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Please call us at (866) 383-1416

Classic Cars For Sale In Milwaukee

192 Vehicles For Sale

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Please contact us at (866) 383-1416 to make an appointment if you are interested in buying or selling a vehicle.

MILWAUKEE - NEW ARRIVAL

A collector’s dream, this White 1929 Mercedes-Benz Gazelle Convertible For Sale with a heart pounding 4 Cyl is complete with a Automatic for $8,000 ~ Read More...

365 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - SOLD

Marvelous Red 1930 Ford Model A 5 Window Truck For Sale has a solid 302 Windsor V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

9,692 VIEWS

6 FOLLOWERS

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CATEGORIES: Truck

#892-MWK

$57,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Yellow 1932 Ford Roadster Conv For Sale is equipped with a 383 Stroker and a 700R4 and is ready to hit the road for just $57,000 ~ Read More...

246 VIEWS

1 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

Striking Gold 1932 Ford Hi-Boy Roadster Convertible For Sale boasts a 2.4 Liter Turbocharged Eco engine with 5 Speed transmission ~ Listed at $48,500 is a real head turner ~ Read More...

4,268 VIEWS

3 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$49,500

MILWAUKEE - CALL FOR AVAILABILITY

Unbelievable Blue 1934 Chevrolet Street Rod For Sale has a solid ZZ4 350 V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

8,430 VIEWS

8 FOLLOWERS

CATEGORIES: Street Rod

#872-MWK

$54,500

MILWAUKEE - INVENTORY

See for yourself! This sleek Custard 1936 Ford Roadster For Sale is equipped with a 383 Chevy and a TH400Trans and is ready to hit the road for just $54,500 ~ Read More...

577 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

Surprising classic! Our Black 1936 Ford Truck For Sale complete with 5.7 and 700R4 can be yours today for $38,500 ~ Read More...

1,493 VIEWS

3 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

Fantastic Burgundy/Silver 1936 Packard 120 B For Sale ~ Priced at $24,500, this 3 Speed Manual transmission is the perfect complement to it’s Inline 8 engine ~ Read More...

5,340 VIEWS

2 FOLLOWERS

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#732-MWK

$37,500

MILWAUKEE - SOLD

Splendid Orange 1937 Pontiac Sedan For Sale classic boasts a 3 Speed Automatic and V8 400CU IN ~ This head-turner is available today for only $37,500 ~ Read More...

5,235 VIEWS

2 FOLLOWERS

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#658R-MWK

$53,000

MILWAUKEE - CALL FOR AVAILABILITY

Incredible Black 1938 Cadillac LaSalle 50 For Sale boasts a V8 engine with 3 speed Manual transmission ~ Listed at $53,000 is a real head turner ~ Read More...

5,508 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

A collector’s dream, this Purple 1940 Ford Sedan Sedan For Sale with a heart pounding 409 V8 is complete with a TH400 3 Speed automatic for $41,500 ~ Read More...

1,347 VIEWS

1 FOLLOWERS

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MILWAUKEE - INVENTORY

Remarkable Black 1941 Willys Coupe Street Rod For Sale ~ Listed for $97,000, this 727 Torqueflight Auto transmission is the perfect complement to it’s 392 CI Hemi engine ~ Read More...

3,863 VIEWS

5 FOLLOWERS

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CATEGORIES: Street Rod

#869-MWK

$35,000

MILWAUKEE - INVENTORY

Prodigious Black 1946 Ford Coupe For Sale classic boasts a TH350 and 383 Stroker ~ This head-turner is available today for only $35,000 ~ Read More...

1,026 VIEWS

1 FOLLOWERS

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#747-MWK

$23,000

MILWAUKEE - INVENTORY

Surprising Black 1948 Buick Roadmaster For Sale classic boasts a Dynaflow Auto and 320/150HP Fireball Inline8 ~ This head-turner is available today for only $23,000 ~ Read More...

5,613 VIEWS

4 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Wonderful Black Cherry 1948 Ford Coupe convertible For Sale ~ Purchase for $42,500, this 3 Speed Manual transmission is the perfect complement to it’s Flathead V8 engine ~ Read More...

4,404 VIEWS

2 FOLLOWERS

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CATEGORIES: Convertible

#866-MWK

$58,000

MILWAUKEE - INVENTORY

Wonderful Maderia Maroon 1949 Cadillac Series 62 For Sale boasts a 331 V8 engine with HyrdaMatic transmission ~ Listed at $58,000 is a real head turner ~ Read More...

938 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

Awesome Red 1950 Ford Club Coupe Custom For Sale has a solid Flathead V8 under the hood and a 3 Speed Manual transmission ~ Read More...

