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Property purchases signal major changes to downtown Winter Garden

One individual — James Larweth — has spent more than $40 million since 2015 to buy 36 residential and commercial properties — all in downtown Winter Garden. No one knows his plans.

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Latest News

1
  • February 26, 2026
Savannah's 5K raises more than $15k
2
  • February 26, 2026
Three Birds Cafe officially closes doors
3
  • February 26, 2026
Ocoee police search for man who ran from officers
4
  • February 26, 2026
Reclaimed water only available intermittently in the city of Winter Garden
5
  • February 26, 2026
Soccer stadium no longer planned for Winter Garden

Neighborhood

  • February 26, 2026
Savannah's 5K raises more than $15k
  • February 23, 2026
Windermere High's Dance Marathon to take place this weekend
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest
  • February 21, 2026
Winter Garden Little League celebrates largest season opener
  • February 18, 2026
Arts at the J program unveils the future of its arts in the Pargh Event Center
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit
  • February 16, 2026
PHOTOS: Boots and Salutes
  • February 14, 2026
PHOTOS: 2026 Night to Shine
  • February 12, 2026
PHOTOS: Tildenville Elementary School Family Science Night
  • February 11, 2026
Winter Garden Heritage Foundation serves up community through pickleball
  • February 10, 2026
Nonprofits to host inaugural Boots and Salutes in Windermere

Arts & Entertainment

  • February 27, 2026
Windermere High choir to participate in Choir of Distinction performance
  • February 27, 2026
Horizon High School Theatre to present Beetlejuice Jr.
  • February 26, 2026
County to celebrate Fire Rescue Station 32 with ribbon-cutting
  • February 26, 2026
Winter Garden Heritage Foundation serves up first pickleball tournament

Winter Garden Livestream of the Downtown Area

House Wise

  • February 26, 2026
Local insurance agent Jo Barsh says regular insurance reviews are critical to ensuring you have the right amount of coverage for your home.

Be proactive now to prevent major heartbreak later

Sponsored Content
  • February 26, 2026
To start your gardening journey

Have you ever wanted to plant a garden but didn’t know how to start?

Sponsored Content
  • February 26, 2026
Ocoee resident Michelle Finley has brought Cincinnati-based WOW Windowboxes to West Orange.

WOW factor!

  • October 30, 2025
Counter Intelligence

Viewpoint seeks to offer homeowners a better option between the chaos of a big-box DIY store or paying a premium to hire a high-end custom design firm

Sponsored Content

Schools

  • February 27, 2026
Windermere High choir to participate in Choir of Distinction performance

The school's Bel Cantoras will perform with the Bach Festival Society Orchestra at 7:30 p.m. Tuesday, March 3, at Rollins College.

  • February 27, 2026
Horizon High School Theatre to present Beetlejuice Jr.
  • February 27, 2026
Innovation Montessori Ocoee Celebrates Proclamation for Montessori Education Week
  • February 25, 2026
Windermere Prep raises more than $35k for American Heart Association
  • February 24, 2026
Attention students: Win a $5,000 scholarship from new nonprofit

Sports

  • February 27, 2026
High School basketball FHSAA Regional Finals schedule

The Ocoee High girls team will play Friday, Feb. 27, and TFA, CFCA and Olympia High will play Saturday, Feb. 28.

  • February 27, 2026
Ocoee Tennis Academy awards 2025 players of the year
  • February 26, 2026
Florida Athletic Coaches Association awards roll in for local basketball coaches
  • February 26, 2026
Winter Garden Heritage Foundation serves up first pickleball tournament
  • February 25, 2026
Lake Buena Vista welcomes new head football coach

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Things to Do

  • February 27, 2026
Windermere High choir to participate in Choir of Distinction performance

The school's Bel Cantoras will perform with the Bach Festival Society Orchestra at 7:30 p.m. Tuesday, March 3, at Rollins College.

  • February 27, 2026
Horizon High School Theatre to present Beetlejuice Jr.
  • February 26, 2026
County to celebrate Fire Rescue Station 32 with ribbon-cutting

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Opinion

1
  • February 12, 2026
  • By Michael Eng
OBSERVED: New digs! Observer returns to Dillard Street
2
  • September 18, 2025
  • By Megan Bruinsma
Introducing myself to you: The Observer's new writer, Megan Bruinsma
3
  • September 17, 2025
  • By Jeff Lawrence | Between Faith & Reason
MY VIEW: How then shall we live?

Real Estate

  • February 27, 2026
Estates at Lakeview home tops Winter Garden home sales from Feb. 16 to 22
  • February 26, 2026
Isleworth estate tops Windermere home sales from Feb. 16 to 22
  • February 25, 2026
Hammocks home tops Ocoee home sales from Feb. 16 to 22
  • February 24, 2026
Summerlake home tops Horizon West home sales from Feb. 16 to 22

Photo Galleries

  • February 24, 2026
Fire emerges at Winter Garden recycling facility
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest
  • February 21, 2026
Winter Garden Little League celebrates largest season opener
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit
  • February 16, 2026
PHOTOS: Boots and Salutes
  • February 14, 2026
PHOTOS: 2026 Night to Shine
  • February 12, 2026
PHOTOS: Tildenville Elementary School Family Science Night
  • February 12, 2026
1931-2026: Anne Bailey built community through local newspaper
  • February 11, 2026
Frigid temperatures hit Southern Hill Farms hard
  • February 8, 2026
PHOTOS: Legacy Events for Education’s Central Florida Chili Cookoff 2026

Contact

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

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