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By Megan Bruinsma |
October 11, 2025

Week 8 high school football games in review

Do you need an update on West and Southwest Orange high school football scores? Here’s an update on Friday night’s games.

Sports
High Schools

By Leticia Silva |
July 8, 2025

Windermere Brewing Company is celebrating its 3-year anniversary

Windermere Brewing Company will celebrate its birthday with 3 Years of Beer July 11 to 13 at the brewery, 111 W. Fifth Ave., Windermere.

Arts + Entertainment
Things to Do

By Isaac Babcock |
October 22, 2014

Winter Park Wildcats suffer district disaster

Winter Park’s record pace start has turned into an almost unprecedented collapse for the football team.

Winter Park - Maitland Observer
Sports

By Annabelle Sikes |
February 6, 2023

Jeremiah's joins Horizon West

The Italian ice shop is known for its sweet treats including gelati and soft serve.

Southwest Orange
News

By Andrea Mujica |
October 10, 2023

PHOTOS: Foundation Academy girls volleyball sweeps Ocoee 3-0

The Lady Lions took a 3-0 win over the Lady Knights Monday, Oct. 9.

Sports
Game Film

By Annabelle Sikes |
May 26, 2022

Winter Garden City Commission to meet tonight

The City Commission meets at 6:30 p.m. Thursday, May 26, at the City Hall Commission Chambers.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 25, 2016

Obituary: Mary Ann Radney Elliott

She belonged to the Red Hat Society and made delicious jams and jellies.

West Orange Times & Observer
Neighborhood

By Observer Staff |
July 10, 2014

Cops Corner 07.10.14

West Orange Times & Observer
News

By Troy Herring |
May 25, 2021

Florida to end $300 unemployment benefit boost

Floridians on unemployment will see their benefits drop back down to the weekly state maximum of $275 starting June 26.

West Orange Times & Observer
News

By Observer Staff |
January 8, 2026

Obituary: Joel Millard Doss

Joel Millard Doss died Dec. 26, 2025.

West Orange Times & Observer
Obituaries

By Steven Ryzewski |
May 16, 2017

Photos: Dr. Phillips flag football earns trip to state with 20-6 win -- Observer Preps

The Panthers improved to 16-0 on the season with a 20-6 win over visiting Fleming Island in the FHSAA Class 2A Regional Finals.

Sports

By Observer Staff |
August 15, 2012

Family Calendar

Family activities will begin at 6:30 p.m., followed by entertainment and announcements at 7:30 p.m.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
May 14, 2015

Josh Garrick: Culture for Your Calendar

Let the whole family experience the enchantment. “Beauty and the Beast” is appropriate for all ages.

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
December 3, 2014

Metro vs. Florida Challenge: Game-by-game recap

Sports

By Josh Garrick |
December 23, 2010

Culture worthy of your calendar

Culture for the visiting in-laws

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
November 29, 2023

Lakeshore Preserve home tops Horizon West sales from Nov. 20 to 26, 2023

The home at 15529 Shorebird Lane, Winter Garden, sold Nov. 20, for $1,600,000.

Southwest Orange
Real Estate

By Steven Ryzewski |
January 20, 2016

GAME FILM: Olympia boys basketball tops DP for first time since 2009

Sophomores Ronaldo Segu and DeJuan Lockett combined for 51 points to lead the Titans to a 81-69 victory on the road.

Sports

By Erika Spence |
March 31, 2016

Erika Spence: Business in the Park

The 31st annual Taste of Winter Park presented by CenturyLink is expected to live up to the moniker on Wednesday, April 20, from 5 to 8 p.m. at the Winter Park Farmers Market.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
May 13, 2025

PHOTOS: City of Ocoee Time Capsule Ceremony

The city of Ocoee continued its centennial celebrations with a special Time Capsule Ceremony, held May 13 on the Withers-Maguire House lawn.

West Orange Times & Observer
Neighborhood

By Sarah Cavacini |
July 24, 2019

PHOTOS: Florida Film Academy Make Up and Prosthetics camp

Teenagers ages 13 to 18 were able to bring characters to life as they molded their faces and fingers into new creations.

West Orange Times & Observer
News

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