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Orange Observer | Orange Observer

    By
  • Liz Ramos
  • February 16, 2026
Meet Commissioner Nicole Wilson in Windermere

The Orange County Board of County Commission member is hosting in-person office hours from 11:30 a.m. to 2 p.m. Thursday, Feb. 19, at Town Hall.

  • Southwest Orange
  • News
    By
  • Liz Ramos
  • February 16, 2026
Windermere to experience road closures

Several roads throughout downtown Windermere could experience closures through Friday, Feb. 20.

  • Southwest Orange
  • News
    By
  • Amy Quesinberry Price
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit

A new exhibition at the Winter Garden Heritage Foundation pays tribute to the Rotary club’s dedication to its mission of Service Above Self and making a difference in Winter Garden.

  • West Orange Times & Observer
  • Neighborhood
    By
  • Michael Eng
  • February 16, 2026
Bay Hill home tops Dr. Phillips home sales from Feb. 9 to 15

The home at 6058 Jamestown Park, Unit GE, Orlando, sold Feb. 13, for $1,150,000.

  • Southwest Orange
  • Real Estate
    By
  • Justice Covert
  • February 16, 2026
PHOTOS: Boots and Salutes

Nearly 200 people enjoy inaugural Boots and Salutes, supporting veterans, first responders and their families.

  • Southwest Orange
  • Neighborhood
    By
  • Megan Bruinsma
  • February 14, 2026
PHOTOS: 2026 Night to Shine

Windermere’s Family Church hosted the annual Night to Shine Friday, Feb. 13.

  • Southwest Orange
  • Neighborhood
    By
  • Liz Ramos
  • February 13, 2026
Ocoee Neighborhood Matching Grant Program applications available

The grant program assists residents with making improvements to their neighborhoods.

  • West Orange Times & Observer
  • News
    By
  • Michael Eng
  • February 13, 2026
Oakland Park home tops Winter Garden/Oakland home sales from Feb. 2 to 8

The home at 8123 Fenton St., Orlando, sold Feb. 5, for $1,174,620.

  • West Orange Times & Observer
  • Real Estate
    By
  • Michael Eng
  • February 12, 2026
PHOTOS: Tildenville Elementary School Family Science Night

From computer programming and meteorology to biology and chemistry, Tildenville Elementary School made science come alive at its Family Science Night Thursday, Feb. 12, at the school.

  • Observer School Zone
    By
  • Liz Ramos
  • February 12, 2026
Traffic signal for Schofield and Avalon roads in Horizon West nears completion

The project includes three new signal mast arm assemblies expected to be complete in March.

  • Southwest Orange
  • News
    By
  • Liz Ramos
  • February 12, 2026
Winter Garden warns of scam

The scam involved false city Planning and Zoning invoices requesting a wire transfer.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • February 12, 2026
Orange County Sheriff's Office arrests teen in Horizon West

A deputy conducted a traffic stop on a 14-year-old who was riding an electric bicycle when the teen fled from the stop.

  • Southwest Orange
  • News
    By
  • Michael Eng
  • February 12, 2026
Windermere rolls out red carpet for Night to Shine

Night to Shine 2026 will take place from 6 to 9 p.m. Friday, Feb. 13, at the church’s Windermere campus, 300 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • February 12, 2026
1931-2026: Anne Bailey built community through local newspaper

Anne and George Bailey bought The Winter Garden Times in 1970 and shared the ins and outs of small-town living for 44 years.

  • West Orange Times & Observer
  • Obituaries
    By
  • Michael Eng
  • February 12, 2026
OBSERVED: New digs! Observer returns to Dillard Street

We left our longtime home at 720 S. Dillard St. in 2018 and now have found a new one at 210 S. Dillard St.

  • West Orange Times & Observer
  • Opinion
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