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  • News
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  • Influencer
  • Bulletin Board
    By
  • Liz Ramos
  • February 8, 2026
PHOTOS: WES Fest 2026

Windermere Elementary School students and their families had a blast at WES Fest.

  • Observer School Zone
  • Photos
    By
  • Leticia Silva
  • February 7, 2026
PHOTOS: Sunset Park Elementary hosts Family Fun Fest

Sunset Park Elementary School held its annual Family Fun Fest event Friday, Feb. 6.

  • Observer School Zone
    By
  • Megan Bruinsma
  • January 29, 2026
PHOTOS: Whispering Oak's Read, White & Blue Literacy Night

Whispering Oaks celebrated Read, White & Blue Literacy Night to teach students about U.S. history.

  • Observer School Zone
    By
  • Liz Ramos
  • January 29, 2026
PHOTOS: Lakeview Middle School media center ribbon cutting

Dozens attended the ribbon cutting to see the newly renovated media center, listen to author Amar Shah give a presentation and participate in literacy activities.

  • Observer School Zone
  • Photos
    By
  • Liz Ramos
  • January 17, 2026
PHOTOS: OCPS All-County Dance Gala

Students from seven West Orange County schools showcased their dance skills.

  • Observer School Zone
  • Photos
  • By Megan Bruinsma
  • November 16, 2025
PHOTOS: Windermere robotics club VEX 5 competition

The club competed in the VEX5 at Apopka High School Saturday, Nov. 15.

  • Observer School Zone
    By
  • Michael Eng
  • November 7, 2025
PHOTOS: The First Academy’s 2025 Veterans and Grandparents Celebration

The First Academy honored military veterans from throughout Central Florida with its annual Veterans and Grandparents Celebration, held at 10 a.m. Thursday, Nov. 6, at First Orlando Worship Center.

  • Southwest Orange
  • News
    By
  • Liz Ramos
  • October 24, 2025
PHOTOS: 2025 The First Academy homecoming parade

School spirit was everywhere on TFA's campus as student organizations, teams and the homecoming court paraded around campus.

  • Observer School Zone
  • Photos
    By
  • Michael Eng
  • October 23, 2025
PHOTOS: Windermere High competes at 2025 Bands of America Orlando Regional Championship

The Fightin’ Wolverine Band and Guard competed against some of the best bands in the country.

  • Observer School Zone
    By
  • Leticia Silva
  • October 18, 2025
PHOTOS: Sunset Park Elementary holds evening of fun with trunk-or-treat

Sunset Park Elementary held its annual trunk-or-treat event for students and their families Friday, Oct. 17.

  • Southwest Orange
  • Neighborhood
    By
  • Leticia Silva
  • October 18, 2025
PHOTOS: Windermere Prep celebrates with homecoming parade and pep rally

Windermere Preparatory School held a parade and pep rally on the morning of Friday, Oct. 17 to celebrate homecoming.

  • Southwest Orange
  • Neighborhood
    By
  • Liz Ramos
  • October 18, 2025
PHOTOS: Dillard Street Elementary Boo Ball

There were plenty of treats between the trick-or-treat trail, photo opportunities, dance and the book fair.

  • Observer School Zone
  • Photos
    By
  • Liz Ramos
  • October 16, 2025
PHOTOS: 2025 Ocoee High homecoming parade

The homecoming court, various student clubs and organizations, the band, football team, girls basketball team, cheerleaders and more participated in the parade.

  • Observer School Zone
  • Photos
    By
  • Michael Eng
  • September 22, 2025
PHOTOS: West Orange High School 2025 Homecoming Parade

Warrior Nation took over downtown Winter Garden as West Orange High School celebrated its 2025 Homecoming Parade Thursday, Sept. 18.

  • Observer School Zone
  • By Michael Eng
  • September 19, 2025
PHOTOS: Olympia High School 2025 Homecoming Parade

The Titans gathered for their third Homecoming parade through the beautiful community of downtown Windermere.

  • Observer School Zone
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