5265 S 27th Street,
Milwaukee Wisconsin 53221

Milwaukee's Cadillac King

Diamond Jim's is overstocked with the finest pre-owned automobiles in the Midwest!! Now is the time to buy!! The market is right and prices have never been so low!! In fact, we've marked our vehicles at our lowest prices! Our lots are full and our knowledgeable sales staff is ready to make you the deal of a lifetime!! NO reasonable offer will be turned down!!!

Good Credit? Bad credit? No credit? It doesn't matter!! Diamond Jim's will make your deal happen with excellent financing options! Looking for a special car this season? Call Diamond Jim's and we will find it! There is excitement in the air and the time has never been better to drive home in the car of your dreams! Only at Diamond Jim's- Milwaukee's Cadillac King!!!!

View Our Pre-Owned Inventory Special Video

Featured Vehicles

2008 Cadillac DTS w/1SC

  •  Cotillion White
  •  Shale Leather
  •  Automatic
  •  4.6L DOHC V8
  •  1G6KD57Y98U114608
  •  78,229 miles

Our Price

$14,995

2002 Chevrolet Astro Passenger

  •  Medium Cadet Blue Metallic
  •  Medium Gray Cloth
  •  Automatic
  •  4.3L V6
  •  1GNDM19X42B100371
  •  129,292 miles

Our Price

$4,995

2002 Chevrolet Silverado 1500 LS

  •  Onyx Black
  •  Graphite Cloth
  •  Automatic
  •  5.3L V8
  •  2GCEK19T221201554
  •  163,539 miles

Our Price

$8,995

2004 GMC Sierra 1500 SLE

  •  Polo Green Metallic
  •  Pewter Cloth
  •  Automatic
  •  V8
  •  2GTEK19TX41246437
  •  122,966 miles

Our Price

$13,995

2001 Volkswagen Jetta GLS

  •  Galactic Blue Pearl
  •  Beige Cloth
  •  Manual
  •  1.8L DOHC 20-valve I4
  •  3VWSD69M71M166601
  •  123,966 miles

Our Price

$4,995

2005 GMC Yukon XL Denali

  •  Silver Birch Metallic
  •  Stone Gray Leather
  •  Automatic
  •  V8
  •  1GKFK66U95J251607
  •  126,398 miles

Our Price

$12,995

2000 GMC Yukon XL SLT

  •  Pewter Metallic
  •  Graphite Leather
  •  Automatic
  •  5.3L V8
  •  3GKFK16T4YG157375
  •  193,990 miles

Our Price

$5,995

1999 Jeep Grand Cherokee Limited

  •  SILVER
  •  Black Leather
  •  Automatic
  •  4.0L I6
  •  1J4GW68S4XC730955
  •  88,939 miles

Our Price

$7,444

2007 Lexus ES 350 BASE

  •  GRAY
  •  Black
  •  Automatic
  •  3.5L 24-valve V6
  •  JTHBJ46G872100359
  •  146,184 miles

Our Price

$11,444

2005 Jeep Grand Cherokee Laredo

  •  Dark Khaki Pearl
  •  Tan
  •  Automatic
  •  3.7L V6
  •  1J8GR48K45C646819
  •  90,399 miles

Our Price

$10,995

1993 Oldsmobile 98 Regency Elite

  •  LIGHT BLUE
  •  GRAY Leather
  •  Automatic
  •  1G3CW53L0P4310666
  •  52,642 miles

Our Price

$4,995

2010 Chevrolet Cobalt LT w/1LT

  •  GREEN
  •  Tan
  •  Automatic
  •  2.2L DOHC
  •  1G1AD5F50A7171647
  •  53,622 miles

Our Price

$9,995

2008 Cadillac CTS AWD w/1SB

  •  White Diamond Tricoat
  •  Ebony Leather
  •  Automatic
  •  3.6L V6
  •  1G6DT57V780144490
  •  118,890 miles

Our Price

$16,995

2006 Cadillac CTS Luxury

  •  Silver Smoke
  •  Ebony Leather
  •  Automatic
  •  3.6L V6
  •  1G6DP577360129519
  •  76,477 miles

Our Price

$9,995