I generally rule out most single family homes as viable rentals, as prices are pretty high relative to rents, so aside from some downtown neighborhoods, typically you do not find large areas of single family rental neighborhoods (a median sale price on a 3 bed, 2 bath home so far this year in Dane County on MLS sales data is at $430k). 

Buying a mobile home to place on your land can be a great way to generate rental income, but like any investment, it comes with pros, cons, and key considerations.On the pro side, mobile homes are typically more affordable than traditional single-family homes, meaning lower upfront costs.

Airbnb basically lists that metric as 40%+ for every single Airbnb property even though statistically it's only possible for most properties to show up in the top 10 well under 1% of the time.How the hell can 20,000 properties in a single market all show up in the top ten 40% of the time?

I don't want to be the bearer of bad news but I truly believe starting with a single as a rental is a major mistake.

EXAMPLE: a local HC has a single comcast email address for their entire office - mysteriously, they seem to be always losing emails and asking us to resend multiple times.The good news is they finally increased their max rental amounts a few years ago, so they are now more competitive. 

Choose a multifamily or single-family investment approach, consider low cash flow priority, and monitor interest rates and seasonal timing.

Median Prices for single families homes in the Chicagoland region went up about 7.4% as of November 2024. 

I have a stunning 5-bedroom, 5-bathroom, 4,300-square-foot single-family home in Cleveland, MS, that I’m looking to sell.

As you mentioned, it might be difficult timing the sales of each of properties where you can achieve a combined exchange (multiple properties into 1 property / or a few properties).Just a quick note that may be helpful - I work with a group of investors that can help with a combined exchange into a single property and will buy it back once you've found a replacement propertie(s) as the final destination for your capital.

Unfortunately, STRs as single family homes are still considered residential assets.