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Southwest Orange

Ward Trail will make Windermere safer

Construction has begun on Phase 1 of the Windermere Ward Trail, a path to provide a wider, safer route to Windermere Elementary.

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Latest News

1
  • April 13, 2026
Roadwork ahead in Windermere
2
  • April 13, 2026
Wings and Rings coming to Horizon West
3
  • April 10, 2026
Windermere Legacy Fund launches community initiative
4
  • April 10, 2026
CFX to close State Road 429 throughout April 12-16
5
  • April 9, 2026
Dr. Phillips High student arrested for bringing handgun to school

Neighborhood

  • April 4, 2026
PHOTOS: Windermere Easter Egg Hunt Extravaganza 2026
  • April 1, 2026
Orange County to host food giveaway at Lake Buena Vista High
  • March 29, 2026
PHOTOS: Hamlin Craft Beer Fest 2026
  • March 29, 2026
PHOTOS: Mayor Jim O'Brien Farewell Party
  • March 29, 2026
PHOTOS: St. Luke's Easter Hop
  • March 28, 2026
PHOTOS: Lake Buena Vista Relay for Life 2026
  • March 24, 2026
Horizon West Theater Co. finds forever home
  • March 15, 2026
PHOTOS: Home State Brewing Company’s 2026 St. Paddy’s Party
  • March 11, 2026
Edgewood Children’s Ranch honors Joanie Consolver
  • March 11, 2026
PHOTOS: Windermere High School Class of 2026 Field Day
  • March 8, 2026
PHOTOS: Horizon West Fest 2026
  • March 6, 2026
PHOTOS: Bridgewater Middle School’s 2026 Heritage Night
  • March 4, 2026
Nehrling Gardens to host yoga event
  • March 3, 2026
Passion to community: The nonprofit Empowering Teens United is unlocking students' potential

Arts & Entertainment

  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'
  • April 9, 2026
Oakland Nature Preserve illuminates the night with Firefly Hike
  • April 9, 2026
SAVE THE DATE: Arts at the J to present Comedy For Peace
  • April 9, 2026
Flamingo Crossings block party set for Friday
  • April 8, 2026
Spring Fever to return to Winter Garden
  • April 8, 2026
Horizon West Middle to present ‘The Lightning Thief: The Percy Jackson Musical'

Cops Corner

  • April 1, 2026
GOTCHA!

Longtime readers of the West Orange Times & Observer, Southwest Orange Observer and OrangeObserver.com know our company has a tradition of having a little fun on April Fools’ Day.

  • June 7, 2025
PHOTOS: Dr. P. Phillips YMCA hosts Summer Safety Splash

In partnership with the Orange County Sheriff’s Office, the YMCA event was all about helping keep kids safe this summer.

  • March 21, 2025
Police searching for missing Horizon West teenager

D.J. Betancourt, a 14-year-old freshman at Horizon High, was last seen Wednesday evening leaving his Horizon West home wearing a black hoodie and light grey sweatpants.

  • December 30, 2024
'Seeds of Leadership,' Windermere Police Chief David Ogden releases devotional book

Written and designed for first responders, the 100-day devotional book combines scripture, leadership lessons and experiences from David Ogden’s lifetime of service into seeds of leadership and spiritual wellness.

  • October 7, 2024
67-year-old pedestrian struck, killed by SUV on Sand Lake Road

Early Monday morning, a 2010 Ford Escape struck and killed an elderly female pedestrian crossing Sand Lake Road not in marked crosswalk.

  • August 13, 2024
Shred-A-Thon is back Aug. 17 at Olympia High

The Orange County Sheriff's Office event, to help securely dispose of your sensitive documents, is this Saturday from 9 a.m. to 1 p.m.

Business

  • February 19, 2026
Outback Steakhouse in Hamlin to open soon

The restaurant will host a grand opening at 3 p.m. Tuesday, March 3.

