I actually bought a 4 unit a mile away for $45,000 last year but that needed about 30K worth of work so I feel this is about right as this one is turn key with no repairs needed.The seller financing deal - Sales price $63,500Cash at close from me $50004 year note @ 4% for remainder ($58,500), monthly payment of $1000 with balloon at the end, no prepayment penalties.Monthly projectionsIncome =     $2200Expense=    $220 management                     $220 CAPEX = No problems yet but "Unknown age" on the roof and owner has had property for 20 years                     $480 Insurance/taxes = Total taxes for 2017 were $4982 on assessed value of $78000 plus $600 a year for insurance

I'm very new to the analyzing of deals and assessing the return value of properties.

(Yes, its a condo, but water heaters still break, assessments are real, etc.) 

I'm under the assumption that a property being sold with a 30yr old roof in need of replacement would be valued (or even assessed) at a lower amount than the same exact property that just had a 30yr roof done?

Tax records assess it at 99k and I would guess it would rent for 800-1k. 

List the people you paid money to in order to assess the property,  as vendors, and pay them as you would any normal vendor via the checks you wrote to them. 

After the winter it will be time to assess whether to take another stab at selling the home, or continuing to rent for another year.  

@Patti Robertson I think the OP was talking about property taxes jumping 4K not the assessed value of the home. 

Suggestion:  Try using the BP Calculator to get an accurate assessment of cash-flow. 

I am there to calculate my repair costs, see where I can make more money and to assess the block as a whole.