The covered parking area and patios should have adequate drainage to prevent water accumulation and potential damage.Investment ForecastPurchase Price: $849,900Total NOI over 10 years: $308,782.13Year 10 Value: $1,256,336 (based on a conservative 4% appreciation rate)Annualized return: 6.30%ConclusionWhile this property is poised for appreciation, sustaining it over several years for substantial returns would require substantial financial resources due to high debt servicing costs and negative annual Cash on Cash (CoC) returns.

I do notice that the annualized return generated by BP is usually quite a bit lower given the same inputs.  

I have been utilizing Facebook MTR groups in my market as well and have come up flat.Like I originally stated in my post I am currently breaking even simply with my in season short term rentals, which has been covering my annual expenses.

Trusts based in Nevis, Lichtenstein corporation/trust hybrids, multi country inter connected entities, generation skipping trusts, outside trustees, “protectors”, etc add up not only to a large initial outlay, but large annual charges.  

If you want to figure out the value logically, you can create a spreadsheet that will show your cost of financing and principle paydown on an annual basis to figure out the break-even date between the seller-financing price vs paying market price, but with bank financing.You mentioned a 40-year term, but is there a balloon?

Two out of three are well below market rent, so I am trying to bring them up annually. 

According to Zoocasa, the annual median income in Greater Boston has increased by 22.4 percent since 2018, yet in that same period, the average monthly mortgage payment has jumped by 27.5 percent.

I assume you have looked up your property on Air DNA, this is the best way to determine STR annual income. 2.

If rents don't outpace inflation, you can't achieve financial freedom—no matter how many properties you own.For example, let's say you buy property in a city where rents increase by 2% annually, while inflation averages 4% per year.

Very affordable fees, will end up being around 8% annually (excluding maintenance and repairs).