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By Jim Carchidi |
November 3, 2021

Windermere leaders again pause boathouse discussion

Town Council set another workshop Monday, Nov. 29, to address the new lease agreement.

Southwest Orange
News

By Observer Staff |
October 7, 2015

Windermere church to offer interfaith service

West Orange Times & Observer
News

By Randy Knight |
February 19, 2015

Winter Park City Talk

The Winter Park Police Department is proud to announce the release of its official smartphone app called “The WPPD App.”

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
December 4, 2013

Josh Garrick: Culture Worthy of Your Calendar

Make an evening of downtown Winter Park as Casa Feliz invites everyone to Christmas at the Casa before or after visiting the Morse Museum's splendid Christmas in the Park event.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
February 22, 2017

Dear Pen Pal … Your Friend, Karen

Since 1951, Dr. Phillips resident Karen Brown has been corresponding with her New Zealand pen pal, Robyn Chrystal. Nearly seven decades later, the two ‘spirit friends’ finally met.

West Orange Times & Observer
Neighborhood

By Annabelle Sikes |
March 30, 2022

TV host Matt Paxton coming to Winter Garden Goodwill

The ambassador and international spokesperson for the nonprofit is aiming to teach people how to downsize by organizing their keepsakes and encouraging locals to donate unwanted items.

West Orange Times & Observer
News

By Kathy Aber |
November 26, 2014

Reading Reindeer supports Migrant Early Ed with books

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 28, 2025

Home & Garden Show returning for 16th year

The big event will take place Feb. 14 through 16 at the Orange County Convention Center.

West Orange Times & Observer
News

By Michael Eng |
October 27, 2021

Orange County superintendent will make mask determination tomorrow

Orange County Public Schools Superintendent Dr. Barbara Jenkins will decide whether to reinstate an opt-out option to the district’s mask mandate.

West Orange Times & Observer
News

By Michael Eng |
August 26, 2016

GALLERY: West Orange High vs. Foundation Academy

Winter Garden football fans packed Raymond Screws Stadium Aug. 26 for the Battle of Winter Garden.

Sports
High Schools

By Sam Albuquerque |
January 4, 2024

FORECAST 2024: New athletic facilities at Windermere High, Windermere Prep are monumentous for programs’ futures

The heap of athletic upgrades for Windermere Prep and an on-campus stadium for Windermere High coming in 2024 is a legacy-defining moment for both athletic departments.

Sports
High Schools

By Observer Staff |
October 22, 2014

The 15th annual free Pet Costume Contest presented by The Doggie Door will feature a large dog contest at 11 a.m. and a small dog contest at 1 p.m. on Sunday, Oct. 26, at the corner of Park and Garfield avenues in downtown Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Zak Kerr |
November 21, 2014

Windermere Elementary celebrates Grandparents Day

West Orange Times & Observer
News

By Danielle Hendrix |
February 11, 2021

Winter Garden Commission Candidate Q&A: Colin Sharman, District 4

Colin Sharman is one of two candidates running for Winter Garden Commission District 4.

West Orange Times & Observer
News

By Chris Martucci |
February 23, 2022

A Royal Return: The First Academy begins 2022 season

The First Academy’s varsity baseball team is ready to defend its state championship.

West Orange Times & Observer
News

By Eric Gutierrez |
May 1, 2019

Former BMS students place second in Student Television Network competition

Former Bridgewater Middle School students Alexandria Muir and Ella Brinckerhoff won second place in the Student Television Network Nationals competition under the Creative Segment — Middle School category.

Southwest Orange
News

By Amy Quesinberry Price |
February 6, 2019

District appoints principal for Bridgewater relief school

Michelle Thomas will lead a new relief middle school in Horizon West, which will open in the fall with a projected enrollment of 1,280.

Southwest Orange
News

By Steven Ryzewski |
April 5, 2016

Baseball: CFCA flying high after win at OCP

The extra-inning, 2-1 victory over the first-place Warriors has the Eagles firmly in second place in District 2A-4.

Sports

By Tim Freed |
June 7, 2018

Developer nixes plans for memory-care facility in Winter Park

Villa Tuscany Holdings LLC is now proposing to build four single-family homes at 1298 Howell Branch Road.

Winter Park - Maitland Observer
News

By Observer Staff |
January 22, 2014

Family Calendar

It’s Popcorn Flicks in the Park at 7 p.m. Jan. 23 at Winter Park’s Central Park. Bring a blanket, a picnic basket and the family and watch “The Incredible Mr. Limpet” under the stars.

Winter Park - Maitland Observer
Neighborhood

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