What is the location of Windward Cay?
Windward Cay is in Kissimmee, FL 34746, accessed via Four Winds Boulevard off US-192.
Windward Cay Community Association, Inc. serves the established single-family neighborhood in Kissimmee, FL 34746, built primarily 1992-1993. It features a low/voluntary HOA managed by Sentry Management with no CDD fees and allows short-term rentals. The community lacks shared amenities like a pool or clubhouse, with many homes having private pools; detailed fees and rules unavailable publicly.
Windward Cay Community Association, Inc. is the HOA for this established single-family neighborhood in Kissimmee, Florida. The association maintains common areas and community standards in a low-fee or voluntary structure.
Detailed monthly, quarterly, annual, transfer, or capital contribution fees are not publicly detailed in available sources. Information unavailable from public records.
Specific architectural guidelines, parking, pet, rental, or other rules are not detailed in public sources reviewed. Information unavailable.
The community does not feature shared resort-style amenities such as a community pool or clubhouse. Many individual homes have private pools. Common area maintenance is handled by the HOA. Proximity to nearby parks noted.
Residents enjoy a quiet, established residential setting with mature landscaping in a convenient location near major attractions and retail. Short-term rental eligibility supports flexible ownership options.
HOA Name: Windward Cay Community Association, Inc.
Management Company: Sentry Management
Phone Number: 407-846-6323
Email Address: Details not publicly available
Website: Details not publicly available
Mailing Address: 601 E Oak St Suite C, Kissimmee, FL 34744 (management office)
Office Hours: Details not publicly available
Built in early 1990s with no CDD assessments. Eligible for short-term rentals per local zoning. Close access to US-192 corridor and theme parks.
Windward Cay offers an established, low-fee HOA environment in a prime Kissimmee location with private-pool focus and convenient access to Central Florida attractions.
Need a correction?
Public sources checked include Florida Neighborhood Realty community pages, Florida Division of Corporations (Sunbiz) records for the association, and Sentry Management office listings. Gaps include specific current fees, detailed rules, and amenity contacts, which are not published online.
Windward Cay is in Kissimmee, FL 34746, accessed via Four Winds Boulevard off US-192.
Sentry Management manages the HOA, with an office at 601 E Oak St Suite C, Kissimmee, FL 34744.
No shared community pool or clubhouse; many individual homes have private pools, and the HOA maintains common areas.
Yes, the community is eligible for short-term rentals under Osceola County zoning.