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By Debra Garcia |
May 13, 2025

Town of Windermere to host Armed Forces Day

The event takes place at 10 a.m. Saturday, May 17, at Town Hall, 520 Main St., Windermere.

Arts + Entertainment
Things to Do

By Michael Eng |
October 22, 2024

Hope Church to honor military personnel and first responders

The Winter Garden church will host its Hero Day from 9 to 11 a.m. Sunday, Nov. 3, at the Winter Garden campus, 100 Windermere Road, Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
October 30, 2025

Town of Windermere to host first Lakes Cleanup Day

The cleanup begins at 1:15 p.m. Sunday, Nov. 2, at Fernwood Park, 632 Butler St., Windermere.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
September 14, 2024

FRIDAY NIGHT ROUNDUP: Everything you need to know from Week Four of high school football

Did you miss your favorite West or Southwest Orange County high school football team's game? Catch up here with all the scores and notes from the area's Week Four action.

Sports
High Schools

By Josh Garrick |
January 28, 2016

Restaurant Review: TR Fire Grill

Those stacks were little altars to the worship of Ahi tuna, and I worshipped with every glorious bite.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
May 10, 2021

Ten homes top $1M mark in West Orange

Ten homes sold for more than $1 million each in West Orange from May 1 to 7.

West Orange Times & Observer
Real Estate

By Michael Eng |
June 7, 2021

Ten homes top $1M mark in West Orange

Ten homes sold for more than $1 million each in West Orange from May 29 to June 4.

West Orange Times & Observer
Real Estate

By Michael Eng |
February 6, 2024

Isles of Lake Hancock home tops Horizon West sales from Jan. 27 to Feb. 2

The home at 7793 Freestyle Lane, Winter Garden, sold Feb. 1, for $1,485,000.

Southwest Orange
Real Estate

By Isaac Babcock |
March 4, 2011

Keeping a secret

Monday night an Oviedo school will announce a pioneering leap forward.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
December 16, 2020

This week in West Orange County history

These people and events shaped the West Orange County that we know today.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
May 20, 2018

New athletic director excited for opportunity at Foundation Academy | Observer Preps

New Foundation Academy athletic director Lisa Eaves comes to Winter Garden after spending more than three decades at Rocky Bayou Christian School in Niceville.

Sports

By Sam Albuquerque |
November 28, 2024

Pickleball, exercise stations top list of Waterleigh park desires

Waterleigh residents learned more about a new park coming to the community at a recent county meeting.

Southwest Orange

By Amy Quesinberry Price |
May 29, 2019

Kaitlyn Fleming taking mission trip to southeast Asia

Kaitlyn Fleming of Winter Garden expects to work with young women who have been victims of sex trafficking during her two-month mission trip to Thailand and Cambodia.