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By Tim Freed |
April 16, 2014

Wounded soldier to receive new home in Winter Park

Sgt. Bacary Sambou nearly lost his life in Afghanistan. Now he's found a place to call home: a donated house in Winter Park.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
July 5, 2024

Meet Orange County's supervisor of elections

Ocoee resident Glen Gilzean, appointed by Florida Gov. Ron DeSantis in March, is the first black supervisor of elections in Orange County.

West Orange Times & Observer
News

By Andrea Mujica |
May 25, 2022

Orange County Public Schools release semifinalists for superintendent position

Out of 15 applicants, three were selected to go through the next round of preliminary questions

West Orange Times & Observer
News

By Chris Martucci |
December 2, 2021

On the Prowl: DP basketball ready to defend state title

Dr. Phillips returns several key seniors, including Ernest Udeh Jr., Denzel Aberdeen and Riley Kugel.

West Orange Times & Observer
News

By Steven Ryzewski |
October 21, 2016

Sports Spotlight - West Orange Times & Observer: Grant Drogosch

West Orange High's standout sophomore golfer finished in a three-way tie for first place at the Class 3A, Region 3 Tournament Oct. 17.

Sports

By Isaac Babcock |
December 15, 2016

Knights' await unfamiliar opponent in AutoNation Cure Bowl

The UCF Knights will face an opponent that haven't seen in 25 years at the AutoNation Cure Bowl on Saturday.

Winter Park - Maitland Observer
Sports

By Isaac Babcock |
August 6, 2015

Winter Park Diamond Dawgs playoff bound after comeback win

The Dawgs had struggled to break free from a traumatically bad start to the season until a one-game playoff against the Deland Suns forced them into a must-win.

Winter Park - Maitland Observer
Sports

By Danielle Hendrix |
October 3, 2019

Winter Garden annexes two Carter Road properties

Commissioners also approved renewing an interlocal dispatch-services agreement with Ocoee.

West Orange Times & Observer
News

By Troy Herring |
October 30, 2019

West Orange Observer: Sports Spotlight — Amanda Chambers

Windermere sophomore Amanda Chambers plays libero for the volleyball team and leads the Wolverines with 128 digs.

Sports

By Tim Freed |
October 5, 2017

Circle Christian School golfers help U.S. team capture Junior Presidents Cup

Eugene Hong and Canon Claycomb had the chance to represent their country on the golf course last month.

Winter Park - Maitland Observer
News

By Observer Staff |
November 18, 2025

Holiday Gift Guide 2025

The Observer is ushering in the season with our 2025 Holiday Gift Guide — our handbook for the holiday season!

Special Sections

By Observer Staff |
November 7, 2012

Real Estate Briefs

Stirling Sotheby’s International Realty brought buyers to the table in two major luxury residential sales in Winter Park recently.

Winter Park - Maitland Observer
Real Estate

By Jenny Andreasson |
August 17, 2011

Reshaping downtown

Maitland’s mayor will present a new vision for downtown redevelopment that includes shared parking during a workshop Friday.

Winter Park - Maitland Observer
News

By Tim Freed |
September 22, 2016

Renaming a park after a tarnished legacy

City Commissioners discussed giving Lake Baldwin Park a new name last Monday after Commissioner Carolyn Cooper suggested its current name isn’t fitting of Winter Park.

Winter Park - Maitland Observer
News

By Tim Freed |
September 3, 2015

Winter Park celebrates wounded vet's homecoming

Last week, Sgt. First Class Bacary Sambou of the United States Army was given the keys to his new Winter Park home – a donation that’s been more than a year in the making.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
August 31, 2022

This week in West Orange County history: Sept. 1, 2022

These are the people and events that made headlines from West Orange County's past.

West Orange Times & Observer
News

By Tim Freed |
March 5, 2014

Winter Park SunRail Station celebrates grand opening

Central Florida’s vision of a new commuter rail seemed closer to reality than ever before on Monday as city, county and state officials cut the ribbon outside the Winter Park SunRail Station.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
August 6, 2014

New principal will greet Tildenville Tigers

West Orange Times & Observer
Neighborhood

By Tim Freed |
May 14, 2015

Winter Park debates who should help preserve city history

A proposal from Winter Park Mayor Steve Leary to appoint new members to the Historic Preservation Board was shot down on Monday by three City Commissioners.

Winter Park - Maitland Observer
News

By Patrick McGaha Jr. |
January 14, 2015

Ask a Trainer: Happy New Rear!

I asked a couple of the personal trainers at Anytime Fitness in Winter Park for some guidance and direction on the common pitfalls of people’s resolutions and how to overcome them.

Winter Park - Maitland Observer
Neighborhood

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