I bought a 2003 Monaco Cayman 34 foot Diesel 2 slides and love it, paid 35,000$. I would say that if you stay more than a few weeks, a couch is nice to have and an extension, they might not have it in the 27 foot long. I find mine not too long, not too short, we just fit in two car space at the shopping centers, it is accepted at most state and RV park, I got 10.5 MPG on my last 7000 miles trip, rear engine is very quiet, Allison transmission is a charm.
In Florida I went to a Dealer in Cocoa Beach, did not buy there, I am Canadian eh, and taxes where a bit complicated in Florida. I do not remember the name but he has a RV repair shop called Ron Osburn, 4117 on US-1 phone 321-638-4496. He could even bring you to the auction near his place. He has many used RV, small and big, older MH probably in your price range.
Another place I checked often was PPL in Texas. http://www.pplmotorhomes.com/diesel/diesel-motorhomes.php
He has many consignment and some in your price range, diesel and gaz. You can have some good deals, it all depends on how hungry the seller is. I did offer 8,000 less for a 60,000 dollars MH one time and it was accepted, did not buy finnaly but you get the picture.
I had a few problems with mine. One with the turbo, this year model has a mechanical VGT and it is not repairable, as per Cummins, but I did repaired it myself for a few dollars but the cummins dealer wanter 3500 dollars for the turbo itself. My leveling jacks are the Kwikee brand, a pain in the butt, sometimes they would work, sometimes they don't. I fixed them and hope the repair will last. I have one window fogged up, but it is the one over top of the driver side. The tire where old, did not check when I bought.
I tried it this winter below 0 F and no problem lots of heat from the heater. The engine has a block heater but I need to plug it in only when it gets below zero. I did install a curtain between the driver area and the kitchen just it case it gets very cold, it keeps us very warm, and cool in the summer. The window curtains will also help in keeping warm or cold air in. Good insulation is a must both for winter and summer.
Double pane windows makes a big difference. But be sure to check if they have fog in it, if so, they are a few hundred dollars each to replace. The Monaco has a 2 inch high density insulated foam floor and the roof is very thick with insulation. The walls have foam and fiber.
A heated basement is very nice to have when camping in the cold. Mine has a little furnace and the fresh water has a heat pad. I did routed an extra heat vent to the basement through the floor, from under to cabinet. I installed a valve to direct heat in the basement when it gets below freezing.
I also installed an Olympian catalytic heater, no fan, and use it during the day, it keeps the RV warm and we use less battery when boonducking. Batteries are the heart of the RV system when camping without shore power, like staying at wallmart or truck stop on the way down.
For the night, we just close the room door so we heat only the room area, I found some magnet that you put over the heat distribution plate in the kitchen so you direct the air only in the room, and in the basement with the little flapper that I installed in the heat duck to the basement when below zero.
Monaco Cayman 34 2003, Cummins 300HP
Bigfoot 2008, 10.4, F350, 2006, Diesel 6.0, Black, 4x4, long box, Air lift, Rancho 9000, Rear sway bar.