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, 2 Baths1,246 sqft lot 14,811 sqftMLS O64214788 Days on Market
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$615,0006 Beds, 4 Baths2,469 sqft lot 8,277 sqftMLS S51530018 Days on Market
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3 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS O64216639 Days on Market
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3 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS S515261215 Days on Market
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$700,0006 Beds, 4 Baths2,812 sqft lot 6,534 sqftMLS O641976817 Days on Market
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$325,0003 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS O641871720 Days on Market
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3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O641734422 Days on Market
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$420,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O641735422 Days on Market
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$240,0002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O641631629 Days on Market
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$610,0005 Beds, 5 Baths2,297 sqft lot 6,099 sqftMLS O641393030 Days on Market
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$615,0004 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS S515158032 Days on Market
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$350,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O641361637 Days on Market
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$449,0003 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS S515116938 Days on Market
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$425,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O641324638 Days on Market
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$275,0002 Beds, 2 Baths1,081 sqftMLS S515102939 Days on Market
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$695,0006 Beds, 4 Baths2,812 sqft lot 6,534 sqftMLS O641245441 Days on Market
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$308,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O641230743 Days on Market
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$340,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O640487067 Days on Market
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$419,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O640453568 Days on Market
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4 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS O639699379 Days on Market
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$349,9003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS S514797786 Days on Market
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$630,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O639887888 Days on Market
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$294,5003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O639722794 Days on Market
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3 Beds, 2 Baths1,450 sqftMLS O6395555101 Days on Market
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2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS S5146686106 Days on Market
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3 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS S5146681106 Days on Market
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$329,0003 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS S5146674106 Days on Market
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$625,0005 Beds, 5 Baths2,297 sqft lot 9,584 sqftMLS O6394288106 Days on Market
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$328,0003 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS TB8490899107 Days on Market
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$405,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O6393304109 Days on Market
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