Should I sell my +ve Cash flow investment property

[Madhur Mehta]

Hello everyone, I have been grappling with the below question for the last few weeks.

We have a condo in downtown Chicago that we bought for $150k 10 years ago which generates ~$900 per month on Cash flow. The CoC is great and we don't have a mortgage on the condo, however the current market value of the condo is about ~200k, so very less appreciation in last 10 yrs.

Should I sell the condo and invest ~200k (minus fees) to buy an investment property with 30-40% down in an area (Durham, Raleigh) where I could expect greater appreciation down the road. With the current interest rates, I would be -ve cash flow 200 to 300 per month.

I am currently based out of Raleigh, NC.

Appreciate the help.