  • February 19, 2026
Three Birds Café supporters plan demonstration

The demonstration is planned for 10:30 a.m. Friday, Feb. 20, outside the cafe, 2 W. Plant St., Winter Garden.

  • February 5, 2026
CFS Coffee is coming to Horizon West

The coffee shop will be opening at the new Shoppes at Lakeview Pointe.

  • December 5, 2025
Dunkin' set to re-open in Lake Buena Vista

The store is celebrating with a free giveaway from 11 a.m. to 1 p.m. Saturday, Dec. 6, at 12236 S. Apopka Vineland Road, Orlando.

Schools

  • April 13, 2026
Orange County School Board member receives Distinguished Leader Award

Melissa Byrd has received the Distinguished Leader Award from the Florida School Board Association.

  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'
  • April 13, 2026
INFLUENCER OF THE WEEK: Marcy Gibbs, SunRidge Elementary School
  • April 12, 2026
PHOTOS: Hamlin Elementary Carnival 2026
  • April 11, 2026
PHOTOS: Southwest Middle School Festival of the Arts 2026

Sports

  • April 10, 2026
Horizon High boys volleyball team wins 2026 Metro Championship

The Hawks earned the program's first Metro Champions title by topped Freedom 3-0 Thursday, April 9.

  • April 10, 2026
Two The First Academy girls lacrosse players reach career milestones
  • April 10, 2026
West Orange celebrates boys lacrosse team awards
  • April 10, 2026
The First Academy's baseball head coach reaches 250th career win
  • April 8, 2026
Ocoee baseball's winning culture reignited by its legendary coach

Newsletter

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Your Town

  • March 13, 2026
Here's how to celebrate St. Patrick's Day in Winter Garden, Windermere, Ocoee and Horizon West

As luck would have it, there are five ways to celebrate St. Patrick’s Day this weekend.

  • March 3, 2026
The 2026 Arnold Palmer Invitational kicks off at Bay Hill
  • February 24, 2026
Attention students: Win a $5,000 scholarship from new nonprofit

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Opinion

1
  • February 12, 2026
  • By Michael Eng
OBSERVED: New digs! Observer returns to Dillard Street
2
  • September 17, 2025
  • By Jeff Lawrence | Between Faith & Reason
MY VIEW: How then shall we live?
3
  • September 10, 2025
  • By Michael Eng
Celebrating 120 years of the West Orange Times & Observer: The weight of it all

Real Estate

  • April 13, 2026
Vizcaya home tops Dr. Phillips home sales from April 6 to 12
  • April 9, 2026
Isleworth West home tops Windermere-area home sales from March 30 to April 5
  • April 7, 2026
Independence/Signature Lakes home tops Horizon West home sales from March 30 to April 5
  • April 6, 2026
Carmel home tops Dr. Phillips home sales from March 30 to April 5

Photo Galleries

  • April 4, 2026
PHOTOS: Windermere Easter Egg Hunt Extravaganza 2026
  • March 29, 2026
PHOTOS: Hamlin Craft Beer Fest 2026
  • March 29, 2026
PHOTOS: Mayor Jim O'Brien Farewell Party
  • March 29, 2026
PHOTOS: St. Luke's Easter Hop
  • March 28, 2026
PHOTOS: Lake Buena Vista Relay for Life 2026
  • March 15, 2026
PHOTOS: Home State Brewing Company’s 2026 St. Paddy’s Party
  • March 11, 2026
PHOTOS: Windermere High School Class of 2026 Field Day
  • March 8, 2026
PHOTOS: Horizon West Fest 2026
  • March 6, 2026
PHOTOS: Bridgewater Middle School’s 2026 Heritage Night
  • March 2, 2026
PHOTOS: Orange County Fire Rescue Station 32 ribbon cutting
  • February 28, 2026
PHOTOS: Winter Garden Heritage Foundation's Paddles for the Past

Contact

  • 210 S. Dillard St.,
  • Winter Garden, FL 34787
  • Phone: 407-656-2121
  • Email: [email protected]

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