Hey @Dan WardWould love to give you some advice , those are my primary markets as an investor and agent helping others. 

I'm a local realtor and would love to connect and chat about the local market.

You can achieve or even exceed your current cash flow in markets that are more landlord-friendly than Boston.

Or find a deal first then market it to buyers, then offer on the house and create an agreement with the seller & buyer?

Don’t forget. 2024 rent cap was 8.9% so you may never get “market rent”.

In a highly competitive tourist market like New Orleans, I update my photos weekly. 

on the one hand, if you're happy with it, and you believe in this market, and this is what you wanted, great. the fact that you're asking the question shows that you're being thoughtful about it.with that said, it sounds like you're into the deal for almost $90K out of pocket, and so if you asked me if i would put $90K of my hard earned cash into a property to get $175 month, the answer is no. 

Next, side by side duplexes are a Unicorn in the NE Ohio market.

Personally, I invest in properties in C-Class neighborhoods in my market (East Linden and Southern Hilltop), and they’ve been cash-flowing well so far.

Quote from @Blake Steagall: Hello @Jaycee Greene, I do not own any real estate in that market yet but am interested.