And, math should be a significant contributing factor of that decision making in my opinion. 

While you are unlikely to get dinged for it if you don't offer it, there is a category called value that this type of issue can contribute to people marking down. 

Thank you in advance for contributing to this post.

Thanks to everyone that responded your contributions are greatly appreciated. 

Evaluating your options, considering different scenarios, and staying informed about market conditions will contribute to making sound investment decisions.

In this case, since one house is a 3/2 and the other is a 2/1, you can calculate the price based on the proportion of the total bedrooms and bathrooms each house contributes to the total.

Once that $5k/yr contribution turns out to not be enough, then look at the IUL.

FINANCIAL CONTRIBUTIONS:1.1 Party 1 Responsibilities:Party 1 shall contribute to the partnership for the down payment, closing costs, and construction costs for renovations and additions.1.2 Party 2 Responsibilities:Party 2 shall independently pay the mortgage until both properties are rented, oversee construction and renovation, manage both rentals, and handle bookkeeping during construction.2.

If you are in these markets, please contribute in this thread.Thank you!

They may contribute other ideas.