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By Michael Eng |
January 8, 2026

Isleworth estate tops Windermere home sales from Dec. 29, 2025, to Jan. 4

The home at 5157 Latrobe Drive, Windermere, sold Dec. 30, for $4,400,000.

Southwest Orange
Real Estate

By Michael Eng |
November 22, 2021

Windermere band: Even after the lights go out, your talent shines through

Even if your closest neighbors aren’t celebrating your many impressive accomplishments, we at the Observer are. And we are so very proud of you.

West Orange Times & Observer
Opinion

By Annabelle Sikes |
January 7, 2023

FORECAST: A new chapter kicking off in Horizon West

A new Orange County Library System branch currently is being planned in between Horizon West’s Town Center and the village of Bridgewater, adjacent to the future Horizon West Regional Park.

West Orange Times & Observer
News

By Troy Herring |
September 16, 2020

Furloughed Disney employees find success in side gigs

After being furloughed from Disney, many cast members are rekindling old interests and exploring new talents to bring in extra cash.

West Orange Times & Observer
News

By Observer Staff |
September 17, 2015

Jennifer Nesslar joins Times & Observer staff

West Orange Times & Observer
Your Town

By Observer Staff |
October 15, 2015

From the Winter Garden Heritage Foundation Archives 10.15.15

West Orange Times & Observer
Neighborhood

By Observer Staff |
July 10, 2014

Windermere Prep students attend journalism camp

West Orange Times & Observer
Neighborhood

By Leticia Silva |
July 15, 2025

New Starbucks location in Winter Garden

The newly built Starbucks on 16123 Marsh Rd, Winter Garden, now is open daily from 5a.m. to 9 p.m.

West Orange Times & Observer
News

By Leticia Silva |
September 3, 2025

New dessert shop open in Dr. Phillips

The Peach Cobbler Factory is now open at 7600 Dr. Phillips Blvd., Suite 10, Orlando.

Southwest Orange
News

By Liz Ramos |
October 23, 2025

Rotary Club of Horizon West collects 150 costumes

The costumes will be donated to local nonprofits.

Southwest Orange
News

By Annabelle Sikes |
June 17, 2022

Second hearing for east Winter Garden rezoning set for June 23

The Winter Garden City Commission heard the first reading and public hearing of several ordinances pertaining to the rezoning of east Winter Garden, the final step in the annexation process.

West Orange Times & Observer
News

By Tim Freed |
August 13, 2014

Fighting traffic woes at Winter Park Trader Joe's

Heavy traffic and parking problems plaguing the Winter Park shopping plaza containing Trader Joe’s may be there to stay unless the developer takes action.

Winter Park - Maitland Observer
News

By Tim Freed |
March 1, 2018

Winter Park Mayor Steve Leary gives State of the City Address

Residents heard about everything happening in Winter Park at the annual luncheon.

Winter Park - Maitland Observer
News

By Tim Freed |
September 27, 2018

Cornell Fine Arts Museum in Winter Park welcomes exhibit by artist Jamilah Sabur

Artist Jamilah Sabur will give a performance at the Cornell Fine Arts Museum related to her exploration of time.

Winter Park - Maitland Observer
News

By Jenny Andreasson |
October 27, 2010

Developer's Plan B

City attorney says terminate

Winter Park - Maitland Observer
News

By Brittni Larson |
March 25, 2010

Therapy with a grain of salt

The Salt Room in Orlando offers salt therapy, an ancient remedy said to help with respiratory ailments

Winter Park - Maitland Observer
Neighborhood

By Gabby Baquero |
September 6, 2018

Ocoee resident proposes Maguire house B&B conversion

Ocoee resident Kathleen Crown hopes to lease or purchase the property to retrofit it into a B&B, speakeasy and wedding venue.

West Orange Times & Observer
News

By Gabby Baquero |
April 24, 2017

Winter Garden expands planned townhome development

A proposed ordinance allowing an additional eight townhome units to a 24-townhome development passed its first hurdle during the April 13 commission meeting.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 14, 2022

This week in West Orange County history: July 14, 2022

Here's a look back at West Orange County's past.

West Orange Times & Observer
News

By Louis Roney |
January 7, 2016

Louis Roney: Santa Claus in a bathing suit!

At our house it has been our custom and pleasure to have a party at Christmastime built around carol singing and other music of good cheer.

Winter Park - Maitland Observer
Opinion

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