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By Steven Ryzewski |
February 1, 2018

Dr. Phillips boys soccer books first regional playoff appearance since 2006 | Observer Preps

The Panthers' 2-1 victory over Evans in the Class 5A, District 4 Semifinals earned Dr. Phillips a place in Friday's district final — and the regional playoffs, ending a 12-year drought.

Sports

By Steven Ryzewski |
November 2, 2017

Windermere boys golf team shows 'no quit' in earning trip to state in inaugural season -- Observer Preps

Rough patches early in the season didn’t stop the Windermere High boys golf team from making history twice already this fall.

Sports

By Amy Quesinberry Price |
March 31, 2016

Oakland secures state funding

The town of Oakland has been approved for $1 million in funds to help build the first phase of the new centralized sewer system.

West Orange Times & Observer
News

By Hannah Swayze |
September 5, 2019

Winter Garden workshop series spurs conversation about race

An upcoming event will focus on how to discuss issues of race in family and private circles.

West Orange Times & Observer
News

By Randy Knight |
May 9, 2012

Winter Park City Talk

There will be a City Commission meeting on Monday, May 14, at 3:30 p.m.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
July 2, 2013

Winter Park City Talk

The city presents the 18th annual Olde Fashioned 4th of July Celebration on Thursday.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
October 26, 2022

Obituary: Wilmer G. Ashberry

Obituary: Wilmer G. Ashberry, 83, of Winter Garden, died Friday, Oct. 21, 2022.

West Orange Times & Observer
News

By Observer Staff |
September 4, 2014

Church offers ministry workshop

West Orange Times & Observer
News

By Zak Kerr |
November 28, 2014

Children's workshop paints Christmas countdown elves

West Orange Times & Observer
News

By Observer Staff |
November 29, 2014

WEEKEND BEST BET: Winter Garden WonderFest

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
November 1, 2020

PHOTOS: Foundation Academy 2020 Homecoming Crowning

Foundation Academy celebrated its 2020 Homecoming court with a red-carpet ceremony.

West Orange Times & Observer
News

By Hannah Swayze |
September 10, 2019

West Orange High School parent nights coming up

Dates are set for Thursday, Sept. 12, and Tuesday, Sept. 17.

West Orange Times & Observer
News

By Eric Gutierrez |
November 29, 2019

Shooting reported in east Winter Garden on Thanksgiving

Two suspects fled the scene on foot.

West Orange Times & Observer
News

By Eric Gutierrez |
May 17, 2018

PHOTOS: Ocoee High School Walkout

Ocoee High seniors walked out of school for their last time as students on Tuesday, May 15.

West Orange Times & Observer
News

By Tim Freed |
December 2, 2018

PHOTOS: Edgewater season ends with 56-21 loss to Lakeland | Observer Preps

The Edgewater Eagles fell in the state semifinal game and finished with a record of 12-2.

Winter Park - Maitland Observer
News

By Troy Herring |
February 12, 2018

PHOTOS: Paddington Bear’s First Concert

The Orlando Philharmonic Orchestra celebrated the children’s storybook in Central Park.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
July 23, 2024

Back-to-school event taking place in Tildenville

Backpacks, school supplies, hygiene items and lunch will be provided for attendees.

West Orange Times & Observer
News

By Debra Garcia |
May 8, 2025

Dash Sports to host Ribbon Cutting Celebration

New Winter Garden athletic shoe store invites guests to ceremony

West Orange Times & Observer
Business

By Michael Eng |
October 15, 2024

West Orange High to take over Plant Street

The school’s annual Homecoming Parade will take place at 6 p.m. Thursday, Oct. 17, in downtown Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
August 29, 2016

On eve of election, tensions rise between Olszewski, VanderLey

Betsy VanderLey paid more than $88,000 to Millennium Consulting, founded by John Dowless.

West Orange Times & Observer
News

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Results for:

Dr. Phillips boys soccer books first regional playoff appearance since 2006 | Observer Preps

Windermere boys golf team shows 'no quit' in earning trip to state in inaugural season -- Observer Preps

Oakland secures state funding

Winter Garden workshop series spurs conversation about race

Winter Park City Talk

Winter Park City Talk

Obituary: Wilmer G. Ashberry

Church offers ministry workshop

Children's workshop paints Christmas countdown elves

WEEKEND BEST BET: Winter Garden WonderFest

PHOTOS: Foundation Academy 2020 Homecoming Crowning

West Orange High School parent nights coming up

Shooting reported in east Winter Garden on Thanksgiving

PHOTOS: Ocoee High School Walkout

PHOTOS: Edgewater season ends with 56-21 loss to Lakeland | Observer Preps

PHOTOS: Paddington Bear’s First Concert

Back-to-school event taking place in Tildenville

Dash Sports to host Ribbon Cutting Celebration

West Orange High to take over Plant Street

On eve of election, tensions rise between Olszewski, VanderLey

Verified Audit