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By Michael Eng |
December 3, 2025

Wynwood home tops Ocoee sales from Nov. 24 to 30

The home at 3313 Wynwood Forest Drive, Ocoee, sold Nov. 24, for $483,990.

West Orange Times & Observer
Real Estate

By Megan Bruinsma |
February 18, 2026

Windermere High boys soccer team wins regional championship

The Wolverines head to the Final Four of the 7A boys soccer state tournament.

Sports
High Schools

By Megan Bruinsma |
February 17, 2026

Olympia High's James Nowells named 7A District 11 Player of the Year

The Titans' guard James Nowells' junior season has been full of accolades.

Sports
High Schools

By Megan Bruinsma |
January 30, 2026

Windermere High soccer teams take home district championship title

Both the Wolverines won the district championship Tuesday, Jan. 27 and will continue to regionals.

Sports
High Schools

By Megan Bruinsma |
March 26, 2026

PHOTOS: Dr. Phillips softball dominates against Lake Nona

The Panthers topped the Lions 12-3 during its Strike Out Cancer Night game.

Sports
High Schools

By Observer Staff |
September 3, 2015

Senior Calendar

September is jam-packed with events for seniors in Central Florida.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
January 24, 2024

FAMILIAR FACES: Lelia Higgins creates life of reading and running

Lelia Higgins is the library manager at Windermere Branch Library by day — and an avid reader and runner at night and on the weekends.

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 Amy Quesinberry Price |
October 7, 2025

Winter Garden Heritage Foundation debuts new exhibition

Two local athletes spoke about their experiences at the opening reception of the Winter Garden Heritage Foundation’s ‘Champions of West Orange County.’

West Orange Times & Observer
History

By Observer Staff |
May 26, 2016

Calendar

Join the Maitland Symphony Orchestra for “The Magic of Youth” spring concert on Sunday, June 5, at 7:30 p.m. at the Maitland Presbyterian Church.

Winter Park - Maitland Observer
Neighborhood

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 Tim Freed |
August 29, 2019

Lakeshore Preserve estate sells for $1.7M

Built in 2019, the home has six bedrooms, five-and-one-half baths and 5,544 square feet of living area. The price per square foot is $306.64.

West Orange Times & Observer
News

By Michael Eng |
September 2, 2020

The First Academy librarian checks out new delivery method

Students now can use a new system called Uber Reads to check out books from a cart outside.

West Orange Times & Observer
Neighborhood

By Eric Gutierrez |
August 10, 2018

PHOTOS: Frangus Elementary School sneak peak

Frangus families got a sneak peak at the elementary school's new campus on Thursday, August 9.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 14, 2025

Ground depression closes southbound 429

Drivers at the New Independence toll plaza are being rerouted through the cash lanes.

Southwest Orange
News

By Leticia Silva |
January 28, 2026

Windermere High School preps for Dance Marathon

Windermere High SGA students are raising funds to then donate to the Children's Miracle Network.

Observer School Zone

By Annabelle Sikes |
September 9, 2021

New York Beer Project breaks ground in Horizon West

A New York based brewery with award-winning craft beer broke ground this week in Winter Garden.

West Orange Times & Observer
News

By Observer Staff |
July 27, 2011

New Southern Home

Contractor Greg Hardwick stands in front of the house, called the New Southern Home, which his company is building in Winter Park using the Green Building Standard.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
May 25, 2022

OCPS shares renovation update for Lakeview Middle

The campus in Winter Garden is scheduled for a number of upgrades to its auditorium, dining space, restrooms and ADA compliance.

West Orange Times & Observer
News

By Zak Kerr |
January 7, 2016

Focus is redistricting in U.S. House District 10 race

District redrawing remains the pivotal issue as Republican incumbent U.S. Rep. Daniel Webster faces a Democratic adversary — either State Sen. Geraldine Thompson or former Orlando Police Chief Val Demings.

West Orange Times & Observer
News

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