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By Observer Staff |
July 9, 2014

Calendar

The Park Avenue July Sidewalk Sale will be held Thursday, July 10, through Sunday, July 13. Save 50 to 75 percent at participating retailers.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
January 27, 2021

Holy Family Catholic wins flag football title

The varsity flag football team took home the Catholic Youth Sports Championship in a 12-6 win over St. James.

Sports

By Josh Garrick |
October 27, 2016

Josh Garrick: Culture for Your Calendar

The Orlando Ballet always has fun with Halloween, and choreographer Michael Pink’s celebrated ballet “Dracula” combines the horror of Bram Stoker’s classic 1897 story with dramatic choreography, theatrical sets, and a colorful ...

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
September 26, 2019

Influencer of the Week: Darlene Rando, Palm Lake Elementary

Darlene Rando is a kindergarten teacher for students with ASD at Palm Lake Elementary.

Southwest Orange
Neighborhood

By Randy Knight |
October 27, 2016

Winter Park City Talk

A ribbon-cutting ceremony will be held Friday, Oct. 28, at 5 p.m. to celebrate the completion of renovations at Showalter Field located at 2525 Cady Way.

Winter Park - Maitland Observer
Opinion

By Troy Herring |
December 1, 2019

PHOTOS/RECAP: CFCA caps off 10th annual Metro vs. Florida Challenge with buzzer-beating win over Ocoee

A last second floater by Riley Kugel pushed the Eagles to a 59-58 victory.

Sports

By Sam Albuquerque |
April 9, 2025

From Little League to Varsity: West Orange baseball seniors ready for a storybook ending

With 11 of its 13 seniors having played together since their Winter Garden Little League days, West Orange’s leaning on chemistry and leadership for a deep postseason run.

Sports
High Schools

By Observer Staff |
September 8, 2016

Maitland City Talk

Maitland will reveal a new branding for its Downtown and the area formerly known as the West Side.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
November 8, 2023

This week in West Orange County history: Nov. 9, 2023

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

West Orange Times & Observer
News

By Troy Herring |
May 25, 2018

“Enchanted Florida: Picturing Contemporary Landscape” exhibit opens at the Maitland Art Center

The latest exhibit features four Florida artists who examine the relationship between humankind and nature.

Arts + Entertainment
Arts + Culture

By Randy Knight |
November 5, 2014

Winter Park City Talk

The city’s Parks & Recreation Department is pleased to present a new event, “Chalk the Walk” in Central Park to be held Saturday, Nov. 8, from 8 a.m. to 4 p.m.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
February 14, 2018

Dr. Phillips baseball celebrates completion of locker room | Observer Preps

Dr. Phillips baseball raised funds for more than two years to get its brand-new locker room. On Feb. 10, the program held a ribbon cutting to dedicate the facility.

Sports

By Tim Freed |
February 19, 2014

Winter Park works on pitch for minor league baseball team

Talks of a minor league baseball team in Winter Park continued to take shape over the past 30 days as the city looks into bringing America’s pastime to the city on a professional level.

Winter Park - Maitland Observer
Sports

By Josh Garrick |
October 20, 2016

Josh Garrick: Culture for Your Calendar

Fascinating and deviant, "Dr. Jekyll and Mr. Hyde" captivates audiences who experience the play’s moral lesson while watching the lead actor transform before them.

Winter Park - Maitland Observer
Neighborhood

By Andrea Mujica |
January 25, 2023

County to break ground on new little league complex

Thursday’s ceremony will mark the beginning of a project that’s been in the works for more than five years that will provide the Dr. Phillips Little League with a new home.

West Orange Times & Observer

By Gabby Baquero |
April 17, 2017

COPS CORNER 03.27.17

An Ocoee man insisted on waiting for a cab at a property from which he'd recently been trespassed, and a driver in possession of drugs fled from a Windermere police officer.

West Orange Times & Observer
Cops Corner

By Josh Garrick |
December 5, 2012

Josh Garrick: Culture Worthy of Your Calendar

Amidst the holiday shows there are four performances left of the musical “Company."

Winter Park - Maitland Observer
Opinion

By Observer Staff |
January 21, 2015

Calendar

Pookie’s is proud to announce its seventh annual RescueFest, a fundraiser and adoption day to benefit local non-profit animal rescue groups!

Winter Park - Maitland Observer
Neighborhood

By Megan Bruinsma |
November 17, 2025

Windermere High swimmer beats National High School record

Windermere’s junior Rylee Erisman defeated the 100 free National High School time.

Sports
High Schools

By Andrea Mujica |
March 17, 2023

West Orange Babe Ruth, a place to play ball

WOBR will host its 2023 opening-day parade Saturday, March 25, and all teams will have the opportunity to create their own float, each with its own theme.

Sports

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Results for:

Calendar

Holy Family Catholic wins flag football title

Josh Garrick: Culture for Your Calendar

Influencer of the Week: Darlene Rando, Palm Lake Elementary

Winter Park City Talk

PHOTOS/RECAP: CFCA caps off 10th annual Metro vs. Florida Challenge with buzzer-beating win over Ocoee

From Little League to Varsity: West Orange baseball seniors ready for a storybook ending

Maitland City Talk

This week in West Orange County history: Nov. 9, 2023

“Enchanted Florida: Picturing Contemporary Landscape” exhibit opens at the Maitland Art Center

Winter Park City Talk

Dr. Phillips baseball celebrates completion of locker room | Observer Preps

Winter Park works on pitch for minor league baseball team

Josh Garrick: Culture for Your Calendar

County to break ground on new little league complex

COPS CORNER 03.27.17

Josh Garrick: Culture Worthy of Your Calendar

Calendar

Windermere High swimmer beats National High School record

West Orange Babe Ruth, a place to play ball

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