Neighborhood | Southwest Orange

Southwest Orange | Neighborhood

Liz Ramos
January 14, 2026

‘This place will leave a mark on you’: Windermere mayor reflects on 15 years of service

After serving as mayor of Windermere for six years, Jim O’Brien says now is the right time to step away because the town has talented people prepared to lead.

Southwest Orange
Neighborhood

Leticia Silva
January 11, 2026

PHOTOS: Horizon West Theater Company grooves through the decades

The theater held its concert series with more than 15 performers Saturday, Jan. 10 at 16112 Marsh Road, Winter Garden.

Southwest Orange
Neighborhood

Leticia Silva
December 19, 2025

Fitness competition to unite neighbors

Maddy Owens, owner of Fit ’N Fierce, has created a fitness competition to take place between neighborhoods in West Orange.

Southwest Orange
News

Leticia Silva
December 19, 2025

Spreading holiday joy through decor

One Windermere family goes all out with its outdoor Christmas decorations for the holiday season.

Southwest Orange
Neighborhood

Liz Ramos
December 17, 2025

Whole lot of love: Tree sales benefit Windermere High choir

Longtime Disney entertainer hosts Christmas tree lots outside Windermere High School, with proceeds benefiting the school’s choir program.

Observer School Zone
News

Megan Bruinsma
December 16, 2025

Florida officials clarify license plate frame rules

The Florida Statute 320.262 allows most license plate frames, but prohibits covers.

West Orange Times & Observer
News

By Observer Staff
December 15, 2025

PHOTOS: Thousands attend live nativity in Horizon West

Representatives of five local Christian churches, three non-profit organizations, two OCPS school choirs, a Portuguese church choir and three OCPS FFA programs cooperated in presenting the two-day celebration.

Southwest Orange
Neighborhood

Leticia Silva
December 11, 2025

PHOTOS: Windermere Wonderland 2025

The school’s Student Government Association hosted Windermere Wonderland at the school’s courtyard Wednesday, Dec. 10

Southwest Orange
Neighborhood

Liz Ramos
December 11, 2025

PHOTOS: St. Luke's United Methodist Church's Sounds of the Season 2025

The church is bringing together a community choir, dancers, community youth choir and orchestra for its annual Sounds of the Season Thursday, Dec. 11 through Saturday, Dec. 13.