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By Danielle Hendrix |
January 12, 2018

BLACK TIE: Windermere Wine & Dine celebrates 5 years with new grant

Now in its fifth year, the Windermere Wine & Dine continues to see more success than ever — thanks to organizers and the town’s embrace.

Black Tie

By Amy Quesinberry Price |
August 29, 2018

Lighting up for Landon: City of Winter Garden to turn gold for Childhood Cancer Month

Winter Garden City Hall is issuing a proclamation for children with cancer, and Crooked Can Brewing Company is donating a portion of its Sept. 5 proceeds to the Leukemia & Lymphoma Society.

West Orange Times & Observer
News

By Annabelle Sikes |
August 17, 2024

Proposed townhouse project moves forward

An applicant is seeking to construct 61 new townhouse units in 11 separate townhome buildings, which will have five or six units each.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 2, 2024

Oakland drafts proposed 2024-25 budget

The Oakland town manager also presented a five-year capital improvement plan during the commission’s June 25 budget workshop.

West Orange Times & Observer
News

By Liz Ramos |
January 16, 2025

Select Winter Garden school zones will have new speed-detection systems

Nine schools zones will have the speed-detection systems.

West Orange Times & Observer
News

By Liz Ramos |
December 12, 2024

Frank Santos named new CEO of Rosen Hotels & Resorts

Rosen said resorts will not be sold as company looks to the future.

West Orange Times & Observer
News

By Sam Albuquerque |
February 20, 2025

AJ’s Pizza Joint is Winter Garden’s newest spot for a pie

From the brothers that brought The Whole Enchilada to downtown Winter Garden, Drew and David Cardaci are bringing back quality pizza to the heart of Plant Street.

West Orange Times & Observer
News

By Liz Ramos |
August 28, 2025

INFLUENCER OF THE WEEK: Laura Stile, Prairie Lake Elementary

Laura Stile is a K-2 reading coach and interventionist at Prairie Lake Elementary School.

Observer School Zone

By Megan Bruinsma |
February 10, 2026

Windermere High welcomes the softball team's newest coaching staff

The Wolverines have a new coaching staff, and the duo is determined to continue the winning culture.

Sports
High Schools

By Isaac Babcock |
July 25, 2012

Winter Park tables Park Avenue code changes

City Commission tables talks of code changes to southernmost block of Park Avenue.

Winter Park - Maitland Observer
News

By Sarah Wilson |
August 29, 2012

Maitland works to amend Art Center lease terms

The expiration of the one-year trial period of Art & History Museums – Maitland’s lease with the city of Maitland is a month away.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
June 10, 2023

Florida Friendly Demonstration Garden now open

Phase 1 of the city’s Florida Friendly Demonstration Garden opened May 22, located next to the Ocoee Lakeshore Center at 125 N. Lakeshore Drive.

West Orange Times & Observer
News

By Amy Quesinberry Price |
July 13, 2023

This week in West Orange County history: July 13, 2023

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

West Orange Times & Observer
News

By Kristy Vickery |
January 5, 2011

A runway to relief

Economist says state economy will build momentum in 2011, take off in 2012

Winter Park - Maitland Observer
News

By Jenny Andreasson |
June 24, 2010

Pick mayor on Monday

On Monday, June 28, the City Council is scheduled to appoint a new vice mayor. That vice mayor will become mayor on Jan. 4.

Winter Park - Maitland Observer
News

By Observer Staff |
March 14, 2012

Staff opinion: At war with our own future

Country is at war with its own future

Winter Park - Maitland Observer
Opinion

By Chris Jepson |
May 16, 2012

Chris Jepson: Take God shopping

I came up with the child advisory about mankind’s condition, “Fasten your seatbelt, kids, it’s gonna be a rough ride.”

Winter Park - Maitland Observer
Opinion

By Karen McEnany-Phillips |
April 13, 2011

Healing mind, body and spirit

Community nurses won’t bandage a scraped knee, but they will give you a health, lifestyle education

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
April 20, 2011

Our Observation

It’s hard to claim you’re not eating well when you’re averaging nearly 40 percent more income than the average American household.

Winter Park - Maitland Observer
Opinion

By Chris Jepson |
April 20, 2011

Perspectives

Reliable, safe birth control was, by my estimation, one of the most significant developments of the 20th century

Winter Park - Maitland Observer
Opinion

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