To keep things simple, qualify the old property thusly:If [ rent * 75% - PITIA ] yields a positive number, owning the departing residence will not impact DTI in a negative way.

This is going to have an impact on the profitability of an investment.When considering profitability you need to look at income stream + appreciation.

If I thought it wouldn't impact the future value I would go with conventional gutters.

It would make a big impact in the neighborhood that I am already very invested in, and I think it would make money in the end.I set up a meeting with one of the guys I worked with on a rehab project to talk to him about it...

The tenor of the conversation may well have impact on a decision.

Windows and siding have only a moderate impact on value.  

The point of foreign money impact had a lot to do with the prices in the Miami-Dade County area and some in Broward.  

My rental's that are in LLC's have had no impact on 1 refinance and 2 heloc's I have taken on my primary residence.

Finally, check into the details on zoning - that can have a huge impact on future value and exit strategies.I've purchased both, so a few thoughts for you to consider:The two quads will allow you to use traditional Freddie/Fannie mortgages which include low interest rates and lovely 30 year terms. 

How did this impact your credit score?