Date registered: Apr 2004
Location: Edmonton, Alberta & San Tan Valley, Arizona
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RE: best bet in vintage? I own an Audi now....
Honestly, I'd go with a 1990-1991 560SEL or 420SEL if I were a real estate agent. Those cars have acres of room for the back seaters. Right blend of image, power, reliability, class, affordability, room. Remember that the 560 has reclinable and heated back seats. The 560 also has the auto adjusting rear suspension for your heavier clients.
If legroom is the primary concern and you don't want a W126 and you insist on truely vintage, I'd consider:
1) 600 SWB (If you could afford a S4 new, you can get one of these) These were really meant for ambassadors, dictators and rock stars.
2) W116 450SEL (or 6.9) get as close to 1980 as you can, the later ones are better.
3) W108 280SEL (or 3.5/4.5)/W109 300SEL (or 3.5/4.5/6.3)
Just make sure that it says "SEL" on the back and you should be fine LOL. As stated above by another, you'll probably want to go with a newer hence as I said about the 560 and 420. Can get a real gem with the W126 S-class for $10,000 - $20,000.
Make sure you find a low mileage example that has records/a story and is pristine.
Go here: http://www.worldclassmotorcars.com/index.htm
Expensive, but all are perfect examples with low mileage and full records.
Also consider a 2000 Audi A8L 4.2 quattro if you want to stay with the brand with the four rings. More affordable and impressive than you may think. Remember, an A8L not just an A8 LOL.
1990 560SEL - W126
-929 nautical blue metallic & 262 navy blue leather
-58,000 KM (36,200 Miles)
-Euro spec Japanese import (KAT edition)
-Complete service history since new
-5,546cc SOHC 16v V8
-285 hp@5200 rpm, 324 lb/ft@3750 rpm
-2.65 limited slip diff