Orange Observer | Orange Observer

Liz Ramos
October 23, 2025

Windermere Wine & Dine under new leadership

West Orange Foundation takes over Windermere Wine & Dine to elevate the event while maintaining its quality and mission.

Arts + Entertainment

Liz Ramos
October 23, 2025

Sleep in Heavenly Peace built community while building beds in Windermere

Nearly 400 residents, Lone Sailor Division cadets, church congregants and more gathered for the annual bunk bed build in Windermere.

Southwest Orange
Neighborhood

Liz Ramos
October 23, 2025

Downtown Windermere home tops Windermere sales from Oct. 13-19

The home at 1003 Oakdale St., Windermere, sold Oct. 14, for $2,350,000.

Southwest Orange
Real Estate

Megan Bruinsma
October 22, 2025

Upcoming road closure in Ocoee

Ocoee residents prepare for temporary lane closures southbound on South Bluford Road and eastbound on Old Winter Garden Road.

West Orange Times & Observer
News

Liz Ramos
October 21, 2025

Lake Olympia North Village home tops Ocoee sales from Oct. 13-19

The home at 1315 Olympia Park Circle, Ocoee, sold Oct. 15, for $625,000.

West Orange Times & Observer
Real Estate

Liz Ramos
October 21, 2025

Southern Hill Farms creates a-maze-ing corn maze

The farm is celebrating 10 years of its Fall Festival with a corn maze that pays homage to owner David Hill’s baseball history.

Southwest Orange
Neighborhood

Leticia Silva
October 21, 2025

Oakland OK's first read amending town charter

The Oakland Town Commission approved the first reading of an ordinance recommending six revisions to the town charter.

West Orange Times & Observer
News

Leticia Silva
October 21, 2025

Ocoee woman breaks back at daughter's wedding

Casie Constantine waited 10 months to see her daughter get married in Minnesota. Once there, she broke her back after a cow jumped on it.

West Orange Times & Observer
News

Leticia Silva
October 21, 2025

Winter Garden woman wins $11.3 million in lawsuit against Target

Woman sues Super Target for injuries; Orange County jury found Target to be 90% at fault for the incident.

West Orange Times & Observer
News

Leticia Silva
October 21, 2025

Ocoee couple accused of battery on teens

The occurrence happened Saturday, Oct. 18 at Valerie Rose Way and Douglas Edward Drive while teens rode their e-bikes.

West Orange Times & Observer
News

Liz Ramos
October 21, 2025

Summerlake home tops Horizon West sales from Oct. 13-19

The home at 7717 Green Mountain Way, Winter Garden, sold Oct. 15, for $2,461,000.

Southwest Orange
Real Estate

Leticia Silva
October 20, 2025

PHOTOS: 'Oans, zwoa, drei, g’suffa!’ Crooked Can celebrates Oktoberfest

Crooked Can Brewing Co. held its popular Oktoberfest event from Friday, Oct. 17 to Sunday, Oct. 19.

West Orange Times & Observer
Neighborhood

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

Leticia Silva
October 20, 2025

West Orange County schools recognized as Schools of Excellence

West Orange County had 18 elementary schools, five middle schools and one high school were deemed Schools of Excellence.

Southwest Orange
News

Leticia Silva
October 20, 2025

Ocoee pastor accused of forging former church member's life insurance policy

Pastor Gary Wheeler of Changing Your World Church in Ocoee and Katrina Ann Phillips, a licensed insurance agent, are facing felony charges for alleged fraud.

West Orange Times & Observer
News

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