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By Danielle Hendrix |
October 16, 2017

BLACK TIE: Central Florida Navy League’s Navy 242nd Birthday Ball

The ball, hosted by the Central Florida Navy League, celebrated the U.S. Navy’s 242nd birthday and also honored local U.S. Naval Sea Cadets.

Black Tie

By Observer Staff |
January 11, 2012

Calendar and Family Calendar

Winter Park mayoral candidates Ken Bradley and Nancy Miles will debate on Thursday and Friday.

Winter Park - Maitland Observer
Neighborhood

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 Observer Staff |
April 24, 2013

Calendar

See “Starbuck,” a Florida Film Festival award-winning film, at the Enzian.

Winter Park - Maitland Observer
Neighborhood

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 Observer Staff |
July 24, 2014

Calendar

Watch a free outdoor screening of “Muscle Beach Party” at this month’s Popcorn Flick in the Park, starting at 8 p.m. on Thursday, July 24, in Winter Park’s Central Park.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
April 24, 2013

Family Calendar

Winter Park High School’s choral department presents “Night on Broadway – Ragtime!”

Winter Park - Maitland Observer
Neighborhood

By Brittany Gaines |
April 4, 2017

OCSO arrests 26 individuals in connection to narcotics trafficking in Winter Garden

The arrests were the result of a six-month-long investigation in a region of east Winter Garden

West Orange Times & Observer
News

By Michael Eng |
April 23, 2024

Garden Theatre to present ‘Always … Patsy Cline’

The show opens Thursday, April 26, and runs through May 19.

Arts + Entertainment
Things to Do

By Observer Staff |
October 26, 2016

Creative Arts for Life celebrates artist achievements

Local senior students celebrated the completion of the eight-week art course in Creative Arts for Life with a presentation of their artwork and lunch at the Venue on the Lake on Oct. 26.

Winter Park - Maitland Observer
Neighborhood

By Allison Olcsvay |
January 8, 2014

Banking on saving-savvy preschoolers

Are preschoolers too young to learn how to stay out of debt? Not according to PNC Bank, which gave $50,000 to help teach preschoolers money management skills.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
February 2, 2024

Johns Lake Pointe home tops Winter Garden sales from Jan. 18 to 26

The home at 15119 Johns Lake Pointe Blvd., Winter Garden, sold Jan. 26, for $990,000.

West Orange Times & Observer
Real Estate

By Leticia Silva |
August 2, 2025

PHOTOS: Foundation Academy seniors create art in parking spots

The FA families came together to help seniors paint their parking spots for the 2025-26 school year.

West Orange Times & Observer

By Andrea Mujica |
September 29, 2023

PHOTOS: West Orange claims “The Shield” once more, defeats Ocoee 26-14

The West Orange High School football team defeated Ocoee High School 26-14 during a district game, adding another victory to the Battle for the Shield rivalry overall record, Friday, Sept. 29.

Sports

By Michael Eng |
October 26, 2023

Foundation hosts TFA in private-school showdown

Check out the slate of games for Thursday, Oct. 26, and Friday, Oct. 27.

Sports

By Isaac Babcock |
September 17, 2014

UCF Knights looking to get back on horse

After starting their season with two straight losses after more than 10,000 miles worth of road trips, the Knights are heading home this weekend and hoping to right a tailspin.

Winter Park - Maitland Observer
Sports

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Results for:

BLACK TIE: Central Florida Navy League’s Navy 242nd Birthday Ball

Calendar and Family Calendar

Isleworth mansion tops Windermere sales from Sept. 22 to 29

Calendar

GALLERY: Windermere Prep Spring Festival

PHOTOS: Keene’s Crossing Elementary Cougar Staff Parade

PHOTOS: Oakland Heritage & Wildlife Festival

PHOTOS: Legacy High Class of 2018 Graduation

Crossline Community Church to host Fall Festival

Calendar

Family Calendar

OCSO arrests 26 individuals in connection to narcotics trafficking in Winter Garden

Garden Theatre to present ‘Always … Patsy Cline’

Creative Arts for Life celebrates artist achievements

Banking on saving-savvy preschoolers

Johns Lake Pointe home tops Winter Garden sales from Jan. 18 to 26

PHOTOS: Foundation Academy seniors create art in parking spots

PHOTOS: West Orange claims “The Shield” once more, defeats Ocoee 26-14

Foundation hosts TFA in private-school showdown

UCF Knights looking to get back on horse

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