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Windermere High seniors to bring barbershop quartet to Top Talent LIVE

A Good Old Barbershop Quartet is keeping the tradition of barbershop alive.

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Latest News

1
  • April 21, 2026
Red Flag Warning in effect in Orange County
2
  • April 21, 2026
Windermere Police to host DEA Drug Take Back event
3
  • April 21, 2026
Lane closures near Beulah Road to take place
4
  • April 21, 2026
West Orange High HOSA Chapter attends state leadership conference
5
  • April 20, 2026
West Orange Foundation to host Industry Exploration Expo for children

Neighborhood

  • April 21, 2026
Windermere Prep's sophomore creates global change after discovering his passion for chess
  • April 21, 2026
Windermere Police to host DEA Drug Take Back event
  • April 18, 2026
PHOTOS: Windermere Rotary's Lobster and Laughs 2026
  • April 18, 2026
PHOTOS: 2026 Windermere Daddy Daughter Dance
  • April 18, 2026
PHOTOS: 2026 Roper YMCA Healthy Kids Day
  • April 18, 2026
PHOTOS: Bridgewater Middle School Spring Carnival 2026
  • April 17, 2026
Town of Windermere hosts Lakes Cleanup Day
  • April 17, 2026
PHOTOS: Best Fest 2026
  • 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

Arts & Entertainment

  • April 20, 2026
West Orange Foundation to host Industry Exploration Expo for children
  • April 15, 2026
Windermere Rotary’s Lobster and Laughs promises to be a ‘shell’ of a good time
  • April 15, 2026
Windermere to roll out red carpet for fathers, daughters
  • April 15, 2026
Roper YMCA to host Healthy Kids Day

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 21, 2026
Windermere Prep's sophomore creates global change after discovering his passion for chess

During COVID-19, Windermere Preparatory School’s sophomore Suvir Aylawadi used chess as a way to connect with others. It has led him to create Chess for Change Academy, which impacts students globally and fuels his research on the mind’s response to stress.

  • April 21, 2026
West Orange High HOSA Chapter attends state leadership conference
  • April 18, 2026
PHOTOS: Bridgewater Middle School Spring Carnival 2026
  • April 17, 2026
PHOTOS: Sapphire's Knights Ball at Castleview Elementary
  • April 15, 2026
OCPS eliminates more than 200 positions

Sports

  • April 21, 2026
The First Academy boys weightlifters eye future numbers after winning district title

The First Academy boys weightlifting team won its district championship for the first time in three years and now eyes future success in regionals and states.

  • April 21, 2026
Olympia High beach volleyball maintains high standard through player and new coach
  • April 21, 2026
Athlete of the Week: Elijah Ihnenfeld, Windermere High boys volleyball
  • April 21, 2026
CDR Elite Track Club's 5-year-old in route for groundbreaking career
  • April 21, 2026
Four local high school track-and-field teams competed in FHSAA 4A District 5 district meet

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Things to Do

  • April 20, 2026
West Orange Foundation to host Industry Exploration Expo for children

The event will take place from 9 a.m. to noon Thursday, April 23, at Southern Hill Farms, 16615 Schofield Road, Clermont.

  • April 15, 2026
Windermere Rotary’s Lobster and Laughs promises to be a ‘shell’ of a good time
  • April 15, 2026
Windermere to roll out red carpet for fathers, daughters

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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 21, 2026
Overlook 2 at Hamlin estate tops Horizon West home sales from April 13 to 19
  • April 20, 2026
Golden Oak mansion sells for $7,040,000
  • April 17, 2026
Oakland Park home tops Winter Garden-area home sales from April 6 to 12
  • April 16, 2026
Keene’s Pointe home tops Windermere-area home sales from April 6 to 12

Photo Galleries

  • April 18, 2026
PHOTOS: Windermere Rotary's Lobster and Laughs 2026
  • April 18, 2026
PHOTOS: 2026 Windermere Daddy Daughter Dance
  • April 18, 2026
PHOTOS: 2026 Roper YMCA Healthy Kids Day
  • April 18, 2026
PHOTOS: Bridgewater Middle School Spring Carnival 2026
  • April 17, 2026
PHOTOS: Best Fest 2026
  • 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

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