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By Michael Eng |
April 24, 2026

Black Lake Preserve home tops Winter Garden home sales from April 13 to 19

The home at 14553 Driftwood Court, Winter Garden, sold April 15, for $910,000.

West Orange Times & Observer
Real Estate

By Liz Ramos |
April 29, 2026

New Animal Control ordinance approved in Winter Garden

The Winter Garden City Commission replaced its existing Animal Control provisions with the adoption of the Orange County Animal Services ordinance.

West Orange Times & Observer
News

By Megan Bruinsma |
April 28, 2026

Athlete of the Week: Keira Bullion, Lake Buena Vista softball

Lake Buena Vista’s Keira Bullion has been dialed in her freshman softball season.

Sports
Athlete of the Week

By Observer Staff |
November 20, 2012

Calendar

The Art & History Museums – Maitland will start the holiday celebration with the Waterhouse family at the annual exhibition Holidays at the Waterhouse.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
April 18, 2012

Calendar of events

The Third Annual Hannibal Square Heritage Center Folk Art and Traditional Craft Festival is from 10 a.m. to 4 p.m., Saturday, April 21.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
February 3, 2016

Cypress Point home sells for $1.075 million

A home in the Cypress Point community in Dr. Phillips topped all West Orange-area residential real-estate sales from Jan. 15 to 21.

West Orange Times & Observer
Real Estate

By Michael Eng |
March 3, 2016

Keene’s Pointe estate sells for $3 million

An estate in Keene’s Pointe topped all West Orange-area residential real-estate transactions from Feb. 12 to 18.

West Orange Times & Observer
Real Estate

By Michael Eng |
April 29, 2020

Isleworth estate sells for $2.2 million

A home in the Isleworth community in Windermere topped all West Orange-area residential real-estate transactions from April 16 to 23.

West Orange Times & Observer
Real Estate

By Danielle Hendrix |
October 14, 2020

Candidate Q&A: Geraldine Thompson, State Representative District 44

Read our exclusive Q&A with State Representative District 44 candidate Geraldine Thompson.

West Orange Times & Observer
News

By Annabelle Sikes |
January 5, 2024

FORECAST 2024: OTC - West Campus makes move to Ocoee

The new Orange Technical College — West Campus, at 2010 Ocoee-Apopka Road, Ocoee, is set to open this fall.

West Orange Times & Observer
News

By Liz Ramos |
January 14, 2026

Good & faithful servant: Winter Garden's First Baptist Church pastor retires

Tim Grosshans says goodbye to the "sweetest fellowship" after nearly 17 years serving as pastor.

West Orange Times & Observer
Neighborhood

By Observer Staff |
July 3, 2012

Family Calendar

Enzian’s popcorn flicks in Central Park is featuring “The Great Muppet Caper” from 8-10 p.m. on Thursday, July 12.

Winter Park - Maitland Observer
Neighborhood

By Bill McEachnie |
July 3, 2012

Maitland City Talk

Task force participation reaps benefits for Maitland.

Winter Park - Maitland Observer
Opinion

By Jenny Andreasson |
July 11, 2012

Two stories on Rollins nab state editorial awards

The Winter Park-Maitland Observer won awards in three categories at the Florida Press Association Better Weekly Newspaper awards on July 7.

Winter Park - Maitland Observer
News

By Howard Schieferdecker |
July 18, 2012

Maitland City Talk

When the termination of the lease was included on the agenda for July 9, I was glad.

Winter Park - Maitland Observer
News

By Isaac Babcock |
July 25, 2012

Winter Park tables Park Avenue code changes

City Commission tables talks of code changes to southernmost block of Park Avenue.

Winter Park - Maitland Observer
News

By Sarah Wilson |
July 25, 2012

Maitland City Council proposes tax increase

The Maitland City Council is proposing to increase the city’s property tax rate for the first time since 2007.

Winter Park - Maitland Observer
News

By Sarah Wilson |
August 1, 2012

Senior housing hits snag with Maitland City Council

City officials are working to determine if the 93-unit affordable senior housing project, dubbed Uptown Maitland, will pay property taxes.

Winter Park - Maitland Observer
News

By Observer Staff |
August 8, 2012

Back to School Calendar

Here's a listing of back-to-school drives and events to help you and your community prepare for the new school year.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
August 8, 2012

Family Calendar

Enzian’s popcorn flicks in Central Park will feature “Babe” at 8 p.m. on Thursday, Aug. 9.

Winter Park - Maitland Observer
Neighborhood

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Results for:

Black Lake Preserve home tops Winter Garden home sales from April 13 to 19

New Animal Control ordinance approved in Winter Garden

Athlete of the Week: Keira Bullion, Lake Buena Vista softball

Calendar

Calendar of events

Cypress Point home sells for $1.075 million

Keene’s Pointe estate sells for $3 million

Isleworth estate sells for $2.2 million

Candidate Q&A: Geraldine Thompson, State Representative District 44

FORECAST 2024: OTC - West Campus makes move to Ocoee

Good & faithful servant: Winter Garden's First Baptist Church pastor retires

Family Calendar

Maitland City Talk

Two stories on Rollins nab state editorial awards

Maitland City Talk

Winter Park tables Park Avenue code changes

Maitland City Council proposes tax increase

Senior housing hits snag with Maitland City Council

Back to School Calendar

Family Calendar

Verified Audit