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By Leticia Silva |
February 21, 2026

Winter Garden Little League celebrates largest season opener

The Winter Garden Little League celebrated its season opener Friday, Feb. 20, with more than 600 players.

Sports
Youth Sports

By Liz Ramos |
January 23, 2026

Dr. Phillips High alumna nominated for Television Academy Foundation award

Elizaveta Makarenko has been nominated in the Animation Series category for "Beautify," which she wrote, produced and directed.

Observer School Zone
News

By Annabelle Sikes |
August 20, 2023

Right need, wrong location?

Wincey Groves residents agree another gas station is needed in Horizon West. They just don’t want it so close to their community.

Southwest Orange
News

By Danielle Hendrix |
April 20, 2016

Dr. Phillips couple shares infertility journey, road to parenthood

Matt and Brianne Terry, of Dr. Phillips, have traveled a rocky road of infertility and loss to start their family. Now, they’re taking a new route in adoption.

Southwest Orange
News

By Tim Freed |
January 4, 2019

Trinity Prep eyes playoffs after postseason ban appeal

Trinity Preparatory School is once again eligible for football playoffs – and hopes to chase school history.

Winter Park - Maitland Observer
News

By Liz Ramos |
January 5, 2026

Horizon West schools find common thread

Bridgewater Middle School art students bring Keene’s Crossing Elementary students’ dream Squishmallows to life.

Observer School Zone

By Observer Staff |
May 21, 2015

05.21.15 Winner: Lianne Graham

West Orange Times & Observer
News

By Catherine Kerr |
May 25, 2015

GALLERY: Winter Garden Memorial Day

West Orange Times & Observer
News

By Catherine Kerr |
June 6, 2015

GALLERY: Legacy High Graduation

West Orange Times & Observer
News

By Observer Staff |
March 5, 2015

03.05.15 Winner: Randy Free

West Orange Times & Observer
News

By Tim Freed |
February 15, 2020

PHOTOS: Foundation Academy's 2020 Boosterthon Color Run

The race on the Tilden Road Campus offered a colorful competition.

West Orange Times & Observer
Neighborhood

By Tim Freed |
June 6, 2017

I Love Winter Park - Austin Patton

Austin Patton, of Orlando, submitted this wonderful photo of West New England Avenue.

Winter Park - Maitland Observer
News

By Troy Herring |
June 14, 2018

CJ Piantieri looks to go for gold in upcoming Special Olympics USA Games

A powerlifter and College Park resident, Piantieri is looking to bring home more medals at this year’s Games held in Seattle.

Winter Park - Maitland Observer
Sports

By Zak Kerr |
November 18, 2015

Tree burn reignites debate on Windsong

Developers and town officials cite state law as allowing the burn, but Windermere neighbors want it halted.

Southwest Orange
News

By Annabelle Sikes |
March 26, 2024

Community pushes back against Disney affordable-housing project

Horizon West residents still have a multitude of concerns involving Walt Disney World’s proposed affordable-housing project.

Southwest Orange
News

By Observer Staff |
August 1, 2012

Senior Calendar

The Armand Marchesano Orchestra will play music for dancing from 7:30 p.m. to 10 p.m. Saturday, Aug. 4, at the Beardall Center.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
October 17, 2012

Josh Garrick: Culture Worthy of Your Calendar

Each fall, Winter Park is transformed into a fashionista paradise, complete with trunk shows, designer meet-and-greets, sales and parties hosted by Winter Park’s boutiques.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
February 9, 2011

Winter Park City Talk

There will be a City Commission meeting on Monday, Feb. 14, at 3:30 p.m., in City Hall Commission Chambers.

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
October 27, 2022

Halloween event round-up 2022

Plan your Halloween, and alternatives to Halloween, fun with our round-up of local events.

West Orange Times & Observer
News

By Michael Eng |
April 6, 2021

Crown Point Woods home tops Ocoee sales from March 27 to April 2

The home at 1350 Log Landing Drive, Ocoee, sold March 29, for $460,000.

West Orange Times & Observer
Real Estate

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