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By Sam Albuquerque |
June 2, 2025

Foundation Academy breaks ground on new track, other athletic facilities

Along with the new track, Lions Field will see expanded seating and a new press box, while its baseball field will have a new concession, restroom facility.

Sports
High Schools

By Amy Quesinberry Price |
October 2, 2024

HISTORY: West Orange County of yesteryear for week of Sept. 26, 2024

News of the past tells how residents of West Orange County once lived.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 2, 2024

HISTORY: West Orange County of yesteryear for week of Oct. 3, 2024

News of the past tells how residents of West Orange County once lived.

West Orange Times & Observer
News

By Sam Albuquerque |
November 2, 2024

Big plays lift Dr. Phillips football past West Orange, 33-11

Led by senior quarterback Stanley Anderson-Lofton, the Panthers' passing game made big plays to lift DP past the Warriors in the Ole Orange Crate rivalry game.

Sports
High Schools

By Megan Bruinsma |
September 27, 2025

PHOTOS: Dr. Phillips runs away with its first district win, Olympia wants to change its approach

The Panthers performed 42-6 over the Titans, all through the strides of its running back.

Sports

By Brittni Larson |
April 22, 2010

Bacon places top 25 in the world

The Exploding Bacon Robotics team, which went to the FIRST Robotics Championship in Atlanta this past weekend, made it to the top 24 out of 80 teams in their division.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
September 7, 2021

Town of Windermere plans sidewalk repairs

The town will be completing more than 400 repairs to sidewalks in the area this week.

West Orange Times & Observer
News

By Michael Eng |
June 5, 2024

Gymnastics USA to host free Family Night Out

The gym is located at 13175 West Colonial Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
May 28, 2025

Healthy in Horizon West Expo set for Saturday

The event will take place from 9 a.m. to 1 p.m. Saturday, May 31, at 15835 Shaddock Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
January 26, 2024

Winter Garden to consider freestanding ER

HCA Florida Osceola Hospital seeks to build an 11,570-square-foot emergency room building on Daniels Road.

West Orange Times & Observer
News

By Gabby Baquero |
June 14, 2016

Popeyes restaurant to replace demolished Sabal Hotel

The new Popeyes will be located on the corner of Maguire Road and West Colonial Drive.

West Orange Times & Observer
News

By Verl Emrick |
August 20, 2014

Maitland City Talk

The CRA district staff continues to work hard on the goal of building a new downtown for Maitland.

Winter Park - Maitland Observer
Opinion

By Tim Freed |
April 8, 2020

Orange County Public Schools adds Grab-and-Go locations

Students can now receive breakfast and lunch at Windermere High School, Ocoee Middle School and HighPoint Church in Ocoee.

West Orange Times & Observer
News

By Gabby Baquero |
July 27, 2017

Eleven-home community gets preliminary approval

Winter Garden approved the first reading of a proposal to rezone three acres of property on Plant Street for a planned-unit development.

West Orange Times & Observer
News

By Danielle Hendrix |
March 15, 2017

Winter Garden to install surveillance cameras in parking garage

Winter Garden city leaders gave the go-ahead for a $70,000 camera surveillance system.

West Orange Times & Observer
News

By Danielle Hendrix |
July 31, 2017

Winter Garden fifth-grader advocates for Type 1 Diabetes on Capitol Hill

Ten-year-old Gabby Swart, a Winter Garden resident, recently attended JDRF’s Children’s Congress in Washington, D.C., to advocate for Type 1 diabetes.

West Orange Times & Observer
News

By Annabelle Sikes |
October 17, 2024

OktoBEARfest to honor founder’s legacy

The seventh annual Bears Who Care OktoBEARfest 5K Fun Run & Walk will be dedicated to Kari Kron Schmitz, the president and founder of Bears Who Care, who lost her battle with cancer in January.

Southwest Orange
Neighborhood

By Observer Staff |
May 23, 2012

Calendar

Come out to Second Thursdays in Hannibal Square from 6-10 p.m. on Thursday, June 14, for live music, art and entertainment.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
July 5, 2023

City gives update on east Winter Garden plan progress

Residents were shown the progress city officials have made in the last year in the east Winter Garden neighborhood.

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 2, 2025

Celebrating Ocoee’s centennial: 1965-75

The city of Ocoee officially was established in 1925, but the settlement predates the Civil War.

Ocoee Centennial

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