WINDWARD COMMUNITY DEVELOPMENT DISTRICT
EST. 2017 LOCATED IN OSCEOLA COUNTY, FLORIDA
The Windward CDD is a local, special purpose government entity authorized by Chapter 190 of the Florida Statutes as amended, and created by ordinance of the Osceola County as an alternative method of planning, acquiring, operating and maintaining community-wide improvements in planned communities. A CDD provides the “solution” to Florida’s need to provide valuable community infrastructure generated by growth, ultimately without overburdening other governments and their taxpaying residents. Community Development Districts represent a major advancement in Florida’s effort to manage its growth effectively and efficiently. This allows a developer to establish higher construction standards, meanwhile providing a long-term solution to the operation and maintenance of the community’s facilities.
For more Information regarding the CDD, Please contact the Management Offices at:
Governmental Management Services-Central Florida, LLC
219 E. Livingston St.
Orlando, FL 32801
Tel: (407) 841-5524
Public Records
District Documents
Agenda
Fiscal Year 2026
- 09-16-26 Workshop
- 09-16-26
- 08-19-26 Workshop
- 08-19-26
- 07-15-26 Workshop
- 07-15-26
- 06-17-26 Workshop
- 06-17-26
- 05-20-26 Workshop
- 05-20-26
- 04-15-26 Workshop
- 04-15-26
- 03-18-26 Workshop
- 03-18-26
- 02-18-26 Workshop
- 02-18-26
- 01-21-26 Workshop
- 01-21-26
- 12-17-25 Workshop
- 12-17-25
- 11-19-25 Workshop
- 11-19-25
- 10-15-25 Workshop
- 10-15-25
Fiscal Year 2025
- 09-24-45 Workshop
- 09-24-25
- 08-27-25
- 08-27-25 Workshop
- 07-23-25
- 07-23-25 Workshop
- 06-25-25
- 06-25-25 Workshop
- 05-28-25
- 05-28-25 Workshop
- 04-16-25
- 04-16-25 Workshop
- 03-19-25
- PDF | RTF
- 03-19-25 Workshop
- PDF | RTF
- 02-19-25
- 02-19-25 Workshop
- 01-15-25
- 01-15-25 Workshop
- 12-18-24
- 12-18-24 Workshop
- 11-20-24
- 10-16-24
Fiscal Year 2024
Additional District Documents
- Landowners Election Documents
- Goals & Objectives
- Reserve Study Reports
- CDD 101 Presentation
- Rules
- County Ordinance
- District Boundaries
- Map
- CDD Landscape Detail Map
- Engineer’s Report
- Public Facilities Report
- PDF | RTF
Minutes
Fiscal Year 2026
Fiscal Year 2025
Fiscal Year 2024
Budgets
NOTICE OF PUBLIC RECORD REQUEST
THE CUSTODIAN OF PUBLIC RECORDS FOR THE DISTRICT IS GOVERNMENTAL MANAGEMENT SERVICES- CENTRAL FLORIDA, LLC. TO REQUEST PUBLIC RECORDS FROM THE DISTRICT YOU MAY CONTACT THE CUSTODIAN AT 219 E. LIVINGSTON ST., ORLANDO FL, 32801 TELEPHONE: 407-841–5524 FAX: 407-839-1526 EMAIL: RECORDREQUEST@GMSCFL.COM
BOARD INFORMATION
-
Erik Rose Assistant Secretary -
Ernest Hofer Assistant Secretary
Elected: 11/5/24
Term Expires: 11/2028
Seat # 2
E-mail: ehoferwwcdd@gmail.com -
Greg Bobonik Vice Chair
LO Elected: 11/20/24
Term Expires: 11/2028
Seat # 5
Email: GregB.wwcdd@gmail.com -
Timothy Peltier Chairman
Elected: 11/5/24
Term Expires: 11/2028
Seat # 3
E-mail: tpeltier.wwcdd@gmail.com -
VACANT Assistant Secretary
Appointed:
Term Expires:11/2026
Seat # 4
Board of Supervisors
Meeting Dates
Meeting Dates
NOTICE OF FISCAL YEAR 2027 MEETINGS OF THE
WINDWARD COMMUNITY DEVELOPMENT DISTRICT
The Board of Supervisors of the Windward Community Development District will hold their meetings for Fiscal Year 2027 at 7813 Four Seasons Blvd., Kissimmee, FL 34747 at 1:00 p.m. on the third Wednesday of each month as follows:
October 21, 2026
November 18, 2026
December 9, 2026
January 20, 2027
February 17, 2027
March 17, 2027
April 21, 2027
May 19, 2027
June 16, 2027
July 21, 2027
August 18, 2027
September 15, 2027
In addition, the Board of Supervisors will conduct a workshop to discuss future agenda items at 10:00 a.m. on the third Wednesday of each month at the above referenced address on the following dates:
October 21, 2026
November 18, 2026
December 9, 2026
January 20, 2027
February 17, 2027
March 17, 2027
April 21, 2027
May 19, 2027
June 16, 2027
July 21, 2027
August 18, 2027
September 15, 2027
Management Services
GOVERNMENTAL MANAGEMENT SERVICES LLC – CENTRAL FLORIDA
Governmental Management Services (GMS) is a family of limited liability companies that was established on November 26, 2004 for the purpose of providing special district management services to Community Development Districts (CDD). GMS currently has offices in Orlando, St. Cloud, Ft. Lauderdale, Tallahassee, Port St. Lucie, St. Augustine, and Jacksonville, Florida, and Knoxville, Tennessee. GMS currently manages over 275 Community Development Districts across the State of Florida.
219 E. Livingston St.
Orlando, Florida 32801
Tel: (407) 841-5524
Fax: (407) 839-1526
Contact Info
Windward CDD
219 E. Livingston St.
Orlando, Florida 32801
Tel: (407) 841-5524 or (877) 855-5251
Fax: (407) 839-1526
Florida Public Records Notice: Emails to and from Community Development District’s are public record according to Section 119 Florida Statutes. For more information, please see http://www.myflsunshine.com/.
District Manager
Jason Showe
jshowe@gmscfl.com