Cypress Cay

Welcome to the Official Cypress Cay Property Owners Association website. Come learn about our community and if you are a resident, find useful resources, news and information.

Cypress Cay was established circa 2001. It is a sub-division located in the Gateway Community in South Fort Myers , Florida. There are 147 homes of ten different models ranging in size from 1463 to 3222 square feet of living space . The last home was sold in early 2006.

What's New


  • All homeowners must submit an ACC request when doing any work to the exterior of their home, which includes, but not limited to the following:

Doors, driveways new or driveway additions, exterior paint, landscaping over

$600, roof identical, roof repair, fence and more….

Contact the Management Company (CRM) for the ACC request form.

  • If you need additional parking for a guest, you must contact the Management Company (CRM) to request a parking pass for the pool area. Parking will be limited, and the vehicle must display the pass on the dash or may be subject to towing at the owners expense.

  • Residents are reminded that overnight parking on the street is prohibited. Vehicles MUST be in driveways between the hours of 2:00AM to 6:00AM. Red’s towing will be periodically out to check on violations. One warning will be issued per vehicle, then the vehicle will be towed at the owners expense. Parking in yards or common areas is strictly prohibited.

  • The Board has agreed to raise the assessment fees for 2023 to $140 per month. Please be prepared to make the new payment beginning January 1,2023. Be sure to make the necessary adjustments to your payment. Payments are due on the 1st of the month and considered late on the 11th as per section 8 of your declaration. Raising the fees are never a thing we want to do but it is a necessity to keep up with the current operating expenses in the budget. We have seen an increase in Legal fees, as well as a rise for our insurance costs.

  • A reminder that per the rules regulating the display of flags, signs and banners on the lots; Article 2.2-4 states; You may display one

professorially printed sign supporting a political candidate. Such sign must be no larger than (3) three feet by (2) two feet, may be displayed no earlier than 60 days before an election and must be removed no later than 15 days following the election.

  • All golf cart owners in the community MUST register their carts with the Management Company (CRM) . You must provide a “Certificate of Liability Insurance” for your cart. You will then be provided a sticker to display on the front windshield of your cart. All cart owners MUST comply or you will be in violation and fines may be issued.


If you need an access card to the pool please call Compass Rose at 239-309-0622

Welcome to our new Cypress Cay HOA Board!

President - Scott Rediger

Vice Pres- Scott Verdonck

Secretary- Chuck Tenney

Treasurer- Scott Sheehan

The new irrigation system is up and running and each home should be getting water twice a week. The programs start at midnight and finishes by 8am, if you believe your irrigation is not turning on please contact Compass Rose Management at 239-309-0622.

Hurricane season is back 6/1 to 11/30.

"Click Here" to read the introductory letter from our management company and go to the "Organization" page for contact information.

E-Mails are periodically sent to the community for announcements, meeting notices etc. If are not receiving these E-Mails, click "HERE" and Subscribe to our mailing list.

Lawn Care & Irrigation

Cypress Cay's home irrigation is operated from a central control system. The system is automatic and nothing needs to be done by the homeowner. The central control system is made up of five clocks each controlling a different group of homes.

Community Pool

The Cypress Cay Pool, Pavilion will be locked 24 hours a day and will require an access card to enter. If you have not gotten your access card, contact Vision Association Management, our management company at 239-561-1444.

Gateway Dog Park

Gateway Community Development District Dog Park provides a place for dog owners to let their pets run free safely and legally without a leash. The park is approximately one acre and located adjacent to the Sherman Soccer Complex.

Garbage Pick Up

Garbage may be put out Thursday evening. The pickup could be as early as pre dawn on Friday morning. This is just garbage not including recycling.

Welcome to Fort Myers & Cypress Cay

Compass Rose Management

1010 NE 9th Street

Cape Coral, Florida 33909

PHONE (239) 309-0622