Hello, I've got a chance to buy an E300D wagon for around £2000 ($3500ish), with 150,000 miles and air-con, or keep my existing E300D which has 190,000 miles and no air-con, but I can have it brand-new retro-fitted to factory spec for £1800.
My car is in slightly better overall cosmetic condition, but I was wondering what your choice would be? Do you think spending that much on a car with 190k is false economy? Both cars have been looked-after mechanically and have no major issues. (and yes, I reeeally want air-con! )

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1993 320TE M104
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past:

1983 230E W123 M102
1994 E300D S124 OM606 (x2)
1967 250SE W108 M129
1972 280se 3.5 W108 M116
1980 280SE W116 M110
1980 350SE W116 M116
1992 300E W124 M103
1994 E280 W124 M104
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"music and women I cannot but give way to, whatever my business" -Pepys

for 40K miles, I would keep the "gal" you know. You know what you have. Swap for $3500 and who knows what is hiding to get the car where yours is now, without the air.

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83 300SD Dark Silver Dark brown inside

I couldn't agree more. These gals are much better after you have had them a while, and know whats going on. How she wakes up, goes to sleep, and when to take her in.

You know how you have kept up your car. Regardless of what the seller says, you have no idea what he or she did to it.

Over here, estates have higher resale than the sedans. So I would buy the Wagon.

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1984 Euro 300SDC, (4spd standard)
1986 Toyota Landcruiser Diesel HJ60 5spd X2

Gone but not forgotten (some sold, some stripped)
1983 300 SD, 1985 300 SD, 1983 240D, 1986 300 SDL, 1985 300 SDL, 1983 300 D, 1984 300 D, 1985 300SD, 1987 300 SDL, 1983 300 SD, 1985 300 TD Euro, 1983 380SEC, 1990 300 D, 1987 300D, 1982 300D, 1982 300D, 1994 E420, 1987 300 TD, 1987 300 D, 1984 300 D

I would say the major dilema is if you want a wagon or a sedan. If you want a wagon go for it. If not, keep yours and get the air put on.

If it were me, I'd go for the wagon.

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2009 ML320 Bluetec
1985 300CD
1981 300TD

Past Mercedes
1979 300TD
1982 300TD
2000 E320 4Matic Wagon
1998 E430
1984 300SD
1980 300SD

sorry, didn't make it clear that mine is a wagon (or estate as we call 'em )...

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1993 320TE M104
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past:

1983 230E W123 M102
1994 E300D S124 OM606 (x2)
1967 250SE W108 M129
1972 280se 3.5 W108 M116
1980 280SE W116 M110
1980 350SE W116 M116
1992 300E W124 M103
1994 E280 W124 M104
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"music and women I cannot but give way to, whatever my business" -Pepys