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By Liz Ramos |
December 17, 2025

West Orange High band students continue caroling tradition

Jay Zimmerman started caroling with six friends when he was in seventh grade. Now as a junior, he's joined by 40-plus students performing on the streets of his neighborhood.

Observer School Zone
News

By Megan Bruinsma |
February 17, 2026

Girls wrestling looks towards regionals after success in districts

The Knights finished as the district runners-up, and Windermere High’s wrestler Emily McCormack became the school’s first girl wrestler to reach 100 wins.

Sports
High Schools

By Liz Ramos |
January 5, 2026

Horizon West schools find common thread

Bridgewater Middle School art students bring Keene’s Crossing Elementary students’ dream Squishmallows to life.

Observer School Zone

By Michael Eng |
August 29, 2016

On eve of election, tensions rise between Olszewski, VanderLey

Betsy VanderLey paid more than $88,000 to Millennium Consulting, founded by John Dowless.

West Orange Times & Observer
News

By Observer Staff |
March 5, 2015

Calendar

First Friday is a monthly event where patrons can shop, stroll and sip their way through Baldwin Park's beautiful Village Center.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
February 17, 2021

Florida Paints hires TikTok’s @Tonester Paints

Tony Piloseno has close to two million followers on TikTok, and his soothing paint-mixing videos have put the spotlight on a small local paint manufacturing company.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
August 4, 2021

From dope to hope: One man's journey to sobriety

Jody Mathews has been sober for more than year and has created Sober is Swaggy, a slogan that he proudly wears on shirts and hats as he reaches out to help others fighting addiction.

West Orange Times & Observer
News

By Annabelle Sikes |
December 4, 2024

Winter Garden resident captivates in Cirque du Soleil's ‘Drawn to Life’

Winter Garden resident Emily Carragher plays an essential part in Walt Disney World and Cirque du Soleil’s ‘Drawn to Life’ show at Disney Springs.

West Orange Times & Observer
News

By Annabelle Sikes |
December 11, 2024

THE UNSOLVED: Winter Garden pilot still missing

Michael Louis Sills was reported as a missing and endangered adult in September 2012 by his roommate/ex-girlfriend.

West Orange Times & Observer
News

By Liz Ramos |
July 24, 2025

First West Orange High graduating class to celebrate 50 years

The Class of 1976 reflects on being the first to graduate from West Orange High.

West Orange Times & Observer
News

By Observer Staff |
October 31, 2012

Calendar

The Art & History Museums – Maitland will have an enchanted evening for anyone planning a wedding on Nov. 1.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
January 25, 2012

Calendar of events

Eatonville will host the ZORA! Festival 2012 from Friday, Jan. 27, through Sunday, Jan. 29.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
June 22, 2022

Florida Telephone operators: the first to know “all the news”

Florida Telephone started its operation in the 1920s in Winter Garden, and it provided employment opportunities to hundreds of local women who became as close as family.

West Orange Times & Observer
News

By Annabelle Sikes |
January 9, 2025

FORECAST: Ocoee band director a finalist for 2025 Grammy

Ocoee High School Band Director Bernard “Bernie” Hendricks Jr. is one of 10 finalists for the 2025 Grammy Music Educator Award.

West Orange Times & Observer
News

By Clyde Moore |
August 8, 2012

Clyde Moore: Framing Ashley Hall's life

Designing life's framework

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
May 18, 2023

To raise or not to raise, that is the question

Windermere Town Council mulled options for shoring up the dock at Lake Down Park.

Southwest Orange
News

By Katie Dees |
October 6, 2010

OCC hands out donated breakfast to kids

More than 400 children converge on Orlando Children’s Church every Saturday

Winter Park - Maitland Observer
Neighborhood

By Tom Carey |
April 18, 2012

Tom Carey: Joel Salatin talks gardens, technology

Rollins College will host author Joel Salatin as he discusses his book “Folks, This Ain’t Normal” from 7 to 9 p.m. on Wednesday, April 18.

Winter Park - Maitland Observer
Opinion

By Sarah Wilson |
June 15, 2011

From overweight to cover girl

Her original goal was to lose 30 pounds to increase her pregnancy chances, but then she kept going

Winter Park - Maitland Observer
Neighborhood

By Andrea Mujica |
April 19, 2023

SEEING DOUBLE: Twin sisters anchor Legacy Eagles softball

Avery and Madison Velazquez have shared every experience in life together, including being involved in the same sports and the same teams. The twins play together in the Legacy High softball team.

Sports

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Results for:

West Orange High band students continue caroling tradition

Girls wrestling looks towards regionals after success in districts

Horizon West schools find common thread

On eve of election, tensions rise between Olszewski, VanderLey

Calendar

Florida Paints hires TikTok’s @Tonester Paints

From dope to hope: One man's journey to sobriety

Winter Garden resident captivates in Cirque du Soleil's ‘Drawn to Life’

THE UNSOLVED: Winter Garden pilot still missing

First West Orange High graduating class to celebrate 50 years

Calendar

Calendar of events

Florida Telephone operators: the first to know “all the news”

FORECAST: Ocoee band director a finalist for 2025 Grammy

Clyde Moore: Framing Ashley Hall's life

To raise or not to raise, that is the question

OCC hands out donated breakfast to kids

Tom Carey: Joel Salatin talks gardens, technology

From overweight to cover girl

SEEING DOUBLE: Twin sisters anchor Legacy Eagles softball

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