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Results for:

  • By Michael Eng |
  • December 19, 2025
Showalter Park home tops Winter Garden home sales from Dec. 8 to 14

The home at 284 Donald Drive, Winter Garden, sold Dec. 10, for $1,550,000.

  • West Orange Times & Observer
  • Real Estate
  • By Michael Eng |
  • February 24, 2026
Summerlake home tops Horizon West home sales from Feb. 16 to 22

The home at 7578 Purple Finch St., Winter Garden, sold Feb. 17, for $900,000.

  • Southwest Orange
  • Real Estate
  • By Leticia Silva |
  • January 14, 2026
Green PLACE acquires 28-acre Winter Garden property

The Wintersweet property was recently purchased for $1.9 million.

  • West Orange Times & Observer
  • News
  • By Michael Eng |
  • March 2, 2026
Cypress Point home tops Dr. Phillips home sales from Feb. 23 to March 1

The home at 9138 Great Heron Circle, Orlando, sold Feb. 26, for $2,800,000.

  • Southwest Orange
  • Real Estate
  • By Michael Eng |
  • March 6, 2026
Oakland Park home tops Winter Garden-area home sales from Feb. 23 to March 1

The home at 1078 Eaglecrest Drive, Oakland, sold Feb. 27, for $1,650,000.

  • West Orange Times & Observer
  • Real Estate
  • By Michael Eng |
  • April 17, 2026
Oakland Park home tops Winter Garden-area home sales from April 6 to 12

The home at 1207 Ridge Lake Way, Oakland, sold April 9, for $1,700,000.

  • West Orange Times & Observer
  • Real Estate
  • By Michael Eng |
  • March 9, 2026
South Bay estate tops Dr. Phillips home sales from March 2 to 8

The home at 9120 South Bay Drive, Orlando, sold March 6, for $1,457,000.

  • Southwest Orange
  • Real Estate
  • By Michael Eng |
  • April 3, 2026
Courtlea Oaks home tops Winter Garden home sales from March 23 to 29

The home at 308 Forest Haven Drive, Winter Garden, sold March 27, for $1,170,000.

  • West Orange Times & Observer
  • Real Estate
  • By Annabelle Sikes |
  • July 13, 2023
Family, friends remember Taylor “Matthew” Bodine Jr.

Taylor “Matthew” Bodine Jr. died in a car crash Friday, June 30. He was on his way back to Winter Garden from college.

  • West Orange Times & Observer
  • News
  • By Observer Staff |
  • April 25, 2012
Calendar of events

The Winter Park Sip and Stroll will be held from 5 p.m. to 8:30 p.m. on May 3.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Observer Staff |
  • May 9, 2012
Calendar

“The Sage Project: Hannibal Square Elders Tell Their Stories” is hosted by the Hannibal Square Heritage Center from May 11 to Sept. 1.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Observer Staff |
  • November 3, 2016
Calendar

Winter Park’s Parks and Recreation Department is pleased to present “Chalk the Walk” in Central Park on Saturday, Nov. 5 from 8 a.m. to 4 p.m. Artists will decorate the sidewalks of Central Park with art.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Annabelle Sikes |
  • October 13, 2022
A wet mess: Ian exacerbates Reams issues

The longtime flooding problems of Reams Road overflowed when Hurricane Ian saturated the area as it rumbled across the state

  • West Orange Times & Observer
  • News
  • By Amy Quesinberry Price |
  • February 19, 2015
Horizon West opens doors to 2015 Tour of New Homes

Horizon West opens doors to 2015 Tour of New Homes

  • West Orange Times & Observer
  • News
  • By Michael Eng |
  • May 13, 2020
Windermere estate sells for $3.4 million

A home in the Metcalf Park in Windermere topped all West Orange-area residential real-estate transactions from April 30 to May 7.

  • West Orange Times & Observer
  • Real Estate
  • By Michael Eng |
  • May 20, 2020
Chaine du Lac estate sells for $1.15 million

A home in the Chaine du Lac community in Windermere topped all West Orange-area residential real-estate transactions from May 7 to 14.

  • West Orange Times & Observer
  • Real Estate
  • By Tim Freed |
  • March 4, 2018
Baldwin Park residents witness Orlando Balloon Glow event

The event gave residents a chance to see hot air balloons up close.

  • Baldwin Park Living
  • By Annabelle Sikes |
  • June 15, 2023
Winter Garden moves forward with Tilden Road project

After months of deliberation, the Winter Garden City Commission on Thursday, June 8, approved a series of ordinances pertaining to a property next to Crown Pointe Equestrian.

  • West Orange Times & Observer
  • News
  • By Observer Staff |
  • October 13, 2010
Calendar and Family Calendar

Emerging artists Sherri Bunye and Robert Ross show their interpretation of the people, pavements, and skyscrapers of Orlando in “Street Seen”.

  • Winter Park - Maitland Observer
  • Neighborhood
  • By Observer Staff |
  • February 23, 2011
Calendar and Family Calendar

Tax help at the Winter Park Library; Morse Museum free through March 20; award-winning comic book artist visiting shop on Semoran

  • Winter Park - Maitland Observer
  • Neighborhood
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