I want to continue investing but have since found that the single family has sucked up all my resources due to the large monthly payment.The home in the north shore has over 200k in equity and produces solid rents , I really do not want to sell the property as I am speculating this home to continue being a cash cow into the future.

I would be speculating on anything in the future.

It has been vacant for a few years now and I have done plenty of speculating as to his reasons for keeping it. 

You will outpace your friends that try to guess what is the next hot spot.Don't speculate.

This has the advantage of going to the expert directly, but:First: It's really not clear to me that my contractor will want to do this on a speculative basis. 

Is the speculative play of rates dropping lower offset the holding costs. 

Well, maybe if you're buying speculative properties where you're hoping for appreciation.

A non profit, charitable organization expert in loan workouts while specializing in the choreography of preforeclosure sales, and preforeclosure short sales is offering its services to distressed homeowners needing to sell, speculative buyers seeking the discounted purchase of distressed property, as well as realty professionals who have neither the time, or desire to 'reinvent the wheel' to facilitate short sales.http://www.spoch.org/ShortSaleTransactionSuppo.asp

I can only speculate like the rest of the people.

However, speculation is not currently my game, but I'll accept some appreciation as a bonus!