1. You're thinking all the homes are vacant and it is safe walking around?
2. Personally I like occupied vs vacant.....better chance it is livable...
3. I look at roof...how old...how does it compare to neighbors...will it last or will it need to be replaced.
4. Windows...broken or not, replaced or not, any alignment issues (foundation), do they lock?, can I keep them or will they need to be replaced. Again also looking at neighbors.
5. Electric meter....is it there, what's electric look like...new panel or old....is the power connected from utility pole?
6. Paint...will I need to paint and if so how much? Trim only? Entire wood house? How much prep is needed? Any rotted wood that needs to be replaced? Any squirrel or rat damage?
7. What's the neighborhood look like? Is this house better or worse? Are the neighbors happy you bought it and will fix it up? or do they see it as a chance to get new appliances and an outside HVAC unit at your expense? You can fix the house, but you can't fix the neighborhood.
8. How old or new is HVAC unit? Is there HVAC and window units. That can indicate it's not working.
9. Depending on the age of homes...or location...what kind of sewer...city or septic....if super old..have they replaced sewer lines to the street? Have the neighbors done it?
10. Who lives there? Owner or tenants?
11. Occasionally you can talk to owners, tenants, or neighbors. Neighbors usually tell you the most.
12. If you can get behind the house, like in the alley if it has one that is good too. Sometimes the front looks great, and the back of the house is gone.
This probably sounds mean, but I'm thinking if you think you need an inspector to go with you, you shouldn't be buying. You don't know the risk. You don't know the repairs. You don't know the costs. I'd be surprised if one goes with you for 1/2 day or day for price of lunch. You might flip it....ask if you can assist him for a day or every day for a week and you buy lunch. Then you see what they're looking for....and perhaps the differences in all these things..new roof vs old vs one that needs replacement...so you know what to look for. You can get a sample report, maybe they will help you guess at cost of repairs.
Be a Buffet.....buy what you know.....or be the best value investor out there to buy cheap enough to fix what you don't know.....price in risk....too many investors don't.
If you find a checklist somewhere, please let me know. If not maybe we can create one.