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By Megan Bruinsma |
February 6, 2026

Dr. Phillips head coach Rodney Wells announces he’s stepping away from football

After 15 years as the head coach of the Panthers, Rodney Wells has resigned from his post.

Sports
High Schools

By Leticia Silva |
November 9, 2025

Matthew’s Hope to shelter hundreds through cold weather ahead

Scott Billue, founder of Matthew’s Hope said he’d like the community’s help to serve those staying at the Freeze Warning Cold Weather Shelter.

West Orange Times & Observer
News

By Liz Ramos |
March 26, 2026

An Isleworth home topped all Windermere home sales from March 16-22

The home at 6186 Louise Cove Drive, Windermere, sold March 19, for $2,900,000.

Southwest Orange
Real Estate

By Liz Ramos |
October 23, 2025

Downtown Windermere home tops Windermere sales from Oct. 13-19

The home at 1003 Oakdale St., Windermere, sold Oct. 14, for $2,350,000.

Southwest Orange
Real Estate

By Megan Bruinsma |
April 3, 2026

OARS opens championship season strong at FSRA Central District Championship

The FSRA Central District Championship was held at Lake Minneola Waterfront Park in Clermont Saturday, March 28.

Sports
Youth Sports

By Clyde Moore |
October 24, 2012

Clyde Moore: I LUV Park Avenue Style

Some of Park Avenue's most fashionable men and women describe their styles.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
January 5, 2017

Senior Calendar

Come join a six-week horticulture program with lectures, demonstrations, and participation starting in January 2017 at the Orlando Garden Club, located at 710 E. Rollins Street in Orlando.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
July 3, 2012

Calendar

Baldwin Park’s First Friday Festival & Art Stroll will be 6-10 p.m. on Friday, July 6.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
October 20, 2010

Calendar and Family Calendar

Bubbles & Blues takes place Thursday, Oct. 21; St. Margaret Mary Catholic Church Fall Festival Friday, Oct. 22

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
January 4, 2012

Calendar of events

“Winter Park Sip & Stroll” is 5 - 8:30 p.m. Thursday, Jan. 12, in downtown Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
March 8, 2023

90 is just a number for Charlie Mae Wilder

At 90 years old, east Winter Garden resident Charlie Mae Wilder has no plans to slow down. In fact, she wants to create a space for training youth and adults on a piece of property she owns near her home.

West Orange Times & Observer
News

By Amy Quesinberry Price |
November 3, 2021

Winter Garden festival to recognize heritage with history, music

The Winter Garden Heritage & Music Festival is a daylong celebration of the city’s history with music and activities.

West Orange Times & Observer
News

By Lori Booker |
August 4, 2016

Realtor Jack Ballard did business with kindness

You might not have known Jack, but Winter Park was a better city because of him.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
November 26, 2019

West Orange Times basketball preview: West Orange Warriors have big plans for new season

It’s a new year, new coach and basically new team for the West Orange High girls basketball team, which has its sights on a playoff run.

Sports

By Annabelle Sikes |
October 14, 2021

HEALTH MATTERS: The lucky few

October is Down Syndrome Awareness Month. For local families with children with Down syndrome, it’s a month of celebration and inspiration.

West Orange Times & Observer
News

By Michael Eng |
July 24, 2018

Winter Garden couple fights Lennar for home repairs

A $1.09 million estate in Winter Garden was supposed to be their dream home. But seven months after purchasing the home, Torey Eisenman and Bill Gustavson said it has become a nightmare.