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Tucker Ranch addition to open later this year

The city of Winter Garden is moving the historic West Orange Country Club arch. It will serve as a centerpiece for the Tucker Ranch addition.

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Latest News

1
  • March 11, 2026
Residents needed for new District 1 Leadership Council
2
  • March 11, 2026
Couple opens Play Street Museum in Winter Garden
3
  • March 11, 2026
First-of-its-kind opens in Southwest Orange
4
  • March 11, 2026
Fostering creativity through children's books
5
  • March 11, 2026
Ocoee recognizes Black History Month essay contest winners

Neighborhood

  • March 11, 2026
Edgewood Children’s Ranch honors Joanie Consolver
  • March 11, 2026
PHOTOS: Windermere High School Class of 2026 Field Day
  • March 8, 2026
PHOTOS: Horizon West Fest 2026
  • March 6, 2026
VFW Post 4305 to host plant sale
  • March 6, 2026
PHOTOS: Bridgewater Middle School’s 2026 Heritage Night
  • March 4, 2026
Ocoee Police to become servers for a day
  • March 4, 2026
Nehrling Gardens to host yoga event
  • March 4, 2026
PHOTOS: Purim in the Stadium
  • March 4, 2026
Central Florida puzzlers find community through puzzle swaps
  • March 4, 2026
Oakland Town Commission says goodbye to longtime commissioner
  • March 3, 2026
Passion to community: The nonprofit Empowering Teens United is unlocking students' potential
  • March 3, 2026
Covered by Christ to raise $50k for Ocoee church

Arts & Entertainment

  • March 11, 2026
Couple opens Play Street Museum in Winter Garden
  • March 9, 2026
Ocoee's Chick-fil-A 5K to benefit Do Good Farm
  • March 5, 2026
The First Academy to present 'You're a Good Man, Charlie Brown'
  • March 5, 2026
Spring into Conservation sprouts in Ocoee

Winter Garden Livestream of the Downtown Area

House Wise

  • 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
  • February 26, 2026
Ocoee resident Michelle Finley has brought Cincinnati-based WOW Windowboxes to West Orange.

WOW factor!

  • 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

Schools

  • March 11, 2026
OCPS superintendent: ‘We need your help in being an advocate’

During a Community Town Hall meeting, Superintendent Dr. Maria Vazquez shared updates on the district’s budget, drop in enrollment and more

  • March 11, 2026
Windermere Prep students experience a whole new world
  • March 11, 2026
PHOTOS: Windermere High School Class of 2026 Field Day
  • March 9, 2026
INFLUENCER OF THE WEEK: Sally Marjama, Southwest Middle School
  • March 7, 2026
PHOTOS: Dillard Street Elementary School Dragon Fest 2026

Sports

  • March 11, 2026
Windermere Prep boys track and field athlete breaks school record

The junior Akai Tonge broke the school record in the 400-meter hurdles.

  • March 11, 2026
High school wrestlers wrap up states competition
  • March 10, 2026
CFCA boys basketball's Final Four appearance was two years in the making
  • March 10, 2026
Athlete of the Week: John Payne Duling, TFA boys lacrosse
  • March 10, 2026
Akshay Bhatia takes the crown of the 2026 Arnold Palmer Invitational

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Things to Do

  • March 11, 2026
Couple opens Play Street Museum in Winter Garden

The museum was designed to be an interactive and educational play space.

  • March 9, 2026
Ocoee's Chick-fil-A 5K to benefit Do Good Farm
  • March 5, 2026
The First Academy to present 'You're a Good Man, Charlie Brown'

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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

  • March 11, 2026
Wynwood home tops Ocoee home sales from March 2 to 8
  • March 10, 2026
Lakeshore Preserve estate tops Horizon West home sales from March 2 to 8
  • March 9, 2026
South Bay estate tops Dr. Phillips home sales from March 2 to 8
  • March 6, 2026
Oakland Park home tops Winter Garden-area home sales from Feb. 23 to March 1

Photo Galleries

  • March 11, 2026
PHOTOS: Windermere High School Class of 2026 Field Day
  • March 8, 2026
PHOTOS: Horizon West Fest 2026
  • March 6, 2026
PHOTOS: Bridgewater Middle School’s 2026 Heritage Night
  • March 4, 2026
PHOTOS: Purim in the Stadium
  • March 2, 2026
PHOTOS: Orange County Fire Rescue Station 32 ribbon cutting
  • March 1, 2026
PHOTOS: Big Orange Awards 2026
  • February 28, 2026
PHOTOS: Winter Garden Heritage Foundation's Paddles for the Past
  • February 24, 2026
Fire emerges at Winter Garden recycling facility
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest
  • February 21, 2026
Winter Garden Little League celebrates largest season opener

Contact

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  • Phone: 407-656-2121
  • Email: [email protected]

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