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By Sam Albuquerque |
November 8, 2024

West, Southwest Orange's high school football schedule for SSAA playoffs games

Here's everything you need to know from each game of the SSAA high school football playoff games in West, Southwest Orange County.

Sports
High Schools

By Leticia Silva |
March 20, 2026

Winter Garden high schooler dies after drowning

Ricky Alejandro Martinez, 19, tragically passed away after drowning at Ormond Beach Saturday, March 14.

West Orange Times & Observer
News

By Observer Staff |
April 1, 2026

Developer proposes boathouse-boathouses to end Windermere controversy

It seems some creative thinking could bring closure to the town’s open wound.

Southwest Orange
News

By Annabelle Sikes |
March 16, 2023

Orange Technical College breaks ground in Ocoee

The Orange Technical College division of Orange County Public Schools broke ground for the new OTC – West Campus on Tuesday, Feb. 28.

Observer School Zone
News

By Observer Staff |
August 7, 2013

Calendar

Regional community leaders are gathering to officially kick-off a fundraiser to save Winter Park’s historic Capen-Showalter House.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
August 1, 2024

WO youth club to be named for Junes

The future Boys & Girls Clubs branch in Winter Garden will be known as the June Family Club.

West Orange Times & Observer
News

By Annabelle Sikes |
April 27, 2023

Red Robin closing its doors in Winter Garden

The Red Robin location in Winter Garden Village will be closing its doors on April 30 after more than 10 years of business.

West Orange Times & Observer
News

By Danielle Hendrix |
August 31, 2016

Historic arch’s future includes restoration

The old West Orange Country Club archway, off Avalon Road, one day will be restored to its former glory.

West Orange Times & Observer
News

By Sarah Wilson |
November 10, 2016

Navy veterans return to old training site in Baldwin Park

Navy Veterans gathered in Blue Jacket Park in Baldwin Park last month for a moving reunion at the former site of their old training facility.

Winter Park - Maitland Observer
News

By Tim Freed |
May 2, 2019

City task force discusses future of old Winter Park library site

The Winter Park Public Library property cold be sold, retained or leased.

Winter Park - Maitland Observer
News

By Liz Ramos |
March 6, 2025

Commission considers ordinances for east Winter Garden

The proposed ordinances will help to revitalize the Historic East Winter Garden Neighborhood.

West Orange Times & Observer
News

By Observer Staff |
January 5, 2011

Our Observation

New year, new features in the Observer

Winter Park - Maitland Observer
Opinion

By Lori Seelhoff |
September 28, 2011

World Youth Day 2011: Firm in the faith

The million-plus pilgrims at World Youth Day came together from various backgrounds, united in celebration of our Catholic faith.

Winter Park - Maitland Observer
Opinion

By Tim Freed |
May 5, 2016

City OK with losing money on Booby Trap

Winter Park may have a potential buyer for the former Booby Trap property – a transaction that would still leave the city $160,000 in the hole.

Winter Park - Maitland Observer
Business

By Tim Freed |
December 10, 2014

Winter Park board votes down proposed assisted living facility

A proposed assisted living facility along U.S. Highway 17-92 in Winter Park has been shot down – for now.

Winter Park - Maitland Observer
News

By Tim Freed |
February 13, 2020

Community Health Centers sees change in leadership, expansion

Debra Andree recently started her new role as president and CEO for Community Health Centers.

West Orange Times & Observer
News

By Freddy Groves |
January 5, 2017

Veterans Post: Diagnosing PTSD, TBI

The Department of Veterans Affairs has come up with a new way to tell the difference between post-traumatic stress disorder (PTSD) and mild traumatic brain injury (TBI).

Winter Park - Maitland Observer
Neighborhood

By Gabby Baquero |
January 25, 2017

Ocoee commissioners welcome relocated charter school

Montessori of Winter Garden Charter School is changing its name to Innovation Montessori Ocoee and moving to North Lakewood Avenue after receiving unanimous approval from Ocoee commissioners Jan. 17.

West Orange Times & Observer
News

By Gabby Baquero |
February 7, 2017

Builder plans luxury community near downtown Winter Garden

The Stanton Estates homes will range from 3,168 to 5,455 square feet.

West Orange Times & Observer
News

By Harry Sayer |
January 25, 2019

Opera Orlando to perform "The Barber of Seville" at Casa Feliz

The immersive show starts Jan. 31.

Winter Park - Maitland Observer
News

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