Windsor Cay Resort HOA Fees, CDD & Property Taxes – Clermont

If you’re considering purchasing a vacation home at Windsor Cay Resort in Clermont, Florida near Orlando, understanding HOA fees, CDD assessments, and short-term rental regulations is essential before reserving a home.

Windsor Cay Resort is a purpose-built short-term rental community near Walt Disney World®, developed as part of the Windsor Resort Series. HOA and CDD structures are designed to maintain the resort infrastructure, protect property values, and support long-term vacation rental performance.

The Windsor Cay Resort Homeowners Association (HOA) covers:

• Lawn care, landscaping, and fertilization for all homes and townhomes
• Irrigation water
• Cable TV (approximately 75 channels)
• 400MB high-speed internet
• Full access to the resort clubhouse and amenities
• Daily trash pickup
• Exterior repainting and roof maintenance for townhomes (as needed)

HOA dues are expected to align with comparable Windsor Resort communities and are estimated in the range of approximately $485–$600 per month, depending on property type. Final amounts are subject to confirmation by the developer and management company.

A one-time capital contribution fee (estimated around $3,000) is typically collected at closing to fund long-term reserve accounts.

Annual property taxes in Clermont, Florida generally run approximately 1.6% of the purchase price, inclusive of the Community Development District (CDD) assessment.

Estimated annual CDD breakdown (included within that approximate 1.6% total):

• Townhomes: $1,000–$1,300 annually
• 40’ Series Single-Family Homes: $1,800–$2,000 annually
• 50’ Series Single-Family Homes: $2,200–$2,400 annually

CDD funds are used for infrastructure improvements such as roads, utilities, and resort development within the community.

Buyers should confirm current figures at time of contract, as assessments may adjust by release phase.

Windsor Cay Resort is approved for short-term rental use, making it attractive for Airbnb and vacation rental investors near Orlando and Disney.

Community guidelines currently include:

• Maximum 90 days owner occupancy per calendar year
• Garage space restrictions (most homes include loft space for game room configuration)

These policies help preserve the community’s vacation-focused structure while maintaining property standards across the resort.

Windsor Cay Resort’s HOA and CDD structure is designed to protect long-term value, maintain resort-level amenities, and support consistent short-term rental performance in the Orlando tourism market.

For buyers evaluating total cost of ownership, understanding HOA, CDD, taxes, and rental rules is a critical step before securing a home in this luxury vacation community near Walt Disney World®.