Hi Rocko, I'm the top selling agent for Windsor Hills this year, so I know the place well. If amenities are unimportant, then you don't want a resort because they all come with monthly fees well over $400 to support the amenities. What you want is the area north of Disney - Dr, Phillips, Windermere, and Winter Garden. Definitely upscale and of course, Restaurant Row is in Dr. Phillips. You'll find the dining a lot more upscale than what you get along US 192. A quick check of our local MLS yields over 30 homes under $360,000 with the HOA under $160 a month. Check my references here on Trulia and then contact me directly. Happy to help you out, too.