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By Chris Jepson |
August 8, 2012

Jepson: An appeal to Maitland City Council

The city of Maitland is at a crossroads. You have what many cities across America could only wish for – an established art treasure in the form of the Maitland Art Center.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
March 16, 2017

Sports Spotlight - Windermere Observer: Hannah Eden

Hannah Eden’s walk-off home run propelled the Dr. Phillips softball team to a big victory.

Sports

By Gabby Baquero |
November 9, 2018

Winter Garden man suing Tesla for autopilot crash

A Winter Garden resident filed a lawsuit against the automaker following a crash that he blames on the vehicle’s semi-autonomous driving feature.

West Orange Times & Observer
News

By Howard Schieferdecker |
May 16, 2012

Maitland City Talk

To commit now monetary funding to the Wekiva Parkway does not properly address our present and immediate future transportation needs.

Winter Park - Maitland Observer
Opinion

By Sam Albuquerque |
August 22, 2025

Athlete of the Week: Cole Simons, West Orange boys volleyball

Standing at 6-foot-3, Cole Simons’ size is matched by an insane vertical, which serves him well on the hardwood during volleyball and basketball seasons for West Orange.

Sports
Athlete of the Week

By Observer Staff |
March 19, 2014

Calendar

The Hannibal Square Wine Tasting returns to West New England Avenue from 5 to 7:30 p.m. March 20. Try dozens of wines, listen to live music, and mingle.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
July 15, 2020

West Orange community mixed on state's school plans

Stakeholders hold differing views regarding the emergency order to open school buildings.

West Orange Times & Observer
News

By Danielle Hendrix |
April 3, 2019

Horizon West's Independence community celebrates 15 years

Independence, one of the first communities in Horizon West to be built out, is celebrating its 15th anniversary this year.

Southwest Orange
News

By Danielle Hendrix |
December 21, 2017

Winter Garden resident starts 'deaf chat' to help others build ASL proficiency

A Winter Garden resident has started a monthly chat for those wanting to learn or get better at American Sign Language.

West Orange Times & Observer
News

By Gabby Baquero |
November 10, 2016

Ocoee PD hires first female deputy chief

Saima Plasencia comes to Ocoee after 30 years of service from the Miami-Dade Police Department. Saima Plasencia comes to Ocoee after 30 years of service from the Miami-Dade Police Department.

West Orange Times & Observer
News

By Steven Ryzewski |
March 22, 2018

Sports Spotlight - Windermere Observer: Alex Kaiser

Dr. Phillips senior Alex Kaiser is an Academic All-American in three sports.

Sports

By Gabby Baquero |
December 3, 2018

BREAKING NEWS: Windermere Mayor Gary Bruhn announces resignation

Gary Bruhn, the town of Windermere’s mayor for 15 years, is selling his home and plans to resign no later than March 2019.

Southwest Orange
News

By Observer Staff |
February 19, 2015

Quick Hits 02.19.15

Arts + Entertainment
Arts + Culture

By Tim Freed |
May 5, 2016

World War II buddies fought for opposing sides

For two seniors living in Longwood, a world war is simply water under the bridge – despite the two men fighting for opposing sides 70 years ago.

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
November 29, 2016

PHOTOS: Apopka hoops completes sweep at Metro -- Observer Preps

The Blue Darters improved to 3-0 and won their second game of the signature event they host by defeating Winter Haven 70-53 Nov. 26.

Sports
Game Film

By Allison Olcsvay |
August 20, 2014

Casselberry's RunYak - the little race that could

Part running, part paddling, all fun, the race with a goofy name has a small, but loyal following of outdoor enthusiasts and weekend adventurers.

Winter Park - Maitland Observer
Sports

By Tim Freed |
December 14, 2017

Winter Park leaders reject Sunshine Law accusations

The First Amendment Foundation claims the city’s one-on-one meetings between commissioners violate the “spirit” of the Government in the Sunshine Act.

Winter Park - Maitland Observer
News

By Troy Herring |
May 20, 2020

Quarantine flash mob brings the party to Keene's Pointe

For one afternoon, Keene’s Pointe was a scene of dance and celebration as resident Julie Sadlier organized a quarantine flash mob.

Southwest Orange
News

By Louis Roney |
June 29, 2016

Louis Roney: Schadenfreude (a true story)

For one season, Jason and Lili were a handsome couple in the German theatrical world. Over coffee or beer Jason and Lili often told colleagues that they planned to get married.

Winter Park - Maitland Observer
Opinion

By Andrea Mujica |
September 26, 2023

Man dies in crash on Sand Lake Road

Troopers are investigating a fatal crash that took place at around 10:26 a.m. Tuesday, Sept. 26, on Sand Lake Road and Sand Lake Pointe Loop, Orlando.

West Orange Times & Observer
News

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