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By Gabby Baquero |
August 9, 2018

Low-income residents ousted from Winter Garden apartment complex

Aspen Square Management Inc. officially took over the Osprey Landings apartment complex in May. Since then, it has decided not to renew leases for several longtime residents.

West Orange Times & Observer
News

By Danielle Hendrix |
January 6, 2019

FORECAST: A fresh start for West Orange High's FFA program

The future is bright for students in West Orange High’s FFA and agriscience programs, which are undergoing a makeover under teacher Kristy Lightbody’s tenure.

West Orange Times & Observer
News

By Sam Albuquerque |
January 17, 2025

A new era: Dr. Phillips High girls basketball chasing history

The defending back-to-back-to-back state champion Lady Panthers are looking to make it four straight with a new cast of leaders guiding the title trail.

Sports
High Schools

By Liz Ramos |
May 7, 2025

Young Star Musical Theatre to present "Les Misérables School Edition" in Winter Garden

The cast of at least 60 students will have performances May 8-17.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
March 21, 2024

Windermere to join Form 6 litigation

Florida Form 6 requires more detailed financial disclosures from elected officials. More than two dozen municipalities and more than 70 elected officials from across Florida are suing.

Southwest Orange
News

By Michael Eng |
December 11, 2023

Florida Department of Education releases 2022-23 school grades

See how West Orange- and Southwest Orange-area schools fared.

Observer School Zone

By Sam Albuquerque |
December 21, 2023

Fantastic 15: Meet West Orange, Southwest Orange County's top girls basketball players for 23-24

Basketball season is in high gear, so catch up on some of the area’s top girls basketball players for the season.

Sports
High Schools

By Sam Albuquerque |
January 8, 2025

Centennial celebration: Ocoee leaders reflect on the city’s 100th anniversary

Ocoee officially reaches the 100-year mark as a city Tuesday, May 13. The city will celebrate the milestone with a plethora of events all year.

Ocoee Centennial

By Annabelle Sikes |
November 17, 2023

Restructuring separates Pine Hills from Horizon West patrol sector

Orange County District 1 Commissioner Nicole Wilson hosted a Public Safety Town Hall Meeting in Horizon West last week.

Southwest Orange
News

By Liz Ramos |
September 3, 2025

Windermere Preparatory School continues a legacy after 25 years

The school is celebrating its 25th anniversary this year.

Observer School Zone

By Annabelle Sikes |
May 6, 2023

Ocoee High student pushing boundaries and educating community through art

Branton Urbieta's most recent notable accomplishment hangs on the wall of Winter Garden City Hall as part of SOBO Art Gallery’s Top Choice High School Awards.

Observer School Zone
News

By Amy Quesinberry Price |
July 27, 2022

Oakland receives grant to restore historic black cemetery

An $85,000 historical grant will allow the town to preserve the final resting place for freed slaves and Oakland’s ancestors.

West Orange Times & Observer
News

By Jennifer Nesslar |
August 24, 2016

Local filmmakers on the big screen

Independent films, local and international, will be featured at the 11th annual Central Florida Film Festival.

Arts + Entertainment
Arts + Culture

By Tim Freed |
May 28, 2014

Winter Park Boy Scout to erect fountain for fallen friend

A 13-year-old girl’s spirit will live on in Winter Park’s Central Park if an old friend’s endeavor succeeds: placing a peacock fountain at the center of the park’s tranquil rose garden.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
September 30, 2020

Windermere residents, various organizations partner to help Kissimmee families

Kim Ulino’s family is one of many that have been moved out of Kissimmee’s Star Motel following its rapid decline after the owner stopped paying the bills.

Southwest Orange
News

By Sam Albuquerque |
June 6, 2024

Orlando Area Rowing Society sending nine boats to Nationals

After facing off against 53 of the top teams from across the Southeast, Orlando Area Rowing Society is sending nine boats to USRowing’s Youth National Championships.

Sports
High Schools

By Annabelle Sikes |
May 19, 2023

City negotiates with Duke on service, trees

Duke Energy was the prevailing topic of conversation at the Winter Garden City Commission meeting Thursday, May 11.

West Orange Times & Observer
News

By Annabelle Sikes |
July 30, 2023

WHS student selected for EA’s STEAM camp

Windermere High School rising junior Sarah Kirk was selected to participate in EA’s “Get in the Game” STEAM annual summer camp.

Southwest Orange
News

By Amy Quesinberry Price |
August 9, 2023

Vaudeville memories preserved in late mom’s diaries

Barbara Patch, of Dr. Phillips, has written a book that features excerpts from diary entries her mother wrote when she was a stage performer from 1927 to 1935.

West Orange Times & Observer
News

By Annabelle Sikes |
August 17, 2023

Winter Garden's new media policy called into question

Some local law experts believe Winter Garden’s recently adopted media policy is a violation of the First Amendment.

West Orange Times & Observer
News

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