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By Hannah Swayze |
July 23, 2019

Town council to start budget discussions at workshop tonight

The next Windermere Town Council meeting will be 6 p.m on August 13 at Town Hall.

West Orange Times & Observer
News

By Danielle Hendrix |
August 10, 2021

OCPS corrects confusion over county's new COVID-19 testing site

Members of the community reportedly showed up to Prairie Lake Elementary rather than the former Clarcona Elementary site.

West Orange Times & Observer
News

By Chris Martucci |
August 24, 2021

West Orange High School Football Schedule – Week 1

The first slate of regular season games begins on Friday

Sports

By Tim Freed |
January 8, 2018

Winter Park City Commission meeting set for Jan. 8, 2018

Commissioners will discuss their legislative priorities for 2018 at today's meeting

Winter Park - Maitland Observer
News

By Danielle Hendrix |
January 29, 2018

BLACK TIE: Windermere Wine & Dine 2018

About 1,000 attendees and volunteers descended on Windermere’s Town Hall to enjoy a night of mingling, sipping wines and tasting local delicacies.

Black Tie

By Danielle Hendrix |
February 19, 2018

BLACK TIE: St. Jude Orlando Gala 2018

Hundreds of guests arrived dressed to the nines, ready to spend the evening extending their helping hearts to St. Jude’s patients and families.

Black Tie

By Danielle Hendrix |
September 11, 2018

PHOTOS: Dr. Phillips High's 9/11 Anniversary Memorial Tribute

Dr. Phillips High School held a memorial ceremony to reflect on the 17th anniversary of the Sept. 11 attacks.

Southwest Orange
News

By Harry Sayer |
October 13, 2017

BLACK TIE: Inspiring Innovation Gala 2017

The Orlando Science Center honored a renowned turtle and tortoise authority Friday night at their 'Inspiring Innovation' fundraiser.

Black Tie

By Tim Freed |
October 31, 2017

Winter Park National Bank chartered by the U.S. Comptroller of the Currency

It was the first full-service national bank chartering since the financial crisis.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
November 10, 2017

PHOTOS: West Orange scores 70 in bowl game against Lyman -- Observer Preps

The Warriors defeated the Greyhounds 70-32 in the Gergley Bowl at Showalter Field in Winter Park.

Sports

By Amy Quesinberry Price |
May 1, 2025

200 women building together Saturday

West Orange Habitat for Humanity is hosting its annual Women Build in Winter Garden.

West Orange Times & Observer
Neighborhood

By Annabelle Sikes |
May 13, 2024

SweatHouz now open in Horizon West

The contrast therapy studio offers a multitude of amenities including a private infrared sauna and cold plunge suites.

Southwest Orange
News

By Debra Garcia |
May 15, 2025

Black Bean Deli brings cuban flavor to downtown Winter Garden

Owner Andres Corton, a Cuban-American creative force, blends heritage and design in repurposed spaces that honor the past.

West Orange Times & Observer
News

By Leticia Silva |
August 17, 2025

New Mediterranean street food spot to open in Ocoee

The restaurant will host its grand opening event from 6 to 9 p.m. Friday, Aug. 22, at 10341 W. Colonial Drive, Suite 20, Ocoee.

Arts + Entertainment
Eat + Drink

By Michael Eng |
October 11, 2024

OCPS reports no major damage to campuses

Classes are scheduled to resume Tuesday, Oct. 15.

Hurricane

By Leticia Silva |
September 29, 2025

AdventHealth Winter Garden recognized as top performer in community hospital cohort

AdventHealth announced its recognition Saturday, Sept. 27.

West Orange Times & Observer
News

By Megan Bruinsma |
October 10, 2025

Tragedy near Oak Ridge postpones football game against Windermere High

The game originally scheduled for Friday, Oct. 10 will be pushed back to Monday, Nov. 3 because of a tragic event in the area.

Sports
High Schools

By Leticia Silva |
November 24, 2025

Matthew's Hope reaches $250k in matching donations, new matching fund now available

The nonprofit organization has reached its goal to raise $250,000 to receive a matching donation. Now the nonprofit is receiving another $60,000 in matching funds.

West Orange Times & Observer
News

By Liz Ramos |
December 1, 2025

Three West Orange County music teachers nominated for award

Vote for Ocoee, Dr. Phillips or Windermere high school music teachers for the Manilow Music Teacher Award.

Observer School Zone
News

By Leticia Silva |
November 19, 2025

Windermere Elementary hosting holiday toy drive

Donations can be made to Windermere Elementary until Dec. 5 and will go toward children at Orange Center Elementary.

Southwest Orange
News

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