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By Danielle Hendrix |
March 22, 2018

Collective Kindness opens second location in historic Oakland home

Collective Kindness, the soy-candle shop created by a local mother-daughter duo, now has a second location at a historic home in Oakland.

West Orange Times & Observer
News

By Troy Herring |
April 19, 2018

Winter Park native Valerie Trapp brings home the title of 2018 Distinguished Young Woman of Florida

She will compete in June at nationals in Mobile, Alabama.

Winter Park - Maitland Observer
News

By Tim Freed |
October 12, 2018

Winter Park resident Todd Weaver running for City Commission Seat 4

The Winter Park candidate said he hopes to help the city plan better for its future and look at the bigger picture.

Winter Park - Maitland Observer
News

By Tim Freed |
September 1, 2017

Maitland couple wins treasure hunting trip to Vanuatu

Mike and Kellie Shellenberger traveled to the Vanuatu islands to dig up a buried treasure after winning an online competition.

Winter Park - Maitland Observer
News

By Troy Herring |
October 12, 2017

Celebrating art in Winter Park

The City is set to celebrate its 44th annual Autumn Art Festival this weekend. Local artist Bernard Martin created this year’s event poster.

Winter Park - Maitland Observer
News

By Brittany Gaines |
March 16, 2017

Thousands of students apply to OCPS magnet programs every year

This year, nearly 4,000 students applied to join a magnet program

Southwest Orange
News

By Amy Quesinberry Price |
July 17, 2024

Residents speak out against downed trees in Oakland

Folks argue the the town of Oakland, a Tree City USA for more than 20 years, has an obligation to keep its foliage intact when it allows developers to come into the town to build neighborhoods.

West Orange Times & Observer
News

By Sam Albuquerque |
August 29, 2024

Windermere Country Club sells for $8.6 million

NYA Capital Inc. — a real estate and development firm — has purchased the shuttered club from previous owner Bryan DeCunha.

West Orange Times & Observer
News

By Amy Quesinberry Price |
April 10, 2024

Addi Sinclair gets her park

Addison’s Park was dedicated in the Summerport community on Easter weekend in memory of Addison Sinclair, a resident who died of cancer in 2020 at the age of 8. Her family lives next door to the park.

West Orange Times & Observer
News

By Sam Albuquerque |
May 1, 2024

Meet G3 Development, the company chosen to lead downtown Ocoee’s revitalization

At its April 2 meeting, the Ocoee Commission approved city staff to proceed with contracting Mount Dora-based company G3 Development as the Master Developer for the city’s downtown master plan.

West Orange Times & Observer
News

By Liz Ramos |
February 20, 2025

INFLUENCER OF THE WEEK: Jessica Moore, Windermere High School

Jessica Moore is an English 1 and 2 teacher at Windermere High School.

Observer School Zone
Influencer

By Annabelle Sikes |
November 3, 2023

Orange County to receive $219M for disaster recovery

The county is asking residents to provide input on how to spend the money.

West Orange Times & Observer
News

By Kasey Bilodeau |
July 23, 2025

Winter Garden Heritage Foundation preserves history of the city

The foundation works to engage the public and create new cultural experiences.

Observer School Zone
News

By Sam Albuquerque |
August 13, 2025

Ocoee to increase solid waste residential services fee

The $42 annual increase is part of an effort to restore the financial stability of the city’s Solid Waste Fund and adequately cover the actual cost of administering this service.

West Orange Times & Observer

By Leticia Silva |
August 20, 2025

Oakland Police officers receive awards

One recipient, officer Brienna Fernandez, is credited for saving a person’s life.

West Orange Times & Observer

By Amy Quesinberry Price |
September 17, 2024

Original staff members retire from Windermere High School

Lori and Nancy Laurenzana, who have spent a combined 62 years in education, were hired in 2017 to open Windermere High School on Winter Garden-Vineland Road.

West Orange Times & Observer
News

By Amy Quesinberry Price |
November 20, 2024

Oakland amends office park agreement

Oakland Town Commissioners agreed to increase the number of buildings to keep the structures one story.

West Orange Times & Observer
News

By Amy Quesinberry Price |
August 28, 2025

Winter Garden Heritage Foundation debuts scouting exhibition

The Winter Garden Heritage Foundation’s display gives guests a look at scouting through the decades and the local hot spots for camping.

Arts + Entertainment
Things to Do

By Liz Ramos |
October 15, 2025

Fees finalized for Winter Garden Cemetery

The Winter Garden City Commission approved a resolution and ordinance as the cemetery’s expansion nears completion.

West Orange Times & Observer
News

By Leticia Silva |
January 27, 2026

Former Oakland Avenue Charter teacher to perform at Oakland Heritage Day

Kyle Zavada was an Oakland Avenue Charter School music teacher for eight years. This week, he is performing as the opening act at Oakland Heritage Day for the second year.

Arts + Entertainment
Things to Do

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