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West Orange Times & Observer | History

By

Amy Quesinberry Price
October 7, 2025

Winter Garden Heritage Foundation debuts new exhibition

Two local athletes spoke about their experiences at the opening reception of the Winter Garden Heritage Foundation’s ‘Champions of West Orange County.’

West Orange Times & Observer
History

By Amy Quesinberry Price
September 17, 2025

Church of the Messiah in Winter Garden celebrates 75 years of faithful service

The Episcopal church is celebrating its anniversary with the Sunday evening service of supper and a one-minute message.

West Orange Times & Observer
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 10, 2025

120 years of telling the news in West Orange County

From the Ricochet to the Observer, West Orange’s only hyperlocal newspaper has recorded the history of the area since 1905.

West Orange Times & Observer
News

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

Sam Albuquerque
August 23, 2025

Historic Edgewater Hotel in downtown Winter Garden closes

After opening for business nearly a century ago, the Plant Street bed-and-breakfast has closed its doors and will be sold.

West Orange Times & Observer

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 18, 2025

WAY BACK WHEN: Phil Cross

Phil Cross has lived his entire life in West Orange County and has become a historian on the area and its railroads.

West Orange Times & Observer
News

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
July 10, 2025

Winter Garden Heritage Foundation to celebrate 250th anniversary of the American Revolution

The event will take place from 6:30 to 8 p.m. Friday, July 18, at the foundation, 21 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By

Amy Quesinberry Price
June 20, 2025

Winter Garden Heritage Foundation resurrects exhibition

“Winter Garden’s Renaissance: A Historic Timeline” debuted this month, chronicling downtown’s resurgence with now-and-then photos.

West Orange Times & Observer
News

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