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Orange Observer | Sports

    By
  • Megan Bruinsma
  • June 17, 2026
Village stands with Winter Garden Little League coach after rare blood cancer diagnosis

Winter Garden Little League coach Ryan Ledford has spent his whole life in the community as a player and now a coach. After a diagnosis of a rare blood cancer, the community is returning its support to him.

  • Sports
    By
  • Megan Bruinsma
  • June 17, 2026
Athlete of the Week: Ellie Leneis, Windermere Little League

Windermere Little League’s 10-12U All-Star pitcher Ellie Leneis looks towards her second state championship

  • Sports
  • Athlete of the Week
    By
  • Megan Bruinsma
  • June 17, 2026
Winter Garden Squeeze's new coaching staff combines college coaching and MLB experience

First-year coaches Steven Crabtree and Dewon Brazelton have combined their coaching and playing experience to craft the collegiate players.

  • Sports
  • Winter Garden Squeeze
    By
  • Megan Bruinsma
  • June 12, 2026
Lake Buena Vista High hiring multiple coaching positions

The Vipers are looking to fill eight positions for next season.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 12, 2026
Olympia High adds Josiah Walker to the basketball team's coaching staff

Dr. Phillips alumnus Josiah Walker will be the freshman team's head coach and assistant to varsity.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 12, 2026
Horizon High cheer team to lead two-day youth camp

The cheer camp will be from 9 a.m. to 5:30 p.m. Friday, July 16, and Saturday, July 17.

  • Sports
  • Youth Sports
    By
  • Megan Bruinsma
  • June 12, 2026
Windermere Little League softball team wins district championship

The 10-12U softball team won the District 14 Championship Tuesday, June 9.

  • Sports
  • Youth Sports
    By
  • Megan Bruinsma
  • June 9, 2026
Winter Garden Squeeze's first rebrand centers around the community

The Winter Garden Squeeze has changed its logo and colors for the first time since its inaugural season in 2014, reflecting the changing community.

  • Sports
  • Winter Garden Squeeze
    By
  • Megan Bruinsma
  • June 9, 2026
Orlando Area Rowing Society's captain turns in oars for service at West Point

Brooke Deaton, a senior captain at Orlando Area Rowing Society, de-committed from the University of West Virginia’s rowing team to pursue her call to serve at West Point.

  • Sports
    By
  • Megan Bruinsma
  • June 9, 2026
Athlete of the Week: Troy Lazaro, Dr. Phillips Little League

Dr. Phillips Little League’s 8-year-old Troy Lazaro had a breakout first season playing on AAA teams.

  • Sports
  • Athlete of the Week
    By
  • Megan Bruinsma
  • June 9, 2026
FHSAA sets Open Division rules to begin in 2026-27

The new rules will move the top eight ranked teams into a Open Division postseason bracket.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 9, 2026
Olympia High finds new cross country and track and field coach

Frank Fountain will step in as the Titans' newest coach for cross country and track and field.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 5, 2026
Horizon High announces Nathan Schreckengost as the baseball team's head coach

The Hawks hired Nathan Schreckengost, former assistant coach, to take over the program.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 5, 2026
Windermere High boys basketball team stays in house for head coaching hire

Former associate head coach Jordan Gregory will take over the helm of the Wolverines.

  • Sports
  • High Schools
    By
  • Megan Bruinsma
  • June 5, 2026
PHOTOS: Winter Garden Squeeze take first home win of the season

The Squeeze topped the Orlando Snappers during its game honoring little leaguers and former coaches Thursday, June 4.

  • Sports
  • Winter Garden Squeeze
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