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By Steven Ryzewski |
July 15, 2015

Windermere All-Star team earns berth in state tournament

Sports

By Sam Albuquerque |
March 20, 2025

Cure All-Star boys, girls basketball game rosters announced

The senior all-star game at Dr. Phillips High features plenty of players from West, Southwest Orange teams.

Sports
High Schools

By Michael Eng |
June 3, 2025

Oakland Nature Preserve to embark on Insect Safari

Learn more about all kinds of creepy crawlies from 10 to 11 a.m. Saturday, June 7, at the preserve, 747 Machete Trail, Oakland.

Arts + Entertainment
Things to Do

By Michael Eng |
October 12, 2024

PHOTOS: Horizon West Pet Fest 2024

Pets of all shapes and sizes — along with their humans — flocked to Hamlin for Horizon West Happenings’ inaugural Horizon West Pet Fest, which took place Saturday, Oct. 12, in the Hamlin Green Space.

Southwest Orange
Neighborhood

By Megan Bruinsma |
February 3, 2026

Florida moving to English-only driver’s license exams

Starting Friday, Feb. 6, Florida will require all driver’s license exams to be taken in English.

Southwest Orange
News

By Observer Staff |
June 3, 2020

West Orange High School valedictorian's speech: Payton Meece

It is with a fond and heartfelt regard that we say our final goodbyes and wish for the best in the next journey of our lives. 

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
July 21, 2016

Athlete of the Week - Windermere Observer: Will Ross

Will Ross delivered an impressive pitching performance in the Windermere Little League 12U National All-Star team’s district championship win.

Sports
Athlete of the Week

By Steven Ryzewski |
July 8, 2018

Winter Garden Little League All-Star teams capture section titles

The WGLL 11-Year-Old All-Stars won the Section 5 Tournament this past weekend, following the lead of the Seniors All-Stars, who did so the weekend before.

Sports

By Observer Staff |
May 20, 2022

Windermere High School: Note from the principal

At Windermere, the phrase, “Achieving Greatness with Honor,” is more than just a tagline, it is a core belief in all that we do.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
June 16, 2018

Winter Garden Little League 10-Year-Old All-Stars ready for district tournament

A deep pitching staff should anchor the team's chances in the District 14 Tournament.

Sports
Youth Sports

By Josh Garrick |
April 14, 2016

Josh Garrick: Culture for Your Calendar

We all hope for great things as we enjoy the story of the beloved matchmaker Dolly Levi hatch a plan to marry Horace Vandergelder, the famous “half a millionaire.”

Winter Park - Maitland Observer
Neighborhood

By Andrea Mujica |
March 14, 2023

Horizon High girls beach volleyball, undefeated

The Lady Hawks have swept all their opponents on the court this season, for a current 3-0 overall season record.

Sports

By Danielle Hendrix |
October 28, 2019

PHOTOS: Town of Windermere’s 2019 Halloween Costume Parade

Children of all ages transformed into princesses, pirates, characters and more in honor of Halloween.

Southwest Orange
Neighborhood

By Danielle Hendrix |
April 2, 2019

BLACK TIE: The Gift of Swimming's 2019 Poolside Social

The Gift of Swimming’s annual poolside social included food, live music, drinks and fun for all.

Black Tie

By Danielle Hendrix |
April 22, 2019

PHOTOS: Town of Windermere Easter Egg-Stravaganza 2019

Children of all ages arrived at Town Hall, baskets in tow, excited to hunt for eggs and meet the Easter bunny.

Southwest Orange
Neighborhood

By Michael Eng |
November 15, 2025

PHOTOS: French Family Foundation’s 2025 Run for Inclusion

Runners of all ages enjoyed perfect weather Saturday, Nov. 15, as they completed the course through Hamlin.

Southwest Orange
Neighborhood

By Annabelle Sikes |
November 19, 2021

WOHS students selected to participate in OCPS All-County Orchestra

More than 10 WOHS students performed in a series of concerts celebrating student achievement.

West Orange Times & Observer
News

By Guest Author |
July 27, 2022

SUMMER SCHOOL ZONE: How to apply for college

Summer School Zone writer Katie Steed sends a message to high school juniors and seniors: Take this application advice from someone who just went through it.

West Orange Times & Observer
News

By Annabelle Sikes |
November 11, 2021

DBi Services’ abrupt closure leaves locals unemployed

Winter Garden employees were among the thousands who were jobless when the nationwide company closed Oct. 22.

West Orange Times & Observer
News

By Rollins College |
January 26, 2017

Rollins College names seven inductees to sports hall of fame

The Rollins College Athletic Department announces its Sports Hall of Fame Class of 2017, featuring seven of the best student-athletes in the Tars’ 122-years of tradition.

Winter Park - Maitland Observer
News

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