Keep knocking it out of the park, I look forward to seeing where you go.

How is off street parking.

My preference is Single Family, although I currently own some mobile homes, some parks, and some small multi-family as well as notes on land and houses. 

For example I have a 4 unit in Rogers Park chicago its gone from working class with some gangs to now houses over a million being built and rents up 50% to a few years ago, same happening in Portage Park and Albany Park. 

If cash flow is your goal, you might look into areas like Jonesboro, Forest Park, Lithonia, or Stone Mountain, where RTP ratios tend to be higher these are just a few areas I'd suggest.

Close proximity to NYC, the nearby state park, and a destination by itself for certain people.

They are not allowed in certain master planned communities.Summerlin, including Sun City Summerlin▪ Town Center▪ Skye Canyon▪ Cliff’s Edge▪ Symphony Park▪ Grand Canyon Village▪ Las Vegas Medical District▪ Providence SquareAnd these restrictions I find would be the most difficult for you to overcome - A short-term rental license does not provide authority to violate any common-interest community’s covenants,conditions and restrictions (CC&Rs).

Two recent clients purchased properties with less than $250K down in New Hyde Park and Lynbrook.One property has a detached garage to bring in additional income and the other has a 1-bedroom ADU.Both deals cashflow.These aren't easy to find in a seller's market but they're out there. 

Fast forward a year later I am at home (Chicago) and find myself in the beautiful suburb of Oak Park.

We have made an offer for a property and it turns out City of San Diego has asked the seller to replace the uneven side walk by the property does any one has an idea about ball park figure to replace a city side walk?