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News | All

    By
  • Liz Ramos
  • June 8, 2026
Mayday Handcrafted Ice Cream & Cookies is coming to Hamlin

The shop features handmade ice cream made in Florida as well as sprinkles and cones that are made right in the shop.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • June 8, 2026
Winter Garden Fire Rescue Department earns highest ISO rating

The department achieved a Class 1 Insurance Services Office Public Protection Classification, effective Sept. 1.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 8, 2026
Earthquake occurs off Cuba's coast, felt across Florida

The 6.1 magnitude earthquake took place at 2 p.m. Monday, June 8, off the northwest coast of Cuba.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • June 5, 2026
Winter Garden Heritage Foundation receives $10,000 grant

The West Orange Junior Service League awarded the foundation with the grant Thursday, June 4.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 5, 2026
New bar to open in Winter Garden

The Local aims to bring fun and familiarity to the locals of Winter Garden through food, entertainment and services.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 5, 2026
Mayor Jerry Demings diagnosed with cancer, suspends campaign for governor

Orange County Mayor Jerry Demings announced Friday, June 5, he was diagnosed with prostate cancer.

  • West Orange Times & Observer
  • News
    By
  • Megan Bruinsma
  • June 5, 2026
Temporary road closure in Ocoee

Maguire Road in Ocoee will close at 9:30 a.m. and remain closed for about two hours.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 4, 2026
Woman arrested at Disney's Contemporary Resort over seating arrangements

A 57-year-old woman was arrested Tuesday, May 19, after she had a dispute with Steakhouse 71 managers regarding seats.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • June 4, 2026
Ocoee woman dies in ATV accident

A 42-year-old woman from Ocoee died Saturday, May 30, in Alachua County.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 4, 2026
Vehicle-pedestrian crash turns fatal in Winter Garden

A vehicle-pedestrian crash in Winter Garden left one dead Thursday, May 28.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • June 4, 2026
Sookdeo Family Medicine relocating and expanding

The primary care clinic is relocating to 148 Southern Railway, Suite A, Oakland, in the fall.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • June 4, 2026
Community Health Centers announces new board members

Winter Garden's Jared Nordlund is one of two who have been appointed to the center's board of directors.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • June 4, 2026
Town of Windermere to host blood drive

The town is partnering with OneBlood for a community drive from 9 a.m. to 2 p.m. Friday, June 2.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • June 3, 2026
Florida lawmakers approve property tax cut proposal

The property tax amendment will be on the ballot in November.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • June 3, 2026
OCSO deputies fatally shoot Dr. Phillips woman holding a knife

The incident occurred around 1 p.m. Wednesday, June 3, in the 8200 block of Tivoli Drive, Orlando.

  • Southwest Orange
  • News
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Latest News All

1
  • June 17, 2026
Windermere council to ask state to clarify replacement of property tax funding
2
  • June 17, 2026
New AdventHealth ER brings care closer to Ocoee residents
3
  • June 17, 2026
Windermere couple rolls with new ice cream franchise
4
  • June 17, 2026
Southwest Middle School principal accepts position with Osceola County School District
5
  • June 17, 2026
Property tax proposal would force significant changes in Winter Garden

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