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By Amy Quesinberry Price |
March 21, 2024

Sheriff’s Office looking for missing juvenile

Yaxielys Garcia De Jesus was last seen off Reams Road in Windermere.

West Orange Times & Observer
News

By Danielle Hendrix |
June 21, 2016

Beth Marshall Presents recruits actors for 'Play-In-A-Day' benefit

Auditions for BMP's annual Play-In-A-Day will take place at the Garden Theatre Sunday, June 26.

West Orange Times & Observer
News

By Danielle Hendrix |
July 8, 2021

Keenes Pointe estate tops Windermere sales from June 26 to July 2

The home at 8304 Lake Burden Circle, Windermere, sold June 28, for $3,400,000.

Southwest Orange
Real Estate

By Louis Roney |
October 15, 2014

Louis Roney: Outrage after outrage

My memories of Winter Park go back to 1929. However, I would have thought such a crime on our main street is impossible — even now!

Winter Park - Maitland Observer
Opinion

By Tim Freed |
March 5, 2014

Winter Park Wildcats crowned state basketball champions

Winter Park High School (33-3) shook the Lakeland Center Saturday night in a last-minute comeback win, capturing their third state basketball championship in school history thanks to a little bit of luck.

Winter Park - Maitland Observer
Sports

By Eric Gutierrez |
March 11, 2020

OCPS gives update on relief elementary school

Builders and OCPS officials gave an update of the relief elementary school on Porter Road during a community meeting on March 4.

Southwest Orange
News

By Josh Garrick |
February 19, 2014

Josh Garrick: Culture for Your Calendar

Using imaginative music and movement, Huckle Cat takes the audience on a tour of his neighborhood introducing you to all those who work together to keep Busytown ‘busy.’

Winter Park - Maitland Observer
Opinion

By Andrea Mujica |
November 9, 2022

Spa, bakery could occupy new Ocoee building

The Ocoee City Commission approved 3-1 an amendment to the Ocoee Landings project that paves the way for a new three-story, 51,680-square-foot mixed-use building.

West Orange Times & Observer
News

By Observer Staff |
November 6, 2014

Politicians step up to the mic

West Orange Times & Observer
Business

By Amy Quesinberry Price |
May 10, 2021

Free food available Saturday

A drive-thru food distribution site will be set up in Ocoee.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
April 26, 2018

West Orange alum Garrett Johnson draws closer to NFL dream | Observer Preps

Winter Garden native Garrett Johnson, a former West Orange Warrior and University of Kentucky Wildcat, has been training locally ahead of this week’s NFL draft.

Sports

By Michael Eng |
February 19, 2026

Three Birds Café supporters plan demonstration

The demonstration is planned for 10:30 a.m. Friday, Feb. 20, outside the cafe, 2 W. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Debra Garcia |
June 6, 2025

Great Wiener Walk plans event in downtown Winter Garden

Grab your dachshund and get ready for the Summer Sausage Dog Stroll at 8:30 a.m. Saturday, June 7.

Arts + Entertainment
Things to Do

By Steven Ryzewski |
September 8, 2016

Sports Spotlight - Windermere Observer: O'Neel Occenat

The Olympia High boys cross country team is off to a strong start and sophomore O'Neel Occenat has led the way.

Sports

By Sam Albuquerque |
June 11, 2025

Athlete of the Week: Jozef Miesak, Windermere High

To close his Windermere High track career, Jozef Miesak added a state title to his 13 other first-place finishes in 2025 before hitting the track for the Yale Bulldogs.

Sports
Athlete of the Week

By Observer Staff |
April 2, 2014

Family Calendar

Come kick off Maitland Walks with an 11:30 a.m. to 1 p.m. event April 4 with a 20-minute walk in the Maitland Center.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
October 15, 2015

Maitland City Talk

The Maitland Fire Rescue Department is encouraging the public to get vaccinated early this season.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
April 11, 2012

Winter Park City Talk

The city and Rollins College present “Earth Day in the Park” from 9 a.m. to 2 p.m. on Saturday, April 21.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
February 15, 2017

Is Oakland's ZIP code 34760 or 34787? Yes

In Oakland, the Winter Garden ZIP code is also used, but officials are worried about even more confusion as more residents and businesses come to the small town.

West Orange Times & Observer
News

By Tim Freed |
October 22, 2018

Winter Park City Commission meeting set for Oct. 22, 2018

Winter Park City Commissioners will consider several changes to the city's land development code regarding parking.

Winter Park - Maitland Observer
News

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