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By Liz Ramos |
June 20, 2025

Town of Windermere’s conservative budget pays off

Town Manager Robert Smith shares the town is in a solid financial state halfway through the fiscal year.

Southwest Orange
News

By Liz Ramos |
February 18, 2026

Winter Garden leaders approve higher rates for farmers market vendors

The Winter Garden City Commission also approved three site plans and learned of the potential impacts property tax reform could have on the city.

West Orange Times & Observer
News

By Observer Staff |
July 20, 2011

Calendar and Family Calendar

The Breakthrough Theatre will hold its Two Year Anniversary and Award Celebration at 7 p.m. Sunday, July 24.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
February 4, 2010

Senior Community Bulletin

The National Council on Aging is hosting "A Look Within: What to Know, What to Do, What to Ask" event on Saturday, Feb. 13

Winter Park - Maitland Observer
Neighborhood

By Steven Ryzewski |
October 17, 2015

District champs! Foundation wins overtime thriller to clinch 2A-4 crown

Sports

By Chris Mayer |
September 25, 2014

Football: Foundation prepped for familiar foe

Sports

By Steven Ryzewski |
April 5, 2018

Young Olympia Titans playing terrific tennis with districts nearing | Observer Preps

Through 15 matches, both the boys and girls tennis teams for Olympia High are 14-1 this spring.

Sports

By Amy Quesinberry Price |
September 12, 2019

West Orange County responds to calls for hurricane relief

Tens of thousands of dollars’ worth of water, food and supplies has been collected locally and distributed in the Bahamas in the aftermath of Hurricane Dorian.

West Orange Times & Observer
News

By Michael Eng |
December 12, 2025

Oakland Park home tops Winter Garden sales from Dec. 1 to 7

The home at 1224 Union Club Drive, Winter Garden, sold Dec. 1, for $1,665,000.

West Orange Times & Observer
Real Estate

By Zak Kerr |
January 28, 2016

COPS CORNER 01.28.16

Downing a valium with beers, 234 grams of marijuana and sock theft are featured this week.

West Orange Times & Observer
Cops Corner

By Steven Ryzewski |
December 4, 2014

Final word on 2014 high school football season

Sports

By Henry L. Wright | Winter Garden resident |
July 22, 2024

LETTER TO THE EDITOR: Why was the Special Hearts Farm meeting canceled?

It is my hope that the leadership of the Orange County Board of County Commissioners will mandate an open and full discussion of the issues among our citizens prior to voting on this very important project.

West Orange Times & Observer
Opinion

By Zak Kerr |
April 12, 2016

What does OCPS's agreement with Google mean?

Apps for Education will now be available to various extents for all OCPS students and staff, which helped OCPS win an award.

Southwest Orange
News

By Amy Quesinberry Price |
August 21, 2018

Calendar for the week of Aug. 23, 2018

What's on the calendar listing this week and weekend in West Orange County?

West Orange Times & Observer
Neighborhood

By Josh Garrick |
January 21, 2015

Josh Garrick: Culture for Your Calendar

In this drama, told through the eyes of the 6-year-old daughter of small-town lawyer Atticus Finch, the family is caught up in a tug of war between justice and racism.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
December 7, 2021

Signature Lakes home tops Horizon West sales from Nov. 26 to Dec. 3

The home at 14628 Avenue of the Rushes, Winter Garden, sold Nov. 30, for $2,299,000.

West Orange Times & Observer
Real Estate

By Michael Eng |
May 14, 2015

Isleworth mansion sells for $8.25 million

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
March 27, 2024

Recent retirees reflect on Ocoee police career

Three senior members of the Ocoee Police Department have retired in the last year, chalking up a total of 76 years of law-enforcement experience in the city.

West Orange Times & Observer
News

By Isaac Babcock |
November 10, 2010

Leaving a legacy on the water

After 21 years, Coach Dan Bertossa steps down as head of the dominating Winter Park Crew program

Winter Park - Maitland Observer
Sports

By Chris Jepson |
May 13, 2010

Perspectives

On the perfectibility of man. Of males.

Winter Park - Maitland Observer
Opinion

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