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By Tim Freed |
July 30, 2015

Winter Park and Maitland mull over raising millage rates

After raising taxes for the first time in seven years last year, Maitland is on its way to bumping rates again. Across city lines, Winter Park City Commissioners also considered an uptick in the millage on Monday.

Winter Park - Maitland Observer
News

By Tim Freed |
May 29, 2019

New Monk Property subdivision gets final approval in Horizon West

The 81-home neighborhood is set for construction on a lot behind the existing Lakes of Windermere subdivision.

Southwest Orange
News

By Amy Quesinberry Price |
January 30, 2019

Gotha historic signs to recognize community's borders

Gotha historian Kathleen Klare has set out to ensure the small West Orange County rural settlement is properly and historically recognized with seven historic signs.

Southwest Orange
News

By Troy Herring |
September 22, 2017

Irma relief, millage rate dominate meeting

Maitland residents talked about their disappointment with Duke Energy, while the city moved to adopt a tentative operating millage.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
January 17, 2024

Winter Garden captain graduates from FBI National Academy

Anthony Dawkins is the first person to earn his diploma while working with the city of Winter Garden’s police department.

West Orange Times & Observer
News

By Megan Bruinsma |
September 25, 2025

Winter Garden Cracker Barrel to change its logo again

Winter Garden’s Cracker Barrel was one of four stores to undergo renovations, but it won’t be sticking.

West Orange Times & Observer
News

By Abraham Aboraya |
April 8, 2010

Empty pockets

It's Monday at 1:15 p.m. Less than a dozen cars are in the parking lot and only three people are eating lunch inside Café Marty.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
July 20, 2022

Salvador family is keeping the faith

Former Winter Garden resident Faith Salvador is facing long-term rehabilitation after a hemorrhagic stroke have paralyzed her on one side. The family is praying the paralysis is temporary.

West Orange Times & Observer
News

By Steven Ryzewski |
March 19, 2017

Legacy Charter baseball coach is economics professor by day -- Observer Preps

By afternoon and night, Jack Chambless is the head baseball coach for the second-year varsity program at Legacy Charter. By day, though, he is an economics professor at Valencia College known for his libertarian economic views.

Sports

By Danielle Hendrix |
April 6, 2016

Cancer survivor talks involvement in Dr. Phillips Relay for Life

Dr. Phillips Relay for Life Survivor Lead Teresa Wardingley speaks on surviving cancer and celebrating that victory with others.

Southwest Orange
News

By Tim Freed |
December 4, 2014

A new home for Winter Park's books

A deal six years in the making might have to go through if Winter Park wants to build a new public library.

Winter Park - Maitland Observer
News

By Brittni Larson |
March 19, 2014

Rollins student finds happiness hula hooping

When Morgan Kennedy was chosen to participate in a work hula hooping contest, she had no idea a toy would completely change her life.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
November 16, 2018

Winter Park High School captures boys golf state championship

After coming within two strokes of the state title last year, Winter Park’s boys golf team returned to the big dance and captured an emotional championship win.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
August 24, 2024

Couple fulfills lifelong dream with new collectibles shop

Husband-and-wife duo Philip and Tiffany Obradovich opened Winter Card’N Collectibles earlier this month.

West Orange Times & Observer
News

By Sam Albuquerque |
May 9, 2024

Sam’s spring football stops: The First Academy

Observer Sports Editor Sam Albuquerque is taking you behind the scenes of your favorite high school football team in West, Southwest Orange County during spring football to bring you notes, tidbits and thoughts in this series.

Sports
High Schools

By Annabelle Sikes |
April 14, 2023

Cilantro opens in previous Orange Crate Cafe location

The new business offers Indian cuisine, including samosas, biryani, chicken tikka masala and butter chicken.

West Orange Times & Observer
News

By Andrea Mujica |
April 1, 2023

PHOTOS: Legacy High softball soars against CFCA

With a 15-0 victory over CFCA, the Legacy High School varsity softball team conquered its third win of the 2022-23 season.

Sports

By Annabelle Sikes |
January 12, 2023

Local businesses partnering to offer free workout

Crisp & Green and Orange Theory Fitness Windermere will host a HIIT bodyweight workout in Hamlin this weekend.

West Orange Times & Observer
News

By Amy Quesinberry Price |
June 1, 2022

Winter Garden presenting update on eastside plan

A number of charrettes, meetings and design sessions are planned for this week at Winter Garden City Hall to share and gather information about the future plan for east Winter Garden.

West Orange Times & Observer
News

By Catherine Kerr |
November 19, 2015

Quick Hits 11.19.15

Arts & culture events in West Orange.

Arts + Entertainment
Arts + Culture

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