To sell or not to sell

[Jason Benda-Joubert]

Hi There,

I am new to real estate investing and have been learning so much from all of you.  So, first and foremost, Thank You! 

I have goals for buy and hold properties that have decent cashflow.  I would like to do this with a combination of short term rentals/vacation properties and multifamily as I live in the North East.

I am trying to decide if I should sell or hold a property and would like to get some input from those with more experience.

Property details:

Single Family home in B+ neighborhood. I owe 182K, with a 3.625% interest rate with 13 years remaining on the mortgage. My monthly payment is $1850, which includes PITI. I am currently renting it out for $1900/month, which is at the top of the market rate.

I am expecting some larger capital expenditures over the next 5-10 years that would estimate to cost 25-40K.  

I spoke to a local agent and we estimate the property would sell for around $275,000.

My wife and I are trying to decide if we sell now and use any profit to invest in a property with better cash flow or if we should hold it and wait the 13 years until the property becomes a positive cash flowing property.

Any feedback or creative solutions are welcome.