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By Sarah Wilson |
May 19, 2014

SunRail crash in Maitland raises safety questions

The crash came just weeks after Maitland City Council members discussed potential safety issues at the train track intersections in the city.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
June 9, 2021

Windermere presents updates on Butler basin project

Staff from Windermere and Kimley-Horn hosted a workshop to provide updates on the ongoing Butler basin stormwater drainage-improvements project.

Southwest Orange
News

By Eric Gutierrez |
February 18, 2020

Oakland holds transportation listening session

Town residents shared their thoughts of Orange County Mayor Jerry Demings’ proposed one-cent sales tax increase for transportation issues.

West Orange Times & Observer
News

By Danielle Hendrix |
September 18, 2019

Winter Garden leaders discuss 2019-20 millage rate

The proposed rate would stay at 4.50.

West Orange Times & Observer
News

By Tim Freed |
March 1, 2019

Winter Park hosts State of the City Luncheon

The event gave residents an update on the city and honored some of its hardest working employees.

Winter Park - Maitland Observer
News

By Liz Ramos |
April 23, 2025

Windermere High School to present "Freaky Friday: A New Musical"

The theater department will bring the musical comedy to the stage April 24-27.

Observer School Zone

By Annabelle Sikes |
January 20, 2023

Club plans will feature 9,980SF community center

The city of Winter Garden approved unanimously the site plan for the new West Orange Boys and Girls Club at the commission meeting Thursday, Jan. 12.

West Orange Times & Observer
News

By Tim Freed |
August 15, 2017

Winter Park City Commission purchases wetland, bans medical marijuana dispensaries

City Commissioners made several key decisions at their Monday meeting.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
December 22, 2021

THESE TIMES: Finding love in a sugar-coated TV special

Hallmark, Lifetime and other channels are ringing in the holiday spirit with predictable storylines for folks who either love them or hate them.

West Orange Times & Observer
News

By Amy Quesinberry Price |
June 15, 2016

Principal Szcinski leaving West Orange High

The leader of Warrior Nation has many wonderful memories of his principalship at West Orange High.

West Orange Times & Observer
Neighborhood

By Louis Roney |
October 15, 2015

Louis Roney: Listen!

After hearing this “tale of woe,” applicant after applicant expressed condolences over what had happened to the man they hoped would be their future “boss.”

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
August 6, 2014

Duo from Stoneybrook Karate readies for world tour

Sports

By Amy Quesinberry Price |
November 18, 2020

Plantation Jewelers, Ms. Bee's find new locations

Plantation Jewelers and Ms. Bees Gourmet Popcorn & Candy Shoppe have found permanent homes after being displaced 17 months ago when their downtown Winter Garden roof collapsed.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
February 8, 2017

Former Oakland Mayor Jon VanderLey dies

The town opened Oakland Avenue Charter School in 2003 because of VanderLey's vision and persistence.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 11, 2018

Triple enrollment: Queeny José tackles high school, college

Olympia High graduate Queeny José concluded her high-school career in the top 18% of her class with a 4.7 weighted GPA, all while taking additional courses at two colleges.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
June 26, 2024

Oakland Society aims to aid others

Anne Fulton started the group in the town after discovering residents had small needs that weren’t being met. She decided to rally her neighbors to assist those in need.

West Orange Times & Observer
News

By Liz Ramos |
June 25, 2025

Ms. Bee's Gourmet Popcorn set to return to Winter Garden

The new owner of Ms. Bee’s Gourmet Popcorn wants to continue the founder’s legacy back on Plant Street.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 17, 2023

Horizon High theater students hitting Fringe stage

The Horizon High thespians have been invited to perform in seven shows at the annual fringe festival in Orlando.

West Orange Times & Observer
News

By Isaac Babcock |
January 26, 2011

Red-light cameras up

Winter Park will designate $2 from each red-light camera fine for police officer training

Winter Park - Maitland Observer
News

By Observer Staff |
May 4, 2011

Maitland City Talk

‘Florida Mayors Mean Business’ goes to Tallahassee

Winter Park - Maitland Observer
Opinion

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