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By Steven Ryzewski |
November 15, 2014

GAME FILM: Windermere Prep, CFCA represented at SSAC's Florida Bowl

Southwest Orange
News

By Observer Staff |
June 12, 2014

Group honors Oakland veteran

West Orange Times & Observer
News

By Steven Ryzewski |
September 29, 2014

Tickets for clash between Warriors, Blue Darters on sale Tuesday

Sports

By Danielle Hendrix |
July 13, 2021

PHOTOS: 2021 Lake Cypress Summer Camp at Windermere Prep

Windermere Prep’s Lake Cypress summer camp pulled out all the stops with bounce houses and inflatable mazes to kick off a week of fun.

Southwest Orange
News

By Amy Quesinberry Price |
March 8, 2020

PHOTOS: Castleview Elementary performs monster musical

Monsters vs. vampires vs. werewolves came together on the stage of Castleview Elementary.

Southwest Orange
Neighborhood

By Danielle Hendrix |
March 15, 2020

PHOTOS: Crooked Can's 5th Annual Celtic Festival

The show went on at Crooked Can Brewing Company this past weekend during its fifth annual Celtic Festival.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
March 20, 2020

IRS extends deadline to file taxes

Taxpayers and businesses now will have until July 15 to file taxes.

West Orange Times & Observer
News

By Troy Herring |
October 21, 2019

PHOTOS: Fifth annual Crooked Can Oktoberfest

Beer, brats and community were all part of the festivities enjoyed throughout the weekend.

West Orange Times & Observer
News

By Troy Herring |
May 22, 2018

PHOTOS: 2018 Bishop Moore Catholic High School Graduation

On Monday, May 20, 288 graduating seniors from Bishop Moore walked across the stage to officially end their high school years.

Winter Park - Maitland Observer
News

By Harry Sayer |
February 16, 2019

BLACK TIE: American Heart Association’s Go Red For Women Luncheon

The American Heart Association’s Go Red for Women movement celebrated 15 years of fighting heart disease and stroke.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
March 19, 2017

GALLERY: Family Promise of Greater Orlando Chips Away at Homelessness

The Chipping Away at Homelessness Party included dinner, drinks, a silent auction and live band.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
April 15, 2024

Celebrate Earth Week at county’s Tibet-Butler Preserve

Several family-friendly activities are taking place April 22 at Tibet-Butler Preserve on Winter Garden-Vineland Road.

West Orange Times & Observer
News

By Sam Albuquerque |
July 2, 2025

Winter Garden to host annual Party in the Park

The event is from 6 to 10 p.m. at Newton Park on Lake Apopka, 31 W. Garden Ave.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
September 17, 2024

PHOTOS: Dr. Phillips High JROTC holds annual 9/11 memorial event

Members of the Dr. Phillips High School JROTC, students, first responders and community members gathered to remember the heroes, victims of 9/11.

Southwest Orange

By Leticia Silva |
September 2, 2025

SAVE THE DATE: Bark, brunch and bingo

Polka Dogz Pet Rescue will host a fundraiser, Saturday, Sept. 27, to help dogs in need.

West Orange Times & Observer
News

By Liz Ramos |
April 29, 2026

Winter Garden temporarily limits reclaimed water

Reclaimed water might not be available for irrigation through Saturday, May 2, as the city works on the Wastewater Treatment Plant.

West Orange Times & Observer
News

By Michael Eng |
February 12, 2026

Fall in love at Ocoee’s Valentine’s soiree

The event takes place from 6 to 9 p.m. Friday, Feb. 13, at Ocoee Lakeshore Center, 125 N. Lakeshore Drive, Ocoee.

Arts + Entertainment
Things to Do

By Liz Ramos |
December 17, 2025

Whole lot of love: Tree sales benefit Windermere High choir

Longtime Disney entertainer hosts Christmas tree lots outside Windermere High School, with proceeds benefiting the school’s choir program.

Observer School Zone
News

By Annabelle Sikes |
January 9, 2025

FORECAST: Meet new Orange County School Board member Anne Douglas

Anne Douglas has replaced Pam Gould as the School Board representative for West Orange and Southwest Orange. She plans to utilize her background as a teacher in her new role on the board.

West Orange Times & Observer
News

By Abraham Aboraya |
March 4, 2010

Know where to vote

Scott Peelen has lived in Winter Park since before 1984, and in that time, he said he's built a reputation as the "superest of super voters," not missing a single election in more than 20 years.

Winter Park - Maitland Observer
News

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