I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).

I will be increasing my savings amount to reflect as well.

If wetlands are involved the process can get pretty time consuming, and costly but with your 3 - 15 acre lots you may be able to avoid impacting them which will save you a lot of time and money.I hope this isn't too confusing.

People that believe the police will save you that is also not really that accurate.

I am not sure about what you are reflecting in the cleaning number but for me 1) it is shocking what cleaners charge but it is not where you want to try to save money for quality 2) it is a pass through, the guest pays it. $250 per turn would be for larger unit and very good job.  

ONe would want to know what the resolve of the current HOA board is and do they have money to litigate this or willingness to do so.the 98 CCRs are valid .. so it will come down to a trier of fact and case law I guess if they sue you.

That equates to $4,286 a year in tax savings.

The HOA takes care of everything outside of the studs and I save enough to just replace anything that breaks and skip the repairs. 

Everyone's time is valuable.I do group showings to save me time, give the impression that the place is super desirable (because everyone is there) and you eliminate the risk of no shows since you would be there anyways.

I'd encourage you personally to either consider a strategy that allows you to add value quickly and get out quickly (a Flip or BRRRR) if the HELOC is your current only/best option for cash, and/or to simply save up.