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By Troy Herring |
February 27, 2019

PHOTOS: CFCA sneaks past Victory Christian Academy in 61-52 win, seals up spot in state final four | Observer Preps

A tight second half saw the CFCA Eagles push past the Storm on their way to another state semifinal appearance.

Sports

By Danielle Hendrix |
March 26, 2019

Three Windermere-area schools on lockout due to police activity

Olympia High, Windy Ridge K-8 and Chain of Lakes Middle are on lockout as police search the surrounding area for a robbery suspect, deputies said.

Southwest Orange
News

By Sam Albuquerque |
June 24, 2024

Four Winter Garden Squeeze players selected for national prospect showcase

Garrett Byrd, Mark Chapa, Ben Maskin and Mees Robberse have been selected to represent the Squeeze at the National Alliance of College Summer Baseball Prospect Showcase in Virginia.

Sports

By Sam Albuquerque |
April 7, 2025

Foundation Academy boys weightlifting wins Regional Championship

Lions lead West, Southwest Orange as only team champs, while the area athletes across classifications claimed 12 total individual titles.

Sports
High Schools

By Sam Albuquerque |
March 8, 2025

PHOTOS: Windermere boys basketball advance to state finals

The Wolverines topped the Sarasota Sailors, 59-39, to advance to the state championship game.

Sports
High Schools

By Michael Eng |
May 28, 2025

Oakland Nature Preserve to host guided walk

The Journey into the Uplands walk takes place from 9 to 10 a.m. Saturday May 31, at the preserve, 747 Machete Trail, Oakland.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
July 22, 2025

TFA's Blake Fields selected by Arizona Diamondbacks in 2025 MLB Draft

With the 423rd overall pick in the 14th round, the Diamondbacks made the right-handed outfielder TFA's first player chosen in the MLB Draft since 2018.

Sports
High Schools

By Sam Albuquerque |
September 25, 2024

Foundation Academy girls volleyball setter Geiliany Del Valle breaks single-game assists record again

After opening the season with a school-record 55 assists, Del Valle once again broke that record by recording 57 assists against Dr. Phillips.

Sports
High Schools

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 Megan Bruinsma |
February 18, 2026

Windermere High boys soccer team wins regional championship

The Wolverines head to the Final Four of the 7A boys soccer state tournament.

Sports
High Schools

By Megan Bruinsma |
February 17, 2026

Olympia High's James Nowells named 7A District 11 Player of the Year

The Titans' guard James Nowells' junior season has been full of accolades.

Sports
High Schools

By Megan Bruinsma |
January 30, 2026

Windermere High soccer teams take home district championship title

Both the Wolverines won the district championship Tuesday, Jan. 27 and will continue to regionals.

Sports
High Schools

By Megan Bruinsma |
March 26, 2026

PHOTOS: Dr. Phillips softball dominates against Lake Nona

The Panthers topped the Lions 12-3 during its Strike Out Cancer Night game.

Sports
High Schools

By Chris Martucci |
November 23, 2021

Foundation's Holcomb named third-best shortstop in Baseball America poll

Holcomb, a member of the class of 2023, was named in the top three of Baseball America's latest class of 2023 poll.

West Orange Times & Observer
News

By Tim Freed |
February 23, 2019

PHOTOS: Winter Park State of the City Luncheon 2019

Winter Park leaders and members of the community gathered to hear about the latest happenings within the city.

Winter Park - Maitland Observer
News

By Observer Staff |
October 7, 2015

Windermere church to offer interfaith service

West Orange Times & Observer
News

By Annabelle Sikes |
March 30, 2022

TV host Matt Paxton coming to Winter Garden Goodwill

The ambassador and international spokesperson for the nonprofit is aiming to teach people how to downsize by organizing their keepsakes and encouraging locals to donate unwanted items.

West Orange Times & Observer
News

By Josh Garrick |
March 28, 2013

Josh Garrick: Culture Worthy of Your Calendar

Those Elizabethans were a bloody bunch as witnessed by the popularity of Shakespeare’s bloodiest blockbuster.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
January 28, 2025

Home & Garden Show returning for 16th year

The big event will take place Feb. 14 through 16 at the Orange County Convention Center.

West Orange Times & Observer
News

By Zak Kerr |
November 21, 2014

Windermere Elementary celebrates Grandparents Day

West Orange Times & Observer
News

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