So what you are saying based on a list of 350k is that this property sold at 380k at the PINNACLE of the housing market and now 4 years later it has dropped only 8 percent in value.
I don't know your area but I find that very hard to believe especially when the market was on fire and it took a year to sell before. Have you looked at recent solds in this bed,bath,lot size,age,and sq ft??
Recent solds will dictate the market not active listings UNLESS nothing has sold then it shows that market has not priced low enough to generate sales compared to other pockets of homes and you will need to be lower than the newest active listing in similar condition.
If you know it does not have a chance to sell do not even go that route. Why is your seller wanting to sell?? Do they have a fixed rate loan or is it adjusting?? If the property is sitting vacant what is the lowest rent the seller can take?
Many owners make the mistake of looking at a rental say of 1,500 sq ft at 1,400 a month and then deducing my 3,000 sq ft home will rent for 2,800 a month. Generally the larger you go up in size of the home the less renters that are available and the lower the average monthly rent.
I would call a local property management only company and they can give you a pulse on what such a property would command in rent. You want to be priced low to get lots of action and land a really nice quality tenant who screens well and can put down hefty deposits. If you go really high in rents usually it is the desperate renters who will take anything and don't pay.
Just like strong buyers strong renters will want the nicest product and the nicest price they can get.
Hope it helps............