Hey Sophia,It seems like you’re trying to decide between keeping or selling your rental properties.

I'm finding when I look at a given property, I get inaccurate comps in two ways: 1st, a property will show up in the list as a comp to my subject property but have a REALLY low sale value; upon investigation I find that the property acutally hasn't sold in 10+ years but PropStream thought it was comp; 2nd, a property will show up as "Sold" in the MLS status, but all ownership and transaction history tab don't reflect the new data.

.: My first investment property happens to be my first home purchase, so my questions are hopefully basic for anyone experienced here.

You want to know of any & all problems before spending any additional funds on the property!

Quote from @Robin Cornacchio: Can you use a 1031 exchange on a SDIRA owned investment property? 

I have owned this property for 8 years, 7 as a rental property.

So, how much and whether it makes sense to update a property is about making it cash-flow better as a rental NOT ARV. 

NYC property values are increasing at or above the national average (4%).

Only the PMC is continuously connected with you until you sell the property.

@Zach Howard some copy & paste advice below:)-------------------------------------------------------------------------------------------------Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?