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By Tim Freed |
February 15, 2019

Weldon, Weaver meet at candidate debate

Two candidates for Winter Park City Commission Seat Four discussed traffic, development and connectivity.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
October 26, 2021

Sunset Park Elementary implementing arrival and dismissal test phase

The two-week trial will offer a new approach to potentially help with traffic patterns.

West Orange Times & Observer
News

By Observer Staff |
November 13, 2013

Family Calendar

Winter in the Park returns to Winter Park’s Central Park West Meadow throughout the holidays, starting with a special opening day event on Friday, Nov. 15.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
March 25, 2021

Florida to expand vaccine eligibility to all adults 18 and older

Gov. Ron DeSantis said starting April 5, all Floridians 18 and older will be eligible for the COVID-19 vaccine.

West Orange Times & Observer
News

By Steven Ryzewski |
July 26, 2017

Run ends for trio of Windermere Little League teams

Three local teams did some serious traveling last weekend, with two teams competing in state tournaments and one going all the way to Tennessee.

Sports

By Sam Albuquerque |
December 14, 2024

Foundation alum and Oklahoma football's Danny Stutsman named All-American, declares for NFL Draft

After a sensational career at Oklahoma, former Foundation Academy star football player declares for NFL Draft, named to both the Walter Camp and AFCA FBS Coaches’ All-American first teams.

Sports

By Andrea Mujica |
July 27, 2023

DRAFT DAY DREAM: Windermere High alum gets drafted by San Diego Padres

The San Diego Padres selected Carson Montgomery in the 11th round of the 2023 MLB Draft. He is a former pitcher for Windermere High School.

Sports

By Observer Staff |
September 22, 2010

Letters to the Editor

Letters regarding the decline in the political system on a local level and the importance of attending the Winter Park Traffic Forum on Oct. 7.

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
January 18, 2012

Culture Worthy of your Calendar

Shakespeare plays in repertory

Winter Park - Maitland Observer
Neighborhood

By Louis Roney |
December 23, 2015

Louis Roney: Mr. Natale's Christmas

Suddenly, Giuseppe Natale’s mouth opened wide and began to sing. The words,“Che gelida manina....” came out as clear and strong as they had when he sang “La Bohème” in the great opera houses of Europe.

Winter Park - Maitland Observer
Opinion

By Jennifer Nesslar |
March 29, 2016

MetroWest community celebrates the Big 3-0

The MetroWest community celebrated its 30th anniversary in March.

Southwest Orange
Real Estate

By Louis Roney |
December 26, 2013

Louis Roney: Mr. Natale's Christmas

Winter Park - Maitland Observer
Opinion

By Louis Roney |
December 24, 2014

Louis Roney: Mr. Natale's Christmas

In the palm-edged driveway, Mr. Natale greeted the pale lad who stood there, “Well, sir, what can I do for you?”

Winter Park - Maitland Observer
Opinion

By Gabby Baquero |
March 13, 2018

Lawmakers pass school safety bill in wake of Parkland shooting

Senate Bill 7026 appropriates $400 million in funding for school-safety measures and mental-health programs.

West Orange Times & Observer
News

By Sam Albuquerque |
August 23, 2025

Meet the 2025 All-Orange Observer high school football preseason teams

Here are the Orange Observer’s top area high school football players going into the 2025 season.

Sports
High Schools

By Danielle Hendrix |
September 14, 2020

OCPS offers free meals for all students through December

The extension of the Summer Meals Program allows for OCPS to provide free meals to all children age 18 years old and under.

West Orange Times & Observer
News

By Troy Herring |
July 6, 2021

Orange Observer: High 5 — Thursday, July 8

Olympia High alumnus and current Cincinnati Reds outfielder Jesse Winker was named a starting outfielder for the National League in the 2021 MLB All-Star Game Thursday, July 1.

Sports

By Observer Staff |
July 24, 2012

29th Annual Beat-the-Heat 5K

The Jewish Community Center of Maitland held its 29th Annual Beat-the-Heat 5k road race on Thursday, July 19, 2012. All proceeds benefitted the Marvin Friedman Children's Scholarship Fund.

Winter Park - Maitland Observer
Neighborhood

By Harry Sayer |
June 3, 2018

BLACK TIE: Skyra Foundation’s Arts For Our Youth Gala

The new foundation pulled out all the tops for its fundraiser.

Winter Park - Maitland Observer
News

By Louis Roney |
January 28, 2010

Play on

How macho do I love me?

Winter Park - Maitland Observer
Opinion

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Results for:

Weldon, Weaver meet at candidate debate

Sunset Park Elementary implementing arrival and dismissal test phase

Family Calendar

Florida to expand vaccine eligibility to all adults 18 and older

Run ends for trio of Windermere Little League teams

Foundation alum and Oklahoma football's Danny Stutsman named All-American, declares for NFL Draft

DRAFT DAY DREAM: Windermere High alum gets drafted by San Diego Padres

Letters to the Editor

Culture Worthy of your Calendar

Louis Roney: Mr. Natale's Christmas

MetroWest community celebrates the Big 3-0

Louis Roney: Mr. Natale's Christmas

Louis Roney: Mr. Natale's Christmas

Lawmakers pass school safety bill in wake of Parkland shooting

Meet the 2025 All-Orange Observer high school football preseason teams

OCPS offers free meals for all students through December

Orange Observer: High 5 — Thursday, July 8

29th Annual Beat-the-Heat 5K

BLACK TIE: Skyra Foundation’s Arts For Our Youth Gala

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