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By Amy Quesinberry Price |
October 11, 2024

Service league plans Spooky Sprint 5K

The run/walk takes place Oct. 19 in the Oakland Park neighborhood.

West Orange Times & Observer
News

By Leticia Silva |
October 20, 2025

Halloween pet costume contest coming to Crooked Can

Nonprofit Our Cause 4 Paws Rescue is hosting a Halloween pet costume from 11 a.m. to 2 p.m. Sunday, Oct. 26 at Crooked Can Brewing Co., at 426 W. Plant Street, Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
November 2, 2025

PHOTOS: Dr. Phillips High band performs at 2025 Florida Bandmasters Association District 8 MPA

The Dr. Phillips High School marching band performed its 2025 show, “Beyond the Rainbow,” at the 2025 Florida Bandmasters Association District 8 MPA.

West Orange Times & Observer
Neighborhood

By Michael Eng |
November 2, 2025

PHOTOS: West Orange High band performs at 2025 Florida Bandmasters Association District 8 MPA

The West Orange High School marching band performed its 2025 show, “Robin Hood and the Merry Band of Warriors,” at the 2025 Florida Bandmasters Association District 8 MPA.

West Orange Times & Observer
Neighborhood

By Leticia Silva |
September 18, 2025

Man arrested for murder of Winter Garden engineer six years later

The murder took place in 2019, a day after Michael Kotait left home for Gainesville to see family, officials said.

West Orange Times & Observer
News

By Observer Staff |
November 20, 2012

Calendar

The Art & History Museums – Maitland will start the holiday celebration with the Waterhouse family at the annual exhibition Holidays at the Waterhouse.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
November 29, 2018

Celebrate the holidays in West Orange County

A variety of events are taking place through December to get residents and families in the festive mood for the holidays.

West Orange Times & Observer
Neighborhood

By Josh Garrick |
April 30, 2015

Josh Garrick: Culture for Your Calendar

Hey, “it’s 5 o’clock somewhere” as this fundraiser for Winter Park Lost Pets and A Cause 4 Paws Rescue offers a (hilarious) race as well as music, food and drink specials.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
May 25, 2011

Calendar and Family Calendar

Gap and Goodwill team up for donation incentives, Winter Park police focus on seatbelt violations

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
February 22, 2023

Steve Koontz submits resignation letter to Oakland

Oakland Town Manager Steve Koontz's final day is April 1. He has been with the town for six years.

West Orange Times & Observer
News

By Observer Staff |
June 16, 2016

Calendar

Come enjoy free popcorn and a movie at Popcorn Flicks in the Park featuring "Westworld" on Thursday, June 23 from 8 to 10 p.m. at Central Park in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
July 25, 2013

Josh Garrick: Culture Worthy of Your Calendar

Formed in 1986, Toad the Wet Sprocket enjoyed early success in the 1990s with “Walk on the Ocean,” “All I Want,” and “Fall Down.”

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
January 28, 2015

Calendar

Come join the run on Jan. 31 in The Lady Track Shack 5K, a one-of-a-kind women’s only event set in the beautiful and lush surroundings of Mead Garden in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
May 9, 2018

Calendar for the week of 5-10-18

See what's happening this week and weekend in West Orange County.

West Orange Times & Observer
Neighborhood

By Michael Eng |
July 8, 2025

Sawyer Sound home tops Horizon West-area sales from June 30 to July 6

The home at 5023 Sawyer Cove Way, Windermere, sold July 3, for $3,000,000.

Southwest Orange
Real Estate

By Sam Albuquerque |
October 22, 2024

West Orange, Olympia win girls volleyball district titles, lead area into playoffs

The girls high school volleyball playoffs begin Oct. 22 and the West, Southwest Orange County area has six teams alive in the fight for state title.

Sports

By Observer Staff |
February 2, 2011

Winter Park City Talk

Winter Park government news

Winter Park - Maitland Observer
Opinion

By Observer Staff |
May 18, 2011

Winter Park City Talk

Community Conversations ending soon

Winter Park - Maitland Observer
Opinion

By Andrea Mujica |
April 7, 2023

YOUNGRY: Royals surprisingly strong this spring

After losing 11 seniors to graduation, this was supposed to be a rebuilding year for The First Academy, but the Royals are sitting at 18-1 so far this season.

Sports

By Annabelle Sikes |
December 15, 2022

City to apply for $3.5 million loan

Winter Garden city commissioners approved unanimously a resolution to authorize the city manager to apply for up to a $3.5 million loan.

West Orange Times & Observer
News

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Results for:

Service league plans Spooky Sprint 5K

Halloween pet costume contest coming to Crooked Can

PHOTOS: Dr. Phillips High band performs at 2025 Florida Bandmasters Association District 8 MPA

PHOTOS: West Orange High band performs at 2025 Florida Bandmasters Association District 8 MPA

Man arrested for murder of Winter Garden engineer six years later

Calendar

Celebrate the holidays in West Orange County

Josh Garrick: Culture for Your Calendar

Calendar and Family Calendar

Steve Koontz submits resignation letter to Oakland

Calendar

Josh Garrick: Culture Worthy of Your Calendar

Calendar

Calendar for the week of 5-10-18

Sawyer Sound home tops Horizon West-area sales from June 30 to July 6

West Orange, Olympia win girls volleyball district titles, lead area into playoffs

Winter Park City Talk

Winter Park City Talk

YOUNGRY: Royals surprisingly strong this spring

City to apply for $3.5 million loan

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