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Gateway Classic cars is proud to present a spectacular array of Chrysler vehicles for sale. Find out why collectors and enthusiasts around the world visit Gateway Classic Cars. We can help you get you behind the wheel of the car of your dreams - #dreamsdriven. Our cars range from spectacular vintage rides from the dawn of the automobile industry to the pure, unbridled power of American made muscle cars. Every one of our cars has a story and now is the perfect time to write your own chapter. Please enjoy viewing our cars below and let us know we can help you.

1937 Chrysler Imperial

#1411-ORD

$41,500

ORLANDO - INVENTORY

Fantastic Blue 1937 Chrysler Imperial with 87,160 miles has a solid Straight 8 under the hood and a 3 Speed Manual transmission. Read More...

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1948 Chrysler Desoto

#63R-LVS

$25,000

LAS VEGAS - CALL FOR AVAILABILITY

Fantastic Blue 1948 Chrysler Desoto with 3,667 miles has a solid 330 CID V8 under the hood and a 3 Speed Automati transmission. Read More...

3,025 VIEWS

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1949 Chrysler Windsor

#1358-ORD

$36,000

ORLANDO - INVENTORY

Stylish and classy, our Blue 1949 Chrysler Windsor. Listed for only $36,000, this Automatic transmission is the perfect complement to it’s Inline 6 engine. Read More...

2,058 VIEWS

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1950 Chrysler Windsor

#1063-ATL

$19,000

ATLANTA - INVENTORY

Built for the road, our Blue 1950 Chrysler Windsor with 54,360 miles has a solid Flathead Straight 6 under the hood and a 2 Speed Automati transmission. Read More...

2,612 VIEWS

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1950 Chrysler Imperial

#1053-NSH

$17,000

NASHVILLE - INVENTORY

Spectacular Green 1950 Chrysler Imperial boasts a 324 CID Straight 8 engine. Listed at $17,000 with 91,845 miles is a real head turner. Read More...

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1953 Chrysler New Yorker

#834-ATL

$70,000

ATLANTA - INVENTORY

Check out this gorgeous Brown 1953 Chrysler New Yorker boasts a Hemi V8 engine. Listed at $70,000 with 66,244 miles is a real head turner. Read More...

3,922 VIEWS

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1956 Chrysler New Yorker

#430-PHY

$18,000

PHILADELPHIA - INVENTORY

Spectacular Black 1956 Chrysler New Yorker with 131,000 miles has a solid 354 CID Hemi V8 under the hood and a 2 Speed Automati transmission. Read More...

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1956 Chrysler Windsor

#1427-TPA

$11,500

TAMPA - INVENTORY

Stylish and classy, our Teal/Mint 1956 Chrysler Windsor. Listed at $11,500, this 2 Speed Automati transmission is the perfect complement to it’s 331 CID V8 Polly engine. Read More...

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1961 Chrysler Imperial

#976-NSH

$44,000

NASHVILLE - INVENTORY

Spectacular Green 1961 Chrysler Imperial with 200 miles has a solid 413 CID V8 under the hood and a 3 Speed Automati transmission. Read More...

6,440 VIEWS

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1962 Chrysler Imperial Crown

#83-LVS

$71,000

LAS VEGAS - INVENTORY

Built for the road, our Burgundy 1962 Chrysler Imperial Crown boasts a 413 CID V8 Wedge engine. Listed at $71,000 with 1,000 miles is a real head turner. Read More...

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1965 Chrysler 300 L

#666R-FTL

$40,000

FT. LAUDERDALE - CALL FOR AVAILABILITY

Stylish and classy, our White 1965 Chrysler 300 L with 6,646 miles has a solid 413 CID V8 Wedge under the hood and a 4 Speed Manual transmission. Read More...

7,741 VIEWS

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1966 Chrysler Newport

#684-MWK

$15,500

MILWAUKEE - SOLD

Stylish and classy, our Black 1966 Chrysler Newport boasts a 383 RB V8 engine. Listed at $15,500 with 69,980 miles is a real head turner. Read More...

2,073 VIEWS

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1967 Chrysler 300

#8172-STL

$19,000

ST. LOUIS - INVENTORY

Fantastic Red 1967 Chrysler 300. Listed for only $19,000, this 727 Automatic transmission is the perfect complement to it’s 440 CID V8 engine. Read More...

1,207 VIEWS

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1969 Chrysler Imperial

#1475-ORD

$23,000

ORLANDO - INVENTORY

Stylish and classy, our Brown 1969 Chrysler Imperial. Priced at $23,000, this 4 Speed Automatic transmission is the perfect complement to it’s 440 CID V8 engine. Read More...

