I will give my opionion based on what I have seen in the last year. You should take it with a grain of salt.

Values will vary widely depending on the condition of the boat.

functional but needing TLC DE38's have sold for as little as 25 grand in the last couple years.

There is a really nice looking DE32 listed in the boats for sale here on the site for 29 grand or so.

There are several DE38's for sale in the 45 to 70 range and I don't think any of them have sold in the last couple years.

I think a very nice condition DE38 with not a lot of upgrades but cosmetically perfect and good sails etc.. should be in the 40's if  you can find the right buyer

A DE32 in the same condition would probably be low mid 30's

A boat with goodies such as radar, chart plotters, autopilot, ssb radio, windvane's, a big sail inventory and other nice upgrades could very well start pushing 10 to 20 thousand more than that base price. This is assuming all that works.

Any systems that don't work and need repair will bring the price down.

At the end of the day though it is what someone will pay for it. Right now for any boat that isn't a lot. With the economy the way it is it is mostly a buyers market. Many people are just holding on to their boats if they can hoping that stuff will turn around and they can get more out of their boat at a later time.

Anyone willing to help by suggesting the value of your own Downeaster, as it is hard to pinpoint a comparable because there are so few of these out there.  I'll be dropping an offer to the broker next week.  Sure I'll get a survey and haul out done, though as for a first offer price, I could end up going too low or too high.  (Broker suggested 10% discount as starting offer.)  Meanwhile there's one in LA that has a list price of $30k.  Confusing!