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.
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3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O63876513 Days on Market
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4 Beds, 4 Baths1,824 sqft lot 6,534 sqftMLS S51444289 Days on Market
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3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O638660910 Days on Market
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5 Beds, 5 Baths2,297 sqft lot 9,148 sqftMLS O638351318 Days on Market
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$430,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS G510857219 Days on Market
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$675,0006 Beds, 4 Baths2,812 sqft lot 6,970 sqftMLS O637764539 Days on Market
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$650,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O637648044 Days on Market
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$718,0006 Beds, 4 Baths2,812 sqft lot 8,277 sqftMLS O637370853 Days on Market
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$659,0005 Beds, 5 Baths2,342 sqft lot 8,277 sqftMLS O637119562 Days on Market
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5 Beds, 5 Baths2,297 sqft lot 6,099 sqftMLS O636881577 Days on Market
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$699,900Price Drop6 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O636864379 Days on Market
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$279,0002 Beds, 2 Baths1,081 sqftMLS O636862179 Days on Market
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3 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS O637133280 Days on Market
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3 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS O637322882 Days on Market
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$429,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O636504994 Days on Market
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$695,0006 Beds, 4 Baths2,469 sqft lot 6,970 sqftMLS O636429296 Days on Market
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$589,0005 Beds, 4 Baths2,469 sqft lot 6,099 sqftMLS O6361232111 Days on Market
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$655,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O6353180125 Days on Market
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$269,000Price Drop2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6357168128 Days on Market
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3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6356328130 Days on Market
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$459,9003 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS S5137522132 Days on Market
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3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O6353629142 Days on Market
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$262,000Price Drop2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6352860144 Days on Market
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Price Drop4 Beds, 4 Baths1,878 sqft lot 6,099 sqftMLS O6350201155 Days on Market
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$590,0004 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS O6346838166 Days on Market
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$310,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6345957170 Days on Market
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$308,0003 Beds, 2 Baths1,390 sqft lot 14,811 sqftMLS O6333176200 Days on Market
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$339,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O6332735219 Days on Market
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$315,0003 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS O6331842221 Days on Market
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$265,000Price Drop2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O6331833221 Days on Market
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