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.
-
$409,9903 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O63890626 Days on Market
-
4 Beds, 4 Baths1,824 sqft lot 6,534 sqftMLS S514442816 Days on Market
-
3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O638660917 Days on Market
-
5 Beds, 5 Baths2,297 sqft lot 9,148 sqftMLS O638351325 Days on Market
-
$430,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS G510857226 Days on Market
-
$675,0006 Beds, 4 Baths2,812 sqft lot 6,970 sqftMLS O637764546 Days on Market
-
$650,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O637648051 Days on Market
-
$718,0006 Beds, 4 Baths2,812 sqft lot 8,277 sqftMLS O637370860 Days on Market
-
$659,0005 Beds, 5 Baths2,342 sqft lot 8,277 sqftMLS O637119569 Days on Market
-
5 Beds, 5 Baths2,297 sqft lot 6,099 sqftMLS O636881584 Days on Market
-
$699,9006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O636864386 Days on Market
-
$279,0002 Beds, 2 Baths1,081 sqftMLS O636862186 Days on Market
-
$415,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O637244687 Days on Market
-
3 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS O637133287 Days on Market
-
3 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS O637322889 Days on Market
-
$429,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O6365049101 Days on Market
-
$695,0006 Beds, 4 Baths2,469 sqft lot 6,970 sqftMLS O6364292103 Days on Market
-
$589,0005 Beds, 4 Baths2,469 sqft lot 6,099 sqftMLS O6361232118 Days on Market
-
$655,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O6353180132 Days on Market
-
$269,0002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6357168135 Days on Market
-
3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6356328137 Days on Market
-
$459,9003 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS S5137522139 Days on Market
-
3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O6353629149 Days on Market
-
$259,000Price Drop2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6352860151 Days on Market
-
4 Beds, 4 Baths1,878 sqft lot 6,099 sqftMLS O6350201162 Days on Market
-
$590,0004 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS O6346838173 Days on Market
-
$310,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6345957177 Days on Market
-
$308,0003 Beds, 2 Baths1,390 sqft lot 14,811 sqftMLS O6333176207 Days on Market
-
$339,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6332735226 Days on Market
-
$309,000Price Drop3 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS O6331842228 Days on Market
This IDX is (c) Diverse Solutions 2026.