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By Sam Albuquerque |
August 1, 2025

Windermere Basketball Academy to open $1.2 million facility in Ocoee

With a new 71,000-square-foot, state-of-the-art facility, Windermere Basketball Academy will rebrand to 407Basketball, partner with 407Volleyball Club.

Sports
Youth Sports

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 Sam Albuquerque |
October 17, 2024

Dr. Phillips QB Stanley Anderson-Lofton leading Panthers to historic season

With a 6-0 record, the Panthers are on their way to an undefeated regular season record, led in large part to third-year starting quarterback Stanley Anderson-Lofton.

Sports
High Schools

By Observer Staff |
March 2, 2011

Calendar and Family Calendar

Tax assistance from AARP, 'Enter the Dragon' at Enzian

Winter Park - Maitland Observer
Neighborhood

By Sarah Wilson |
June 14, 2016

Blood donors bond during hours-long waits in Winter Park

Fifty-seven Central Floridians walked in the front door of Winter Park's OneBlood center, and out with a bandage circling the crook of their arm. In between entrance and exit, they waited an average of five hours.

Winter Park - Maitland Observer
News

By Josh Garrick |
April 21, 2016

Josh Garrick: Culture for Your Calendar

Their “Boisterous Rebirth” is a double bill of a play-within-a-play featuring Mozart’s “Impresario” (updated to modern-day Orlando) and Poulenc's “Les Mamelles De Tiresias.”

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
May 5, 2016

Josh Garrick: Culture for Your Calendar

John Rivers and team are trading in their cowboy hats for sombreros to celebrate Cinco de Mayo with a patio party at 4 Rivers Smokehouse in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Andrea Mujica |
January 4, 2023

FORECAST: THE NEXT ONE: How the Vipers plan to capitalize on first win

After two years, the Lake Buena Vista football team got their first win in school history. The Vipers hope to build on that success in 2023.

Sports

By Nada Hassanein |
September 17, 2014

Rollins alumnus fights back against illness

Rollins rower Rob Spolsino had set records and wowed competitors, but his biggest challenge was against his own body.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
November 29, 2018

Winter Park/Maitland Holiday Calendar 2018

Here's a breakdown of all the holiday events happening in the Winter Park/Maitland area.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
August 8, 2024

'PIPPIN: IN A NEW LIGHT' - Act 2: Preparation

The Garden Theatre's “Pippin" is focusing on accessibility and the talented contributions of deaf actors and creatives for audiences to experience the duality of the hearing and non-hearing world.

West Orange Times & Observer
News

By Amy Quesinberry Price |
February 19, 2025

Oakland town manager terminated without cause

An anonymous letter was sent to the mayor regarding a hostile work environment, harassment and discrimination. The commission was prepared to allow him to resign, but he chose immediately termination.

West Orange Times & Observer
News

By Sam Albuquerque |
June 11, 2025

How Ocoee's Zion Grant went from not graduating to college-bound wrestler

When Zion Grant joined Ocoee wrestling, all he wanted was to grow as a grappler. What he got was a community full of guidance and support.

Sports

By Leticia Silva |
August 26, 2025

Friday Night Sights: P.A. announcers

West Orange and Southwest Orange football fans are lucky to have talented announcers narrating all the on-field action.

West Orange Times & Observer

By Megan Bruinsma |
January 6, 2026

FORECAST 2026: TFA eyes a state run with playoffs back in the picture

The First Academy football is hungry to make a state run after being ineligible for the playoffs in back-to-back seasons.

Sports
High Schools

By Megan Bruinsma |
January 7, 2026

FORECAST 2026: 407Basketball built the training hub for young athletes

After growing from Windermere Basketball Academy and fusing with 407Volleyball, 407Sports is welcoming a new era of youth training, academics and growth.

Sports

By Amy Quesinberry Price |
December 11, 2015

Jamie McWilliams shares deceased son's story with students

West Orange Times & Observer
News

By Observer Staff |
March 31, 2016

Calendar

Come out on Sunday, April 3, for one of Winter Park’s most beloved events, the 13th annual Doggie Art Festival!

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
December 21, 2018

Bobby Foster is living beyond his diagnosis

Bobby Foster sought a life coach and became one himself to control his cystic fibrosis instead of letting it control him.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
January 11, 2019

BLACK TIE: Make a difference in 2019

Now that it’s 2019, it’s time to fill up your planner — or Google calendar — with upcoming events that are sure to make a difference in our communities.

West Orange Times & Observer
News

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Results for:

Windermere Basketball Academy to open $1.2 million facility in Ocoee

Have you seen Cookie Monster around Winter Garden?

Dr. Phillips QB Stanley Anderson-Lofton leading Panthers to historic season

Calendar and Family Calendar

Blood donors bond during hours-long waits in Winter Park

Josh Garrick: Culture for Your Calendar

Josh Garrick: Culture for Your Calendar

FORECAST: THE NEXT ONE: How the Vipers plan to capitalize on first win

Rollins alumnus fights back against illness

Winter Park/Maitland Holiday Calendar 2018

'PIPPIN: IN A NEW LIGHT' - Act 2: Preparation

Oakland town manager terminated without cause

How Ocoee's Zion Grant went from not graduating to college-bound wrestler

Friday Night Sights: P.A. announcers

FORECAST 2026: TFA eyes a state run with playoffs back in the picture

FORECAST 2026: 407Basketball built the training hub for young athletes

Jamie McWilliams shares deceased son's story with students

Calendar

Bobby Foster is living beyond his diagnosis

BLACK TIE: Make a difference in 2019

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