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By Amy Quesinberry Price |
December 11, 2019

Where the roads take us – Part 2

Some of Winter Garden's earliest streets are linked to historic figures in the city's history.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
March 20, 2019

Windermere High freshman creates nonprofit, collects dresses for girls in need

Windermere High freshman Sasha Graddy founded the nonprofit You Don’t Have To Miss A Beat to provide dresses for formal dances to girls in need.

Southwest Orange
News

By Annabelle Sikes |
July 11, 2024

MEET THE CANDIDATES: Jake Petroski, Orange County School Board District 4

Jake Petroski is one of three candidates vying for the Orange County School Board District 4 seat. The seat is open after longtime member Pam Gould decided not to run for reelection.

West Orange Times & Observer
News

By Liz Ramos |
August 8, 2025

Winter Garden residents pack chambers to protest fire fee increase

The City Commission will hold a hearing on the proposed fire assessment Thursday, Aug. 14.

West Orange Times & Observer
News

By Jennifer Kopf |
November 7, 2012

Learning Tree preschool turns 40

The Learning Tree started 40 years ago as an outreach ministry to help support the church family and community’s needs of affordable and reliable child care.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
June 14, 2023

Waterleigh residents rally against self-storage unit

More than 130 residents attended a community meeting in Horizon West to voice their opposition to proposed village center changes in the Waterleigh community.

West Orange Times & Observer
News

By Annabelle Sikes |
July 22, 2023

Winter Garden commission begins 2023-24 budget talks

The commission approved unanimously setting the proposed millage rate at the current rate of 4.5 mills at the Thursday, July 13, meeting.

West Orange Times & Observer
News

By Isaac Babcock |
October 6, 2010

Pay hike defended

Commission voted to raise individual commissioner pay from $2,400 per year to $10,000 per year

Winter Park - Maitland Observer
News

By Louis Roney |
December 1, 2010

Play On!

Obama’s thoughts and words

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
February 9, 2011

Get money to stay

The City Commission will decide whether to offer incentives to businesses that stay in town

Winter Park - Maitland Observer
Business

By Observer Staff |
February 23, 2011

Maitland City Talk

City fights pill mills

Winter Park - Maitland Observer
Opinion

By Brittni Larson |
June 3, 2010

Recipe for success

4Rivers Smokehouse, a popular barbecue spot in Winter Park, is looking to open a second location

Winter Park - Maitland Observer
Neighborhood

By Louis Roney |
June 24, 2010

Play On!

Danish pecan rings, like so much in American contemporary life, have ballooned in price while concomitantly plunging in quality.

Winter Park - Maitland Observer
Opinion

By Jenny Andreasson |
August 12, 2010

City votes against Reese

Maitland has cast its "no" vote for developer Bob Reese's bankruptcy plan.

Winter Park - Maitland Observer
News

By Observer Staff |
August 19, 2010

Cities raise taxes to cover debt

Orange County Property Appraiser Bill Donegan is sending out notice of proposed 2011 property tax rates for all Orange County cities, and for many, the numbers are going up.

Winter Park - Maitland Observer
News

By Chris Jepson |
April 4, 2012

Chris Jepson: The game is in doubt

The game is in doubt

Winter Park - Maitland Observer
Opinion

By Chris Jepson |
May 2, 2012

Chris Jepson: Speak dawg

I have a number of friends, intelligent all, who are quite dumb about democracy.

Winter Park - Maitland Observer
Opinion

By Chris Jepson |
March 30, 2011

Perspectives

Riding with the horseman

Winter Park - Maitland Observer
Opinion

By Observer Staff |
April 6, 2011

Our Observation

Stop the thought police

Winter Park - Maitland Observer
Opinion

By Isaac Babcock |
May 25, 2011

Beer gets later bedtime

Shipyard Emporium can stay open until midnight but no later

Winter Park - Maitland Observer
Business

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Results for:

Where the roads take us – Part 2

Windermere High freshman creates nonprofit, collects dresses for girls in need

MEET THE CANDIDATES: Jake Petroski, Orange County School Board District 4

Winter Garden residents pack chambers to protest fire fee increase

Learning Tree preschool turns 40

Waterleigh residents rally against self-storage unit

Winter Garden commission begins 2023-24 budget talks

Pay hike defended

Play On!

Get money to stay

Maitland City Talk

Recipe for success

Play On!

City votes against Reese

Cities raise taxes to cover debt

Chris Jepson: The game is in doubt

Chris Jepson: Speak dawg

Perspectives

Our Observation

Beer gets later bedtime

Verified Audit