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By Steven Ryzewski |
April 23, 2015

Squeeze seeks host families

Sports

By Amy Quesinberry Price |
May 20, 2015

GALLERY: Oakland Celebration Under the Arbor

West Orange Times & Observer
News

By Amy Quesinberry Price |
December 16, 2014

Celebration season

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 10, 2020

Windermere police escorting Easter Bunny around town

Families can catch a glimpse of the Easter Bunny as he tours the streets of Windermere.

Southwest Orange
Neighborhood

By Troy Herring |
May 28, 2021

PHOTOS: Legacy High School Graduation 2021

Forty-six Eagles walked across the stage on Friday morning to receive their diploma.

West Orange Times & Observer
News

By Hannah Swayze |
August 7, 2019

BREAKING NEWS: Fire Rescue on scene of house fire in Horizon West

OCFR is reporting there are no injuries and the fire is now out.

Southwest Orange
News

By Amy Quesinberry Price |
December 20, 2019

Construction continues on Ninth Street

A portion of Ninth Street in Winter Garden will remain closed until Dec. 24.

West Orange Times & Observer
News

By Danielle Hendrix |
May 25, 2018

PHOTOS: Olympia High Class of 2018 Graduation

More than 800 Titans became alumni as they walked across the stage at the Amway Center.

Southwest Orange
Neighborhood

By Danielle Hendrix |
December 9, 2018

BLACK TIE: HarborChase of Dr. Phillips Grand Opening

Residents, representatives and members of community gathered to celebrate the grand opening of Dr. Phillips’ newest senior-living facility.

Black Tie

By Danielle Hendrix |
April 8, 2019

BLACK TIE: 20th Annual Orlando Cattle Baron's Ball

The Orlando Battle Baron’s Ball recently celebrated 20 years of raising funds for the American Cancer Society.

Black Tie

By Danielle Hendrix |
November 18, 2017

PHOTOS: Light Up Windermere 2017

The community kicked off the holiday season with food trucks, lighting of the town’s Christmas tree and even a snow pit.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
May 10, 2017

Last day as a senior

Seniors at West Orange High School enjoyed the traditional walkout ceremony Tuesday, May 9.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 28, 2025

Oakland getting 10 miles of fiber optic lines

The installation will enhance high-speed internet access for residents and businesses.

West Orange Times & Observer
News

By Michael Eng |
May 15, 2025

Roper Y to host Community Impact Breakfast

The breakfast takes place from 8 to 9 a.m. Friday, May 16, at the Y, 100 Windermere Road, Winter Garden.

Arts + Entertainment
Things to Do

By Leticia Silva |
July 12, 2025

Man is missing after falling in Lake Butler

A boater in his 20s is missing after falling in Lake Butler in Windermere on Saturday, July 12.

Southwest Orange
News

By Annabelle Sikes |
November 11, 2021

DBi Services’ abrupt closure leaves locals unemployed

Winter Garden employees were among the thousands who were jobless when the nationwide company closed Oct. 22.

West Orange Times & Observer
News

By Randy Knight |
June 13, 2012

Winter Park City Talk

Which park shall be renamed to MLK?

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
December 7, 2022

Plans for Waterleigh park begin to take shape

The $1.2 million project is in the public outreach phase and is expected to be open for use by late 2025.

West Orange Times & Observer
News

By Zak Kerr |
April 14, 2015

Rosser Reserve gets Windermere Council's approval

West Orange Times & Observer
News

By Zak Kerr |
November 13, 2014

Ocoee commission chooses builder for Crown Point tracts

West Orange Times & Observer
News

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