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Southwest Orange | History

By

Amy Quesinberry Price
September 10, 2025

Windermere home houses five generations of memories

Town Council Member Andy Williams is the fifth generation of his family to live in Windermere. He and his wife, Colleen, are raising their daughter, Loren, in the house in which Williams grew up.

Southwest Orange
News

By

Michael Eng
September 10, 2025

Celebrating 120 years of the West Orange Times & Observer: The weight of it all

We know 120 years of newspapers doesn’t just happen. It takes commitment — both from us and from you — and we truly appreciate the opportunity to tell West Orange’s story.

West Orange Times & Observer
Opinion

By

Leticia Silva, Liz Ramos, Megan Bruinsma
September 10, 2025

West Orange, Southwest Orange mayors reflect on newspaper's history

Mayors share the impact the newspaper has had on their respective communities.

West Orange Times & Observer
History

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

Amy Quesinberry Price
August 28, 2025

Winter Garden Heritage Foundation debuts scouting exhibition

The Winter Garden Heritage Foundation’s display gives guests a look at scouting through the decades and the local hot spots for camping.

Arts + Entertainment
Things to Do

By

Amy Quesinberry Price
July 31, 2025

HISTORY: West Orange County of yesteryear for week of July 31, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
July 23, 2025

HISTORY: West Orange County of yesteryear for week of July 24, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
July 18, 2025

HISTORY: West Orange County of yesteryear for week of July 17, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
July 10, 2025

HISTORY: West Orange County of yesteryear for week of July 10, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Michael Eng
June 3, 2025

Winter Garden Heritage Foundation presents ‘Winter Garden’s Renaissance: A Historic Timeline’

A new exhibit celebrates the rebirth of Winter Garden.

Arts + Entertainment
Things to Do

By

Amy Quesinberry Price
May 28, 2025

HISTORY: West Orange County of yesteryear for week of May 29, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
May 21, 2025

HISTORY: West Orange County of yesteryear for week of May 22, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
May 14, 2025

HISTORY: West Orange County of yesteryear for week of May 15, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
May 7, 2025

HISTORY: West Orange County of yesteryear for week of May 8, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

By

Amy Quesinberry Price
April 30, 2025

HISTORY: West Orange County of yesteryear for week of May 1, 2025

These are the people and events who made headlines in West Orange County's past.

West Orange Times & Observer
History

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