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By Liz Ramos |
March 25, 2026

New leader takes helm of Windermere Preparatory School

As the new head of school, Alex Birchenall wants to honor the 25-year history and legacy of the school while also looking to expand the school and its programs.

Observer School Zone
News

By Observer Staff |
June 29, 2011

Winter Park City Talk

Olde Fashioned 4th of July in Central Park

Winter Park - Maitland Observer
Opinion

By Randy Knight |
February 18, 2016

Winter Park City Talk

A road closure will impact the pedestrian and vehicular traffic during the Saturday, Feb. 20, Winter Park Farmers’ Market.

Winter Park - Maitland Observer
Opinion

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 Hannah Swayze |
August 14, 2019

Development expected to bring new businesses to Winter Garden

The new site approved at 15500 Tucker Oaks Blvd. includes a warehouse, medical offices and commercial buildings.

West Orange Times & Observer
News

By Sarah Wilson |
June 25, 2014

Three downtown proposals pass muster in Maitland

Plans for downtown Maitland’s long awaited redevelopment are slowly being fleshed out as the city’s Community Redevelopment Agency Advisory Board voted to move forward with three possible developments for the downtown area last week.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
May 27, 2019

OCPS to vote on site 85-E-W-4 rezoning, select Westside Tech construction firm

School board members meet May 28 to vote on the rezoning for four Horizon West-area elementary schools in August 2020, among other items.

West Orange Times & Observer
News

By Isaac Babcock |
June 24, 2010

Private meetings, public business

Winter Park Mayor Ken Bradley said some former and current commissioners may need to be more careful about violating state Government in The Sunshine Law.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
July 31, 2017

PHOTOS: Windermere High football's first fall practice -- Observer Preps

Some afternoon storms weren't enough to keep the Wolverines from enjoying their first official practice of their first official season.

Sports

By Danielle Hendrix |
January 10, 2020

Winter Garden commissioners consider proposed hotels, gas station

A developer's plans for the northeast corner of West Colonial Drive and Carter Road include a Hampton Inn and a 7-Eleven.

West Orange Times & Observer
News

By Observer Staff |
September 14, 2011

Winter Park City Talk

Commissioner Sprinkel’s CoffeeTalk session is Thursday, Sept. 15.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
October 15, 2015

Winter Park City Talk

The city is proud to announce the Winter Park Benefit Shop 80th Anniversary Celebration will be held Saturday, Oct. 17, from 10 a.m. to 2 p.m.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
March 11, 2015

Winter Park City Talk

On Sunday, March 15, from 6 to 8 p.m. the city of Winter Park will proudly host the Orlando Philharmonic Orchestra as they present Spring Pops “Voices of Spring” in charming Central Park.