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By Randy Knight |
October 8, 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 |
October 15, 2014

Winter Park City Talk

Public safety is always top priority. When crime happens, our police department acts swiftly.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
August 5, 2017

Former West Orange baseball teammates reunited in Texas Rangers' minor league affiliate -- Observer Preps

A mere 2,800 miles from where they played high-school baseball together in Winter Garden, Kole Enright and Chris Seise are teammates again for the Spokane Indians — a Class A Short Season affiliate of the Texas Rangers.

Sports

By Steven Ryzewski |
October 2, 2014

W.O.'s Brandon Wilson has committed to Virginia, is leader for Warriors' defense

Sports

By Liz Ramos |
May 22, 2025

INFLUENCER OF THE WEEK: Jessica Sinanan, Independence Elementary School

Jessica Sinanan is an instructional coach at Independence Elementary School.

Observer School Zone

By Gabby Baquero |
February 7, 2018

OCPS seeks parent input on rezoning options

District officials say new schools planned for Horizon West will affect students at five schools: Bridgewater Middle, Keene’s Crossing, Independence, Bay Lake and Sand Lake elementary schools.

Southwest Orange
News

By Sarah Wilson |
May 22, 2013

City, Rollins research bike share for SunRail

Winter Park and Rollins work to solve "the last mile problem."

Winter Park - Maitland Observer
News

By Tim Freed |
April 9, 2014

Mead Garden restoration plans could transform wetland

A restoration project for the Lake Lillian Wetlands at Mead Botanical Garden could bring new life to the dark, murky habitat – an effort that would eliminate other wildlife and vegetation in the process.

Winter Park - Maitland Observer
News

By Troy Herring |
October 18, 2017

Glass Knife coming to Winter Park

The cafe is bringing their tasty cakes and sweets to the community.

Winter Park - Maitland Observer
News

By Andrea Mujica |
September 1, 2023

ATHLETE OF THE WEEK: Lucas Restrepo

Restrepo contributed to the win the Vipers had against Liberty High School during the Kickoff Classic game Friday, Aug. 18, with six tackles, one tackle for loss, two sacks and two quarterback pressures.

Sports
Athlete of the Week

By Observer Staff |
December 23, 2010

Community Bulletin and Business Briefs

The Roth Jewish Community Center in Maitland celebrated Hanukkah this year with a “March of the Maccabees”.

Winter Park - Maitland Observer
News

By Josh Garrick |
February 29, 2012

Josh Garrick: Verdi up close

“The Andrews Brothers” is a new 1940s musical comedy running from March 2 to March 24 at the always fun, always innovative Winter Park Playhouse.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
May 2, 2012

Josh Garrick: Youth play in their finale concert

The Breakthrough Theatre of Winter Park will present the John Pielmeier drama, “Agnes of God.”

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
September 15, 2016

Old School: Winter Garden Little League introduces throwback threads

As part of the league’s efforts to improve player and family experience, players will wear Cooperstown Classic “throwback” uniforms. WGLL kicked off its fall season with a celebration and outdoor movie screening Sept. 10.

Sports
Youth Sports

By Troy Herring |
November 30, 2017

Basketball Preview | Observer Preps

Basketball season is finally underway for local high school hoops teams, and we have a run down of four storylines to watch this season.

Winter Park - Maitland Observer
Sports

By Steven Ryzewski |
May 9, 2018

West Orange softball holds off late rally by Olympia to advance to regional final | Observer Preps

The West Orange High School softball team defeated Olympia High School 6-5 in the regional semifinals of the Florida High School Athletic Association Class 9A Playoffs Tuesday evening in Winter Garden.