Orlando & Kissimmee · 28.33° N
Windsor Cay Resort
The Windsor family’s newest resort — brand new construction
Living in Windsor Cay Resort
Windsor Cay is the newest Windsor resort, bringing brand-new construction vacation villas and townhomes to the northwest corridor with a clubhouse, water park–style pool complex, and the rental-first design the Windsor communities are known for.
Why buyers choose it
- New construction with builder warranties
- Water-park style amenity center
- Proven Windsor rental formula
- Northwest corridor location near US-27
Buying a home in Windsor Cay Resort
Buyers comparing Windsor Cay 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 Clermont 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 Cay Resort

$930,000
7 bd5.5 ba4,417 sqft
15882 Cape Coral Loop
Windsor Cay Ph 1 · Clermont, FL 34714

$1,500,000
10 bd8 ba4,376 sqft
16175 Coastal Cove Lane
Windsor Cay Ph 2 · Clermont, FL 34714

$630,000
5 bd4.5 ba2,281 sqft
1288 Blue Paradise Way
Windsor Cay Ph 1 · Clermont, FL 34714

$769,000
5 bd5.5 ba2,605 sqft
16242 Trinidad Way
Windsor Cay Ph 1 · Clermont, FL 34714

$1,058,000
8 bd6 ba4,026 sqft
16208 Saint Martin Street
Windsor Cay Resort · Clermont, FL 34714

$550,000
5 bd4.5 ba2,281 sqft
1274 Shoreside Street
Windsor Cay Ph 1 · Clermont, FL 34714

$629,000
5 bd4.5 ba2,281 sqft
1264 Blue Island Drive
Windsor Cay Ph 1 · Clermont, FL 34714

$635,000
5 bd4.5 ba2,281 sqft
16129 Palm Frond Avenue
Windsor Cay Ph 2 · Clermont, FL 34714

$1,299,000
10 bd8 ba4,376 sqft
16276 Saint Martin Street
Windsor Cay · Clermont, FL 34714

$775,000
5 bd5.5 ba2,605 sqft
16205 Saint Kitts Circle
Windsor Cay · Clermont, FL 34714

$649,900
5 bd4.5 ba2,281 sqft
1280 Blue Island Drive
Windsor Cay · Clermont, FL 34714

$649,900
5 bd4.5 ba2,269 sqft
1284 Blue Island Drive
Windsor Cay · Clermont, FL 34714