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By Isaac Babcock |
July 6, 2011

Cashing in on SunRail boom

Gov. Scott reluctantly OKs commuter rail in Central Florida

Winter Park - Maitland Observer
News

By Annabelle Sikes |
April 15, 2023

Windermere student wins film award

Windermere High School sophomore Jaylee Graham's film won the best comedy award at the Enzian Reel Short Teen Film Festival.

Observer School Zone
News

By Observer Staff |
December 20, 2012

2012 Best of News

A roundup of the year's best news stories

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
May 20, 2020

Armbrusters retiring after 68 collective years with OCPS

Mike and Sandi Armbruster have a list of household projects, as well as a bucket list, to tackle after their joint retirement next month.

West Orange Times & Observer
News

By Danielle Hendrix |
September 23, 2020

West Orange-area real estate booms despite pandemic

Although many industries have suffered mightily in 2020, real estate — and specifically West Orange real estate — isn’t among them.

Southwest Orange
Real Estate

By Amy Quesinberry Price |
January 8, 2020

FORECAST: Reconstruction, realignments aim to improve downtown Winter Garden mobility

The city of Winter Garden is starting an ambitious redevelopment project along South Dillard Street and has plans to realign the West Orange Trail in two places and create a downtown “Central Park.”

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 15, 2025

Windermere spending year celebrating 100th anniversary

The Southwest Orange County town was founded in 1925 by three men who would later serve as Windermere mayors.

West Orange Times & Observer
News

By Sam Albuquerque |
April 30, 2025

Sam’s 2025 spring football stops: The First Academy Royals

Sports Editor Sam Albuquerque takes you behind the scenes of spring high school football in West, Southwest Orange, bringing you the top tidbits and notes he picked up.

Sports
High Schools

By Annabelle Sikes |
September 22, 2023

'We need more drivers'

The bus driver shortage continues to cause problems for Orange County Public Schools, as well as parents and students.

West Orange Times & Observer
News

By Annabelle Sikes |
October 21, 2023

Windermere council denies expansion variance

The applicant asked to expand a non-conforming side setback to accommodate the expansion of a home.

Southwest Orange
News

By Megan Bruinsma |
October 21, 2025

Foundation Academy celebrated the birth of upgraded facilities

Foundation Academy’s new track and other projects are enhancing all students’ experiences by providing a safer training facility.

Sports

By Observer Staff |
November 28, 2012

Calendar

The Holiday Tree Lighting Ceremony in Winter Park will be Friday, Nov. 30, at 5:15 p.m. in Central Park.

Winter Park - Maitland Observer
Neighborhood

By Isaac Babcock |
July 11, 2012

Winter Park budget calls for cuts

The glow of the movie projector could go dark in Winter Park’s Central Park, one of a few cuts proposed at Monday’s City Commission meeting for the 2013 budget.