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By Steven Ryzewski |
November 4, 2017

PHOTOS: Olympia hosts Windermere football in regular-season finale -- Observer Preps

The Titans, who are on the playoff bubble in Class 8A, cruised to a 51-0 victory over the visiting Wolverines.

Sports

By Troy Herring |
May 29, 2019

Sports Spotlight: Kinley Casey

Casey is an avid fan of baseball, and plays at multiple positions for the West Orange Babe Ruth 8U team.

Sports

By Randy Knight |
October 23, 2013

Winter Park City Talk

On Thursday, Oct. 31, the Winter Park community is kicking off the first of its kind, community-wide effort to end hunger in Central Florida, “Feed the Need.”

Winter Park - Maitland Observer
Opinion

By Sam Albuquerque |
May 15, 2025

Windermere Prep boys track and field wins first district title in coach’s final season

After eight seasons coaching Windermere Prep’s track-and-field teams, Devin Bennett is set toleave for another job — but not before leading the program to a historic district championship.

Sports
High Schools

By Annabelle Sikes |
October 18, 2021

Orlando Health coming to Winter Garden for hiring event

The event will be recruiting team members for multiple Orlando locations.

West Orange Times & Observer
News

By Steven Ryzewski |
August 1, 2018

OARS boats shine at Nationals

Windermere-based Orlando Area Rowing Society had two teams compete at the 2018 USRowing Youth National Championships in California.

Sports

By Megan Bruinsma |
December 2, 2025

PHOTOS: CFCA hosts third annual Sun Bash tournament

The third annual Sun Bash basketball tournament took place Monday, Nov. 24, and Tuesday, Nov. 25.

Sports
High Schools

By Observer Staff |
August 29, 2012

Business Briefs

The Keewin Real Property Company, based in Winter Park, announced Steven A. Rosser as its new president.

Winter Park - Maitland Observer
News

By Jennifer Nesslar |
October 29, 2015

Olympia volleyball coach Mitch Sadowsky keeps busy as small business owner, golf trainer

Sports

By Danielle Hendrix |
February 22, 2017

Sports Spotlight - West Orange Times and Observer: Bryan Nadeau

Bryan Nadeau is only a sophomore, but as the new starting goalie for West Orange boys water polo this season, he’s proving his value to the team.

Sports

By Observer Staff |
February 11, 2015

Valentine's Day date ideas for the whole month

From body-bending yoga classes to diet-breaking burgers, there's ways to celebrate the love you share with each member of your family this month.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
March 13, 2025

You’re in luck: Crooked Can’s Celtic Fest is this weekend

The annual St. Patrick’s Day celebration takes place from 4-10 p.m. Friday, March 14; 11 a.m. to 10 p.m. Saturday, March 15; and noon to 10 p.m. Sunday, March 16. at the brewery, 426 W. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
October 18, 2024

Ocoee to waive building permit fees for hurricane storm damage repairs

For the next 90 days, building permit fees for hurricane storm damage repairs in the city of Ocoee will be waived following the impacts of Hurricane Milton.

West Orange Times & Observer
News

By Michael Eng |
January 29, 2026

Town of Oakland to host 26th annual Heritage Day Festival

The event also will feature the Healthy West Orange 5K.

Arts + Entertainment
Things to Do

By Leticia Silva |
April 7, 2026

Second Harvest Food Bank received $50,000 matching grant

The food bank will be able to triple each donation received Tuesday, April 7, through an anonymous donation.

West Orange Times & Observer
News

By Catherine Kerr |
July 16, 2015

Faithful Recreation

West Orange Times & Observer
Neighborhood

By Kristy Vickery |
August 5, 2010

Rollins debuts urban program

College and Winter Park streets serve as model for lessons in place making, green infrastructure

Winter Park - Maitland Observer
News

By Josh Garrick |
November 19, 2015

Josh Garrick: Culture for Your Calendar

Imagine the preparations for the Christmas season as this historic home and museum reflects the life of a middle class Victorian family during the early days of the city of Maitland.

Winter Park - Maitland Observer
Neighborhood

By Matilda Charles |
June 3, 2015

Finding better health in 15 minutets flat

Now this is one piece of research I can really get behind: Exercising less than the recommended 30 minutes a day still has benefits.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
October 19, 2016

First Lady of Florida visits Windermere Prep

Four second-grade classes at Windermere Preparatory School got to meet and have story time with Ann Scott.

Southwest Orange
News

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