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Results for:

  • By Observer Staff |
  • April 4, 2025
2025 faith summer camps in Central Florida

Check out the faith camps available in Winter Garden, Windermere, Horizon West, Ocoee, Oakland, Dr. Phillips and beyond.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff |
  • March 28, 2024
2024 faith summer camps in Central Florida

Check out the faith camps available in Winter Garden, Windermere, Horizon West, Ocoee, Oakland, Dr. Phillips and beyond.

  • Arts + Entertainment
  • Things to Do
  • By Sam Albuquerque |
  • February 12, 2024
Titan Time: Olympia boys basketball is about going all out, all 32 minutes of the game

Despite losing two of its expected top returning players to transfers, Olympia has doubled down on effort and talent to fuel its postseason run.

  • Sports
  • High Schools
  • By Sam Albuquerque |
  • March 18, 2025
Meet the 2024-25 All-Orange Observer boys, girls basketball teams and players of the year

To celebrate West, Southwest Orange County's phenomenal season on the hardwood here are the athletes and coaches that had the best 2024-25.

  • Sports
  • High Schools
  • By Leticia Silva |
  • August 20, 2025
Magical Dining 2025: All you need to know

West Orange and Southwest Orange foodies have a plethora of local options in this year’s Magical Dining.

  • Arts + Entertainment
  • Things to Do
  • By Leticia Silva |
  • January 28, 2026
Windermere High School preps for Dance Marathon

Windermere High SGA students are raising funds to then donate to the Children's Miracle Network.

  • Observer School Zone
  • By Megan Bruinsma |
  • January 20, 2026
Last place to World Champion: Winter Garden adaptive water skier sets record at Worlds

At 21, Jana Shelfer was a Paralympian basketball gold medalist. At 50, she won four adaptive waterskiing gold medals and the title of 2025 International Disabled Athlete of the Year.

  • Sports
  • By Observer Staff |
  • December 8, 2010
Calendar and Family Calendar

The Winter Park Public Library will celebrate its 125th birthday

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Amy Quesinberry Price |
  • September 13, 2016
Windermere Union Church celebrating century of blessings

Former pastor Roger Seidner will speak at the special Sunday service.

  • Southwest Orange
  • Neighborhood
  • By Isaac Babcock |
  • April 14, 2016
Relay for Life returns to Winter Park

When hordes of people start circling Winter Park’s Central Park in unison on April 30, they’ll be doing more than trying to save people from cancer; they’ll be reviving the event itself.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Brittany Gaines |
  • June 8, 2017
Summer of Love: Reflection on Pulse

In the last year, West Orange artists have created a variety of pieces in memory of the 49 people who died in the Pulse nightclub shooting

  • Arts + Entertainment
  • Arts + Culture
  • By Annabelle Sikes |
  • August 22, 2024
Boathouse owners, Town Council want deal done

Boathouse owners say they have received no response from the Windermere Town Council regarding a proposed settlement offer, which expired Thursday, Aug. 15, after 45 days.

  • Southwest Orange
  • News
  • By Amy Quesinberry Price |
  • January 9, 2019
FORECAST: Oakland to showcase history, the arts in new facility

Oakland's elected officials and town staff hope the Arts & Heritage Center at Oakland will become a social hub for town residents and West Orange Trail users.

  • West Orange Times & Observer
  • News
  • By Observer Staff |
  • March 16, 2011
Letters to the Editor

Letters from Bonnie Jackson, Patrick W. Chapin, Sally Simmons, William Shallcross, John T. Skolfield III and Ed Sabori

  • Winter Park - Maitland Observer
  • Opinion
  • By Annabelle Sikes |
  • February 13, 2022
Orlando Health makes progress in Horizon West

The hospital celebrated its first anniversary in January and already has upcoming expansion plans.

  • West Orange Times & Observer
  • News
  • By Annabelle Sikes |
  • February 14, 2022
Orlando Health makes progress in Horizon West

The hospital celebrated its first anniversary in January and already has upcoming expansion plans.

  • West Orange Times & Observer
  • News
  • By Kristy Vickery |
  • February 23, 2011
Officials map priorities

Community leaders from Winter Park, Maitland, Goldenrod and Baldwin Park share plans for 2011

  • Winter Park - Maitland Observer
  • News
  • By Zak Kerr |
  • March 10, 2016
Growth and decline in local Little Leagues

Myriad factors have contributed to fluctuating participation rates around the area.

  • Sports
  • By Gabby Baquero |
  • August 20, 2016
Experts weigh in on Winter Garden bear sighting

After a lost bear found its way into an east Winter Garden neighborhood, local wildlife experts say a little education can quell some fears.

  • West Orange Times & Observer
  • News
  • By Danielle Hendrix |
  • October 11, 2016
Winter Garden honors four Health Central Park residents as centenarians

Four Health Central Park residents — ages 100, 101, 103 and 105 — were honored in September as Winter Garden centenarians.

  • West Orange Times & Observer
  • News
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