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By Steven Ryzewski |
July 25, 2018

Final few days of regular season loom large for Squeeze

Depending upon how the Winter Garden Squeeze fare in their final five games, they could ascend as high as third place — or fall out of the Florida Collegiate Summer League Playoffs, completely.

Sports

By Steven Ryzewski |
August 24, 2017

Observer Preps 2017 Football Preview: Olympia Titans

Led by highly-coveted college football prospects, the Titans have high hopes of a deep playoff run in 2017.

Southwest Orange
News

By Steven Ryzewski |
September 14, 2018

Observer Preps Friday Night Scoreboard: Week Four

Scores for Observer Preps coverage area programs in Week Four of the 2018 high-school football season.

Sports

By Gabby Baquero |
May 27, 2017

3 injured in east Winter Garden shooting

West Orange Times & Observer
News

By Leticia Silva |
October 7, 2025

Car crashes into 77-year-old man's house; sends him to hospital

A 20-year-old man is now facing charges of leaving the scene of a crash with injuries and hit-and-run involving property damage.

West Orange Times & Observer
News

By Liz Ramos |
November 17, 2025

Kroger works with Get Cooking to donate meal kits to OCPS families

Dozens of Orange County Public Schools families will receive a meal kit with a Thanksgiving turkey.

Observer School Zone
News

By Steven Ryzewski |
April 13, 2017

31 and Oh, So Sweet: Olympia girls water polo's perfect season -- Observer Preps

Olympia High’s girls water polo team defeated Gulliver Prep 7-4 in the FHSAA State Championship Game April 8 in Miami — winning the program’s first state title and completing a perfect 31-0 season.

Sports

By Amy Quesinberry Price |
May 11, 2022

Obituary: Mildred Harris Arrington

Obituary: Mildred Harris Arrington, who was at one time involved with the town of Oakland, died April 28, 2022.

West Orange Times & Observer
News

By Sarah Wilson |
October 16, 2013

Maitland's covered bridge collapses

On Monday night, a trailer crashed into Maitland's covered bridge, and in minutes it came tumbling down.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
March 11, 2021

Oakland to make crossing enhancements

The pedestrian crossing is part of a plan to connect more neighborhoods to the town’s future trail systems and the West Orange Trail.

West Orange Times & Observer
News

By Eric Gutierrez |
May 22, 2019

Cell tower proposed in Sutton Lakes development

The applicant will need a waiver to reduce the required distance between the tower and nearby residences.

Southwest Orange
News

By Observer Staff |
January 12, 2017

Community Bulletin: Park Plaza wins award

Park Plaza Hotel was selected for the 2016 Winter Park Small Business Excellence Award in the Hotels classification by the Winter Park Small Business Excellence Award Program.

Winter Park - Maitland Observer
News

By Andy Ceballos |
April 27, 2012

Venom shoots into Winter Park

The first 14 games that the Orlando Venom play will be home games, played at the Winter Park Community Center.

Winter Park - Maitland Observer
Neighborhood

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 Brittni Larson |
September 18, 2013

Lu Lu's Ice cream serves nostalgic family fun

At Lu Lu’s Ice Cream Shop in Winter Park, you’ll find locally made ice cream at a price the whole family can enjoy.

Winter Park - Maitland Observer
Business

By Gabby Baquero |
November 10, 2016

Cops corner 11.10.16

A bicyclist in Ocoee tried burying his problems, but it didn't go too well. In another news, one attempted thief was thwarted from satisfying her sweet tooth.

West Orange Times & Observer
Cops Corner

By Steven Ryzewski |
September 5, 2014

Saturday Morning Quarterback: Week Two report

Sports

By Brittni Larson |
December 31, 2014

Orlando students welcome Japanese visitors

On Dec. 11, the robotics club at Orlando Science Charter School welcomed 20 Japanese students from Meizen High School to share science knowledge and how school works in each other’s countries.

Winter Park - Maitland Observer
News

By Tim Freed |
February 23, 2018

Winter Park to host State of the City

Winter Park Mayor Steve Leary will give his State of the City Address Friday, Feb. 23.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
December 13, 2022

Mother/daughter charity blossoms in Windermere

The National Charity League has formed its most recent chapter, Citrus Blossom, with more than half its members residing in Windermere.

West Orange Times & Observer
News

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