Windsor Island Resort
Windsor Island Resort Living: Local Insights & FAQs
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
Where is Windsor Island Resort located?
Windsor Island is on Sand Mine Road in Polk County, just across the Osceola line in the Four Corners area, with Davenport, FL 33897 mailing addresses.
Can you rent homes in Windsor Island short term?
The HOA describes Windsor Island as a short-term rental, resort-style community. It's in Polk County, so confirm the property's zoning and any Polk County registration with the county, and review the HOA's rental rules. Owners who rent nightly generally need a Florida vacation rental license and must collect state sales tax and the county tourist development tax.
What types of homes are in Windsor Island?
Windsor Island has Pulte vacation homes with 5 to 10 bedrooms and 5-bedroom townhomes, built from about 2020 to 2023, based on MLS listings and sales from the past two years.
How much do homes cost in Windsor Island?
Over the past two years (MLS data, October 2026), single-family homes in Windsor Island sold for a median of about $695,000, ranging from about $489,000 to $1.18 million. Townhomes sold for a median of about $475,000. For today's listings, see the top of this page.
What are the HOA fees in Windsor Island?
Recent MLS listings show HOA dues of about $610 to $730 per month for single-family homes and about $690 to $810 for townhomes as of October 2026. The association is Windsor Island Resort Homeowners Association, Inc. No community development district (CDD) turned up in our research; confirm in the resale documents.
What amenities does Windsor Island have?
The HOA lists the Aloha Clubhouse with the Blue Marlin Grille, a fitness center, a resort pool with lazy river and spa, dual waterslides, a kids' splash pad, sports court, cabanas, mini golf, a fire pit and a recreation director.
Is Windsor Island gated?
Yes. The HOA describes a gated entrance with a 24-hour manned front entry.
