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By Troy Herring |
July 25, 2019

Windermere Little League 10-11-12 All-Star team kicks off Southeast Regional tonight

After taking the Florida State title, WLL will look to try and make their way through the Southeast Regional and on to the Little League World Series.

Sports

By Leticia Silva |
July 26, 2025

PHOTOS: Cars and Coffee celebrates its three-year anniversary

Located at 3118 Daniels Road, the car show featured a variety of cars and trucks.

West Orange Times & Observer
Neighborhood

By Tim Freed |
December 31, 2013

Capen House completes its move

Winter Park residents and historic preservationists alike rejoiced Dec. 19 as the second half of the 128-year-old Capen House safely made the journey across Lake Osceola.

Winter Park - Maitland Observer
News

By Chris Jepson |
February 2, 2017

Chris Jepson: The emperor has no clothes

My wife said she’s glad her mother and aunt are not alive today to witness the Republican presidential primary.

Winter Park - Maitland Observer
Opinion

By Harry Sayer |
June 2, 2018

Indiana couple relocates to open pet-supply franchise

Hugh and Chris Calvin run Winter Park’s new Pet Supplies Plus store.

Winter Park - Maitland Observer
News

By Sam Albuquerque |
May 15, 2025

Sam’s 2025 spring football stops: Foundation Academy Lions

Sports Editor Sam Albuquerque takes you behind the scenes of spring high school football in West, Southwest Orange, bringing you the top tidbits and notes he picked up.

Sports
High Schools

By Isaac Babcock |
July 6, 2011

Cashing in on SunRail boom

Gov. Scott reluctantly OKs commuter rail in Central Florida

Winter Park - Maitland Observer
News

By Steven Ryzewski |
January 8, 2015

2015 FORECAST: West Orange High School Turf

West Orange Times & Observer
News

By Sam Albuquerque |
February 21, 2024

Progress over perfection: How Foundation Academy cheer became world champions

In a season full of adversity, Foundation Academy cheer was able to rally and win every major championship.

Sports
High Schools

By Amy Quesinberry Price |
December 8, 2021

Cast Member Pantry hosting holiday festival

The fun event is an opportunity for the community to support the pantry, which helps former Disney workers in need.

West Orange Times & Observer
News

By Josh Garrick |
May 20, 2010

Culture worthy of your calendar

Orlando International Fringe Theatre Festival, One of 70 productions, Frank's frogs, Orlando hosts huge travel show

Winter Park - Maitland Observer
Neighborhood

By Liz Ramos |
June 23, 2025

Dr. P. Phillips Hospital to have Kelly's Homemade Ice Cream available

The hospital will be the first to feature Kelly's, which will be available at the counter in the hospital's café.

Southwest Orange
News

By Jennifer Nesslar |
September 15, 2016

Wawa and Culver's coming to an intersection near you

If all goes as planned, the Winter Garden Wawa and Culver’s will be open before the end of 2016.

West Orange Times & Observer
News

By Jenny Andreasson |
December 7, 2011

Nancy Miles' mayoral race kicks off

About 250 Winter Park residents filled the new Winter Park Community Center on Monday night to kick off Nancy Miles’ campaign for mayor.

Winter Park - Maitland Observer
News

By Sam Albuquerque |
May 9, 2024

Sam’s spring football stops: Windermere High

Observer Sports Editor Sam Albuquerque is taking you behind the scenes of your favorite high school football team in West, Southwest Orange County during spring football to bring you notes, tidbits and thoughts in this series.

Sports
High Schools

By Andrea Mujica |
April 28, 2022

Foundation Academy alumni and UNC-Charlotte graduate Denzel Irvin needs a heart

In March, Irvin went to the ER. If he had gone even 45 minutes later, he might have died.

West Orange Times & Observer
News

By Harry Sayer |
September 14, 2018

Vinia Wine Bar planned for Winter Park

Fabio Perricelli and Paula Gamba hope to open Vinia Wine Bar in the next few months.

Winter Park - Maitland Observer
News

By Leticia Silva |
November 19, 2025

Firm Foundation Preschool in need of new roof

Matthew’s Hope is looking for donations to replace the preschool’s roof to ensure the school can continue to serve the community.

West Orange Times & Observer
News

By Liz Ramos |
July 30, 2025

Horizon West artist to share newfound passion

"Abuela the artist" found a love for painting after arthritis made playing the piano too difficult. Now her artwork will be on display at Sonata Windermere.

Southwest Orange
Neighborhood

By Randy Knight |
November 16, 2011

Winter Park City Talk

On Friday, Nov. 18, the Winter in the Park holiday ice-skating rink in Central Park West Meadow will officially open!

Winter Park - Maitland Observer
Opinion

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