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Results for:

  • By Michael Eng |
  • March 4, 2025
Hawksmoor home tops Horizon West sales from Feb. 24 to March 2

The home at 16983 Wingspread Loop, Winter Garden, sold Feb. 26, for $1,150,000.

  • Southwest Orange
  • Real Estate
  • By Amy Quesinberry Price |
  • April 3, 2024
Oakland swears in first new mayor in two decades

Shane Taylor took the oath of office at the Oakland Town Commission meeting Tuesday, March 26.

  • West Orange Times & Observer
  • News
  • By Sarah Wilson |
  • October 26, 2015
Drilling mishap causes hole, closes Maitland Boulevard exit off I-4

The driver of a white sedan exiting eastbound Interstate 4 onto Maitland Boulevard on Monday found themselves stuck in more than just rush-hour traffic.

  • Winter Park - Maitland Observer
  • News
  • By Randy Knight |
  • April 29, 2010
Winter Park City Talk

Government news

  • Winter Park - Maitland Observer
  • News
  • By Michael Eng |
  • May 21, 2025
Oakland native spearheads Memorial Day Service

The service will take place at 9 a.m. Monday, May 26, at Oakland Cemetery, corner of West Sadler Avenue and South Walker Street.

  • Arts + Entertainment
  • Things to Do
  • By Josh Garrick |
  • April 24, 2013
Josh Garrick: Culture Worthy of Your Calendar

The Central Florida premiere of the award-winning play “Frost/Nixon” runs through April 28.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Randy Knight |
  • April 16, 2015
Winter Park City Talk

Earth Day in the Park will provide fun for all ages including a kids’ zone with games, face painting, an eco-friendly slime challenge, and tie-dye T-shirts by Rollins College.

  • Winter Park - Maitland Observer
  • Opinion
  • By Michael Eng |
  • December 4, 2024
Windsor Landing home tops Ocoee sales from Nov. 24 to 30

The home at 323 Calliope St., Ocoee, sold Nov. 27, for $749,000.

  • West Orange Times & Observer
  • Real Estate
  • By Danielle Hendrix |
  • February 21, 2017
'Real-life Forrest Gump' athlete to visit Windermere Prep

Jim Plunkett-Cole, also known as Jim Gump, is coming to visit Windermere Preparatory School Wednesday, Feb. 22.

  • Southwest Orange
  • News
  • By Steven Ryzewski |
  • August 6, 2014
Commentary: Squeeze, Winter Garden a natural fit

Commentary: Squeeze, Winter Garden a natural fit

  • Sports
  • By Observer Staff |
  • July 25, 2012
Calendar

Design Studio 15, a professional interior design firm, will mark the opening of its new Winter Park office with a grand opening celebration on Thursday, July 26.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Isaac Babcock |
  • October 19, 2011
Rollins returns to gridiron Oct. 24 after 62 years

The sky has long since dimmed to deep blue — just a shade darker than the jersey Jeff Hoblick wears as he treads the 50-yard line and turns toward his team. Next Monday, Oct. 24, it’s game time.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Randy Knight |
  • January 29, 2015
Winter Park City Talk

On Tuesday, Feb. 3, from 11 a.m. to 1 p.m. get fresh produce at our mobile farmers market, market2park.

  • Winter Park - Maitland Observer
  • Opinion
  • By Observer Staff |
  • September 24, 2015
Quick Hits 09.24.15

Quick Hits 09.24.15

  • Arts + Entertainment
  • Arts + Culture
  • By Randy Knight |
  • April 8, 2015
Winter Park City Talk

The city of Winter Park will host the 14th annual Dinner on the Avenue Saturday, April 11, at 6 p.m. Tickets have sold out and a record-breaking crowd of 1,280 diners are expected to attend this unique social event.

  • Winter Park - Maitland Observer
  • Opinion
  • By Liz Ramos |
  • April 26, 2025
PHOTOS: Roper YMCA celebrates Healthy Kids Day

Children were on the move with various activities from vendors and organizations.

  • West Orange Times & Observer
  • Neighborhood
  • By Observer Staff |
  • January 25, 2012
Family Calendar

Bring your chairs and blankets and enjoy “Kung Fu Panda 2” and popcorn on the lawn, at 7 p.m. on Saturday, Feb. 4, at Orangewood Church and School.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Michael Eng |
  • March 3, 2025
Estates at Parkside home tops Dr. Phillips sales from Feb. 24 to March 2

The home at 8042 Ludington Circle, Orlando, sold Feb. 25, for $1,920,000.

  • Southwest Orange
  • Real Estate
  • By Amy Quesinberry Price |
  • August 23, 2023
Summer Sidewalk Sale Saturday in Winter Garden

The downtown Winter Garden shops are hosting a daylong sidewalk sale Saturday, Aug. 26.

  • West Orange Times & Observer
  • News
  • By Annabelle Sikes |
  • July 7, 2022
Town of Windermere hosting American Sign Language classes

Town Council member Mandy David will hold the classes on Fridays from July 8 to Aug. 26.

  • West Orange Times & Observer
  • News
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