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Orange Observer | Neighborhood

    By
  • Leticia Silva
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’

The children’s theater in Winter Garden presented the “In the Heights” musical for three nights in a row.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Liz Ramos, Michael Eng
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest

Residents enjoyed sunshine, good eats and plenty of music during the 2026 Winter Garden Music Fest, held Saturday, Feb. 21, downtown.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Leticia Silva
  • February 21, 2026
Winter Garden Little League celebrates largest season opener

The Winter Garden Little League celebrated its season opener Friday, Feb. 20, with more than 600 players.

  • Sports
  • Youth Sports
    By
  • Megan Bruinsma
  • February 18, 2026
Arts at the J program unveils the future of its arts in the Pargh Event Center

Arts at the J celebrated unveiling its newly named Pargh Event Center and the expansion of arts to the community.

  • Southwest Orange
  • Neighborhood
    By
  • Amy Quesinberry Price
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit

A new exhibition at the Winter Garden Heritage Foundation pays tribute to the Rotary club’s dedication to its mission of Service Above Self and making a difference in Winter Garden.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Justice Covert
  • February 16, 2026
PHOTOS: Boots and Salutes

Nearly 200 people enjoy inaugural Boots and Salutes, supporting veterans, first responders and their families.

  • Southwest Orange
  • Neighborhood
    By
  • Megan Bruinsma
  • February 14, 2026
PHOTOS: 2026 Night to Shine

Windermere’s Family Church hosted the annual Night to Shine Friday, Feb. 13.

  • Southwest Orange
  • Neighborhood
    By
  • Michael Eng
  • February 12, 2026
PHOTOS: Tildenville Elementary School Family Science Night

From computer programming and meteorology to biology and chemistry, Tildenville Elementary School made science come alive at its Family Science Night Thursday, Feb. 12, at the school.

  • Observer School Zone
    By
  • Megan Bruinsma
  • February 11, 2026
Winter Garden Heritage Foundation serves up community through pickleball

WGHF will host the inaugural Paddles for the Past pickleball tournament Saturday, Feb. 28.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Liz Ramos
  • February 10, 2026
Nonprofits to host inaugural Boots and Salutes in Windermere

Proceeds from the event will go toward sponsoring the travel for local first responders and veterans to go to the ranch for Healing Warriors Week at Wind River Ranch in Estes, Colorado.

  • Southwest Orange
  • Neighborhood
    By
  • Megan Bruinsma
  • February 8, 2026
PHOTOS: Legacy Events for Education’s Central Florida Chili Cookoff 2026

The community tested its spice levels in the Legacy Events for Education’s Central Florida Chili Cookoff Saturday, Feb. 7.

  • Southwest Orange
  • Neighborhood
    By
  • Amy Quesinberry Price
  • February 7, 2026
FAMILIAR FACES: Jim Crescitelli is West Orange's history buff

Crescitelli, director of education with the Winter Garden Heritage Foundation, has long had a fascination with documenting history.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • February 4, 2026
Windermere's Ward Trail Pedestrian Bridge now under construction

Construction of the safe routes to school began Monday, Feb. 2.

  • Southwest Orange
  • Neighborhood
    By
  • Leticia Silva
  • February 3, 2026
Horizon West teen with cancer inspires 5K

Savannah Emery's acute myeloid leukemia diagnosis and treatments have sparked a desire for her family to help children just like her.

  • Southwest Orange
    By
  • Leticia Silva
  • February 2, 2026
PHOTOS: Oakland Heritage Day 2026

The town of Oakland held its 26th Heritage Day celebration Saturday, Jan. 31, at Speer Park.

  • West Orange Times & Observer
  • Neighborhood
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Latest News Neighborhood

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  • May 4, 2026
Mike Armbruster drops out of Orange County School Board Chair race
2
  • May 4, 2026
Road work continues in downtown Windermere
3
  • May 4, 2026
State Rep. Leonard Spencer to host town hall in Horizon West
4
  • May 4, 2026
Winter Garden opens public pools for summer
5
  • May 1, 2026
Winter Garden announces partial road closure to last four weeks

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