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Windermere High swimmer beats National High School record

Windermere’s junior Rylee Erisman defeated the 100 free National High School time.

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Latest News

1
  • November 18, 2025
Water Spring Middle School to host cold weather drive
2
  • November 18, 2025
Windermere still waiting for state, federal reimbursement funds
3
  • November 18, 2025
Flatlands Bar and Grill to come to Flamingo Crossings
4
  • November 18, 2025
Windermere to hold Light Up Christmas event
5
  • November 17, 2025
Support small businesses at WG Small Business Saturday

Neighborhood

  • November 16, 2025
PHOTOS: Windermere robotics club VEX 5 competition
  • November 16, 2025
PHOTOS: 2025 Ocoee Music Fest
  • November 16, 2025
PHOTOS: 2025 Rock the House
  • November 15, 2025
PHOTOS: Ninth annual Challenge 22 Ruck Walk
  • November 15, 2025
PHOTOS: French Family Foundation’s 2025 Run for Inclusion
  • November 13, 2025
PHOTOS: City of Ocoee’s Veterans Day Celebration
  • November 9, 2025
PHOTOS: Horizon West Flavor Fest
  • November 8, 2025
PHOTOS: Health and Harvest Festival
  • November 7, 2025
PHOTOS: The First Academy’s 2025 Veterans and Grandparents Celebration
  • November 6, 2025
City of Ocoee to celebrate Veterans Day
  • November 6, 2025
AdventHealth Winter Garden to send meals to Jamaica
  • November 6, 2025
West Orange Dream Center to host biggest fundraiser of the year

Arts & Entertainment

  • November 17, 2025
Support small businesses at WG Small Business Saturday
  • November 17, 2025
UNO to host Friendsgiving paint and sip event
  • November 17, 2025
VFW Post 4305 to host annual turkey shoot
  • November 13, 2025
America's Fleetwood Mac Experience to perform at Horizon High

Winter Garden Livestream of the Downtown Area

House Wise

  • October 30, 2025
Counter Intelligence

Viewpoint seeks to offer homeowners a better option between the chaos of a big-box DIY store or paying a premium to hire a high-end custom design firm

Sponsored Content
  • October 30, 2025
A Florida homeowner’s guide to bug-free outdoor living

Living in Florida means sunshine, warm breezes and beautiful backyards. But it also means mosquitos, gnats and lovebugs that make it hard to enjoy the outdoors.

Sponsored Content
  • August 28, 2025
Market watch: Buy, buy, buy!

Halfway through 2025, the local real-estate market has changed considerably. And if you’re in position to do so, this is the perfect time to buy.

Sponsored Content
  • June 26, 2025
Throwing shade

News flash: You live in Florida, and it’s summertime. And yes, the sunshine is beautiful, but the heat and humidity can be unbearable. Luckily, A1 Aluminum can help you beat the heat.

Sponsored Content

Schools

  • November 18, 2025
Water Spring Middle School to host cold weather drive

The middle school will be collecting clothing items for cold weather from Nov. 19 to Dec. 12.

  • November 17, 2025
Kroger works with Get Cooking to donate meal kits to OCPS families
  • November 16, 2025
PHOTOS: Windermere robotics club VEX 5 competition
  • November 14, 2025
West Orange High FBLA receives $20,000 donation
  • November 13, 2025
Windermere High student wins City of Orlando Martin Luther King Jr. Youth Humanitarian Award

Sports

  • November 18, 2025
Horizon girls and boys cross-country teams advance to states

Both of Horizon's cross-country teams placed sixth in the 4A Regionals.

  • November 17, 2025
Windermere High swimmer beats National High School record
  • November 15, 2025
PHOTOS: West Orange emerges victorious in its first playoff game
  • November 11, 2025
Playoffs are set for West, Southwest Orange football teams
  • November 11, 2025
At 13, Noah O'Brien's making waves in wakeboarding

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Things to Do

  • November 17, 2025
Support small businesses at WG Small Business Saturday

The event will happen all day long Saturday, Nov. 29 in Downtown Winter Garden.

  • November 17, 2025
UNO to host Friendsgiving paint and sip event
  • November 17, 2025
VFW Post 4305 to host annual turkey shoot

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Opinion

1
  • September 18, 2025
  • By Megan Bruinsma
Introducing myself to you: The Observer's new writer, Megan Bruinsma
2
  • September 17, 2025
  • By Jeff Lawrence | Between Faith & Reason
MY VIEW: How then shall we live?
3
  • September 10, 2025
  • By Michael Eng
Celebrating 120 years of the West Orange Times & Observer: The weight of it all

Real Estate

  • November 18, 2025
Northlake at Ovation home tops Horizon West sales from Nov. 10 to 16
  • November 17, 2025
Sand Lake Point home tops Dr. Phillips sales from Nov. 10 to 16
  • November 14, 2025
Johns Lake Pointe home tops Winter Garden sales from Nov. 3 to 9
  • November 13, 2025
Keene’s Pointe home tops Windermere sales from Nov. 3 to 9

Photo Galleries

  • November 16, 2025
PHOTOS: Windermere robotics club VEX 5 competition
  • November 16, 2025
PHOTOS: 2025 Ocoee Music Fest
  • November 16, 2025
PHOTOS: 2025 Rock the House
  • November 15, 2025
PHOTOS: Ninth annual Challenge 22 Ruck Walk
  • November 15, 2025
PHOTOS: French Family Foundation’s 2025 Run for Inclusion
  • November 13, 2025
PHOTOS: City of Ocoee’s Veterans Day Celebration
  • November 9, 2025
PHOTOS: Horizon West Flavor Fest
  • November 8, 2025
PHOTOS: Health and Harvest Festival
  • November 7, 2025
PHOTOS: The First Academy’s 2025 Veterans and Grandparents Celebration
  • November 2, 2025
PHOTOS: Horizon High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
PHOTOS: West Orange High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
PHOTOS: Ocoee High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
West Orange, Southwest Orange bands perform at Florida Bandmasters Association 2025 District 8 MPA
  • November 2, 2025
PHOTOS: Lake Buena Vista High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
PHOTOS: Windermere High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
PHOTOS: Olympia High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 2, 2025
PHOTOS: Dr. Phillips High band performs at 2025 Florida Bandmasters Association District 8 MPA
  • November 1, 2025
PHOTOS: Horizon West American Legion's Be the One Ruck
  • October 29, 2025
PHOTOS: Foundation Academy 2025 Science Night

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