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By Troy Herring |
December 14, 2017

Donna Craigo: The Warrior Princess

Although health concerns didn’t allow her to run, the Maitland resident was at the finish line to cheer on runners in this year’s RDV Jingle Run 5K.

Winter Park - Maitland Observer
News

By Tim Freed |
April 27, 2018

Winter Park seniors bond and turn back the clock at Senior Prom

The Oh What a Night Senior Prom at the Winter Park Community Center gave seniors a chance to dance with local police officers and firefighters.

Winter Park - Maitland Observer
News

By Troy Herring |
September 14, 2017

A bridge for the ‘Bridge Builder’

The late Rev. Kenneth Crossman will be remembered with a bridge named in his honor.

Winter Park - Maitland Observer
News

By Gabby Baquero |
October 18, 2017

Road-resurfacing delay sparks outrage in Willows community

Residents from The Willows at Lake Rhea expressed their frustration with the town regarding the three-year delay of their road-resurfacing project.

Southwest Orange
News

By Annabelle Sikes |
June 2, 2024

INFLUENCER OF THE WEEK: Kylee Carskaden, KLA Schools of Horizon West

Kylee CarSkaden is one of the lead teachers of a 3-year-old class at KLA Schools of Horizon West.

Southwest Orange
News

By Leticia Silva |
January 14, 2026

Theatre South Playhouse to perform "Alice by Heart"

The performances will take place from Thursday, Jan. 15 to Sunday, Jan. 18 at Theatre South Playhouse, 7601 Della Drive, Suite 15, Orlando.

Arts + Entertainment
Things to Do

By Isaac Babcock |
July 11, 2012

Winter Park Diamond Dawgs on win streak

The Winter Park Diamond Dawgs are in a tie for the league lead after leaping two spots on the ladder thanks to a seven-game winning streak.

Winter Park - Maitland Observer
Sports

By Michael A. Okaty |
December 15, 2010

Future of the senior living industry

Financial problems for the senior living industry

Winter Park - Maitland Observer
News

By Troy Herring |
November 25, 2020

Sports Spotlight: Bernie Hendricks Jr., Ocoee High football

Hendricks recently finished up his football career at the school and holds a 3.7 GPA and is a member of the National Honor Society.

Sports

By Tim Freed |
December 10, 2015

Burglary in Winter Park leads to neighborhood lockdown

A Winter Park neighborhood was put on lockdown last week as police searched for a missing suspect caught in the act of burglarizing a home.

Winter Park - Maitland Observer
Cops Corner

By Michael Eng |
January 13, 2016

What can you buy for $745,000 to $800,000 in West Orange?

Here are homes currently on the market in Windermere, Horizon West, Dr. Phillips and Bay Hill.

Southwest Orange
Real Estate

By Isaac Babcock |
September 4, 2013

Winter Park bounces back to thrash Lake Nona

Winter Park bounced back from their preseason loss with a big win over Lake Nona.

Winter Park - Maitland Observer
Sports

By Observer Staff |
December 22, 2016

Education Bulletin

Dr. Lori Lovell of Maitland Middle School is one of four teachers nominated by their students for a $1,000 grant.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
April 29, 2016

Next stop, Vero Beach! West Orange softball advances to state semifinal

Lauren Mathis struck out 13 while pitching a one-hitter and Lexie Blair drove in two runs as the Warriors topped host Spruce Creek 2-0.

Sports

By Isaac Babcock |
August 6, 2015

Alex House pitches FCSL playoff masterpiece

Sanford River Rats starter Alex House torched the Diamond Dawgs with a 2-hit shutout, then Winter Park came roaring back.

Winter Park - Maitland Observer
Sports

By Isaac Babcock |
August 11, 2014

UCF's Blake Bortles successor: Pete DiNovo

After months of testing, the quarterback UCF head coach George O'Leary hopes could give the Knights Blake Bortles-level firepower has a name: Pete DiNovo.

Winter Park - Maitland Observer
Sports

By Amy Quesinberry Price |
August 27, 2014

Ice cubes mean dollars for charity

West Orange Times & Observer
Neighborhood

By Observer Staff |
March 13, 2013

Maitland City Talk

Proclamation commends Winter Park High School's Varsity Competition Cheer Squad and their coaches on their best season in 12 years.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
February 19, 2021

Retired MLB player, Windermere resident Johnny Damon arrested on DUI charge

Windermere police arrested Damon and his wife, Michelle Mangan-Damon, following an early-morning traffic stop Feb. 19.

Southwest Orange
News

By Danielle Hendrix |
May 27, 2021

Ocoee to host free community concert

Gospel singer CeCe Winans will headline Ocoee’s Inspire, Uplift & Unite community concert.

West Orange Times & Observer
News

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