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By Tim Freed |
October 18, 2017

BREAKING NEWS: Two Winter Park teens will be charged as adults in Roger Trindade death case

Simeon Hall and Jesse Sutherland – on trial for the death of 15-year-old Roger Trindade – both face manslaughter charges.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
October 19, 2017

Observer Preps Team of the Week: The First Academy Girls Golf

In a span of three days, the Royals won a big tournament in south Florida and the district championship.

Sports

By Michael Eng |
April 17, 2024

Windermere Preparatory School to present 'Legally Blonde: The Musical'

You have four chances to catch Windermere Preparatory School's production of "Legally Blonde: The Musical" this week.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
June 13, 2024

PHOTOS: 2024 Networking Party Bus - Guided Tour of Horizon West

The fun-filled, fact-packed trip included a trip around the 32 miles and six villages of the master planned community of Horizon West.

Southwest Orange
News

By Amy Quesinberry Price |
June 5, 2024

Obituary: Margaret "Peggy" Lombardo

Obituary: Margaret "Peggy" Lombardo, who was born in London in 1927, died June 1, 2024.

West Orange Times & Observer
News

By None |
July 29, 2024

OCOM welcomes inaugural class to campus for 2024 Welcome Week

The first class at Horizon West’s Orlando College of Osteopathic Medicine will have 97 students.

Southwest Orange
News

By Observer Staff |
February 14, 2025

Obituary: J. Michael "Mike" Scanlon

Obituary: J. Michael "Mike" Scanlon died Dec. 17, 2024.

West Orange Times & Observer
News

By Sam Albuquerque |
February 14, 2025

State Senator Geraldine Thompson dies at 76

The Florida state Senator for District 15, which includes Ocoee, Oakland and part of Winter Garden, has passed away, according to her family.

West Orange Times & Observer
News

By Annabelle Sikes |
February 1, 2024

PHOTOS: Inaugural Ocoee Community Market

The city of Ocoee is partnering with Orange Blossom Market Co. and Cluckerz Chicken to host monthly community markets. The first took place Thursday, Feb. 1.

West Orange Times & Observer
News

By Annabelle Sikes |
February 10, 2024

Winter Garden considers medical office on S.R. 50

The proposed Garcia Winter Garden Office development would be located at 14237 W. Colonial Drive.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 3, 2024

Obituary: Miriam Baderian

Obituary: Miriam Baderian, a former Ocoee resident, died Feb. 23, 2024.

West Orange Times & Observer
News

By Liz Ramos |
June 19, 2025

Oakland teacher receives Charter School Champion of the Year Award

Larry Kimpel, a physical education teacher at Oakland Avenue Charter School, is one of nine Charter School Champions.

Observer School Zone

By Leticia Silva |
July 28, 2025

Winter Garden Heritage Foundation to host a back-to-school supply drive

The event will take place from 5 to 7 p.m., Thursday, Aug. 7, at 101 S. Boyd St., Winter Garden.

West Orange Times & Observer
News

By Michael Eng |
July 29, 2025

Shop till you drop this weekend in Winter Garden

The Downtown Winter Garden Summer Sidewalk Sale takes place Saturday, Aug. 2.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
August 4, 2025

Windermere hires Ken Janata as new softball coach

The Wolverines tap the former assistant coach for Montverde Academy and, most recently, head coach at Lyman High to take over for the program’s only coach, Eileen Hannigan.