that's the issue with older properties in the midwest.and the weather is not as good =) but you know that. 

Weather that's for swapping numbers to meeting in person for coffee.

It should be said that despite all the resistance and discourse surrounding STR's (which we won't get into here) it's important to remember that this is still a relatively new area for real estate.

I'm not sure about you but a broke government is almost always a deal breaker for me when it comes to investing in real estate.Finally, while Puerto Rico has had its fair share of devastation from hurricanes and Haiti from earthquakes, the Dominican Republic has been mostly escaping from both (yet all good construction there is hurricane- and earthquake-resistant).

The property cash flowed well and covered our expenses in 2021 and 2022 with short-term rentals and about 80-85% business use, but it did not rent as well in 2023 (oversaturated rental market, change in travel restrictions, weather etc...) and dropped to about 65% business use and a negative cash flow of about $15K.

If one location goes bad, flooded with poor drainage, fire outbreak, riots, weather related destruction etc, the other property is protected. 

However, this is pretty much doing a BRRRR now which I've never done, don't have the time and is capital intensive (plus, I'm out of town) which doesn't seem too appealing.While I could just weather out the cashflow and bank on the appreciation over time, I feel my return on equity is poor, and that equity can be put elsewhere to be more productive.

Mostly just trying to figure out the best way to get them out with least amount of resistance/damage. 

Based on the provided real estate data for San Jose, CA 95111, there appears to be a seasonal pattern in home sales activity and prices:Peak Season (Spring/Summer)The data shows a higher number of home sales occurring in the spring and summer months, particularly from March through August.Home prices also tend to be higher during this peak selling season, likely due to increased buyer demand.Off-Peak Season (Fall/Winter)There are noticeably fewer home sales recorded in the fall and winter months, from around September through February.Home prices also tend to be somewhat lower during this off-peak period compared to the spring/summer months.This seasonal pattern is quite common in real estate markets, driven by factors such as:Warmer weather and longer days make it more convenient for buyers to go house hunting in spring/summer.Many families prefer to move during the summer when children are out of school.The spring market is fueled by annual bonuses/tax refunds providing down payment funds.Sellers often list their homes in spring to take advantage of the higher buyer demand.However, it's important to note that this is just a general observed trend.

I have still of a ton of investments that will ride the course, but that's because I can weather those storms.