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By Allison Olcsvay |
May 28, 2014

Winter Parker Cora Boyett Evans turns 100 in style

A long-time Winter Park resident, Evans was known until very recently for hosting gracious afternoon teas in her home, so it was only appropriate that she should celebrate with one for her 100th birthday.

Winter Park - Maitland Observer
Neighborhood

By Danielle Hendrix |
June 26, 2019

Ocoee resident finds healing through Stars of HOPE

Elsie Cintron-Rosado spreads hope and pays it forward through volunteering with Stars of HOPE.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 22, 2020

How do libraries remain relevant?

Libraries constantly are changing to offer residents a variety of programs to improve their skills in the digital world.

Southwest Orange
Neighborhood

By Annabelle Sikes |
October 19, 2023

If you can dream it, you can do it

Disney's Caribbean Beach Resort celebrated its 35th anniversary this month with the help of the only cast member who has been with the establishment since the beginning: Undrill “Drill” Munfus.

Southwest Orange
News

By Sam Albuquerque |
April 25, 2024

Royal overhaul: The First Academy’s athletics vision under new AD Jeff Conaway

Amid a highly anticipated football season, allegations of rules violations and major shifts in its coaching staffs, TFA AD and football coach Jeff Conaway sat down with the Observer to share his vision for the program.

Sports

By Troy Herring |
November 26, 2019

West Orange Times basketball preview: West Orange Warriors have big plans for new season

It’s a new year, new coach and basically new team for the West Orange High girls basketball team, which has its sights on a playoff run.

Sports

By Tim Freed |
January 5, 2018

Winter Park City Commissioners weigh in on development and preserving the city's charm

The Observer reached out to all five members of the Winter Park City Commission to get their thoughts.

Winter Park - Maitland Observer
News

By Sam Albuquerque |
February 19, 2025

Fly like the Eagles: CFCA boys hoops’ new culture leads incredible turnaround

In 2023-24, Central Florida Christian Academy boys basketball finished the season 6-19. This year, with a new coach and culture, the Eagles are three wins from a state title.

Sports
High Schools

By Liz Ramos |
July 24, 2025

First West Orange High graduating class to celebrate 50 years

The Class of 1976 reflects on being the first to graduate from West Orange High.

West Orange Times & Observer
News

By Liz Ramos |
November 3, 2025

INFLUENCER OF THE WEEK: Alyson Hupp, Windermere Elementary School

Alyson Hupp is in her first year as a board member for Windermere Elementary School’s Parent-Teacher Organization serving as the school improvements director.

Observer School Zone
Influencer

By Amy Quesinberry Price |
March 22, 2023

Agoraphobia: Bound by home's four walls

For people like Ye’vette Toms, who has agoraphobia, getting an identification card is nearly impossible. A mobile unit will be in Winter Garden next week to assist residents who are unable to visit the DMV.

West Orange Times & Observer
News

By Andrea Mujica |
September 1, 2022

Foundation alum Denzel Irvin joins the Lions coaching staff

Only four months after he received a new heart, Denzel Irvin is helping current Lions as defensive back coach.

West Orange Times & Observer
News

By Danielle Hendrix |
January 5, 2017

FORECAST: Building Windermere Wolverine pride

With Windermere High School set to open its doors this August, shaping tradition and Wolverine pride is on the agenda as a community effort.

Southwest Orange
News

By Isaac Babcock |
April 20, 2017

The Golden Ticket

College Park pastrami man on the verge of his TV debut

Winter Park - Maitland Observer
News

By Annabelle Sikes |
July 13, 2024

Will new Florida law reduce street racing?

Residents hope a new Florida law pertaining to harsher and swifter consequences for street racing will serve as a deterrent for offenders in Horizon West and beyond.

Southwest Orange
News

By Liz Ramos |
August 6, 2025

PopStroke opens in Hamlin

Hamlin's PopStroke, which opened Wednesday, Aug. 6, will feature new technology and food and drink items unique to the location.

Southwest Orange
News

By Sarah Wilson |
September 19, 2012

Little Free Library opens at Fleet Peeples Park

Little Free Libraries work as a free market exchange location for books. One opened in Fleet Peeples Park Sept. 1.

Winter Park - Maitland Observer
News

By Observer Staff |
June 30, 2016

Calendar

The city of Winter Park will present the 21st annual Olde Fashioned 4th of July Celebration from 9 a.m. to 1 p.m. on Monday, July 4, in Winter Park’s Central Park.

Winter Park - Maitland Observer
Neighborhood

By Isaac Babcock |
April 13, 2011

Rollins resurrects a legacy

The story of Rollins’ football team’s demise is almost as strange as its new beginning

Winter Park - Maitland Observer
Sports

By Liz Ramos |
June 18, 2025

Horizon West resident undergoes second life-saving liver transplant

Andrew Wagner appreciates the little things every day.

Southwest Orange
Neighborhood

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