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By Annabelle Sikes |
September 25, 2024

Rosen JCC launches new Mommy & Me program

The Movers & Shakers program focuses on music, movement and interactive activities.

Southwest Orange
Neighborhood

By Sam Albuquerque |
October 21, 2024

The Orlando Health Hoopfest returns to Windermere Prep

Windermere Prep announces details for the return of its 12-team boys high school basketball showcase Dec. 7.

Sports
High Schools

By Liz Ramos |
November 21, 2025

Southwest Orange schools mourn loss of crossing guard

Lynn Toenges served as a crossing guard at Bay Lake Elementary School and Horizon West Middle School.

Observer School Zone
News

By Sam Albuquerque |
August 28, 2025

PHOTOS: TFA girls volleyball sweeps Windermere in early-season clash

Led by senior outside hitter Kennedy Connell’s 15 kills and setter Paeton Wheeler’s 30 assists, the Lady Royals topped Windermere on the road in straight sets.

Sports
Game Film

By Liz Ramos |
November 1, 2025

PHOTOS: Horizon West American Legion's Be the One Ruck

Veterans and community members came together to support ending veteran suicides.

Southwest Orange
Neighborhood

By Michael Eng |
November 2, 2025

PHOTOS: Lake Buena Vista High band performs at 2025 Florida Bandmasters Association District 8 MPA

The Lake Buena Vista High School marching band performed its 2025 show, “The Vanished,” at the 2025 Florida Bandmasters Association District 8 MPA.

West Orange Times & Observer
Neighborhood

By Michael Eng |
November 2, 2025

PHOTOS: Ocoee High band performs at 2025 Florida Bandmasters Association District 8 MPA

The Ocoee High School marching band performed its 2025 show, “I Love the 80s,” at the 2025 Florida Bandmasters Association District 8 MPA.

West Orange Times & Observer
Neighborhood

By Liz Ramos |
November 3, 2025

Horizon High JROTC's Hawk Battalion is headed to states

The raider team took home trophies in 12 of the 15 events at the Raider District Meet.

Observer School Zone
News

By Megan Bruinsma |
November 17, 2025

Windermere High swimmer beats National High School record

Windermere’s junior Rylee Erisman defeated the 100 free National High School time.

Sports
High Schools

By Megan Bruinsma |
December 18, 2025

FHSAA finalizes football classifications for 2026-28

FHSAA finalizes removing Class 7A for the 2026-28 seasons, placing four local schools in the same district.

Sports
High Schools

By Liz Ramos |
March 5, 2026

Orange County to host community meeting on rezoning of Southwest Orange property

The meeting will be at 6 p.m. Thursday, March 5, at Olympia High School, 4301 S. Apopka-Vineland Road.

Southwest Orange
News

By Leticia Silva |
March 18, 2026

ONP to host firefly self-guided hike

Starting Friday, March 20, Oakland Nature Preserve will be hosting self-guided hikes to look at fireflies.

Arts + Entertainment
Things to Do

By Observer Staff |
February 22, 2012

Calendar of events

Casa Feliz will host “Bach’s Lunch” with the Bach Festival Society of Winter Park on Thursday, March 1.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
April 6, 2022

Ocoee Music Festival returns this weekend with hip-hop, country

Vanilla Ice is one of five performers Friday night, and Walker Hayes is among the four acts hitting the stage Saturday night.

West Orange Times & Observer
News

By Observer Staff |
November 10, 2016

This Veterans Day, Winter Park will host its sixth annual Veterans Day Celebration to honor heroes of the city. The event will be at the Winter Park Community Center Ruby Ball Amphitheatre, 721 W. New England Ave.

Winter Park - Maitland Observer
Neighborhood

By Chris Martucci |
August 12, 2021

2021 Orange County Public Schools Football Preview – Part 1

A new season dawns as we preview the public school football season.

Sports

By Observer Staff |
September 8, 2010

Calendar and Family Calendar

Author and Orlando Sentinel columnist Greg Dawson will discuss his inspiring new book on Sept. 16

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
May 11, 2011

Calendar and Family Calendar

Extra trash pickup in Winter Park, Orlando Music Club salutes strings, job fair on Colonial Drive

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
August 24, 2011

Calendar of events, including Red Chair Affair

The Red Chair Affair is 8 p.m. Aug. 27 at Bob Carr Performing Arts Centre.

Winter Park - Maitland Observer
News

By Josh Garrick |
August 20, 2015

Josh Garrick: Culture for Your Calendar

There’s one week left to experience the best tap-dancing-theater in Florida – the Winter Park Playhouse – presenting “Dames At Sea” in a production that perfectly recalls the Busby Berkeley and Ruby Keeler movies of the &...

Winter Park - Maitland Observer
Neighborhood

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Results for:

Rosen JCC launches new Mommy & Me program

The Orlando Health Hoopfest returns to Windermere Prep

Southwest Orange schools mourn loss of crossing guard

PHOTOS: TFA girls volleyball sweeps Windermere in early-season clash

PHOTOS: Horizon West American Legion's Be the One Ruck

PHOTOS: Lake Buena Vista High band performs at 2025 Florida Bandmasters Association District 8 MPA

PHOTOS: Ocoee High band performs at 2025 Florida Bandmasters Association District 8 MPA

Horizon High JROTC's Hawk Battalion is headed to states

Windermere High swimmer beats National High School record

FHSAA finalizes football classifications for 2026-28

Orange County to host community meeting on rezoning of Southwest Orange property

ONP to host firefly self-guided hike

Calendar of events

Ocoee Music Festival returns this weekend with hip-hop, country

Calendar

2021 Orange County Public Schools Football Preview – Part 1

Calendar and Family Calendar

Calendar and Family Calendar

Calendar of events, including Red Chair Affair

Josh Garrick: Culture for Your Calendar

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