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By Observer Staff |
October 19, 2011

Calendar of events

Maitland Area Chamber of Commerce’s 14th Annual Taste of Maitland is Monday, Oct. 24.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
November 9, 2011

Culture Worthy of your Calendar

Hip holidays

Winter Park - Maitland Observer
Neighborhood

By Isaac Babcock |
October 1, 2015

Knights nearly take down South Carolina, Winter Park loses late

The Knights face Tulane on the road to start American Athletic Conference play this week. The Green Wave have a 1-2 record.

Winter Park - Maitland Observer
Sports

By Annabelle Sikes |
May 26, 2023

PHOTOS: 2023 Windermere Preparatory School graduation

This year’s graduating class featured more than 160 students.

Observer School Zone
Photos

By Amy Quesinberry Price |
September 26, 2022

Oakland offering sandbags

Residents will need to fill their own bags at Sadler and Cross.

West Orange Times & Observer
News

By Observer Staff |
July 15, 2015

Obituary: James E. Russell

West Orange Times & Observer
News

By Danielle Hendrix |
October 28, 2019

PHOTOS: Town of Windermere’s 2019 Halloween Costume Parade

Children of all ages transformed into princesses, pirates, characters and more in honor of Halloween.

Southwest Orange
Neighborhood

By Chris Martucci |
September 16, 2021

Ocoee-Apopka game postponed

Titanic Sept. 17 game postponed due to COVID concerns on Ocoee's side.

West Orange Times & Observer
News

By Troy Herring |
January 10, 2019

PHOTOS: Legacy Charter falls in heartbreaking 57-56 loss to Saints Academy School | Observer Preps

The Legacy Charter Eagles were led by Nathaniel Rodriguez's 16-point night

Sports

By Troy Herring |
March 15, 2019

PHOTOS: Olympia takes out Ocoee in 16-11 win | Observer Preps

The win was the second of the season for the Olympia Titans boys lacrosse team.

Sports

By Leticia Silva |
October 29, 2025

Sink hole in Ocoee causes road closure

East Crown Point Road is closed both ways due to a sink hole.

West Orange Times & Observer
News

By Observer Staff |
November 24, 2016

Calendar

Celebrate the spirit of the holidays as the Orlando Philharmonic Orchestra presents its annual Holiday Pops concert at Winter Park’s Central Park on Nov. 27.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
December 27, 2011

Calendar of events

Winter Park will proudly host the fifth annual Champs Sports Bowl Parade of Bands on Thursday, Dec. 29.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
August 30, 2023

Winter Garden Baptist dedicates new preschool

The new facility on North Woodland Street, Winter Garden Academy, will provide early education to children ages 5 weeks to 4 years.

West Orange Times & Observer
News

By Randy Knight |
August 28, 2013

Winter Park City Talk

The city of Winter Park will be offering waste disposal for all city residents Saturday.

Winter Park - Maitland Observer
Opinion

By Troy Herring |
November 21, 2020

PHOTOS/RECAP: West Orange grinds down Timber Creek in 26-0 win

Thanks to a stifling defense, the Warriors picked up the victory and will now host Apopka on Black Friday in the regional semifinal.

Sports

By Josh Garrick |
June 16, 2016

Josh Garrick: Culture for your Calendar

The World Ballet Competition 10th anniversary performance gala – “the Olympics of Ballet” – concludes on June 18 at 7:30 p.m. with a Gala Performance to showcase guest artist dancers from around the world in their “star-t...

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
January 10, 2018

Mosaic to "Serve the City"

A two-day conference will bring Christians together to discuss justice and mercy.

West Orange Times & Observer
News

By Liz Ramos |
March 23, 2026

Windermere Preparatory School looks to expand

Orange County will host a community meeting regarding a two-story K-5 school and amend streets and siting standards in Horizon West.

Southwest Orange
News

By Amy Quesinberry Price |
August 12, 2020

Bella Brown gets big birthday bash

Bella Brown’s 10th birthday was complete with a red carpet, horse-drawn carriage, city proclamation and a special guest.

West Orange Times & Observer
Neighborhood

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Results for:

Calendar of events

Culture Worthy of your Calendar

Knights nearly take down South Carolina, Winter Park loses late

PHOTOS: 2023 Windermere Preparatory School graduation

Oakland offering sandbags

Obituary: James E. Russell

PHOTOS: Town of Windermere’s 2019 Halloween Costume Parade

Ocoee-Apopka game postponed

PHOTOS: Legacy Charter falls in heartbreaking 57-56 loss to Saints Academy School | Observer Preps

PHOTOS: Olympia takes out Ocoee in 16-11 win | Observer Preps

Sink hole in Ocoee causes road closure

Calendar

Calendar of events

Winter Garden Baptist dedicates new preschool

Winter Park City Talk

PHOTOS/RECAP: West Orange grinds down Timber Creek in 26-0 win

Josh Garrick: Culture for your Calendar

Mosaic to "Serve the City"

Windermere Preparatory School looks to expand

Bella Brown gets big birthday bash

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