However I was just wondering why this 1% definitely does not seem to work for my market while it's not per se a bad deal.

The villages isn't bad per se, but residents tend to enjoy that they are tucked away from massive growth in their own community so the lack of appreciation is a bit self inflicted.

I'm listing an older gulf access home in SE Cape Coral and it's booked solid with seasonal renters and its pretty dated, clean but older (actually my age, 49 :).

My wife and I are new to investing, putting in offers in SE Wisconsin.

@Elliot Saks If the area has higher crime, that will drive up the price.For any rental in SE WI, a competitive rate is $0.30 per $100 of insured value. 

Nice way to get the ball rolling for her, and provide a lesson that college wouldn't necessarily teach in the books per se. 

Best bang for the buck and what I hoped would be future appreciation for the land and size of house you'd get.The heavily minority neighborhoods SE of 17th/Oliver, W of Hillside between 21st/17th or to the South and about the cemetery on 21st W to Hillside and North I would hold no hope for much if any appreciation in your lifetime. 

I am also an active Milwaukee REIA member as well as planning on joining AASEW (Apartment Association of SE WI) which are also great groups. 

However, the resulting income is taxed as business income, which means ordinary rates PLUS 15% SE tax.The starting point would be to decide which of the two treatments is applicable in your situation and then structure it accordingly.

She pays long-term capital gains of 15% and no SE tax.