There's some good stuff in here. Notice the bottom photo of the guy working it on the floor practically.
I'm thinking under 30ft should be doable without too much work. Maybe that 28ft pushup from DX Engineering and try it with 2 pieces at 20ft if that works.
In the down position it's 10ft and becomes a laundry line
You can also get a few pieces of just the fiberglass pole. I bought the 50ft pole from DX. Didn't use the top 2 pieces. Painted it all flat black. Shipped UPS for just under $200 total.
Put a galvanized fencing pipe from Home Depot in the ground the this bottom piece will fit perfectly over it.http://www.dxengineering.com/parts/dxe-ftk50
The extra distance from 20 to 30 is sketchy for something HOA, up and down, neighbors, ropes etc....
Use the black 3/16 antenna rope they sell. 3 guys. Paint the antenna Flat Black (everything).http://k4kio.com/towers.htmlhttp://www.dxengineering.com/search/department/towers/product-line/rohn-telescoping-masts?autoview=SKU