1,769 VIEWS

3 FOLLOWERS

MILWAUKEE - INVENTORY

Spectacular Turquoise 1950 Studebaker Champion Sedan For Sale ~ Listed for only $14,000, this 3 Speed Manual transmission is the perfect complement to it’s 6 engine ~ Read More...

2,851 VIEWS

6 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Awesome Dark Red 1950 Pontiac Chieftain Silver Streak 8 For Sale ~ Listed at $27,000, this 3 Speed Manual transmission is the perfect complement to it’s I8 engine ~ Read More...

2,595 VIEWS

2 FOLLOWERS

#504R-MWK

$19,000

MILWAUKEE - CALL FOR AVAILABILITY

Marvelous classic! Our Green 1950 Packard Deluxe 8 For Sale complete with 288 Cubic Inch Flathead 8 and 3 Speed Automatic can be yours today for $19,000 ~ Read More...

6,408 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

Grand Blue 1951 Chevrolet 6500 Pickup Truck For Sale classic boasts a 4 Speed Manual and 235 I6 ~ This head-turner is available today for only $25,500 ~ Read More...

488 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

#660R-MWK

$33,500

MILWAUKEE - CALL FOR AVAILABILITY

Amazing Black 1951 Mercury Sedan For Sale ~ Listed for $33,500, this 3 Speed Automatic transmission is the perfect complement to it’s V8 Flathead 255CID engine ~ Read More...

3,853 VIEWS

0 FOLLOWERS

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MILWAUKEE - INVENTORY

Wonderful Black 1952 Chevrolet 3600 C Series Pickup Truck For Sale boasts a 236 I6 engine with 3 Speed Manual transmission ~ Listed at $22,000 is a real head turner ~ Read More...

5,103 VIEWS

6 FOLLOWERS

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CATEGORIES: Truck

#738-MWK

$28,500

MILWAUKEE - INVENTORY

Spectacular classic! Our Brandywine 1953 Chevrolet 150 For Sale complete with 350 Small Block V8 and 700R4 can be yours today for $28,500 ~ Read More...

4,744 VIEWS

5 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Dramatic Black 1953 Chevrolet 150 Big Block For Sale ~ Priced at $39,500, this 700R4 4 Speed Automatic transmission is the perfect complement to it’s 350 CID V8 engine ~ Read More...

2,991 VIEWS

4 FOLLOWERS

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Sell My Classic/Exotic Car

MILWAUKEE - INVENTORY

Daring Turquoise 1954 Nash Metropolitan Convertible For Sale has a solid 1.2L I4 under the hood and a 3 Speed Manual transmission ~ Read More...

1,730 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - CALL FOR AVAILABILITY

Prodigious Green 1954 Chevrolet 3600 Stake Bed Pickup Truck For Sale has a solid Inline 6 Cylinder under the hood and a 5 Speed Manual transmission ~ Read More...

5,197 VIEWS

5 FOLLOWERS

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CATEGORIES: Truck

#766-MWK

$50,500

MILWAUKEE - SOLD

Built for the road, our Burgundy Candy/Mother of Pearl 1955 Chevrolet Bel Air For Sale has a solid 265 V8 under the hood and a 2 Speed Auto transmission ~ Read More...

6,011 VIEWS

4 FOLLOWERS

MILWAUKEE - SOLD

Prodigious classic! Our Orange 1955 Chevrolet 3100 Pickup For Sale complete with 305 TPI V8 and 3 Speed Automatic can be yours today for $32,000 ~ Read More...

2,569 VIEWS

4 FOLLOWERS

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CATEGORIES: Truck

MILWAUKEE - INVENTORY

Check out this gorgeous Red/White Two Tone 1956 Oldsmobile 98 Holiday Coupe Hardtop For Sale has a solid 324 Rocket V8 under the hood and a Automatic transmission ~ Read More...

2,932 VIEWS

3 FOLLOWERS

QUICK VIEW

Looking for the perfect classic or exotic car? We have 192 amazing cars available for you today! Our inventory specialists make the process easy for you. Come visit us at Gateway Classic Cars of Milwaukee and find yourself in a bygone era of chrome, muscle, power and class. Thousands of classic car buyers chose Gateway Classic Cars because we take pride in offering the highest quality vehicles and over 20 years of excellence. Don’t forget to join our email list and find out all about our newest additions to our inventory every week.

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Gateway Classic Cars
1237 Central Park Dr. O'Fallon, IL. 62269 | 618.271.3000 | 800.231.3616

3,351 Classic and Exotics For Sale Today

Our vehicles were viewed 4,713,874 times in Jun 2020