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By Annabelle Sikes |
September 12, 2024

Legacy Academy to host free College Prep 101 Parent Workshop

The workshop will focus on the importance of the post high school experience and will feature a range of guest speakers.

Southwest Orange
News

By Michael Eng |
September 18, 2024

Wynwood home tops Ocoee sales from Sept. 9 to 15

The home at 3480 Islewood Court, Ocoee, sold Sept. 12, for $471,990.

West Orange Times & Observer
Real Estate

By Sam Albuquerque |
October 12, 2024

OCPS announces Oct. 25 as Hurricane Helene, Milton make up day

Orange County Public Schools has announced that Friday, Oct. 25, will serve as the make-up day for missed school days because of the recent hurricanes.

West Orange Times & Observer

By Annabelle Sikes |
October 17, 2024

OCPS, teachers union resolve impasse

The agreement includes teacher salary increases of 2.25% for those rated highly effective (93% of teachers evaluated) and a 1.7% increase for those rated effective (6.5% of teachers evaluated).

West Orange Times & Observer
News

By Michael Eng |
September 23, 2025

West Orange Chamber of Commerce's Stina D’Uva Tour de Chamber rolls Oct. 2

This year’s ride takes place from 5:30 to 730 p.m. Thursday, Oct. 2, beginning at Home State Brewing Co., in Horizon West.

Arts + Entertainment
Things to Do

By Michael Eng |
November 26, 2025

Jimmy Crabtree Cancer Fund kicks off Christmas drive

A kick-off event for Brighten Someone’s Christmas takes place at 4 p.m. Monday, Dec. 1, at The Tasting Room at The Chef’s Table, 99 W. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
December 3, 2025

Wynwood home tops Ocoee sales from Nov. 24 to 30

The home at 3313 Wynwood Forest Drive, Ocoee, sold Nov. 24, for $483,990.

West Orange Times & Observer
Real Estate

By Michael Eng |
September 30, 2025

Homeowners: The Horizon West Home Expo is this weekend

Horizon West Happenings’ first home expo takes place from 9 a.m. to 1 p.m. Saturday, Oct. 4, at Toole's Ace Hardware of Hamlin, 5175 Hamlin Groves Trail, Winter Garden.

Arts + Entertainment
Things to Do

By Liz Ramos |
October 16, 2025

Isleworth home tops Windermere sales from Oct. 6-12

The home at 9832 Laurel Valley Drive, Windermere, sold Oct. 6, for $9,000,000.

Southwest Orange
Real Estate

By Leticia Silva |
October 23, 2025

New rehab institute now open in Ocoee

Orlando Health announced the opening of its newest pediatric rehabilitation facility in Ocoee, located at Orlando Health Advanced Rehabilitation Institute, 1300 Hempel Ave., Ocoee

West Orange Times & Observer
News

By Liz Ramos |
October 23, 2025

That One Spot in Ocoee will close its doors

The last day the burger spot will be open is Sunday, Oct. 26 as the owner looks for a new location.

West Orange Times & Observer
News

By Leticia Silva |
November 5, 2025

Murder-suicide in Winter Garden

A murder-suicide took place Saturday. Nov. 1 in Winter Garden.

West Orange Times & Observer
News

By Michael Eng |
January 14, 2026

Wesmere home tops Ocoee home sales from Jan. 5 to 11

The home at 427 Dunoon St., Ocoee, sold Jan. 9, for $415,000.

West Orange Times & Observer
Real Estate

By Leticia Silva |
January 13, 2026

Town of Windermere faces multiple road closures

The town announced multiple road closures from Monday, Jan. 12 to Friday, Jan. 16.

Southwest Orange
News

By Michael Eng |
February 26, 2026

Winter Garden Heritage Foundation serves up first pickleball tournament

WGHF’s Paddles for the Past Pickleball Tournament takes place at 8 a.m. Saturday, Feb. 28, at both the Roper YMCA Family Center and the Dr. P. Phillips YMCA Family Center.

Arts + Entertainment
Things to Do

By Michael Eng |
January 29, 2026

Winter Garden Heritage Foundation ‘paddles up’ for pickleball tourney

Registration is now open for the Paddles for the Past Inaugural Pickleball Tournament, which will take place Saturday, Feb. 28, at both the Roper YMCA Family Center and the Dr. P. Phillips YMCA Family Center.

Arts + Entertainment
Things to Do

By Megan Bruinsma |
April 15, 2026

PHOTOS: Foundation Academy dominates its Lions Last Chance Meet

Foundation Academy boys and girls track and field teams topped The First Academy and Legacy High in its home meet.

Sports
High Schools

By Liz Ramos |
March 19, 2026

Ocoee issues precautionary boil water notice

The notice is for six streets: Leslie Ann Lane, Nicole Boulevard, Marlene Drive, Joan Lee Lane, Armada Court and Ruth Jordana Court.

West Orange Times & Observer
News

By Isaac Babcock |
July 30, 2012

New 4 Rivers Smokehouse opens

John Rivers served patrons for hours on Monday, July 30, the opening day for his new 4Rivers Smokehouse, just a block away from the beloved barbecue restaurant's original location.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
June 16, 2023

What happened to Leah Calabrese?

Leah Denise Calabrese, 29 years old at the time, was last seen in Winter Garden on Oct. 24, 1992.

West Orange Times & Observer
News

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