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By Michael Eng |
October 2, 2025

Isleworth mansion tops Windermere sales from Sept. 22 to 29

The home at 9743 Chestnut Ridge Drive, Windermere, sold Sept. 26, for $3,250,000.

Southwest Orange
Real Estate

By Sarah Wilson |
December 21, 2011

Cities changing the food truck industry

From the stationary stops to fundraising nights, Winter Park and Maitland are changing the way people view, and use, food trucks

Winter Park - Maitland Observer
News

By Isaac Babcock |
February 22, 2012

Electric cars charge for free in Winter Park

The six electric car charging stations are free to use because it would cost Winter Park more money to require a usage fee.

Winter Park - Maitland Observer
News

By Josh Garrick |
November 26, 2014

Josh Garrick: Culture for Your Calendar

The Philharmonic will present a free program of holiday favorites for all ages with audience members encouraged to bring non-perishable food items to re-stock the pantries at Second Harvest Food Bank.

Winter Park - Maitland Observer
Neighborhood

By Brittany Gaines |
November 21, 2016

Zion New Life Lutheran Preschool celebrates the first Thanksgiving

Preschoolers learned the history of the Native Americans and Pilgrims

West Orange Times & Observer
Neighborhood

By Observer Staff |
May 18, 2011

Calendar and Family Calendar

Women's Forum, hospice volunteer orientation, Armed Forces Day at Mead Garden

Winter Park - Maitland Observer
Neighborhood

By Chris Jepson |
May 18, 2016

Chris Jepson: How did you die, Mr. Jepson?

I was, at the time, in the St. Petersburg Dali Museum and had bought a T-shirt, only to be informed that I purchased what is considered feminine wear. It’s a little snug.

Winter Park - Maitland Observer
Opinion

By Clyde Moore |
December 20, 2012

Clyde Moore: Hurricanes and Hydrangeas

I guess it really started with hurricanes and blue hydrangea.

Winter Park - Maitland Observer
Opinion

By Megan Stokes |
April 30, 2010

Seeds of joy

Tears welled in Yahaira Velez's eyes as she hugged the bunk-bed frame that would become her child's bed.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
November 6, 2019

Olympia High School hosting second annual Titan Turkey Trot

The carnival event will raise money for Second Harvest Food Bank.

Southwest Orange
News

By Amy Quesinberry Price |
August 14, 2014

School bells ring Monday

Southwest Orange
Neighborhood

By Observer Staff |
December 19, 2012

Community Bulletin

The Winter Park Rotary Club visited students at Fern Creek Elementary to present the school new dictionaries on Dec. 14.

Winter Park - Maitland Observer
News

By Sam Albuquerque |
January 31, 2025

PHOTOS: FSU football coach Mike Norvell takes recruiting trip to Windermere High via helicopter

During a round of recruiting visits throughout the state, the Seminoles’ football coach made a stop at Windermere High.

Sports
High Schools

By Michael Eng |
June 26, 2020

BREAKING: Florida suspends drinking at bars

The Florida Department of Business and Professional Regulation has suspended on-premises consumption of alcohol at bars statewide.

West Orange Times & Observer
News

By Michael Eng |
February 27, 2016

GALLERY: Windermere Prep Spring Festival

One day after winning a state championship in basketball, the Windermere Prep community celebrated of night of family fun and fundraising at the school’s annual Spring Festival Feb. 26.

Southwest Orange
Neighborhood

By Eric Gutierrez |
March 27, 2020

PHOTOS: Keene’s Crossing Elementary Cougar Staff Parade

Keene's Crossing teachers and staff paraded through the Summerport community on Thursday, March 26.

West Orange Times & Observer
News

By Amy Quesinberry Price |
October 27, 2019

PHOTOS: Oakland Heritage & Wildlife Festival

Oakland Heritage & Wildlife Festival attendees had a fun and educational experience during the event held Saturday, Oct. 26.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
May 26, 2018

PHOTOS: Legacy High Class of 2018 Graduation

Seniors for Legacy High School in Ocoee celebrated the conclusion of their high-school careers on-campus May 26.

West Orange Times & Observer
Neighborhood

By Michael Eng |
October 22, 2024

Crossline Community Church to host Fall Festival

The event will take place from 4 to 7 p.m. Saturday, October. 26, at Crossline Park, 17922 Old YMCA Road, Winter Garden.

Arts + Entertainment
Things to Do

By Tim Freed |
December 31, 2013

Time for your body to make a comeback

A new year means new fitness goals and local cities’ parks and recreation departments are ready to give everyone the motivation they need to start them off right.

Winter Park - Maitland Observer
Neighborhood

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