I took what you said to heart sir.

Working in such a regulated environment definitely has its challenges and is not for the faint of heart.

Should I take the cold-hearted (but better for me) "hit the bricks" approach, or give some extra time, to hedge a risk that may or may-not be real?

The Seller (also a Real Estate Agent) had completed some easy updates but we saw the opportunity to add value and boost the sale or rent price.

Most are US or Cuban trained.Your major issues of Heart surgery, Cancer treatment, or ongoing treatments such as dialysis; you will need to find a low premium, high deductible coverage, plus move back to the US for treatment. 

The beating heart of the town is the 60,000+ student campus which provides a great tenant base and stable employment.What are the goals for your investment? 

@Melissa Villegas as the others have put it it really depends on the area that your house is located in and by looking at the pictures all those they are small I could tell that you do need to upgrade your kitchen and the bathroom to 2021 standards this will have the effect of boosting rent price as well.

Trading is seeing a massive boost lately because its very appealing to the younger crowd like my-self.

Or dorm housing for Sacred heart students in the Northern part of Bridgeport.

I know that in typical situation, this would be a no-no, but it hurts my heart to see that flips in the neighborhood are selling for almost double price per square feet.