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By Tim Freed |
February 23, 2019

PHOTOS: Winter Park State of the City Luncheon 2019

Winter Park leaders and members of the community gathered to hear about the latest happenings within the city.

Winter Park - Maitland Observer
News

By Observer Staff |
October 7, 2015

Windermere church to offer interfaith service

West Orange Times & Observer
News

By Annabelle Sikes |
March 30, 2022

TV host Matt Paxton coming to Winter Garden Goodwill

The ambassador and international spokesperson for the nonprofit is aiming to teach people how to downsize by organizing their keepsakes and encouraging locals to donate unwanted items.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 28, 2025

Home & Garden Show returning for 16th year

The big event will take place Feb. 14 through 16 at the Orange County Convention Center.

West Orange Times & Observer
News

By Michael Eng |
August 26, 2016

GALLERY: West Orange High vs. Foundation Academy

Winter Garden football fans packed Raymond Screws Stadium Aug. 26 for the Battle of Winter Garden.

Sports
High Schools

By Josh Garrick |
March 17, 2016

Josh Garrick: Culture for Your Calendar

Michael Edwards will direct, Roy Alan will choreograph and Chris Leavy will music direct.

Winter Park - Maitland Observer
Neighborhood

By Zak Kerr |
November 21, 2014

Windermere Elementary celebrates Grandparents Day

West Orange Times & Observer
News

By Observer Staff |
October 22, 2014

Calendar

The 15th annual free Pet Costume Contest presented by The Doggie Door will feature a large dog contest at 11 a.m. and a small dog contest at 1 p.m. on Sunday, Oct. 26, at the corner of Park and Garfield avenues in downtown Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
November 12, 2014

Winter Park looks to makeover storefronts on Fairbanks Avenue

Winter Park’s latest effort to revitalize West Fairbanks Avenue may be giving local storefronts a facelift.

Winter Park - Maitland Observer
News

By Observer Staff |
March 20, 2014

Chili for Charity

Winter Parkers came out in droves for Chili for Charity at the Winter Park Farmers Market Feb. 26

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
February 17, 2023

Citizens Police Academy accepting applications

The Winter Garden Police Department is hosting its next academy for residents starting March 1.

West Orange Times & Observer
News

By Randy Knight |
October 29, 2015

Winter Park City Talk

The city of Winter Park and the Public Art Advisory Board are preparing for the return of Art on the Green, a major exhibition of large-scale sculptures displayed in the 11-acre Central Park in downtown Winter Park.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
June 29, 2011

Calendar and Family Calendar

"You're a Good Man, Charlie Brown," DUI checkpoint, animal rights potluck picnic

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
January 22, 2015

AARP opensÂ new location

West Orange Times & Observer
Your Town

By Tim Freed |
October 27, 2018

PHOTOS: Edgewater falls to Hagerty in 31-15 loss | Observer Preps

Edgewater High School lost their first game of the season against Hagerty High School on Friday, Oct. 26

Winter Park - Maitland Observer
News

By Michael Eng |
May 21, 2025

Windermere’s Memorial Day Observance set for Monday

The town’s event will take place at 10 a.m. Monday, May 26, at Town Hall, 520 Main St. Windermere.

Arts + Entertainment
Things to Do

By Michael Eng |
October 27, 2023

PHOTOS: Ocoee High band performs video game-themed show

The band performed at halftime of the Dr. Phillips/Ocoee football game Thursday, Oct. 26.

Observer School Zone

By Observer Staff |
October 23, 2014

Orlando Ballet to present 'Peter & The Wolf'

West Orange Times & Observer
Neighborhood

By Michael Eng |
March 9, 2021

Arden Park home tops Ocoee sales from Feb. 26 to March 4

The home at 1974 American Beech Parkway, Ocoee, sold Feb. 26, for $424,015.

West Orange Times & Observer
Real Estate

By Michael Eng |
August 31, 2022

PHOTOS: Windermere marching band debuts new show

This year, the band will participate in several competitions, including the Bands of America Grand Nationals, which will take place Nov. 10-12 in Indianapolis.

West Orange Times & Observer
Neighborhood

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