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By Amy Quesinberry Price |
February 15, 2017

Is Oakland's ZIP code 34760 or 34787? Yes

In Oakland, the Winter Garden ZIP code is also used, but officials are worried about even more confusion as more residents and businesses come to the small town.

West Orange Times & Observer
News

By Gabby Baquero |
July 25, 2018

Ocoee to outsource school crossing-guard program

Ocoee commissioners agreed to privatize the city’s school crossing-guard program, which is managed by the Ocoee Police Department.

West Orange Times & Observer
News

By Tim Freed |
December 31, 2017

Mayflower Retirement Community plans expansion, renovation project

The Mayflower Retirement Community submitted requests for zoning and condition use to the city of Winter Park regarding a proposed expansion to the northwest of its community, 1620 Mayflower Court.

Winter Park - Maitland Observer
News

By Gabby Baquero |
April 27, 2017

Hampton Golf to lead Metrowest club, course

The Jacksonville-based company will oversee improvements.

Southwest Orange
News

By Annabelle Sikes |
June 5, 2024

Guy Fieri coming to Winter Garden for tequila bottle signing

The restaurateur and TV personality will make an appearance at the new Winter Garden ABC Fine Wine & Spirits.

West Orange Times & Observer
News

By Sam Albuquerque |
March 25, 2025

The First Academy taps Winter Park High's Andy Chiles as new athletic director

With extensive athletics administration experience — most recently as Winter Park High's AD and as Lake Nona High's first-ever AD — Chiles has been selected to take over Royals Athletics.

Sports
High Schools

By Annabelle Sikes |
December 14, 2023

Ellie Lou's Brews & BBQ to close Ocoee location

The last day the Ocoee location will be open is Monday, Dec. 18.

West Orange Times & Observer
News

By Sam Albuquerque |
December 9, 2024

Windermere High, Olympia High athletics hosting toy drives at Dec. 13 games

At both the Titans boys soccer game at Windermere High and the Wolverines boys basketball game at Olympia High, there will be charity toy drives to benefit nonprofits.

Sports
High Schools

By Annabelle Sikes |
May 22, 2022

Windermere readies for Bird Island hearing

The Orange County Commission will discuss the proposed Boats and Water Safety ordinance, designed to address ongoing problems on Bird Island near Windermere, around 2 p.m. Tuesday, May 24.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 18, 2017

Calendar for the week of Nov. 19, 2017

What's happening this week in West Orange County?

West Orange Times & Observer
News

By Annabelle Sikes |
July 28, 2023

Roper YMCA bringing new esports program to community

The Roper YMCA’s esports is a virtual and in-person program for kids and teens to stay connected, make friends and learn new skills.

Southwest Orange
News

By Observer Staff |
April 6, 2011

Letters to the Editor

Letters from Howard Pulker and Linda Altizer

Winter Park - Maitland Observer
Opinion

By Andrea Mujica |
February 2, 2023

PRIDE AND JOY: Foundation Academy Brad Lord goes to South Lake

For nearly two decades, Brad Lord has been synonymous with Foundation Academy football. But the longtime coach is leaving the Lions — with a full heart.

Sports

By Gabby Baquero |
January 4, 2017

Windermere PD turns over new leaf with new chief

Using his life experiences and effective leadership skills, Windermere Police Chief David Ogden transformed the town’s agency from a department stigmatized by a corrupt history to one of the state's top-ranking law enforcement agencies.

Southwest Orange
News

By Amy Quesinberry Price |
September 8, 2015

Obituary: Dr. Albert Gleason

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 7, 2022

Kinsey Hamer buys Windermere wine store

The sommelier who started her career as a wine department intern is the new owner of Tim’s Wine Market.

West Orange Times & Observer
News

By Troy Herring |
June 24, 2020

Winter Garden Squeeze ready for FCSL season

The Winter Garden Squeeze prepares for a new, unique season as the Florida Collegiate Summer League gets back to work following a lengthy delay.

Sports

By Danielle Hendrix |
January 27, 2021

CFX preparing for S.R. 429 widening

Central Florida Expressway Authority officials hope to begin the State Road 429 widening project from Tilden Road to Florida’s Turnpike later this year.

West Orange Times & Observer
News

By Troy Herring |
May 12, 2021

Brian Simmons ready to lead Lakers football into new era

As Windermere Prep kicks off spring football, first-year head coach Brian Simmons is ready to put his mark on the program.

Sports

By Danielle Hendrix |
June 18, 2019

Horizon West residents start school coalition

The Horizon West School Coalition is a collaborative effort between parents, the community and leaders.

Southwest Orange
News

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