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By Tim Freed |
September 25, 2019

OCPS considering new school start times

Orange County could transition to later start times across the board to give high schoolers more sleep.

West Orange Times & Observer
News

By Tim Freed |
January 7, 2016

Winter Park considers banning drive-throughs on Fairbanks

Winter Park’s Planning and Zoning Board discussed a change to an ordinance on Tuesday that could ban restaurants with drive-through windows along West Fairbanks Avenue.

Winter Park - Maitland Observer
News

By Tim Freed |
January 5, 2018

Winter Park City Commissioners weigh in on development and preserving the city's charm

The Observer reached out to all five members of the Winter Park City Commission to get their thoughts.

Winter Park - Maitland Observer
News

By Steven Ryzewski |
June 3, 2015

GALLERY: Roper YMCA celebrates National Senior Health and Fitness Day

West Orange Times & Observer
News

By Michael Eng |
January 20, 2021

Keene’s Pointe estate tops Windermere sales from Jan. 7 to 14

The home at 6429 Lake Burden View Drive, Windermere, sold Jan. 11, for $1,565,000.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
November 14, 2018

Sonata salutes its veterans

Cornerstone Hospice honored veterans living at Sonata West during a Veterans Day ceremony.

West Orange Times & Observer
Neighborhood

By Michael Eng |
February 15, 2024

Lake Down Crest home tops Windermere sales from Jan. 27 to Feb. 2

The home at 9012 Pinnacle Circle, Windermere, sold Jan. 31, for $1,895,000.

Southwest Orange
Real Estate

By Michael Eng |
March 13, 2025

Butler Bay estate tops Windermere sales from March 3 to 9

The home at 2925 Butler Bay Drive N., Windermere, sold March 6, for $1,800,000.

Southwest Orange
Real Estate

By Andrea Mujica |
June 17, 2022

Remembering Bart Bryant

The Winter Garden resident earned three PGA Tour wins. He died May 31, 2022, in a car crash.

West Orange Times & Observer
News

By Gabby Baquero |
March 13, 2018

Lawmakers pass school safety bill in wake of Parkland shooting

Senate Bill 7026 appropriates $400 million in funding for school-safety measures and mental-health programs.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 16, 2015

WOHS Homecoming Relay and Bonfire

West Orange Times & Observer
News

By Annabelle Sikes |
October 13, 2021

Foundation Academy crowns Homecoming king and queen

The school celebrated Homecoming 2021-2022 last week.

West Orange Times & Observer
News

By Harry Sayer |
December 8, 2018

Winter Park’s 66th annual Christmas Parade

Winter Park residents celebrated the holidays at the Park Avenue parade.

Winter Park - Maitland Observer
News

By Michael Eng |
September 22, 2023

PHOTOS: Windermere Prep Homecoming Parade 2023

Windermere Preparatory School students and faculty showed off their school spirit during the schools annual Homecoming Parade Friday, Sept. 22.

Observer School Zone

By Michael Eng |
October 11, 2023

PHOTOS: West Orange High School Homecoming Parade 2023

Plant Street was awash in blue and orange Tuesday, Oct. 10, for West Orange High School’s 2023 Homecoming Parade.

Observer School Zone

By Michael Eng |
September 19, 2025

PHOTOS: Olympia High School 2025 Homecoming Parade

The Titans gathered for their third Homecoming parade through the beautiful community of downtown Windermere.

Observer School Zone

By Tim Freed |
January 14, 2019

Winter Park City Commission meeting set for Jan. 14 2019

Winter Park City Commissioners will discuss a project for a new black box theater at the Rollins College campus.

Winter Park - Maitland Observer
News

By Sam Albuquerque |
September 24, 2024

Athlete of the Week: Rylee Gibson, Foundation baseball

Foundation baseball’s Rylee Gibson established himself as a force on the mound and the plate. As a senior, he’ll look to lead the Lions even further.

Sports
Athlete of the Week

By Amy Quesinberry Price |
September 27, 2023

Schofield Road opening lessens travel time between Orange, Lake counties

The new east-west connector allows drivers to go between Winter Garden and Clermont without having to use the heavily congested West Colonial Drive.

West Orange Times & Observer
News

By Danielle Hendrix |
March 15, 2017

Windermere’s Park Avenue to expand this summer, alleviate traffic

Road reconstruction to expand Park Avenue to the north will begin in June, with the goal of completion by August.

Southwest Orange
News

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