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Home Owners Association Information About
Winding Cypress, Naples, FL 34114

At a glance

Winding Cypress is a gated master-planned HOA community in Naples, FL 34114, developed by DiVosta Homes with approximately 766 homes amid over 800 acres of preserves and lakes adjacent to Picayune Strand Forest. Key verified facts include management by Seacrest Southwest Property Management at (239) 732-7171 and address 7180 Winding Cypress Drive; amenities such as clubhouse, resort pool/spa, Shady Palm Café, fitness center, tennis/pickleball courts, and trails. Detailed current HOA fees and full rules are unavailable from official public sources but referenced in listings and documents.

Community Overview

Winding Cypress Homeowners Association, Inc. governs a master-planned gated residential community in southeast Naples, Florida. The HOA maintains common areas, amenities, and community standards for residents.

HOA Fees

Detailed current monthly or quarterly fees are not available from official HOA sources. Property listings indicate fees approximately $550–$600 per month or $1,559 quarterly, plus possible transfer fees around $1,050 and other assessments. Exact figures vary by home and are subject to change.

HOA Rules & Regulations

Architectural modifications require approval through Architectural Review Guidelines available on the HOA website. Landscaping and exterior changes must comply with community standards. Parking, pet policies, and noise rules are enforced for resident enjoyment. Rentals limited to a maximum of three times per year with a minimum 30-day lease term. Trash collection, drone use (prohibited except by licensed professionals), and general community standards are outlined in the Rules and Regulations document.

Community Amenities

Amenities include a clubhouse, resort-style pool and spa, Shady Palm Café, fitness center and movement room, tennis and pickleball courts, bocce courts, dog parks, community garden, boardwalk trails, and fire pit.

Lifestyle

Residents enjoy a tranquil, nature-oriented lifestyle with access to extensive preserves, lakes, and recreational facilities promoting active living and social connections through clubs and events.

Contact Information

HOA Name: Winding Cypress Homeowners Association, Inc.
Management Company: Seacrest Southwest Property Management
Phone Number: (239) 732-7171
Email Address: wcmanager@swpropmgt.com (General Manager); additional emails listed on site
Website: https://windingcypress.org/
Mailing Address: 7180 Winding Cypress Drive, Naples, FL 34114
Office Hours: Monday–Friday 8am–4pm (closed 11:30am–12:30pm)

Notable Aspects

The community features over 800 acres of natural preserves and 80 acres of lakes adjacent to Picayune Strand Forest. It offers a gated entrance, on-site dining, and a focus on low-maintenance living with included lawn maintenance in many cases. Strong emphasis on resident activities and wellness.

Conclusion

Winding Cypress provides a secure, amenity-rich environment blending modern homes with abundant natural surroundings in southeast Naples.

Need a correction?

Sources and methodology

How this information was reviewed

Public sources checked include official HOA website windingcypress.org (home, amenities, contact pages), Florida Division of Corporations filings, real estate listing sites (Redfin, Homes.com, Naplescondoboutique.com) from 2024-2026, and the HOA Rules and Regulations PDF. Gaps remain in current exact fees, full board details, and some amenity capacities not published on official pages.

Sources

Frequently asked questions

What is the name of the HOA for Winding Cypress?

Winding Cypress Homeowners Association, Inc.

Where is Winding Cypress located?

Naples, FL 34114, southeast Naples off Collier Boulevard.

What management company handles the HOA?

Seacrest Southwest Property Management, phone (239) 732-7171.

What are key amenities in the community?

Clubhouse, resort-style pool and spa, Shady Palm Café, fitness center, tennis and pickleball courts, dog parks, boardwalk trails, and more.

Are detailed HOA fees publicly available from official sources?

No, exact current fees are unavailable from official sources; listings suggest approximately $550-600 monthly or $1,559 quarterly.