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By Amy Quesinberry Price |
September 3, 2025

Annie Lee was family

Annie Lee Jackson was hired as a domestic worker for Windermere’s Pleus family, but her role in the household extended far beyond the cooking and cleaning. She was considered part of the family.

West Orange Times & Observer
News

By Megan Bruinsma |
December 4, 2025

OARS twins row in first place at the Hooch

Orlando Area Rowing Society rowers Anna and Maija Andert finished first in the Head of the Hooch among top 19 year olds in the country.

Sports

By Annabelle Sikes |
September 1, 2022

How safe is Horizon West?

Orange County Sheriff’s Office officials addressed residents’ concerns at a safety event last week.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 31, 2021

Oakland residents oppose tennis court enclosure

Not all are happy about the 10-foot chain-link fencing in Speer Park, which some say destroys the natural aesthetic.

West Orange Times & Observer
News

By Amy Quesinberry Price |
February 7, 2024

Woman’s Club of Ocoee: A century of service

For 100 years, women in Ocoee and West Orange County have come together to improve their community and support many local endeavors.

West Orange Times & Observer
News

By Sam Albuquerque |
September 13, 2024

Welcome home, Wolverines: Windermere football's on-campus stadium set to open this season

After seven years of playing its football and other outdoor sports at Deputy Scott Pine Community Park, Windermere High officially opens its on-campus stadium this season.

Sports
High Schools

By Clyde Moore |
October 4, 2012

Combo! Want fries with that?

When a website doesn't cooperate with you one day . . . . patience, patience! Go for a combo. So, dogs and babies, wine and garage sales, and MORE! And FRIDAY is TOMORROW! :-)

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
July 6, 2022

Krista Carter leaving VP role at West Orange Chamber of Commerce

Carter is pursuing another career opportunity after 21 years with the business organization.

West Orange Times & Observer
News

By Annabelle Sikes |
September 2, 2022

Photographer captures life’s magical moments

After moving from Germany to the United States at the end of May, Anne-Catrin Wahl plans to now bring her passion for capturing life’s most precious moments to her new home in Windermere.

West Orange Times & Observer
News

By Troy Herring |
January 9, 2020

FORECAST: Girls athletics continues to grow

With the rise of social media and female empowerment, high schools across the country have seen a spike in female participation in sports.

Sports

By Amy Quesinberry Price |
August 15, 2018

Walk along Memory Lane

These Times column: Walk down Memory Lane

West Orange Times & Observer
Neighborhood

By Clyde Moore |
October 5, 2012

Art, JUST Art, NO rain!

Let's all hope for great ART all weekend and NO more rain! It's been wet, wet, wet and we need a break . . . . a break to enjoy the WEEKEND and some wonderful ART!

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
May 10, 2023

Windermere High Chess Club earns first in OCPS competition

The OCPS chess tournament was held April 29 at SunRidge Middle School with hundreds of students in kindergarten through 12th grade.

West Orange Times & Observer
News

By Andrea Mujica |
August 11, 2023

Community meets, greets Johnny Damon

Local baseball fans gathered at New York Beer Project Saturday, Aug. 5, to meet and greet former MLB player Johnny Damon and to participate in the Local Legends Card Show.

Sports

By Observer Staff |
December 8, 2010

Our Observation

Shop local this season

Winter Park - Maitland Observer
Opinion

By Jenny Andreasson |
March 18, 2010

Firestorm over message

A nonprofit director "inadvertently" sent a political message shortly before the Maitland election

Winter Park - Maitland Observer
News

By Observer Staff |
June 29, 2011

Our Observation

Our vehicles provide us with a certain security that we will never be left in the rain or without air conditioning

Winter Park - Maitland Observer
Opinion

By Observer Staff |
July 20, 2011

Maitland City Talk

Over the years, Maitland has experienced fluctuating intrusions of hydrilla.

Winter Park - Maitland Observer
Opinion

By William G. (Bill) Oakley |
August 17, 2011

Good deals and good deeds for back to school

Families will undoubtedly be turning to thrift shops like Goodwill, where clothes, shoes and school supplies are available for a fraction of retail prices.

Winter Park - Maitland Observer
News

By Chris Jepson |
September 14, 2011

Perspectives

A 9-11 accounting

Winter Park - Maitland Observer
Opinion

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Results for:

Annie Lee was family

OARS twins row in first place at the Hooch

How safe is Horizon West?

Oakland residents oppose tennis court enclosure

Woman’s Club of Ocoee: A century of service

Welcome home, Wolverines: Windermere football's on-campus stadium set to open this season

Combo! Want fries with that?

Krista Carter leaving VP role at West Orange Chamber of Commerce

Photographer captures life’s magical moments

FORECAST: Girls athletics continues to grow

Walk along Memory Lane

Art, JUST Art, NO rain!

Windermere High Chess Club earns first in OCPS competition

Community meets, greets Johnny Damon

Our Observation

Firestorm over message

Our Observation

Maitland City Talk

Good deals and good deeds for back to school

Perspectives

Verified Audit