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Orange Observer | West Orange Times & Observer

    By
  • Liz Ramos
  • August 27, 2025
Former Ocoee police chief sues city

Saima Plasencia, who was terminated in 2023, is suing the city for discrimination and retaliation after dismissal.

  • West Orange Times & Observer
  • News
    By
  • Michael Eng
  • August 27, 2025
Wynwood home tops Ocoee sales from Aug. 18 to 25

The home at 3338 Wynwood Forest Drive, Ocoee, sold Aug. 20, for $534,990.

  • West Orange Times & Observer
  • Real Estate
    By
  • Michael Eng
  • August 26, 2025
Win tickets to Chris Brown, Andrea Bocelli

You can score tickets to two of the hottest upcoming shows and support the Winter Garden Art Association and SOBO Art Gallery at the same time.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • August 26, 2025
SAVE THE DATE: Windermere High Fall Bash set for Sept. 17

Attendees will enjoy drinks, food, music and a silent auction — all to raise funds for faculty and club grants for the school.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • August 26, 2025
Friday Night Sights: P.A. announcers

West Orange and Southwest Orange football fans are lucky to have talented announcers narrating all the on-field action.

  • West Orange Times & Observer
    By
  • Michael Eng
  • August 26, 2025
West Lake Hancock Estates home tops Horizon West sales from Aug. 18 to 25

The home at 7388 John Hancock Drive, Winter Garden, sold Aug. 20, for $1,999,000.

  • Southwest Orange
  • Real Estate
    By
  • Leticia Silva
  • August 25, 2025
Ocoee's food truck battle

The city is hosting a food truck battle from 5 to 8 p.m. Thursday, Sept. 4, at 125 N. Lakeshore Center, Ocoee.

  • West Orange Times & Observer
    By
  • Sam Albuquerque
  • August 23, 2025
Historic Edgewater Hotel in downtown Winter Garden closes

After opening for business nearly a century ago, the Plant Street bed-and-breakfast has closed its doors and will be sold.

  • West Orange Times & Observer
    By
  • Leticia Silva
  • August 23, 2025
SAVE THE DATE: Oakland's block party

The town’s block party will take place from 5:30 to 8 p.m. Friday, Sept. 19, at Healthy West Orange Arts and Heritage Center, 126 Petris Ave., Oakland.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Leticia Silva
  • August 23, 2025
Roots and Memories: Celebrating Día de los Muertos

Healthy West Orange Arts and Heritage Center is hosting a celebration of Mexican culture from 5:30 to 7:30 p.m. Friday, Sept. 12, at 126 Petris Ave., Oakland.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Leticia Silva
  • August 23, 2025
PHOTOS: Healthy Family Day 2025

The Roper YMCA hosted Healthy Family Day from 10 a.m. to 1 p.m. Saturday, Aug. 23, at 100 Windermere Road, Winter Garden.

  • West Orange Times & Observer
    By
  • Leticia Silva
  • August 22, 2025
"The Greatest Railroad Story Ever Told" at the Central Florida Railroad Museum

Central Florida Railroad Museum will host author Seth Bramson for a presentation at 1:30 p.m. Saturday, Sept. 20, at 101 S. Boyd St., Winter Garden.

  • West Orange Times & Observer
  • News
    By
  • Michael Eng
  • August 22, 2025
Waterside on Johns Lake home tops Winter Garden sales from Aug. 11 to 17

The home at 16675 Otterchase Lane, Winter Garden, sold Aug. 15, for $990,000.

  • Winter Park - Maitland Observer
  • Real Estate
    By
  • Leticia Silva
  • August 21, 2025
Windermere High rated among the best high schools in Florida

U.S. News & World Report ranked the best high schools in Florida and Windermere is on that list.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • August 20, 2025
Eight Waves is at a new location

Eight Waves has moved to the First United Methodist Church of Winter Garden.

  • West Orange Times & Observer
  • News
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  • April 3, 2026
CFS Coffee Shop now open in Winter Garden
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Overnight closures for State Road 429
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Ocoee mourns the death of a 4-year-old girl who was run over by a car
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