The pros far outweigh the cons, which include:Safer living & health conditions for tenantsA peace of mind for you as owner & for tenantsWhich can then in turn directly or indirectly, depending on your perspective & outcome, reduce vacany rates

I took the same approach and after two years, I have found that cons have outweighed the pros in terms of marketing and selling my own properties.  

However, with the rights deal, could the benefit still outweigh the cost?  

If that's the case, you're going to need to assess each lot individually and determine if the average profit per lot is high enough for the profitable lots to outweigh the unprofitable lots.

, if this is the trouble it's causing what are the benefits that outweigh?  

The tradeoff of potential assessments does not out weigh the benefits of not having to directly worry about roofs, foundations and outside items coupled with 20% cash on cash has my attention.

The pros far outweigh the cons. 

The loan was at 380k, punching that into a calc and looking at amortization shows that throughout the life of the loan we would have spent 275k on interest alone to get an extra ~4500/year back on the taxes... it seemed like that small return was outweighed by 1. not having an 2000/mo payment, 2. not paying the extra 275k in interest 3. peace of mind of not ever having to worry about having a roof over our heads.So, I know you are probably going to look at this and tell me that I sound contradictory or it doesn't make sense to want tax write offs but then give up the best/easiest tax write off available to "most" people.

I also did a 1031 exchange so I was conservative in my negotiating because the tax defferal outweighed the savings.

Create a pros and cons graph and just go from there, see if the pros outweigh the cons and that's your answer!