If you are going to keep this CT property for a long period of time, and the fixed-rate loan lets you cashflow your target amount it will not matter 10 years from now you paid 10,000-20,000 over what you think it was worth.

This approach is more efficient, allowing you to network and find suitable professionals simultaneously.

Focus on building equity in your new primary residence and continue to manage your rental properties efficiently. 

They have huge efficiencies of scale building the same floor plan over and over ordering the same packages of materials.   

Here’s a quick breakdown based on my experience:Building new construction gives you full control over the design and materials, allowing you to incorporate the latest energy-efficient systems.

Ive seen this work well, as its not exactly clearly defined how long the IRS wants the holding period.

Just for some background info......the only reason I started and own Skip Genie now is because I specialized in highly distressed vacant properties and learned the ins and outs of how to efficiently find and contact the owners/heirs and then be able to close on them.  

It’s not important to do a deal in any particular period of time.

It's pretty one sided.During their "inspection period" they will list everything wrong with the property, "real or imagined" and try to get you to reduce your price.

Real estate is an in-efficient market, that's why banks require 25% down - that is deemed a sufficient buffer in case a property has to be liquidated.