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By Danielle Hendrix |
May 4, 2017

Relay for Life in Winter Garden to honor local cancer survivors

Windermere resident Brogan Regan, 5, will be among the cancer survivors honored at Relay for Life of West Orange.

West Orange Times & Observer
News

By Steven Ryzewski |
May 12, 2017

West Orange tennis player bounces back after health scare -- Observer Preps

The discovery of a cancerous tumor in her left lung cost West Orange tennis player Courtney Earp her junior season, but that didn’t stop her from having her strongest varsity season.

Sports

By Annabelle Sikes |
February 15, 2024

Unidentified bones leave case open in Winter Garden

The Winter Garden Police Department is asking the community for information regarding unidentified remains found in 2004.

West Orange Times & Observer
News

By Sam Albuquerque |
April 19, 2024

Olympia High girls volleyball using beach season to grow program, players

Olympia High’s girls volleyball program is using beach volleyball's unique qualities to help the program and players grow for the fall indoor season.

Sports

By Amy Quesinberry Price |
June 12, 2024

Rain brings some relief to dry conditions

A burn ban was issued May 31 in Orange County following weeks of no precipitation.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 10, 2024

WAY BACK WHEN: Fred Shepherd

Longtime Oakland resident Fred Shepherd was born in Winter Garden, and his wife’s family settled in West Orange County in 1919.

West Orange Times & Observer
News

By Sam Albuquerque |
April 10, 2025

The First Academy lacrosse honors veterans at Wounded Warrior game

In partnership with the school’s Wounded Warrior Club, The First Academy boys and girls lacrosse teams honored a pair of veterans and their families at the annual event.

Sports
High Schools

By Sam Albuquerque |
April 25, 2024

Windermere, Horizon compete at WGI World Championships

Both Windermere High and Horizon High color guard teams qualified for and competed in the 2024 WGI Scholastic A World Championships.

Sports

By Annabelle Sikes |
December 22, 2023

Windermere council opens Town Hall rehab to more public input

After much discussion at the Windermere Town Council meeting Tuesday, Dec. 12, town leaders voted unanimously to collect more public input before moving forward with any changes to Town Hall.

Southwest Orange
News

By Amy Quesinberry Price |
November 26, 2024

Orlando Torah Center project draws community’s ire

Orange County staff is scheduling a second meeting in December so more residents have a chance to ask questions and share their opinions on the synagogue project in Sand Lake Hills.

West Orange Times & Observer
News

By Sam Albuquerque |
February 27, 2025

MEET THE CANDIDATES: Ages Hart, Ocoee City Commission District 4

Incumbent George Oliver III faces off against former interim commissioner Ages Hart in the lone city of Ocoee election on the March ballot.

West Orange Times & Observer

By Annabelle Sikes |
November 20, 2023

Espresso yourself: Double O’s opens in Ocoee

Colby O’Brien, 22, is bringing a quick-service, drive-thru coffee company to the city.

West Orange Times & Observer
News

By Leticia Silva |
June 18, 2025

MEET THE CANDIDATES: Coretta Anthony-Smith, Florida Senate District 15

Coretta Anthony-Smith is one of four democrats vying for the Florida Senate District 15 seat.

West Orange Times & Observer
News

By Annabelle Sikes |
September 26, 2024

Special Hearts Farm project clears hurdle

The proposed project in the Lake Avalon Rural Settlement has been a strong point of contention since the initial community meeting held in May.

Southwest Orange
News

By Sam Albuquerque |
September 30, 2024

FRIDAY NIGHT FIVE: West Orange football in district driver's seat after Apopka win

Observer Sports Editor Sam Albuquerque serves up his top five observations from the area's high school football games, every Monday morning.

Sports
High Schools

By Megan Bruinsma |
October 10, 2025

Horizon's lighting speed placed girls and boys cross-country in first

Horizon High’s girls and boys cross-country teams both placed first in the Metro West Championship.

Sports
High Schools

By Megan Bruinsma |
October 23, 2025

West Orange teens tap into their creative side with The Pulp Pages

Teen volunteers gather in West Oaks Library once per month to work together on creating their own magazine: The Pulp Pages.

West Orange Times & Observer
Neighborhood

By Michael Eng |
March 9, 2016

Keene’s Pointe estate sells for $2.925 million

A home in the Keene’s Pointe community in Windermere topped all West Orange-area residential real-estate sales from Feb. 19 to 25.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
December 19, 2024

Arctic Brotherhood enjoys thrill of manly adventures

Nine Windermere friends have taken 22 epic hiking adventures to many U.S. national parks, as well as to several other countries. They say this is the one week they can pretend to be real men.

West Orange Times & Observer
News

By Amy Quesinberry Price |
December 5, 2025

WAY BACK WHEN: Ward Britt

For the Winter Garden native and Oakland resident, all roads lead back to West Orange County.

West Orange Times & Observer
News

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