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By Louis Roney |
April 20, 2011

Play On!

I lived in New York when Donald Trump built his Trump Tower on 5th Avenue. I witnessed The Donald’s bold moves in construction and city affairs for years afterwards

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
April 20, 2011

Knights trounce FAU

The Knights continued to climb higher with a 12-0 win over Florida Atlantic on Tuesday

Winter Park - Maitland Observer
Sports

By Steven Ryzewski |
September 16, 2015

United They Run

West Orange Times & Observer
News

By Annabelle Sikes |
June 16, 2023

Orange County mayor hosts 2023 State of the County

Jerry Demings highlighted the county’s achievements and plans for the future during his address Friday, June 9.

West Orange Times & Observer
News

By Sarah Wilson |
March 28, 2012

Should city take over Maitland Art Center?

Citizens reacted to Councilman Phil Bonus’ initial proposal of taking the Maitland Art Center under control of the city’s Leisure Services Department.

Winter Park - Maitland Observer
News

By Howard Schieferdecker |
August 21, 2013

Maitland City Talk

Managing public money is a matter of public trust, and we take that job seriously.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
November 23, 2016

PHOTOS: West Orange tops Lake Minneola at Metro vs. Florida -- Observer Preps

The Warriors held on for a 73-63 victory against the Hawks in their opener.

Sports
High Schools

By Troy Herring |
March 17, 2018

PHOTOS: Bishop Moore completes frantic comeback in 7-6 win over Ponte Vedra | Observer Preps

The Hornets found the offense needed to pick up their ninth win of the season.

Winter Park - Maitland Observer
Sports

By Leticia Silva |
November 4, 2025

Winter Garden Hypnosis to host Power of Connection weekend

The event will take place from 9 a.m. to 5 p.m. Friday, Nov. 7 to Sunday, Nov. 9 at Flamingo Crossings, 13295 Hartzog Road, Winter Garden.

Southwest Orange
News

By Michael Eng |
October 2, 2025

Windermere Brewing Company to celebrate Oktoberfest

The event takes place Oct. 3-5 at the brewery, 111 W. Fifth Ave., Windermere.

Arts + Entertainment
Things to Do

By Troy Herring |
March 6, 2019

Sports Spotlight: Caryssa Orland | Observer Preps

The FAU commit is looking to have a big year in her final season on the Olympia softball team.

Sports

By Sam Albuquerque |
July 19, 2024

Athlete of the Week: Randy Ruiz Jr., Windermere High baseball

Meet the rising Windermere High junior, and son of a former big leaguer, who saved the day in the baseball state semifinals and sent the Wolverines to the title game.