2,931 VIEWS

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1973 Chrysler Imperial

#696-MWK

$16,000

MILWAUKEE - INVENTORY

Fantastic Green 1973 Chrysler Imperial with 49,779 miles has a solid 440 RB V8 under the hood and a 3 Speed Automati transmission. Read More...

2,318 VIEWS

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1974 Chrysler Newport

#1446-TPA

$18,500

TAMPA - INVENTORY

Spectacular Brown 1974 Chrysler Newport boasts a 400 CID V8 engine. Listed at $18,500 with 41,889 miles is a real head turner. Read More...

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1976 Chrysler New Yorker Brougham

#605-DEN

$8,000

DENVER - INVENTORY

Fantastic Cream 1976 Chrysler New Yorker Brougham boasts a V8 engine. Listed at $8,000 with 112,902 miles is a real head turner. Read More...

1,075 VIEWS

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1977 Chrysler Cordoba

#1355-DET

$9,000

DETROIT - INVENTORY

Check out this gorgeous Forest Green 1977 Chrysler Cordoba. Listed for only $9,000, this 727 3 Speed Automati transmission is the perfect complement to it’s 400 CID 6.6L V8 engine. Read More...

6,131 VIEWS

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1978 Chrysler Cordoba

#1464-ORD

$15,500

ORLANDO - INVENTORY

Fantastic Red 1978 Chrysler Cordoba. Listed for $15,500, this 4 Speed Automatic transmission is the perfect complement to it’s 318 CID V8 engine. Read More...

1,609 VIEWS

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1978 Chrysler New Yorker Salon

#567-PHY

$11,500

PHILADELPHIA - INVENTORY

Fantastic Silver 1978 Chrysler New Yorker Salon boasts a 400 CI V8 engine. Listed at $11,500 with 90,750 miles is a real head turner. Read More...

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1979 Chrysler 300

#2201-LOU

$11,500

LOUISVILLE - NEW ARRIVAL

Check out this gorgeous White 1979 Chrysler 300 boasts a 360 CID V8 engine. Listed at $11,500 with 33,432 miles is a real head turner. Read More...

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1982 Chrysler Lebaron Medallion

#1262-ORD

$9,000

ORLANDO - INVENTORY

Built for the road, our Brown 1982 Chrysler Lebaron Medallion boasts a 2.6L I4 engine. Listed at $9,000 with 52,310 miles is a real head turner. Read More...

2,692 VIEWS

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1989 Chrysler TC By Maserati

#1251-NDY

$12,000

INDIANAPOLIS - INVENTORY

Fantastic Yellow 1989 Chrysler TC By Maserati boasts a 2.2L I4 F engine. Listed at $12,000 with 15,558 miles is a real head turner. Read More...

1,967 VIEWS

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1989 Chrysler Lebaron

#1563-TPA

$7,000

TAMPA - INVENTORY

Stylish and classy, our Burgandy 1989 Chrysler Lebaron. Listed for $7,000, this Automatic transmission is the perfect complement to it’s 2.2L I4 Turbo engine. Read More...

1,071 VIEWS

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1990 Chrysler TC By Maserati

#214R-SCT

$9,000

SCOTTSDALE - CALL FOR AVAILABILITY

Spectacular Red 1990 Chrysler TC By Maserati boasts a 3.0L V6 engine. Listed at $9,000 with 74,328 miles is a real head turner. Read More...

3,725 VIEWS

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2001 Chrysler Prowler

#130-KCM

$42,000

KANSAS CITY - INVENTORY

Fantastic Blue 2001 Chrysler Prowler with 25,767 miles has a solid V6 under the hood and a Automatic transmission. Read More...

492 VIEWS

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2001 Chrysler Prowler

#723-MWK

$39,000

MILWAUKEE - INVENTORY

Stylish and classy, our Blue 2001 Chrysler Prowler. Purchase for $39,000, this 4 Speed Automatic transmission is the perfect complement to it’s 3.5L V6 SOHC engine. Read More...

392 VIEWS

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2001 Chrysler Prowler

#1043-NSH

$37,500

NASHVILLE - INVENTORY

Spectacular Blue 2001 Chrysler Prowler boasts a 3.5L V6 F SOHC engine. Listed at $37,500 with 40,367 miles is a real head turner. Read More...

995 VIEWS

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2001 Chrysler Prowler

#718R-FTL

$28,995

FT. LAUDERDALE - CALL FOR AVAILABILITY

Fantastic Blue 2001 Chrysler Prowler with 26,797 miles has a solid 3.5L V6 under the hood and a 4 Speed Automati transmission. Read More...

2,184 VIEWS

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2002 Chrysler Prowler

#1566-TPA

$29,500

TAMPA - INVENTORY

Stylish and classy, our Yellow 2002 Chrysler Prowler with 8,617 miles has a solid 3.5L V6 F SOHC under the hood and a 4 Speed Automati transmission. Read More...

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