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By Troy Herring |
September 8, 2017

Relief after the storm

Local churches and organizations look to lend a hand after the devastation of Hurricane Harvey.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
May 18, 2017

Sports Spotlight - Windermere Observer: Kenya Dillon

Olympia’s Kenya Dillon won an individual state championship in the 100-meter hurdles.

Sports

By Amy Quesinberry Price |
October 5, 2023

Obituary: Joyce Ann Buttram

Obituary: Joyce Ann Buttram, of Clermont, died Sept. 18, 2023.

West Orange Times & Observer
News

By Tim Freed |
July 2, 2019

SPIRIT OF AMERICA: Scott Gration

Winter Garden resident Scott Gration served his country as both a U.S. Air Force pilot and a diplomat.

West Orange Times & Observer
News

By Annabelle Sikes |
October 4, 2024

Legacy, Hi-Lite partner to host financial seminar for teenagers

The free event will teach teens how to create a budget, how basic checking and savings accounts work, the importance of understanding credit, and more.

Southwest Orange
Neighborhood

By Leticia Silva |
November 6, 2025

Foundation Academy presents ‘The Internet is Distract — Oh Look, a Kitten!’

The performance will take place at 7 p.m. Friday, Nov. 7 and Saturday, Nov. 8 at Foundation Academy's Tilden campus.

Observer School Zone
News

By Amy Quesinberry Price |
March 6, 2019

Resilience, strength define Youth of the Year, DP senior Abigaelle Caillot

Resilience, strength define Youth of the Year, DPHS senior Abigaelle Caillot

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
June 26, 2024

Father’s legacy inspires nonprofit

Hope Along the Way was created by Hope Massey to continue her father’s outreach ministry in east Winter Garden.

West Orange Times & Observer
News

By Andrea Mujica |
April 19, 2023

Ocoee resident to perform at ‘This is Jesus’

This is the second time Take 6 was invited to perform at the “This is Jesus” concert that will take place at 7:30 p.m. Thursday, April 27, at the Dr. Phillips Performing Arts Center.

West Orange Times & Observer
Neighborhood

By Liz Ramos |
January 14, 2026

‘This place will leave a mark on you’: Windermere mayor reflects on 15 years of service

After serving as mayor of Windermere for six years, Jim O’Brien says now is the right time to step away because the town has talented people prepared to lead.

Southwest Orange
Neighborhood

By Tim Freed |
March 11, 2018

Winter Park mayoral candidates speak on city issues

The Observer posed several questions to candidates Steve Leary and Jim Fitch.

Winter Park - Maitland Observer
News

By Louis Roney |
August 8, 2012

Roney: Down and down we go

Can’t being wrong do great damage no matter what the intent?

Winter Park - Maitland Observer
Opinion

By Clyde Moore |
September 5, 2012

Pink Out & MORE!

PINK OUT in Winter Park . . . LOTS of new stuff at one of my favorite home furnishings store @ 25% OFF . . . and SWEET Sparky from PRBJ needs a furever home! Short & Sweet today!