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By Megan Bruinsma |
August 7, 2025

Dance community swings into Winter Garden

The West Orlando Westies is dedicated to teaching swing dancing in a community-based environment.

West Orange Times & Observer
News

By Annabelle Sikes |
May 11, 2023

Montessori school to merge middle, high school campuses

Students and parents are speaking out against Innovation Montessori’s plans to merge its middle school program with its high school campus.

Observer School Zone
News

By Amy Quesinberry Price |
August 4, 2016

2016 ELECTION: Orange County Property Appraiser

Learn where these candidates stand on the issues.

West Orange Times & Observer
News

By Liz Ramos |
January 7, 2026

FORECAST 2026: Service is Jerry Demings' purpose

Orange County Mayor Jerry Demings has spent more than 40 years of his life serving the community, his faith paving every step of the way.

West Orange Times & Observer
News

By Observer Staff |
September 8, 2016

Calendar

A viewing party of the U.S. Open Tennis Championships will be held at noon on Saturday, Sept. 10, and Sunday, Sept. 11, in Central Park in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
September 15, 2016

Calendar

For the 12th year in a row, the Winter Park Public Library will hold its annual Bash for Books.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
July 19, 2023

Sea Cadets looking to expand program

The Lone Sailor Division is a West Orange County Sea Cadets unit with about 24 youth participants who learn leadership skills and gain confidence while discovering their purpose.

West Orange Times & Observer
News

By Chris Jepson |
March 4, 2010

Perspectives

Satan as a card dealer

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
July 13, 2011

Mailer condemned

An allegedly illegal campaign mailer received another push toward an investigation by the Florida Election Commission.

Winter Park - Maitland Observer
News

By Andrea Mujica |
May 6, 2022

Windermere resident and local soccer star Sebastian Fernandez takes game to Levante UD team

Fernandez spent three months playing across the pond in Valencia, Spain, at the U-16 level.

West Orange Times & Observer
News

By Annabelle Sikes |
May 6, 2022

AdventHealth welcomes its first patients to new inpatient tower in Winter Garden

AdventHealth’s new five-story tower features 80 beds and space for new services including advanced gynecology, cardiology, gastroenterology, general surgery, neurology, spine health and urology.

West Orange Times & Observer
News

By Isaac Babcock |
September 22, 2016

Knights look to stop recurring nightmare FIU

Three hours and 55 minutes after kickoff, the Knights were left standing on their home football field, vanquished in a double overtime thriller in the Bright House Sept. 17.

Winter Park - Maitland Observer
Sports

By Observer Staff |
November 8, 2016

VanderLey defeats Olszewski for Orange County Commission seat

Oakland resident Betsy VanderLey will succeed outgoing District 1 Orange County Commissioner S. Scott Boyd.

West Orange Times & Observer
News

By Steven Ryzewski |
April 26, 2016

SIDELINE SCENE: Attempting perspective on the ‘school choice bill’

The massive education bill signed into law recently by Gov. Rick Scott has important implications for high school sports in Florida.

Sports

By Isaac Babcock |
May 12, 2016

Tars, Knights hope to save baseball seasons

The Tars have two games left to try to salvage their season before playoff time.

Winter Park - Maitland Observer
Sports

By Amy Quesinberry Price |
December 7, 2022

Habitat homeowner: “I finally have something that’s mine”

Four single mothers are feeling blessed following West Orange Habitat for Humanity’s dedication of their new homes on Criswell Court in Winter Garden.

West Orange Times & Observer
News

By Randy Knight |
November 13, 2013

Winter Park City Talk

At the City Commission meeting on Nov. 11, Mayor Ken Bradley donated his 2013 mayoral salary of $3,000 to “Feed the Need."

Winter Park - Maitland Observer
Opinion

By Randy Knight |
December 26, 2013

Winter Park City Talk

The city of Winter Park will proudly host the seventh annual Russell Athletic Bowl Parade of Bands, featuring school bands from the University of Miami and University of Louisville Saturday, Dec. 28.

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
February 5, 2014

Josh Garrick: Culture for Your Calendar

This unique fundraiser showcases 30 lavishly decorated tables while offering luncheons or dinners reminiscent of a trip to Greece.

Winter Park - Maitland Observer
Opinion

By Zak Kerr |
March 26, 2015

Home at Last selects 2015 home recipient

West Orange Times & Observer
News

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Results for:

Dance community swings into Winter Garden

Montessori school to merge middle, high school campuses

2016 ELECTION: Orange County Property Appraiser

FORECAST 2026: Service is Jerry Demings' purpose

Calendar

Calendar

Sea Cadets looking to expand program

Perspectives

Mailer condemned

Windermere resident and local soccer star Sebastian Fernandez takes game to Levante UD team

AdventHealth welcomes its first patients to new inpatient tower in Winter Garden

Knights look to stop recurring nightmare FIU

VanderLey defeats Olszewski for Orange County Commission seat

SIDELINE SCENE: Attempting perspective on the ‘school choice bill’

Tars, Knights hope to save baseball seasons

Habitat homeowner: “I finally have something that’s mine”

Winter Park City Talk

Winter Park City Talk

Josh Garrick: Culture for Your Calendar

Home at Last selects 2015 home recipient

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