Here are a few of the most notable projects in the works that are set to be completed within a few years:Sparkman Wharf: The rendering of the new Sparkman Wharf shows it will be a modern outdoor park space with plenty of shops, outdoor eating areas, and other small attractions.

Shared parking lots.

Hi Eric, I work for a national commercial mortgage broker (including lending in MA). 

I doubt it allows for 2 units (it’s probably SFH.) assuming that, you can’t make it 2 legal units (adding an ADU is different, as I don’t think you’re allowed to take space from the main house for the ADU- it’s usually added sq footage.) and even if it allows for 2 legal units you may have to add a second parking spot, separate utility services (read: expensive and a PITA to install.)So the simple plan is to basically do the minimum work needed, as you describe, without permits just to separate the 2 living spaces out.

Many lenders, including the largest lender in the nation, don't even offer FHA on 3-4 unit properties any more because the fallout is too high.

The difficulty that I am having is when it comes to larger items, such as New HVAC and knowing how much to put away given its useful life when a property is acquired, Painting a property, new roofs (along with determining its useful life), redo of blacktop for parking lots (especially older properties).....these larger capital expenditure items are a lot more difficult to determine in my opinion aside from putting money away for unforeseen maintenance items or vacancy. 

Hi BP Nation!

The area comprises N Chatt, much of downtown, the Southside, and Highland Park, I believe. 

I thought about parking lots or buy hold houses, any thoughts?

I own an office building with parking spaces reserved only for tenants and their customers during business hours.