We also have about 75k between our savings, stocks and retirement accounts. 

I'd say we have that.............we are old and retired.

I have actually thought the same thing re: selling this large property and buying smaller ones but it seems it is very cost-prohibitive to buy properties right now, especially due to the COVID- induced, mad-dash for single family homes.Here are some facts about me and some goals:1 - recently retired from mil/ government service and now setting my sights on real-estate investing, with an emphasis on the BRRR method.  

I make exceptions for people that make the effort to get back on track, but even then it is a short leash.I'm a retired, disabled vet myself.

Maybe he had the right idea of living leisure while I was busting it out - I don't know - but one thing I do know is that I'm now retired and he's not, and has no prospects of ever retiring. 

Strategy #2This one's gutsier, but might lead to greater cashflow, which I'll need when I retire in 6 years.

Many investors end up doing both...actively buying rentals outside of their qualified retirement account and then inside their self-directed retirement account they will lend the money or invest in notes.

I think I would move to a small town in the mountains, make a retirement investment and prepare to settle down.

Her husband, also an attorney, overheard and mentioned his client who was looking to retire and unload the property.

I cringe when I hear the words “ My realtor said said it’s a good investment” .I know I’ll take some heat on this but most realtors know virtually nothing about a “good investment “ .In my area they usually are barely getting by themselves and many don’t even have a retirement plan or own their own home .