For context, we gave the tenant a 60-day notice for non upkeep and no repair communication in 2023 and then extended it for 30 days upon his realtor's request, setting the move-out for May 31, 2023. The tenant refused...

So if I understand this correctly, by qualifying to extend the 5 year rule to 10 yrs, $250k if single or $500k if married of proceeds from this sale would be exempt from capital gains? 

Investment Info:

Single-family residence fix & flip investment.

Purchase price: $232,000

Cash invested: $18,000

My real estate investment journey began with a leap of faith when I purchased my fi...

My original loan amount is $323K, balance left $319K at 7% and 28 yrs and 8 months left.

I’m in my 20s, 3 yrs into my Finance B.S. and I live at home so my current expenses are very little.

2021 hit and that is when I became financially free and was able to retire from teaching at 55 yrs old.

I am 68 yrs old (semi-retired).  

Quote from @V.G Jason:  Extract the long-term value(appreciation) by hanging tight for 8 yrs ++,  mitigate cash flow by keeping more money in the deal and/or altering rental formation. 

Our online court records in CT are now automatically dropping tenants' evictions fro the record after 3 yrs, or even less. 

My attorney told me in 30 yrs he has never seen bank enact due on sale clause but he has seen multiple landlords get sued without LLC protection.