Sell or keep single family home in nice area

[Axel Scaggs]

I’ve been posting on here a lot for advice recently, and I have another question I’d love some opinions on. I have a single family home that has 4 bedrooms and 2 bathrooms and is in one of the more sought after areas of the city. It is on a very large lot as well. I’ve been using it as a rental the past year after tapping into the equity to purchase other properties.

Because it is a college town, I’ve been renting by the room in order to cash-flow, but this has been somewhat of a hassle. If I simply rent it to a family, it will break even on cash-flow. My question is, should I look to sell it and get the 80k-100k out of it to reinvest? It doubled in value from 2017-2024, but I have a hard time seeing it continuing to appreciate at a high rate in the current housing market. I wonder if I could get more use from the cash by acquiring another investment property, that I could get forced value via renovations etc, as well as cash-flow. In this type of scenario, would it generally be better to hold or sell?