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By Bob Franken |
December 31, 2013

Bob Franken: American apartheid

Upward mobility, which defines our aspirations, is becoming a myth, and getting back to the comparison with South Africa’s ruling class.

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
February 23, 2023

Winter Garden City Commission to meet tonight

The City Commission meets at 6:30 p.m. Thursday, Feb. 23, at the City Hall Commission Chambers.

West Orange Times & Observer
News

By Amy Quesinberry Price |
June 14, 2022

Oakland Town Commission to meet tonight

Elected officials will hold a work session on an alternative water supply project at 6:30 p.m. prior to the regular town meeting.

West Orange Times & Observer
News

By Steven Ryzewski |
December 1, 2016

PHOTOS: Dr. Phillips boys soccer hosts Olympia -- Observer Preps

The rivals dueled to a 1-1 draw and, unofficially, the Titans retained the Friendship Cup by winning in penalty kicks.

Sports
Game Film

By Zak Kerr |
June 3, 2016

Winter Garden man killed in Osceola County wreck

Jason Carter, 30, was on foot when a car struck him and a woman, killing both.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 12, 2022

Oakland leaders voting on tentative budget tonight

The Oakland Town Commission meets at 6:30 p.m., followed by the regular town meeting.

West Orange Times & Observer
News

By Michael Eng |
August 5, 2024

Heritage foundation honors legacy of local Lions clubs

The Winter Garden Heritage Foundation will host a reception to celebrate its current exhibit from 6:30 to 8 p.m. Wednesday, Aug. 14, at the Winter Garden Heritage Museum.

Arts + Entertainment
Things to Do

By Michael Eng |
July 10, 2025

Winter Garden Heritage Foundation to celebrate 250th anniversary of the American Revolution

The event will take place from 6:30 to 8 p.m. Friday, July 18, at the foundation, 21 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
July 17, 2025

Healthy West Orange to host art class

Graceful Lines, Peaceful Minds will take place at 10:30 a.m. Monday, July 21, at Overture Dr. Phillips, 6410 Sand Lake Sound Road, Orlando.

Arts + Entertainment
Things to Do

By Leticia Silva |
August 26, 2025

Sunset Park Elementary to celebrate Hispanic Heritage

The elementary school will host an event Tuesday, Sept. 30, at 12050 Overstreet Road, Windermere, to celebrate culture, traditions and heritage.

Southwest Orange
News

By Liz Ramos |
January 13, 2026

Winter Garden to host community meeting on Johns Lake Urban Village Planned Unit Development

The meeting will be at 6:30 p.m. Wednesday, Jan. 14, in the cafeteria of SunRidge Middle School, 14955 SunRidge Blvd., Winter Garden.

West Orange Times & Observer
News

By Carmen Carroquino |
July 1, 2010

She just keeps going and going

After a day in the heat, the last thing someone would want to do is walk home. But for Alice Everard, a 73-year-old mail carrier in Winter Springs, walking home is good training for what's to come.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
October 9, 2019

Windermere boys golf claims West Metro title

The Wolverines continue to dominate their way through the regular season thanks to a strong outing by Logan Jerrells.

Sports

By Annabelle Sikes |
September 14, 2023

Duke Energy customers feeling the pain

Is your Duke Energy bill skyrocketing? You’re not alone. The Observer takes a look at the numbers.

West Orange Times & Observer
News

By Liz Ramos |
September 4, 2025

Urban on Plant Kitchen & Bar is under new ownership

Larry and Holt Cappleman, new owners of Urban on Plant Kitchen & Bar, plan to maintain the restaurant’s staples while adding to their family’s legacy in Winter Garden.

West Orange Times & Observer
News

By Eric Gutierrez |
May 15, 2019

County will flow with the growth in Dr. Phillips

Orange County government leaders gave Dr. Phillips residents a look at the ongoing road and infrastructure projects in their area during a town hall meeting May 2.

West Orange Times & Observer
News

By Andrea Mujica |
May 10, 2023

Ocoee moves District 4 election to 2024

The Ocoee City Commission at its Tuesday, May 2, meeting approved 4-1 a motion to postpone the election. Commissioner Rosemary Wilsen was the lone dissenter.

West Orange Times & Observer
News

By Isaac Babcock |
March 18, 2010

Fond farewell

Two women leave Winter Park; one pursues a Congressional seat, the other keeps her one-term promise

Winter Park - Maitland Observer
News

By Observer Staff |
August 26, 2015

Let the learning begin: Students, teachers talk back to school, new facilities

West Orange Times & Observer
News

By Megan Bruinsma |
March 31, 2026

Horizon High boys volleyball team has set itself up for a deep playoff run

The secret to Horizon High boys volleyball team’s 15-3 record starts with the unselfish play.

Sports
High Schools

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