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By Danielle Hendrix |
October 23, 2019

Bay Hill residents gear up to host Team Gamez Chipping for Children event

Pro golfer Robert Gamez and his wife, Denise, are Bay Hill residents who enjoy giving back to local children through the Team Gamez Foundation.

Southwest Orange
News

By Danielle Hendrix |
August 14, 2017

Back to school: Windermere High opens its doors

At long last, Windermere High School welcomed its first students for the 2017-18 school year.

Southwest Orange
News

By Observer Staff |
March 14, 2013

Calendar: Winter Park art festival

The 54th Winter Park Sidewalk Art Festival will take place from Friday, March 15 to Sunday, March 17.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
January 28, 2023

Listening session: Windermere residents sound off on pavilion

A project between Windermere Rotary Inc. and the West Orange Healthcare District may bring an outdoor pavilion to the northwest corner of Town Square Park.

Southwest Orange

By Amy Quesinberry Price |
August 17, 2022

Residents oppose Conroy-Windermere vet clinic

Orange County held a community meeting for neighbors of the proposed business, and they spoke against the addition to their rural settlement.

West Orange Times & Observer
News

By Josh Garrick |
February 23, 2017

Josh Garrick: Culture for Your Calendar

The dancers of the Orlando Ballet company will choreograph new works and perform alongside Artistic Director Robert Hill for Orlando Ballet: A Tribute to Harriett, Best of Broadway at 7 p.m. on Feb. 25.

Winter Park - Maitland Observer
Neighborhood

By Sam Albuquerque |
May 15, 2025

Sam’s 2025 spring football stops: Horizon Hawks

Sports Editor Sam Albuquerque takes you behind the scenes of spring high school football in West, Southwest Orange, bringing you the top tidbits and notes he picked up.

Sports
High Schools

By Michael Eng |
June 11, 2015

Ocoee plantation tops real-estate sales

West Orange Times & Observer
Real Estate

By Michael Eng |
August 29, 2016

On eve of election, tensions rise between Olszewski, VanderLey

Betsy VanderLey paid more than $88,000 to Millennium Consulting, founded by John Dowless.

West Orange Times & Observer
News

By Michael Eng |
January 7, 2026

FORECAST 2026: The fight for free thought

How Horizon High School teacher William Loggans became the poster child for independent thought in public education.

West Orange Times & Observer
News

By Sam Albuquerque |
September 14, 2024

FRIDAY NIGHT ROUNDUP: Everything you need to know from Week Four of high school football

Did you miss your favorite West or Southwest Orange County high school football team's game? Catch up here with all the scores and notes from the area's Week Four action.

Sports
High Schools

By Observer Staff |
October 27, 2010

Calendar and Family Calendar

Dorothy Mays from Olin Library, Rollins College, will speak on Thursday, Oct. 28

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
March 22, 2023

Agoraphobia: Bound by home's four walls

For people like Ye’vette Toms, who has agoraphobia, getting an identification card is nearly impossible. A mobile unit will be in Winter Garden next week to assist residents who are unable to visit the DMV.

West Orange Times & Observer
News

By Sam Albuquerque |
July 11, 2024

Orange Observer Sports Awards: Meet the inaugural class of winners

In the first edition of the Orange Observer Sports Awards, we recognize 10 of the West, Southwest Orange County area’s most deserving athletes, coaches and teams from the 2023-24 sports season.

Sports
High Schools

By Observer Staff |
June 3, 2015

Senior Calendar

Find out about the month's best senior events happening throughout Central Florida this month.

Winter Park - Maitland Observer
Neighborhood

By Megan Bruinsma |
February 18, 2026

Ocoee makes the dream of playing club volleyball a reality

The Ocoee Knightmares are flourishing in their first club season, made possible by Ocoee Parks and Leisure Services.

Sports
Youth Sports

By Observer Staff |
February 2, 2017

Calendar

Arts for All Day was created by United Arts of Central Florida and will be held on Saturday, Feb. 4, from 10 a.m. to 5 p.m. at Loch Haven Cultural Park in Orlando.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
May 1, 2023

Students speak out against Innovation Montessori High School

The school has announced it will be cutting back the high school to merge it with middle school.

Observer School Zone
News

By Amy Quesinberry Price |
September 21, 2022

East Winter Garden mobilizes to fight plastic-waste facility

Residents are banding together to try to keep the recycling company out of their neighborhood while the city continues its legal challenge against Orange County.

West Orange Times & Observer
News

By Michael Eng |
January 22, 2015

Central Florida Dreamplex opens in Clermont

West Orange Times & Observer
News

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