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Ward Trail will make Windermere safer

Construction has begun on Phase 1 of the Windermere Ward Trail, a path to provide a wider, safer route to Windermere Elementary.

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Latest News

1
  • April 14, 2026
Walt Disney World's Lake Buena Vista Golf Course to temporarily close
2
  • April 14, 2026
Swalty Sisters is expanding
3
  • April 14, 2026
The Dough Show is coming to Dr. Phillips
4
  • April 14, 2026
Mission Grove at Stoneybrook opens in Winter Garden
5
  • April 13, 2026
Orange County Fire Rescue Department awards Dispatcher of the Year

Neighborhood

  • April 12, 2026
PHOTOS: Spring Fever in the Garden 2026
  • April 11, 2026
PHOTOS: Lift Disability's Winter Garden Cornhole Tournament and Car Show
  • April 10, 2026
Central Florida Diaper Bank to hold diaper distribution event
  • April 4, 2026
PHOTOS: Windermere Easter Egg Hunt Extravaganza 2026
  • April 4, 2026
PHOTOS: Ocoee Easter Eggstravaganza 2026
  • April 1, 2026
Orange County to host food giveaway at Lake Buena Vista High
  • April 1, 2026
Oakland Nature Preserve in need of books
  • March 29, 2026
PHOTOS: 2026 Evening at the Pops
  • March 29, 2026
PHOTOS: Hamlin Craft Beer Fest 2026
  • March 29, 2026
PHOTOS: Mayor Jim O'Brien Farewell Party
  • March 29, 2026
PHOTOS: St. Luke's Easter Hop
  • March 28, 2026
PHOTOS: 2026 Tildenville Elementary Tigers’ Ball

Arts & Entertainment

  • April 14, 2026
West Orange Chamber of Commerce to serve up annual Best Fest
  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'
  • April 9, 2026
Oakland Nature Preserve illuminates the night with Firefly Hike
  • April 9, 2026
SAVE THE DATE: Arts at the J to present Comedy For Peace

Winter Garden Livestream of the Downtown Area

House Wise

  • March 26, 2026
Outdoor kitchens help complete Florida lifestyle

Spring has sprung, and that means it’s the perfect time to consider adding or revamping your outdoor kitchen.

Sponsored Content
  • March 26, 2026
Downtown Winter Garden business changes will affect nearby residents

RE/MAX real-estate adviser Carmelo Nuccio has built his business on intimate knowledge of Winter Garden.

Sponsored Content
  • February 26, 2026
Local insurance agent Jo Barsh says regular insurance reviews are critical to ensuring you have the right amount of coverage for your home.

Be proactive now to prevent major heartbreak later

Sponsored Content
  • February 26, 2026
To start your gardening journey

Have you ever wanted to plant a garden but didn’t know how to start?

Sponsored Content

Schools

  • April 13, 2026
Orange County School Board member receives Distinguished Leader Award

Melissa Byrd has received the Distinguished Leader Award from the Florida School Board Association.

  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'
  • April 13, 2026
INFLUENCER OF THE WEEK: Marcy Gibbs, SunRidge Elementary School
  • April 12, 2026
PHOTOS: Hamlin Elementary Carnival 2026
  • April 11, 2026
PHOTOS: Southwest Middle School Festival of the Arts 2026

Sports

  • April 14, 2026
LI Levels Orlando's 77-year-old accomplishes his dreams by earning black belt in jiu-jitsu

At 65 years old, Paul Laniosz picked up Brazilian jiu-jitsu. Twelve years later, he earned his black belt at VI Levels in Oakland.

  • April 14, 2026
West Orange hires Tyrone Curnell as its newest boys basketball head coach
  • April 14, 2026
Two local high schools win boys weightlifting districts
  • April 10, 2026
Horizon High boys volleyball team wins 2026 Metro Championship
  • April 10, 2026
Two The First Academy girls lacrosse players reach career milestones

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Things to Do

  • April 14, 2026
West Orange Chamber of Commerce to serve up annual Best Fest

The 21st annual Best Fest — The Taste of West Orange — takes place from 5 to 8 p.m. Thursday, April 16, at Bill Breeze Park, 125 N. Lakeshore Drive, Ocoee.

  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'
  • April 9, 2026
Oakland Nature Preserve illuminates the night with Firefly Hike

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Opinion

1
  • February 12, 2026
  • By Michael Eng
OBSERVED: New digs! Observer returns to Dillard Street
2
  • September 18, 2025
  • By Megan Bruinsma
Introducing myself to you: The Observer's new writer, Megan Bruinsma
3
  • September 17, 2025
  • By Jeff Lawrence | Between Faith & Reason
MY VIEW: How then shall we live?

Real Estate

  • April 14, 2026
Waterstone estate tops Horizon West-area home sales from April 6 to 12
  • April 13, 2026
Vizcaya home tops Dr. Phillips home sales from April 6 to 12
  • April 10, 2026
Hickory Hammock home tops Winter Garden home sales from March 30 to April 5
  • April 9, 2026
Isleworth West home tops Windermere-area home sales from March 30 to April 5

Photo Galleries

  • April 12, 2026
PHOTOS: Spring Fever in the Garden 2026
  • April 11, 2026
PHOTOS: Lift Disability's Winter Garden Cornhole Tournament and Car Show
  • April 4, 2026
PHOTOS: Windermere Easter Egg Hunt Extravaganza 2026
  • April 4, 2026
PHOTOS: Ocoee Easter Eggstravaganza 2026
  • March 29, 2026
PHOTOS: 2026 Evening at the Pops
  • March 29, 2026
PHOTOS: Hamlin Craft Beer Fest 2026
  • March 29, 2026
PHOTOS: Mayor Jim O'Brien Farewell Party
  • March 29, 2026
PHOTOS: St. Luke's Easter Hop
  • March 28, 2026
PHOTOS: 2026 Tildenville Elementary Tigers’ Ball
  • March 28, 2026
PHOTOS: Celebration Among the Oaks 2026
  • March 28, 2026
PHOTOS: Healthy West Orange Ocoee Block Party
  • March 28, 2026
PHOTOS: Lake Buena Vista Relay for Life 2026

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