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By Annabelle Sikes |
July 25, 2024

Windermere reviews updated Town Hall renovation plan

Bathroom and kitchen upgrades took top priority during the Town Council workshop.

Southwest Orange
News

By Sam Albuquerque |
December 11, 2024

Early Byrd special: L.J. Byrd leads TFA boys basketball to statement start

TFA’s L.J. Byrd scored 24 points to lead the Royals to an overtime win against Windermere Prep to break seven-game losing streak.

Sports
High Schools

By Sam Albuquerque |
February 25, 2025

Top West, Southwest Orange baseball players to watch in 2025

As the 2025 baseball season kicks into high gear, check out this list of the area’s top talent to watch out for on the diamond this year.

Sports
High Schools

By Michael Eng |
July 8, 2025

Sawyer Sound home tops Horizon West-area sales from June 30 to July 6

The home at 5023 Sawyer Cove Way, Windermere, sold July 3, for $3,000,000.

Southwest Orange
Real Estate

By Michael Eng |
August 29, 2016

On eve of election, tensions rise between Olszewski, VanderLey

Betsy VanderLey paid more than $88,000 to Millennium Consulting, founded by John Dowless.

West Orange Times & Observer
News

By Annabelle Sikes |
May 25, 2022

Laptop fines shock OCPS parents, students

Orange County Public Schools students and parents are questioning the fines they received related to damage to district-issued laptops. Some say the damage came from regular, everyday use over several years.

West Orange Times & Observer
News

By Megan Bruinsma |
January 6, 2026

FORECAST 2026: Ocoee paving the way for a sportier future

From Forest Lake Golf Club to Vasant Sports’ pickleball facility to The Dynasty, the city of Ocoee is positioning itself as Central Florida’s sports mecca.

West Orange Times & Observer
News

By Randy Knight |
August 22, 2012

Winter Park City Talk

The city will be celebrating the grand re-opening of City Hall Monday, Aug. 27, from 1:30 to 3:30 p.m.

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
January 11, 2012

A walk into the record books

Local shoe collector has likely shattered a world record, but she can’t stop buying Chuck Taylors.

Winter Park - Maitland Observer
News

By Observer Staff |
June 19, 2014

Ocoee Briefs 06.19.14

West Orange Times & Observer
News

By Randy Knight |
March 1, 2017

Winter Park City Talk

The 39th annual St. Patrick’s Day Parade will make its way down Park Avenue Sunday, March 5, beginning at 2 p.m. Park Avenue will be closed to traffic from Webster to Comstock avenues from noon until 4 p.m.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
September 21, 2022

East Winter Garden mobilizes to fight plastic-waste facility

Residents are banding together to try to keep the recycling company out of their neighborhood while the city continues its legal challenge against Orange County.

West Orange Times & Observer
News

By Observer Staff |
December 24, 2014

Best of news 2014

From commuter rail coming to town, to Winter Park making it's SuperBowl debut, and Maitland marking major milestones, it's been a big year for news in our community.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
February 19, 2025

Oakland town manager terminated without cause

An anonymous letter was sent to the mayor regarding a hostile work environment, harassment and discrimination. The commission was prepared to allow him to resign, but he chose immediately termination.