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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 Sam Albuquerque |
September 20, 2024

FRIDAY NIGHT FOOTBALL: All the area's Week Five high school football action

Here's everything you need to know from Week Five of the West, Southwest Orange County high school football season.

Sports
High Schools

By Steven Ryzewski |
February 18, 2016

Proud Panthers seniors hopeful to lead DP baseball to sixth consecutive playoff berth

Despite a 1-4 start this spring, head coach Mike Bradley and his senior leaders believe Dr. Phillips will be playing its best baseball in time for district tournaments — and beyond.

Sports

By Isaac Babcock |
October 13, 2016

UCF Knights prepare for slugfest against Temple

The Knights are back on the gridiron Saturday to take on Temple — a team that fell victim to UCF in 2013 in a stunning comeback win.

Winter Park - Maitland Observer
Sports

By Sam Albuquerque |
March 7, 2024

West Orange boys soccer falls short in state title comeback

West Orange pushed for nearly 60 minutes of game time to complete a comeback. However, the Warriors fell 2-1 to the Bobcats in the Class 7A state-title game.

Sports
High Schools

By Observer Staff |
May 2, 2012

Summer camp directory

Looking for the perfect summer camp close to home? Check out our directory of exciting local offerings.

Winter Park - Maitland Observer
Neighborhood

By Zak Kerr |
February 5, 2015

Cops Corner 02.05.15

West Orange Times & Observer
Cops Corner

By Zak Kerr |
November 13, 2014

Cops Corner 11.13.14

West Orange Times & Observer
News

By Michael Eng |
August 18, 2022

Candidate Q&A: Gavriel Soriano, U.S. House Florida District 11 (REP)

Read our exclusive conversation with Gavriel Soriano, Republican candidate for U.S. House Florida District 11.

West Orange Times & Observer
News

By Sarah Wilson |
April 25, 2012

Black area suffers service inequities

Maitland promises to fix decades-old inequities in city services for a pocket of black residents.

Winter Park - Maitland Observer
News

By Michael Eng |
November 2, 2021

Hickory Hammock home tops Horizon West sales from Oct. 23 to 29

The home at 15843 Turkey Island Circle, Winter Garden, sold Oct. 26, for $1,715,000.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
May 27, 2020

Winter Garden remembers Carl “Pete” Peters

In addition to serving as Winter Garden’s fire chief in the 1960s, Carl "Pete" Peters Jr. also worked as a volunteer firefighter, owned a taxi service and ran a used-car dealership.

West Orange Times & Observer
Neighborhood

By Michael Eng |
August 13, 2020

Canopy Oaks home tops weekly Winter Garden, Oakland real-estate sales

The home at 707 Canopy Estates Drive, Winter Garden, sold July 31, for $894,000.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
November 12, 2020

WGFRD Chief McGrew heads into retirement

Winter Garden Fire Chief Matt McGrew has spent the last 14 years creating a “succession culture” in the department. He says it is time to pass the chief’s reins to someone else to lead the team.

West Orange Times & Observer
News

By Tim Freed |
September 3, 2019

Bay Hill estate sells for $2.15M

Built in 2005, the home has seven bedrooms, six baths and 6,098 square feet of living area. The price per square foot is $352.57.

Southwest Orange
News

By Troy Herring |
April 16, 2019

Cancer survivor Daniel Roberts runs with the Force

Two years after losing his right leg to cancer, Daniel “DJ” Roberts conquers the 2019 runDisney Star Wars Rival Run 5K at Walt Disney World.

Sports

By Sam Albuquerque |
November 7, 2023

Laney Perdue’s legacy goes beyond being best hitter in Olympia history

How the University of Tampa volleyball commit’s time at Olympia will mark the program’s future

West Orange Times & Observer
News

By Randy Knight |
September 5, 2012

Winter Park City Talk

Construction on Fairbanks Avenue is scheduled to begin on the evening of Sunday, Sept. 16.

Winter Park - Maitland Observer
Opinion

By Tina Russell |
June 17, 2010

Debbie, an employee at Lee and Rick's Half Shell Oyster Bar in Orlando, prepares the eateries' most famous dish: oysters. A rush on seafood purchases has caused prices to increase, but suppliers can't keep up with the demand as Gulf waters close.

Winter Park - Maitland Observer
News

By Observer Staff |
January 18, 2012

Community Bulletin

Second-grade classes from Grand Avenue and Audubon Park Elementary Schools recently met up with their Skype buddies to watch “A Nutty Nutcracker Christmas”.

Winter Park - Maitland Observer
News

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