We decided to replace wooden windows in a 2300sf flip we were doing, instead of rebuild them on a 1908 house.   

TenantTurner.com - essentially a better version of ShowMojo; however, it is not a Rentlinx.com replacement Use.Rently.com—I am awaiting a demo with them; however, I think they are going to be too expensive as they do not handle only Syndication without signing up for their PMS solution.

Repaired, reconfigured, and replaced most of the house.

If you look outside city limits make sure you do some research on the septic system, your lot size, if you even have room for a backup field , the ability to replace septic is becoming a real issue statewide. 

I would look into pvc, or even maybe tpo replacements before doing a band -aid solution like this. 

For example reminder to replace HVAC filter every 3 months, to ensure pets are vaccinated yearly, to ensure tenant sends me copies of renewed vehicle registrations and insurance etc.

Strip everything and replace.

Yeah ok....Let's see I house engineers with Honeywell, 3m, Cargill, Semens......

I understand that the Section 121 Exclusion for Primary Residence allows you to sell your Primary residence and not have to pay ANY capital gains taxes on the gains/proceeds - as long as you use those funds to purchase your next Primary residence.What I cannot seem to find the answer to is - what is the maximum timeline allowed from Sale of the first Primary to Purchase of the replacement Primary residence? 

I don't have funds for the roof, or to replace the outside supporting wall frame and stucco.However the bank has changed the locks on me multiple times to "protect their asset", which got me wondering, would they also put a new roof on it and repair the rot to protect their asset?