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By Andrea Mujica |
September 23, 2022

Dr. Phillips, CFCA, Ocoee, Windermere all win

Teams from West Orange and Southwest Orange had varying degrees of success in Week Five. Our recap here!

West Orange Times & Observer
News

By Troy Herring |
January 27, 2018

PHOTOS: Bishop Moore takes district crown in 2-0 win over Trinity Prep | Observer Preps

The Hornets and Saints will take a short break before the start of the state playoffs.

Winter Park - Maitland Observer
Sports

By Steven Ryzewski |
February 24, 2018

PHOTOS: Windermere softball tops Olympia 4-2 | Observer Preps

Holly Heath pitched a complete-game for the Wolverines, who improved to 2-1 on the season.

Sports

By Annabelle Sikes |
April 1, 2024

PHOTOS: Bentonshire Park groundbreaking in Horizon West

The 5-acre park is located on Bentonshire Avenue at Overstreet Road.

Southwest Orange
News

By Sam Albuquerque |
August 26, 2025

West Orange girls volleyball's Katelyn Landis commits to Denver

The Lady Warriors' 6-foot-1 middle hitter is taking her talents to the Rocky Mountains to play D-I ball for the Pioneers.

Sports
High Schools

By Sam Albuquerque |
November 8, 2024

West, Southwest Orange's high school football schedule for SSAA playoffs games

Here's everything you need to know from each game of the SSAA high school football playoff games in West, Southwest Orange County.

Sports
High Schools

By Michael Eng |
December 11, 2025

Isleworth mansion tops Windermere sales from Dec. 1 to 7

The home at 9935 Lake Louise Drive, Windermere, sold Dec. 2, for $11,100,000.

Southwest Orange
Real Estate

By Leticia Silva |
February 23, 2026

St. Luke's to host celebration of hymns

Performances will take place at 7 p.m. Saturday, Feb. 28, and 2:30 p.m. Sunday, March 1, at 4851 S. Apopka Vineland Road, Suite B, Orlando.

Arts + Entertainment
Things to Do

By Observer Staff |
October 18, 2024

Communities pick up the pieces following Milton

Hurricane Milton tore across Orange County in the early-morning hours of Thursday, Oct. 10, and caused damage in every community in West Orange and Southwest Orange.

West Orange Times & Observer
News

By Observer Staff |
January 7, 2015

Health Central welcomes first baby of 2015

West Orange Times & Observer
Your Town

By Michael Eng |
November 8, 2021

Vizcaya home tops Dr. Phillips sales from Oct. 30 to Nov. 6

The home at 8000 Firenze Blvd, Orlando, sold Nov. 3, for $2.15 million.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
June 25, 2015

Club Hubbub 06.25.15

West Orange Times & Observer
Neighborhood

By Observer Staff |
June 5, 2014

Senior Calendar

Maitland, Winter Springs and Casselberry offer a plethora of programs for seniors in June.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
May 11, 2023

Lake Down Village estate tops Windermere sales from April 29 to May 5

The home at 9525 Lavill Court, Windermere, sold May 5, for $2,550,000.

Southwest Orange
Real Estate

By Isaac Babcock |
May 30, 2012

Knights head to NCAA tourney

UCF will have one shot at redemption if they fall in the double-elimination first round, which starts this Friday, June 1, in Coral Gables.

Winter Park - Maitland Observer
Sports

By Observer Staff |
June 9, 2016

Maitland City Talk

Beginning on July 1, the city will pay 20 percent of fares for Uber trips that begin and end within Maitland proper.

Winter Park - Maitland Observer
Opinion

By Zak Kerr |
July 30, 2015

Dr. Phillips Little League Majors team preps for state tournament

Sports

By Steven Ryzewski |
April 23, 2015

West Orange softball set for first round of state playoffs

Sports

By Observer Staff |
June 19, 2014

Family Calendar

Maitland Public Library will host E-Gaming days every Friday during the summer from 1 to 4 p.m. starting on Friday, June 20. Play current and retro video games at this free event.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
September 19, 2014

W.O Times, Just 1 Book ready to run with Reading Reindeer

West Orange Times & Observer
News

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