A 4 bedroom east of Indianola would rent for significantly more than a 4 bedroom east of 4th street.I would suggest looking at some historical sales and running rentometer reports on them to get yourself acclimated to the market.

Also it’s a historical neighborhood so wood windows have to be replaced with wood windows.

Historically properties have doubled in value every 10 years.

Historical Financials are typically provided during the DD phase and not in the prelim stage.

Our small "country" town is now investigating restrictions - and has been considered one of the permissive/supportive of short term rentals historically - it came out of nowhere. 

Historically San Diego has produced outstanding cash flow for the long term buy n hold RE investor.

That said, there are pockets all over with well established historic neighborhoods that seem to be attempting to weather the storm.

There are also some places that offer incentives for improving abandoned or historic homes, this could help big picture. 

If you look historically in the past 25 year's Boston hasn't seen the economic fluctuations like other markets. 

Those sellers aren't the type of sellers we have historically purchased from.