- 5 beds
- 5 baths
- 2,281 sqft

5-Bedroom Homes for Sale in Windsor Cay Resort FL
Use the listings to compare layouts and ownership details within the mapped area as you search for 5-bedroom homes for sale in Windsor Cay Resort.
Browse 5-bedroom homes in Windsor Cay Resort
9 listingsBrowse 5-bedroom homes by asking price
Each band keeps the same area and bedroom count. Bands use asking prices; availability can change.
A focused Windsor Cay Resort bedroom search
This selection uses the mapped Windsor Cay Resort area from our main guide. A Clermont mailing address does not expand this search to the wider Clermont market or other Windsor resorts.
These listings report 5 bedrooms; the search does not impose a property type. Review the allocation and ownership form for each home.
Balance private rooms with shared capacity
Five bedrooms make it useful to assess the space outside the sleeping rooms just as carefully. Look at seating, dining, kitchen storage and the routes people would use at busy times. Check how many rooms are on each floor and whether their bathroom access matches the intended arrangement.
Four checks for your 5-bedroom shortlist
Bedroom placement
Review which rooms are together and which are separated across floors or living areas.
Bathrooms and stairs
Trace nighttime and morning routes rather than assessing rooms individually.
Shared capacity
Compare seating, dining and kitchen space with the way the bedrooms would be used.
Storage and parking
Assess garage capacity, laundry and everyday equipment storage in use.
Consider guests without losing everyday function
Review where visitors could stay while keeping your normal rooms usable. A fifth bedroom is most useful when the rest of the layout, storage and parking support the way you expect the home to be occupied.
Compare the Windsor Cay offering and arrival routes
Establish whether you are reviewing a completed resale or a builder offering, then compare the actual floor plan, included finishes, contents and outdoor setup. Trace the route from the property entrance to the shared facilities and onward journeys you expect to use. Check completion status and current access arrangements for the particular offering.
Understand the property's ownership responsibilities
Separate homeowners association charges from Community Development District assessments, using current property documents and tax information. Clarify included services, any optional amenity charges and private-pool or equipment upkeep. Review construction or resale terms, proposed use and any management agreement independently; the resort name and room count do not establish one standard ownership package.
Windsor Cay Resort: wider asking-price context
All property types, bedroom counts and prices in the mapped area. These asking-price figures describe the wider market, not this bedroom selection.
- For sale now
- 23
- Median asking price
- $885,000
Nearby completed sales: past 12 months
111 properties sold within half a mile in the last 12 months · median $610,000
15952 Calm Key Loop5 bed · 6 bath · 2,611 sqft
$795,890
Sold Nov 6, 2026
16249 Bird Of Paradise Avenue3 bed · 3 bath · 1,485 sqft
$349,000
Sold Oct 28, 2026
1260 Blue Island Drive5 bed · 5 bath · 2,281 sqft
$260,000
Sold Oct 27, 2026
16257 Bird Of Paradise Avenue3 bed · 3 bath · 1,485 sqft
$355,000
Sold Oct 26, 2026
Questions about 5-bedroom homes in Windsor Cay Resort
Questions when comparing a shortlist

Gaby Sadler
Property Specialist, Serhant
Compare Windsor Cay Resort homes with Gaby
Tell me how you want to use your 5 bedrooms. I can arrange viewings and help you compare layouts, locations and the ownership details for your Windsor Cay Resort shortlist.
Bring your priorities to the viewing
Note the room arrangement, storage and everyday destinations that matter most. Compare each home against that list and request the information needed to understand its condition and ownership responsibilities.
Explore Windsor Cay Resort homes by bedroom count
Explore more
More on Windsor Cay
- 7-Bedroom Homes for Sale in Windsor Cay Resort FL
- 8-Bedroom Homes for Sale in Windsor Cay Resort FL
- Homes for Sale Over $1 Million in Windsor Cay Resort FL
- Homes for Sale Under $600K in Windsor Cay Resort FL
- Homes for Sale Under $700K in Windsor Cay Resort FL
- Homes for Sale Under $800K in Windsor Cay Resort FL
- Homes for Sale Under $900K in Windsor Cay Resort FL
- Price Reduced Homes for Sale in Windsor Cay Resort FL
- Windsor Cay Resort FL Cheap Homes for Sale















