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By Leticia Silva |
December 2, 2025

New Shake Shack to come to Dr. Phillips

It is currently in the works at 7800 Dr. Phillips Blvd, Suite 300, Orlando.

Southwest Orange
News

By Leticia Silva |
December 16, 2025

Fire Station 32 moves into permanent home

The new station is located at 13826 Luna Harvest Ave., Winter Garden.

Southwest Orange
News

By Leticia Silva |
December 6, 2025

PHOTOS: 2025 Winter Garden Christmas Parade

The city of Winter Garden celebrated the holiday season with its 2025 Winter Garden Christmas Parade Saturday, Dec. 6.

West Orange Times & Observer
Neighborhood

By Liz Ramos |
February 19, 2026

Matthew's Hope receives matching donation

An anonymous donor has made up to $35,000 in matching money available to help replace funds the nonprofit used to operate its freeze warning emergency shelters.

West Orange Times & Observer

By Leticia Silva |
March 2, 2026

The Lake Apopka Loop Trail is officially completed

The loop trail now goes around the entire lake with its final connector opening Saturday, Feb. 28.

West Orange Times & Observer
News

By Observer Staff |
January 5, 2011

Community Bulletin and Business Briefs

Bright House Networks volunteers delivered hundreds of presents for 160 AIDS and HIV-affected children at the Hope and Help Center in Winter Park.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
July 15, 2020

Meet Orange County Property Appraiser Candidate Rick Singh

Read our exclusive Q&A with Orange County Property Appraiser candidate/incumbent Rick Singh.

West Orange Times & Observer
News

By Eric Gutierrez |
August 11, 2018

Boutique hotel could be coming to downtown Winter Garden

A developer has shown interest in building a 60-room hotel at 8 N. Highland Ave.

West Orange Times & Observer
News

By Observer Staff |
January 21, 2016

Calendar

This year’s Ovation Awards ceremony and after-hours networking event is from 5:30 to 7:30 p.m. Jan. 21 at the Rachel D. Murrah Civic Center.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
February 18, 2016

Calendar

From 9 a.m. to 4 p.m., the Woman’s Show of Winter Park will include over 20 vendors selling jewelry, candles, boutique items, spa and beauty products, art, fashion and purses.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
August 4, 2016

Calendar

The Winter Park Village is hosting a “Pokémon Go Village Crawl” on Aug. 11, between 11 a.m. and 6 p.m.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
October 15, 2015

Calendar

College Park JazzFest will bring the toe-tapping, horn-filled sound of live jazz, blues, funk and R&B music to Edgewater Drive on Oct. 17.

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
August 19, 2022

Trash talk dominates town discussion

The Windermere Town Council members revisited ongoing service issues residents have experienced with WastePro.

West Orange Times & Observer
News

By Andrea Mujica |
November 10, 2022

PLAYOFF PICTURE: Legacy, Ocoee, Olympia, TFA, West Orange, to play this week

Playoffs week is here, and some teams in the West Orange and Southwest Orange areas are still alive in the battle for the state championship.

Sports

By Josh Garrick |
August 27, 2014

Josh Garrick: Culture for Your Calendar

With the greatest number of restaurants in the program’s nine-year history, this year’s event includes more dates thanks to the addition of the special preview week, which began on Aug. 25.

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
September 3, 2014

Josh Garrick: Culture for Your Calendar

With the greatest number of restaurants in the program’s nine-year history, this is your chance to have a magical meal at the restaurant you’ve been hungry for.

Winter Park - Maitland Observer
Opinion

By Michael Eng |
May 6, 2025

Lake Burden South home tops Horizon West sales from April 28 to May 4

The home at 7587 Lake Albert Drive, Windermere, sold May 2, for $1,240,000.

Southwest Orange
Real Estate

By Sam Albuquerque |
March 13, 2025

Three West, Southwest Orange County high school basketball teams compete for 7A state titles

The Windermere boys, Dr. Phillips girls and Ocoee girls basketball teams represented the West Orange and Southwest Orange communities in the 2025 hoops state championships.

Sports
High Schools

By Amy Quesinberry Price |
August 9, 2023

Polis: East Winter Garden residents most concerned about infrastructure

The results of a recent survey were shared at the July 24 meeting of the East Winter Garden Revitalization Network.

West Orange Times & Observer
News

By Michael Eng |
August 22, 2023

Isles of Lake Hancock home tops Horizon West sales from Aug 4 to 11, 2023

The home at 14680 Pylon Court, Winter Garden, sold Aug. 7, for $1,600,000.

Southwest Orange
Real Estate

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Results for:

New Shake Shack to come to Dr. Phillips

Fire Station 32 moves into permanent home

PHOTOS: 2025 Winter Garden Christmas Parade

Matthew's Hope receives matching donation

The Lake Apopka Loop Trail is officially completed

Community Bulletin and Business Briefs

Meet Orange County Property Appraiser Candidate Rick Singh

Boutique hotel could be coming to downtown Winter Garden

Calendar

Calendar

Calendar

Calendar

Trash talk dominates town discussion

PLAYOFF PICTURE: Legacy, Ocoee, Olympia, TFA, West Orange, to play this week

Josh Garrick: Culture for Your Calendar

Josh Garrick: Culture for Your Calendar

Lake Burden South home tops Horizon West sales from April 28 to May 4

Three West, Southwest Orange County high school basketball teams compete for 7A state titles

Polis: East Winter Garden residents most concerned about infrastructure

Isles of Lake Hancock home tops Horizon West sales from Aug 4 to 11, 2023

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