Windsor Hills is universally considered the top all round vacation home investment resort in Kissimmee.
What makes Windsor Hills real estate so popular is it has almost everything you’d want in a vacation resort and that translates to bookings and booking rates and therefore a high yield in your short and long term return.
It is the closest resort to Disney, you will enjoy it's excellent facilities in both the clubhouse and the pool and water park area. It has the almost unique distinction of having all three property styles, Villas, Townhouses and Condos in the same resort.
The STR returns for propety within this community are the highest in Kissimmee and as the property market begins to decompress the major resorts are those that will appreciate quickest so you can expect excellent appreciation in your investment over the next five years.
Interested in purchasing a Orlando Villa? I can help. Call me today at 407-492-5702.
-
5 Beds, 5 Baths2,342 sqft lot 7,841 sqftMLS O63614842 Days on Market -
6 Beds, 4 Baths2,469 sqft lot 6,099 sqftMLS O635885012 Days on Market -
2 Beds, 2 Baths1,081 sqft lot 436 sqftMLS O635908712 Days on Market -
$689,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O635318016 Days on Market -
$299,5002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O635716819 Days on Market -
3 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS O635715619 Days on Market -
3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O635632821 Days on Market -
$459,9003 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS S513752223 Days on Market -
$412,9003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O635432123 Days on Market -
3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O635362933 Days on Market -
$277,0002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O635286035 Days on Market -
$274,5002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O635197240 Days on Market -
$388,900Price Drop3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS TB843468746 Days on Market -
4 Beds, 4 Baths1,878 sqft lot 6,099 sqftMLS O635020146 Days on Market -
$590,0004 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS O634683857 Days on Market -
$329,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O634595761 Days on Market -
$305,0003 Beds, 2 Baths1,390 sqft lot 14,811 sqftMLS O634357869 Days on Market -
2 Beds, 2 Baths1,081 sqftMLS S513305882 Days on Market -
$310,0003 Beds, 2 Baths1,390 sqft lot 14,811 sqftMLS O633317691 Days on Market -
$327,0003 Beds, 2 Baths1,246 sqft lot 1.07 acMLS O633655093 Days on Market -
$274,5002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O633564098 Days on Market -
$320,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6333742105 Days on Market -
$344,9003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6332735110 Days on Market -
$324,0003 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS O6331842112 Days on Market -
$285,0002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6331833112 Days on Market -
$620,0005 Beds, 5 Baths2,297 sqft lot 6,099 sqftMLS TB8409242125 Days on Market -
3 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS O6327327125 Days on Market -
3 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS O6327192126 Days on Market -
$639,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O6325816132 Days on Market -
$385,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS S5130578133 Days on Market
This MLS IDX is (c) Diverse Solutions 2025.