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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$635,0006 Beds, 4 Baths2,812 sqft lot 8,712 sqftMLS O64158233 Days on Market
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$625,0006 Beds, 4 Baths2,812 sqft lot 6,970 sqftMLS O64162993 Days on Market
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$240,0002 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS O64163163 Days on Market
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$610,0005 Beds, 5 Baths2,297 sqft lot 6,099 sqftMLS O64139304 Days on Market
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$615,0004 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS S51515806 Days on Market
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$350,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O641361611 Days on Market
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$449,0003 Beds, 3 Baths1,440 sqft lot 1,743 sqftMLS S515116912 Days on Market
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$425,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O641324612 Days on Market
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$275,0002 Beds, 2 Baths1,081 sqftMLS S515102913 Days on Market
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$695,0006 Beds, 4 Baths2,812 sqft lot 6,534 sqftMLS O641245415 Days on Market
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$225,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O641230717 Days on Market
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$340,0003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O640487041 Days on Market
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$419,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O640453542 Days on Market
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4 Beds, 4 Baths1,824 sqft lot 6,099 sqftMLS O639699353 Days on Market
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$349,9003 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS S514797760 Days on Market
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$639,0006 Beds, 4 Baths2,812 sqft lot 6,099 sqftMLS O639887862 Days on Market
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$294,500Price Drop3 Beds, 2 Baths1,246 sqft lot 14,811 sqftMLS O639722768 Days on Market
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$320,0003 Beds, 2 Baths1,246 sqft lot 436 sqftMLS O639604870 Days on Market
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3 Beds, 2 Baths1,450 sqftMLS O639555575 Days on Market
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2 Beds, 2 Baths1,081 sqft lot 14,811 sqftMLS S514668680 Days on Market
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3 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS S514668180 Days on Market
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$329,0003 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS S514667480 Days on Market
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$645,0005 Beds, 5 Baths2,297 sqft lot 9,584 sqftMLS O639428880 Days on Market
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$339,0003 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS TB849089981 Days on Market
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$412,0003 Beds, 3 Baths1,440 sqft lot 1,307 sqftMLS O639330483 Days on Market
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$379,5003 Beds, 2 Baths1,410 sqft lot 14,811 sqftMLS O639296884 Days on Market
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2 Beds, 2 Baths1,081 sqftMLS O639175889 Days on Market
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4 Beds, 4 Baths1,824 sqft lot 6,534 sqftMLS S5144428108 Days on Market
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$329,9003 Beds, 2 Baths1,450 sqft lot 14,811 sqftMLS TB8502801114 Days on Market
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5 Beds, 5 Baths2,297 sqft lot 9,148 sqftMLS O6383513117 Days on Market
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