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By Megan Bruinsma |
October 14, 2025

Horizon West infant running for Baby of the Year

Eliza Cohen’s competing for Baby of the Year to fund her laser treatments.

Southwest Orange
News

By Michael Eng |
November 20, 2025

Winter Garden Heritage Foundation welcomes season with Oranges and Ornaments

The event will take place from 5 to 8:30 p.m. Friday, Nov. 21; and 11:30 a.m. to 2:30 p.m. Saturday, Nov. 22, at WGHF, 21 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
December 18, 2025

Tuscany Ridge home tops Windermere-area home sales from Dec. 8 to 14

The home at 1250 Belfiore Way, Windermere, sold Dec. 11, for $1,160,000.

Southwest Orange
Real Estate

By Michael Eng |
September 4, 2025

Kelso on Lake Butler estate tops Windermere sales from Aug. 25 to 31

The home at 1455 Kelso Blvd., Windermere, sold Aug. 29, for $5,150,000.

Southwest Orange
Real Estate

By Michael Eng |
October 2, 2025

Windermere laces up for 2025 Run Among the Lakes

This year’s event takes place Saturday, Oct. 11, beginning at Town Hall, 520 Main St., Windermere.

Arts + Entertainment
Things to Do

By Michael Eng |
February 5, 2026

Central Florida Chili Cookoff heats up this weekend

This year’s event takes place from noon to 4 p.m. Saturday, Feb. 7, in the Hamlin Green Space, 14111 Shoreside Way, Winter Garden.

Arts + Entertainment
Things to Do

By Michael Eng |
March 5, 2026

Reserve at Belmere home tops Windermere home sales from Feb. 23 to March 1

The home at 11550 Delwick Drive, Windermere, sold Feb. 23, for $960,000.

Southwest Orange
Real Estate

By Michael Eng |
January 8, 2026

Isleworth estate tops Windermere home sales from Dec. 29, 2025, to Jan. 4

The home at 5157 Latrobe Drive, Windermere, sold Dec. 30, for $4,400,000.

Southwest Orange
Real Estate

By Liz Ramos |
April 14, 2026

Mission Grove at Stoneybrook opens in Winter Garden

The new 173,000-square-foot senior living community features 166 residential units in independent living, assisted living and memory care.

West Orange Times & Observer
News

By Leticia Silva |
April 13, 2026

Roadwork ahead in Windermere

The town announced its roadwork for the week, which might result in daytime lane closures.

Southwest Orange
News

By Leticia Silva |
March 25, 2026

Top Talent Live 2026 student finalists announced

The Top Talent Live event is a talent competition created by A Foundation for Orange County Public Schools.

Observer School Zone
News

By Liz Ramos |
March 23, 2026

Windermere Preparatory School looks to expand

Orange County will host a community meeting regarding a two-story K-5 school and amend streets and siting standards in Horizon West.

Southwest Orange
News

By Michael Eng |
April 9, 2026

Isleworth West home tops Windermere-area home sales from March 30 to April 5

The home at 6248 Louise Cove Drive, Windermere, sold March 31, for $2,745,000.

Southwest Orange
Real Estate

By Michael Eng |
March 11, 2026

Wynwood home tops Ocoee home sales from March 2 to 8

The home at 3189 Briarwood Grove Drive, Ocoee, sold March 4, for $444,990.

West Orange Times & Observer
Real Estate

By Leticia Silva |
April 20, 2026

Orange County judge denies Tommy Zeigler's request for new hearing

The decision came after an Orange County judge ruled evidence presented during a five-day period in December was not sufficient to acquit Zeigler.

West Orange Times & Observer
News

By Michael Eng |
April 23, 2026

Help Second Harvest Food Bank at Windermere’s Food Truck Night

The event will take place from 5:30 to 9:30 p.m. Friday, April 24, at 520 Main St., Windermere.

Arts + Entertainment
Things to Do

By Michael Eng |
April 23, 2026

Rosen JCC to present Israel North to South

The event takes place from 3:30 to 6:30 p.m. Sunday, April 26, at the Rosen JCC, 11184 S. Apopka-Vineland Road, Orlando.

Arts + Entertainment
Things to Do

By Observer Staff |
April 4, 2025

2025 sports summer camps in Central Florida

Check out the sports camps available in Winter Garden, Windermere, Horizon West, Ocoee, Oakland, Dr. Phillips and beyond.

Arts + Entertainment
Things to Do

By Observer Staff |
May 25, 2011

Community Bulletin and Business Briefs

Winter Park High student receives service award

Winter Park - Maitland Observer
News

By Sam Mazzotta |
December 1, 2016

Holiday temptations can spell trouble for pets

Holiday gatherings can be distracting, so it may be best to keep pets in a secure, comfortable area away from loud noise and tempting foods.

Winter Park - Maitland Observer
Opinion

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