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REDDIT

How different is a newer property compared to an older property?

S
Jan 2, 2026 · 17:23

For context I own a 2-flat in Chicago built in 1910 that I bought less than 2 years ago. It cash flows pretty nicely but I’m just tired of dealing with repairs. Even though there haven’t been that many, I don’t know if I’m willing to deal with the fear of the unknown because anything can happen with these older properties.

My question is how much different are newer properties? Are they less hands on? I’m seriously considering exiting this property and buying a couple newer single family homes in the Dallas area that will obviously cash flow less, but will potentially have better appreciation and much less issues to deal with.