes by Lake Roberts

The project could bring a new subdivision to the West Windermere Rural Settlement.

Southwest Orange
News

By Troy Herring |
December 19, 2019

Olympia High remembers 2nd Lt. Mike McGahan

For one game each year, the Titans soccer team plays in memory of an Olympia alum who died in combat in 2010.

Sports

By Amy Quesinberry Price |
August 12, 2021

HEALTH MATTERS PHYSICIAN SPOTLIGHT: Dr. Cristine Santiago, Community Health Centers

Dr. Santiago has dreamed of working in healthcare since she was a child.

Health

By Annabelle Sikes |
August 24, 2021

School Board defies DeSantis, implements mask mandate

The change will go into effect Monday, Aug. 30, and last for 60 days.

West Orange Times & Observer
News

By Jim Carchidi |
October 6, 2021

Creating the beaten path

Windermere’s Safe Route to School project is just the beginning of a master plan that eventually will connect the entire town.

Southwest Orange
News

By Jim Carchidi |
October 13, 2021

‘Pippin’ challenges West Orange High School thespians

Students take on Bob Fosse as the theater program returns to the stage this week.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 13, 2021

Prairie House Coffee opens in Oakland

Sisters Jade Dinsdale and Alexa Maisonet offer organic and gluten-free choices on their quaint coffee shop menu.

West Orange Times & Observer
News

By Brittany Gaines |
January 19, 2017

A high-flying thank-you for Windermere Elementary students

Students received a video from an Air Force Major thanking them for the letters and goodies they sent last year.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
January 25, 2017

Big Orange Awards to salute top Chamber members

The event is Feb. 3 at Disney's Contemporary Resort.

West Orange Times & Observer
Business

By Observer Staff |
January 26, 2017

Herzing University was honored for its commitment to business and social responsibility with the Corporate Recognition Award during the Eagle Awards, the signature event of the African American Chamber of Commerce of Central Florida, on Jan. 14.

Winter Park - Maitland Observer
News

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