Orlando & Kissimmee · 28.33° N
Windsor Island Resort
The newest generation of Windsor resorts
Living in Windsor Island Resort
Windsor Island is the newest and largest of the Windsor family — an 8-acre amenity campus with a lazy river, dual water slides, splash pad, hammock cove, and a full calendar of resort programming, wrapped by brand-new pool villas and townhomes built for short-term rental.
Why buyers choose it
- 8-acre clubhouse & water amenity campus
- New-construction villas & townhomes
- Lazy river, slides & swim-up bar
- Strong guest demand from day one
Buying a home in Windsor Island Resort
Buyers comparing Windsor Island Resort often begin with the home's intended use, the day-to-day fit of the amenities, and the ownership rules that apply to the community. Live inventory changes quickly, so a current MLS search is only the starting point for a useful comparison.
Our Davenport specialists can narrow the options by floor plan, condition, rental suitability where applicable, and the details that affect a Florida purchase after closing. Use the live listings below, then ask us for a practical read on the homes that match your plans.
Comparing nearby areas? Explore Orlando and Kissimmee homes for sale or compare homes for sale near Disney World across the resort corridor.
Live inventory
On the market in Windsor Island Resort

$439,999
5 bd4.5 ba2,293 sqft
971 Paradise Drive
Windsor Island · Davenport, FL 33897

$499,000
5 bd4 ba2,283 sqft
3966 Lana Avenue
Windsor Island Residence Ph 3 · Davenport, FL 33897

$795,000
10 bd8 ba4,399 sqft
2031 Lelani Circle
Windsor Island Residence · Davenport, FL 33897

$780,000
7 bd5.5 ba3,282 sqft
4458 Kaipo Road
Windsor Island Residence Ph 3 · Davenport, FL 33897

$525,000
5 bd4.5 ba2,293 sqft
4154 Lana Avenue
Windsor Island Residence Ph 3 · Davenport, FL 33897

$999,000
10 bd8 ba4,399 sqft
3739 Lana Ave
Windsor Island Residence Ph 2b · Davenport, FL 33897

$590,000
5 bd5.5 ba2,622 sqft
4039 Lana Avenue
Windsor Island Residence Ph 3 · Davenport, FL 33897

$649,000
5 bd4.5 ba2,281 sqft
1248 Blue Island Drive
Windsor Cay Resort · Clermont, FL 34714

$459,900
5 bd4.5 ba2,240 sqft
920 Paradise Dr
Windsor Island Residence · Davenport, FL 33837

$1,049,000
8 bd5 ba4,025 sqft
4421 Kaipo Road
Windsor Island Residence Ph 3 · Davenport, FL 33897

$435,000
5 bd4.5 ba2,293 sqft
4186 Lana Avenue
Windsor Island Residence Ph 3 · Davenport, FL 33897

$850,000
10 bd8 ba4,399 sqft
4197 Lana Avenue
Windsor Island Resort Phase 3 · Davenport, FL 33897