The Winston Community Development District
The Winston Community Development District is a local, special-purpose government entity authorized by Chapter 190 of the Florida Statutes as amended and established on December 8 2025 by the City Commission of the City of Wildwood, Sumter County, Ordinance No. O2025-56, as an alternative method of planning, acquiring, operating and maintaining community-wide improvements in planned communities.
The Winston CDD is located entirely within the boundaries of the City of Wildwood, Sumter County, Florida and covers approximately 83 acres of land. The real property within the boundaries of the District is generally located between County Road 214 and County Road 216, and approximately 500’ West of U.S. 301.
The powers and functions of the District are described in Chapter 190, Florida Statutes. Consent is hereby given to the District’s Board of Supervisors to plan, establish, acquire, construct or reconstruct, enlarge or extend, equip, operate, and maintain systems and facilities described and authorized by Section 190.012(2)(a) and (d), Florida Statues, as long as they do not conflict with systems and facilities provide by the City of Wildwood.
District Related Documents
- The Winston CDD Website URL:www.thewinstoncdd.net
- Ordinance No. O2025-56 (PDF) (opens in a new window)
- Rules of Procedure (PDF) (opens in a new window)
- Recorded Notice of Establishment (PDF) (opens in a new window)
Board of Supervisors
The following is a list of Board of Supervisors with their assigned positions and terms. For further information, please visit the Sumter County Supervisor of Elections (opens in a new window) website.
SEAT 1 Jacob Beren
SEAT 2 Kirstan Jones
SEAT 3 Rachel Beren
SEAT 4 Motty Segal
SEAT 5 Jon Smith
Contact Information
District Manager Primary Contact
The mailing address, e-mail address, telephone number, and Internet website uniform resource locator of the special district.
Mailing Address
Ordinance
The Winston Community Development District is a local, special-purpose government entity authorized by Chapter 190 of the Florida Statutes as amended and established on December 8 2025 by the City Commission of the City of Wildwood, Sumter County, Ordinance No. O2025-56. The Board consents to special powers set forth in Section 190.012(2)(a) & (d) Florida Statutes.