| HOA dues | ≈$475–$600 / monthUnconfirmed — verify with the associationPlus a $3,000 capital contribution at closing.Listing and association data, via VHG Resort Cost Index · verified Aug 2026 |
|---|---|
| CDD assessment | $1,275–$2,599 / yearFY2026 adopted district budget, via VHG Resort Cost Index · FY2026 budget |
| Minimum lease term | No community-wide minimum foundUnconfirmed — verify with the associationPublic sources, via VHG community research · verified Aug 2026 |
| Short-term rental position | Permitted — purpose-built for itLake County zoning + association documents · verified Aug 2026 |
| Combined lodging tax | 11% combinedThe lowest in the corridor, and unlike Osceola, Airbnb collects the tourist development tax here. No county business tax either — the lightest compliance load of any community in this guide.Lake County Tax Collector + Florida DOR · verified Aug 2026 |
| Nightly rate (market proxy) | $321–$352 / night (market)Unconfirmed — verify with the associationMarket-level proxy.AirROI Four Corners $321 / Clermont $352 TTM · mid-2026 |
| Occupancy (market proxy) | 41–59%Unconfirmed — verify with the associationRealtor projections of 62–67% run above every independent provider. Underwrite on the market range.AirROI Four Corners 41.3% / Clermont 48.8%; AirDNA Clermont 59% · mid-2026 |
Windsor Cay is the newest of the communities in this guide and sits on the Lake County side, near Clermont. The headline advantage is not the amenity package — it is the compliance load. Lake County’s combined lodging tax is 11%, the lowest of the four counties. Airbnb collects the tourist development tax here, which it does not in Osceola. And there is no county business tax receipt to obtain.
For an owner who lives out of state, that combination genuinely matters. Osceola owners self-remit a 6% tourist development tax every month, for every month, including empty ones. Here that obligation largely does not exist. It is the single clearest operational argument for the Lake County side of the corridor.
The costs are ordinary for a newer community: a moderate district assessment, dues in the high $400s to $600, and a $3,000 capital contribution at closing. The trade is distance — this is further from the parks than the Osceola communities, and drive time is something the market prices in both nightly rate and resale.
Figures are current as of the dates shown and change. Which taxes a platform collects varies by county and is revised without notice — confirm the current position with the Lake County Tax Collector rather than assuming it holds.