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By Michael Eng |
September 22, 2023

Sanctuary at Twin Waters home tops Winter Garden sales from Sept. 10 to 16, 2023

The home at 16750 Sanctuary Drive, Winter Garden, sold Sept. 12, for $1,500,000.

West Orange Times & Observer
Real Estate

By Michael Eng |
October 5, 2023

Bellaria home tops Windermere sales from Sept. 24 to 30, 2023

The home at 13503 Bellaria Circle, Windermere, sold Sept. 28, for $2,450,000.

Southwest Orange
Real Estate

By Michael Eng |
October 12, 2023

Isleworth estate tops Windermere sales from Oct. 1 to 7, 2023

The home at 4812 Alexandra Garden Court, Windermere, sold Oct. 6, for $3.3 million.

Southwest Orange
Real Estate

By Liz Ramos |
June 26, 2025

Isleworth estate tops Windermere sales from June 16 to 22

This home at 5121 Latrobe Drive, Windermere, sold for $5,000,000 on June 17.

Southwest Orange
Real Estate

By Brittni Larson |
June 3, 2010

Recipe for success

4Rivers Smokehouse, a popular barbecue spot in Winter Park, is looking to open a second location

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
May 5, 2016

City OK with losing money on Booby Trap

Winter Park may have a potential buyer for the former Booby Trap property – a transaction that would still leave the city $160,000 in the hole.

Winter Park - Maitland Observer
Business

By Troy Herring |
January 30, 2019

DP girls weightlifting wins regionals | Observer Preps

Following big wins at the Metro and district tournaments, the Lady Panthers wreaked havoc at regionals — sending five lifters to states in the process.

Sports

By Tim Freed |
April 20, 2018

Hannibal Square Heritage Center Folk and Urban Art Festival blends art and heritage

Residents can expect a day of local art and community at the festival on Saturday, April 21.

Winter Park - Maitland Observer
News

By Chris Mayer |
October 23, 2014

Warriors, Panthers closing in on undefeated regular seasons

Sports

By Louis Roney |
November 12, 2014

Louis Roney: Are you "cultured"?

Belonging to our “culture” are such diverse things as our educational standards, manners, what’s playing at the local movie theater and on the TV, our crime, and our punishment of criminals.

Winter Park - Maitland Observer
Opinion

By Leticia Silva |
March 11, 2026

Couple opens Play Street Museum in Winter Garden

The museum was designed to be an interactive and educational play space.

West Orange Times & Observer

By Liz Ramos |
May 1, 2025

Orange County Public Schools' enrollment to take a hit next school year

With more families taking advantage of scholarships for private schools and a decreased birth rate, Orange County Public Schools is expecting to lose 3,100 students and millions in funding next school year.

Observer School Zone

By Tim Freed |
October 17, 2017

Manzano's Deli coming to Fairbanks Avenue in Winter Park

A popular deli with locations in DeLand and New Smyrna Beach is coming to Winter Park.

Winter Park - Maitland Observer
News

By Annabelle Sikes |
October 31, 2024

Alcohol ordinance receives first OK from city

Despite multiple revised drafts of the ordinance following feedback from affected stakeholders, many local business owners still believe the city’s proposed alcohol ordinance needs work.

West Orange Times & Observer
News

By Eric Gutierrez |
April 6, 2019

PHOTOS: Bloom and Grow Garden Society’s 19th annual Spring Fever in the Garden

Hundreds gathered in downtown Winter Garden April 6 to 7 for the annual plant-themed festival.

West Orange Times & Observer
News

By Harry Sayer |
September 13, 2018

PHOTOS: Daughters of the Revolution's Charter Signing Luncheon

The patriotic organization's Florida State Regent signed the Winter Park chapter's official charter.

Winter Park - Maitland Observer
News

By Karen McEnany-Phillips |
September 29, 2010

Store sells handmade clothes for kids

A local family business offers handmade and consigned clothes for children

Winter Park - Maitland Observer
Business

By Amy Simpson |
June 8, 2011

A passion that's one of a kind

Entrepreneur moved business from foyer to boutique

Winter Park - Maitland Observer
Business

By Tim Freed |
August 20, 2015

Winter Park Playhouse works to fund permanent home

The Winter Park Playhouse is facing budget battles as it works to make its home permanent before curtain call.

Winter Park - Maitland Observer
Neighborhood

By Todd Persons |
November 5, 2015

Sy Israel, octogenarian entrepreneur

On any given day, you will see his slender, compact form working behind his office desk at Orlando’s Universal Engineering Sciences’ sprawling headquarters on Maggie Boulevard.

Winter Park - Maitland Observer
Neighborhood

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