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By Amy Quesinberry Price |
May 20, 2020

West Orange Chamber of Commerce to host reopening WebEx

The West Orange Chamber of Commerce is hosting an informative WebEx video/conference call from 2 to 3:15 p.m. Tuesday, May 26, pertaining to Orange County’s reopening plan.

West Orange Times & Observer
Your Town

By Leticia Silva |
October 20, 2025

Halloween pet costume contest coming to Crooked Can

Nonprofit Our Cause 4 Paws Rescue is hosting a Halloween pet costume from 11 a.m. to 2 p.m. Sunday, Oct. 26 at Crooked Can Brewing Co., at 426 W. Plant Street, Winter Garden.

Arts + Entertainment
Things to Do

By Observer Staff |
August 25, 2016

Football Schedule

Check here for a complete varsity football schedule of Winter Park High School, Edgewater High School, Trinity Preparatory School and Orangewood Christian School.

Winter Park - Maitland Observer
Sports

By Isaac Babcock |
February 22, 2012

Big week for Eagles sports

Edgewater has stolen the spotlight with some strong performances in the past week at the regional and state levels.

Winter Park - Maitland Observer
Sports

By Observer Staff |
July 20, 2011

Calendar and Family Calendar

The Breakthrough Theatre will hold its Two Year Anniversary and Award Celebration at 7 p.m. Sunday, July 24.

Winter Park - Maitland Observer
Neighborhood

By Chris Mayer | Contributing writer |
August 17, 2018

Olympia starts strong, falls 38-26 to Lake Nona in Kickoff Classic | Observer Preps

The Olympia High School Titans football team led the Lake Nona High School Lions 20-10 at halftime of a preseason game August 17 before being outscored 28-6 in the second half.

Sports

By Observer Staff |
June 2, 2021

COVID-19 UPDATE: Wednesday, June 2

Here is the most up-to-date information regarding coronavirus in West Orange County.

West Orange Times & Observer
News

By Observer Staff |
November 16, 2011

Calendar of events

Winter Park Playhouse will sing and dance their way into your hearts with their tribute to the legendary musical composer, Cole Porter.

Winter Park - Maitland Observer
Neighborhood

By Kristy Vickery |
March 9, 2011

Japanese cuisine comes to Lake Lily

Ran-Getsu closes International Drive location and reopens smaller restaurant in Maitland complex

Winter Park - Maitland Observer
Neighborhood

By Liz Ramos |
April 28, 2025

Horizon West resident named a vice president at Visit Orlando

Tim Megginson was promoted to the vice president of digital and data strategy at Visit Orlando.

Southwest Orange
News

By Randy Knight |
December 19, 2012

Winter Park City Talk

On behalf of the city of Winter Park, I would like to extend the happiest of holidays to you and yours.

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
March 2, 2011

Culture worthy of your calendar

Flowers, monsters and a weekend for ‘chocoholics’

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
January 31, 2023

Windermere Trails home tops Horizon West sales from Jan. 23 to 30

The home at 11849 Cave Run Ave., Windermere, sold Jan. 25, for $699,000.

Southwest Orange
Real Estate

By Megan Bruinsma |
January 30, 2026

Windermere High soccer teams take home district championship title

Both the Wolverines won the district championship Tuesday, Jan. 27 and will continue to regionals.

Sports
High Schools

By Steven Ryzewski |
August 14, 2017

Squeeze's Sadler Goodwin named FCSL's Most Valuable Player

Highlights for Goodwin, an incoming junior at Troy University, include one of the most memorable single-day performances in Florida League history.

Sports

By Observer Staff |
November 24, 2016

Maitland City Talk

Maitland's holiday tradition returns to Lake Lily Park on Saturday, Dec. 3, at 5 p.m.

Winter Park - Maitland Observer
Opinion

By Michael Eng |
January 28, 2025

Waterleigh home tops Horizon West sales from Jan. 20 to 26

The home at 9482 Bolero Road, Winter Garden, sold Jan. 23, for $900,000.

Southwest Orange
Real Estate

By Annabelle Sikes |
August 19, 2021

New exhibit at Winter Garden Heritage

"At the Movies: Winter Garden's Silver Screens" now showing.

West Orange Times & Observer
News

By Troy Herring |
October 2, 2019

West Orange Observer: High 5 — Oct. 3, 2019

In Dr. Phillips football’s 42-6 homecoming victory over Windermere Friday, Sept. 27, junior Jalen Moore had the highlight of the night on a 109-yard pick-six late in the game.

Sports

By Amy Quesinberry Price |
May 7, 2025

Second Harvest hosting Ultimate Garden Party

The event raises funds and awareness for hunger relief efforts in Central Florida.

Arts + Entertainment
Things to Do

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