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By Amy Quesinberry Price |
October 6, 2021

Oakland presents Complete Streets project

A contracting firm specializing in planning and landscape design held a series of public meetings to allow residents to share their ideas for improvements along Oakland Avenue and Tubb Street.

West Orange Times & Observer
News

By Gabby Baquero |
January 25, 2017

Ocoee commissioners welcome relocated charter school

Montessori of Winter Garden Charter School is changing its name to Innovation Montessori Ocoee and moving to North Lakewood Avenue after receiving unanimous approval from Ocoee commissioners Jan. 17.

West Orange Times & Observer
News

By Danielle Hendrix |
February 6, 2017

New wine bar uncorked in Dr. Phillips

The Tasting Room Orlando on Sand Lake Road offers guests more than 30 domestic and international wines, many dispensed from automated-pouring Napa machines.

Southwest Orange
News

By Michael Eng |
February 23, 2017

Observer Media Group acquires Winter Park/Maitland Observer

OMG also owns and operates the West Orange Times & Observer and Windermere Observer.

West Orange Times & Observer
News

By Troy Herring |
July 19, 2018

Winter Park High School names Sid Cash Jr. as its new varsity baseball head coach | Observer Preps

The Winter Park native will be looking to take the Wildcats' baseball program to the next level.

Winter Park - Maitland Observer
Sports

By Steven Ryzewski |
July 25, 2018

Sports Spotlight - Windermere Observer: Troy O'Toole

Olympia High junior cross-country runner Troy O’Toole won the 4 on the Fourth 5K July 4 in Oakland.

Sports

By Gabby Baquero |
July 26, 2018

Meet Orange County school board chair candidate Teresa Jacobs

Read our exclusive Q&A with Orange County School Board Chair candidate Teresa Jacobs.

West Orange Times & Observer
News

By Gabby Baquero |
July 26, 2018

Meet Orange County school board chair candidate Robert Prater

Read our exclusive Q&A with Orange County School Board Chair candidate Robert Prater.

West Orange Times & Observer
News

By Danielle Hendrix |
June 27, 2017

Rasa Asian Street Food embraces eastern influence

Rasa Asian Street Food recreates the Asian street-food style in the comfort of a sit-down restaurant.

Southwest Orange
News

By Brittany Gaines |
August 15, 2017

UFC Gym welcomes its first fighters

Located just east of Ocoee, UFC Gym Orlando is gearing up for its grand opening later this month

Sports

By Amy Quesinberry Price |
August 16, 2017

Gracemarie Howland is new principal at Lakeview Middle

Howland wants to inspire her students to strive to be the best during the 2017-18 school year.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
August 18, 2017

Windermere High welcomes first students to campus

Windermere High welcomed its first students this week, signifying the beginning of Wolverine Nation in Horizon West.

Southwest Orange
News

By Danielle Hendrix |
December 6, 2018

Barley & Hops Windermere Tavern opens in Lakeside Village

The former Big Easy Windermere location was recently rebranded as Barley & Hops Windermere Tavern.

Southwest Orange
News

By Tim Freed |
December 14, 2018

Winter Park City Commission considers more parking at MLK Jr. Park

The meeting's agenda also included a potential hotel on Lake Killarney off of U.S. 17-92.

Winter Park - Maitland Observer
News

By Eric Gutierrez |
January 11, 2019

Sports Spotlight: Trey Moss

Trey Moss is a standout sophomore on the Windermere High basketball team.

Sports

By Eric Gutierrez |
January 16, 2019

Pizzeria heats up W.G. dining scene

1000 Degrees Pizza owner Matthew Peach went from sweeping sidewalks at Walt Disney World to owning a number of businesses throughout the country.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 30, 2019

Oakland considers switch to LED street lights

A conversion to LED street lights would save the town money and give Oakland a more unified look.

West Orange Times & Observer
News

By Harry Sayer |
February 1, 2019

Maitland councilmen go unchallenged

Mike Thomas and Michael Wilde will continue to serve as Maitland council members.

Winter Park - Maitland Observer
News

By Troy Herring |
February 27, 2019

Sports Spotlight: Travis Jordan | Observer Preps

With the arrival of the new season, Dr. Phillips sophomore Travis Jordan looks to defend his district title.

Sports

By Tim Freed |
March 28, 2019

Stag Club of Winter Park creates social connections

The club creates a space for older gentlemen to make new friends.

Winter Park - Maitland Observer
News

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