We had the entire house heat treated recently and a new tenant moved in and we have another infestation. 

When were the systems (roof, electric, Plumbing, heating) last updated and were they fully updated or just partially?

Who will handle the evictions, the troubled tenants that call at 2am with no heat, stopped toilets etc.Add on that probably no one likes their PM. 

Figure $150/month for electric year round maybe more and $150/month for heating, and $100/month for internet.

Awfully cold in Wisconsin right now and I have no working heat in this property.

Every Monday I will be highlighting a deal I was apart of either as an investor or agent highlighting a different investment strategy and how it was executed in the local market.This past spring I was a buyer agent on a 2-family house hack deal in Southington, Connecticut.Property details:- 2- family side-by-side duplex- Each unit identical 2-bed/1-bath layouts- Natural gas heat- Each unit has own driveway- Solid B+ neighborhood- Very desirable area to rent and own What made you interested in investing in this type of deal?

Also look at the monthly bills for electric and heating....and if there is a pool(s) the water evaporation replacement costs.Does it have 100 year old chimneys that are unusable and crumbling, needing expensive scaffolding re-pointing or removal.I'm just pointing out there are LARGE dollar outlays beyond normal for these big Trophy Homes that it would be smart to budget for monthly.Do you intend to ride a lawnmower and cut the grass yourself or pay for it--etc...

It has forced air heat, but no AC with my estimated cost of $5k  Paint, fixtures, etc throughout $5k. 

The only thing I can think of is that the wiring was not done correctly and I'm paying for the tenants heat. 

This year we rented from May-October but we only got it up and running in May and need to put in central heat to rent it year round.