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By Michael Eng |
June 3, 2025

Signature Lakes estate tops Horizon West sales from May 26 to June 1

The home at 14700 Avenue of the Rushes, Winter Garden, sold May 30, for $2,700,000.

Southwest Orange
Real Estate

By Isaac Babcock |
March 4, 2010

Regional champions

The Winter Park boys basketball team is flying high after the biggest win in the regional tournament so far.

Winter Park - Maitland Observer
Sports

By Annabelle Sikes |
February 6, 2023

Second Harvest Food Bank to host second Ultimate Garden Party

All proceeds raised fund Second Harvest’s hunger relief efforts, which include distributing enough food for 300,000 meals a day across Central Florida.

West Orange Times & Observer
News

By Troy Herring |
April 27, 2021

Ocoee community mourns death of former football standout Aaron Wilson

Wilson, who was previously at Ocoee High before transferring to St. Frances Academy in Baltimore, Md., died Monday, April 26 from cancer.

Sports

By Danielle Hendrix |
May 6, 2016

ATHLETE OF THE WEEK: Matthew Antrella

West Orange junior Matthew Antrella is making strides for the boys volleyball team, as one of its top players.

Sports

By Troy Herring |
July 18, 2019

West Orange Times: High 5 — July 18, 2019

In a 4-1 loss in the second game of the Winter Garden Squeeze’s doubleheader against Sanford on Saturday, July 13, Wesley Faison led the way once more at the plate. The junior out of Texas State went 2-for-3 with an RBI.

Sports

By Michael Eng |
November 23, 2021

Wintermere Pointe home tops Winter Garden-area sales from Nov. 14 to 20

The home at 2285 Wintermere Pointe Drive, Winter Garden, sold Nov. 16, for $753,777.

West Orange Times & Observer
Real Estate

By Michael Eng |
September 3, 2020

Twinwaters home tops Winter Garden sales from Aug. 21 to 27

The home at 16629 Toccoa Row, Winter Garden, sold Aug. 21, for $590,000.

West Orange Times & Observer
Real Estate

By Michael Eng |
May 21, 2020

Island H2O Live! Water Park reopens Saturday, May 23

The Kissimmee water park will implement a number of changes as it reopens this weekend.

West Orange Times & Observer
News

By Troy Herring |
October 3, 2020

FOOTBALL SCORES: Thursday, Oct. 1/Friday, Oct. 2/Monday, Oct. 5

TFA kicks off its Citrus League season with a win over Windermere Prep, while Foundation Academy and Legacy Charter remain undefeated.

Sports

By Troy Herring |
February 21, 2019

PHOTOS: CFCA throttles Master's Academy 78-41 in regional semifinal | Observer Preps

A hot shooting night from CFCA's Anterrius Washington helped push the Eagles on to the regional final.

Sports

By Brittany Gaines |
February 2, 2017

Cast of “The 25th Annual Putnam County Spelling Bee” share their most embarrassing middle-school stories

"The 25th Annual Putnam County Spelling Bee" will run from Feb. 3-26 at the Garden Theatre

Arts + Entertainment
Arts + Culture

By Randy Knight |
July 30, 2015

Winter Park City Talk

The Vision Winter Park team is continuing to work with the community in setting the stage to guide the vision for the city’s future.

Winter Park - Maitland Observer
Opinion

By Danielle Hendrix |
June 18, 2020

Orange County mayor mandates wearing face masks in public

Anyone living, working or visiting Orange County must wear a mask in public beginning Saturday, June 20.

West Orange Times & Observer
News

By Observer Staff |
July 17, 2013

Calendar

Mad Cow Theatre is thrilled to announce the extension for “Collected Stories by Donald Margulies.”

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
September 7, 2018

Catching Wildfire: How a local travel softball powerhouse bloomed out of Windermere

The Windermere Wildfire, a powerhouse in the local and state travel-softball scene, grew from one team of girls from Windermere Little League.

Sports

By Steven Ryzewski |
December 8, 2016

Youth football: Pair of Bobcats teams prep for nationals

The West Orange 14U and 8U teams will compete against some of the best teams around the country next weekend in Davenport.

Sports
Youth Sports

By Josh Garrick |
March 17, 2016

Josh Garrick: Culture for Your Calendar

Michael Edwards will direct, Roy Alan will choreograph and Chris Leavy will music direct.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
August 2, 2023

Caleb Foarde spends day with Buffalo Bills

The Horizon West resident was granted a wish through the Make-A-Wish Foundation and traveled to New York to become an honorary member of the team.

West Orange Times & Observer
News

By Steven Ryzewski |
October 19, 2017

Observer Preps Team of the Week: The First Academy Girls Golf

In a span of three days, the Royals won a big tournament in south Florida and the district championship.

Sports

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