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By Observer Staff |
July 7, 2016

Calendar

Join the city of Winter Park and the Orlando Big Band in their support of the Pulse shooting victims at “#OrlandoUnited: a Winter Park Tribute” on Tuesday, July 12, in Central Park in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Eric Gutierrez |
November 15, 2019

Garden Theatre screens ‘Home Alone 2: Lost in New York’

The interactive screening will be held Dec. 15.

West Orange Times & Observer
News

By Amy Quesinberry Price |
September 21, 2021

Tickets available for WGHF's "Land Remembered"

Rick Smith will present a show featuring his father's beloved novels.

West Orange Times & Observer
News

By Danielle Hendrix |
July 26, 2019

Gymnastics USA to host back-to-school event with Nastia Liukin

The free event includes raffles, games, food and a special appearance from Liukin.

West Orange Times & Observer
News

By Michael Eng |
October 2, 2025

Isleworth mansion tops Windermere sales from Sept. 22 to 29

The home at 9743 Chestnut Ridge Drive, Windermere, sold Sept. 26, for $3,250,000.

Southwest Orange
Real Estate

By Steven Ryzewski |
June 21, 2017

Orlando Area Rowing Society Director proud to be an 'old timer'

Kirsten Anderson has been coaching with OARS for more than 20 years — but her time with the program dates back even further.

Sports

By Isaac Babcock |
October 5, 2011

Winter Park Wildcats win 500th football game

Winter Park finally began its first winning streak of the year Friday night, and the Wildcats did it with the team’s 500th win of all time.

Winter Park - Maitland Observer
Sports

By Sam Albuquerque |
October 27, 2024

PHOTOS: 2024 King of Darkness Waterski Festival

The free Waterski Pro Tour event saw professional and junior skiers perform in front of a packed crowd on the shores of the Isles of Lake Hancock in Horizon West.

Sports
Game Film

By Megan Bruinsma |
December 1, 2025

Dr. Phillips road ends in regional finals

The Panthers lost in the regional finals 49-23 to Vero Beach.

Sports
High Schools

By Michael Eng |
January 31, 2024

Duke Energy Florida to file for increased base rates

However, the utility company expects customers’ bills to decrease in 2025 because of expiring contracts.

West Orange Times & Observer
News

By Annabelle Sikes |
May 18, 2023

To raise or not to raise, that is the question

Windermere Town Council mulled options for shoring up the dock at Lake Down Park.

Southwest Orange
News

By Tim Freed |
February 15, 2019

Orlando Ballet set to perform 'Bailamos!' at the Dr. Phillips Center

Orlando Ballet and multiple partners are offering 1,000 tickets to families displaced from Puerto Rico by Hurricane Maria.

Winter Park - Maitland Observer
News

By Tim Freed |
November 14, 2017

Winter Park City Commission approves conceptual design for new library/event center

City Commissioners heard mixed reactions about the design from residents, but ultimately approved the concept on Monday.

Winter Park - Maitland Observer
News

By Clyde Moore |
September 4, 2012

Faux Monday. Done!

Faux Mondays are FAR superior to the regular variety! Yes! Just a thought . . . plus, The Owl's Attic, the Trolley about town, and a statewide dog dilemma you may wish to help.

Winter Park - Maitland Observer
Opinion

By Michael Eng |
February 27, 2016

GALLERY: Windermere Prep Spring Festival

One day after winning a state championship in basketball, the Windermere Prep community celebrated of night of family fun and fundraising at the school’s annual Spring Festival Feb. 26.

Southwest Orange
Neighborhood

By Eric Gutierrez |
March 27, 2020

PHOTOS: Keene’s Crossing Elementary Cougar Staff Parade

Keene's Crossing teachers and staff paraded through the Summerport community on Thursday, March 26.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 27, 2019

PHOTOS: Oakland Heritage & Wildlife Festival

Oakland Heritage & Wildlife Festival attendees had a fun and educational experience during the event held Saturday, Oct. 26.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
May 26, 2018

PHOTOS: Legacy High Class of 2018 Graduation

Seniors for Legacy High School in Ocoee celebrated the conclusion of their high-school careers on-campus May 26.

West Orange Times & Observer
Neighborhood

By Michael Eng |
October 22, 2024

Crossline Community Church to host Fall Festival

The event will take place from 4 to 7 p.m. Saturday, October. 26, at Crossline Park, 17922 Old YMCA Road, Winter Garden.

Arts + Entertainment
Things to Do

By Sarah Wilson |
January 8, 2015

Candidates start rolling in for Maitland mayor

There are new and familiar faces slated to face off in the Maitland mayoral race in March, with three candidates filing paperwork intending to run so far with two weeks left before the qualifying period closes.

Winter Park - Maitland Observer
News

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