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Please call us at (866) 383-1416

Classic Cars For Sale In Milwaukee

168 Vehicles For Sale

Closed Nov 26 for Thanksgiving Day

Our showrooms are currently not open to the public.
Please contact us at (866) 383-1416 to make an appointment if you are interested in buying or selling a vehicle.

MILWAUKEE - SOLD

Check out this gorgeous classic! Our Silver 1928 Ford Model A Street Rod For Sale complete with 350 LT V8 and TH350 3 Speed Auto can be yours today for $19,500 ~ Read More...

5,697 VIEWS

7 FOLLOWERS

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CATEGORIES: Street Rod

#948-MWK

$45,000

MILWAUKEE - INVENTORY

Built for the road, our Washington Blue 1930 Ford Model A For Sale boasts a 202 3.3L I4 engine with 3 Speed Manual transmission ~ Listed at $45,000 is a real head turner ~ Read More...

819 VIEWS

1 FOLLOWERS

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#964-MWK

$29,500

MILWAUKEE - INVENTORY

Check out this gorgeous Brown 1931 Ford Model A For Sale boasts a 350 V8 engine with 3 Speed Auto transmission ~ Listed at $29,500 is a real head turner ~ Read More...

1,992 VIEWS

2 FOLLOWERS

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#892-MWK

$57,000

MILWAUKEE - INVENTORY

Marvelous Yellow 1932 Ford Roadster Conv For Sale boasts a 383 Stroker engine with 700R4 transmission ~ Listed at $57,000 is a real head turner ~ Read More...

1,736 VIEWS

3 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

Prodigious Gold 1932 Ford Hi-Boy Roadster Convertible For Sale ~ Listed for only $48,500, this 5 Speed transmission is the perfect complement to it’s 2.4 Liter Turbocharged Eco engine ~ Read More...

6,824 VIEWS

5 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$48,000

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Blue 1934 Chevrolet Street Rod For Sale is equipped with a ZZ4 350 V8 and a 3 Speed Automatic and is ready to hit the road for just $48,000 ~ Read More...

14,222 VIEWS

10 FOLLOWERS

CATEGORIES: Street Rod

#927-MWK

$51,500

MILWAUKEE - INVENTORY

Wonderful Tang Jelly Orange 1935 Ford Coupe For Sale has a solid 327 V8 under the hood and a 3 Speed Auto transmission ~ Read More...

3,913 VIEWS

1 FOLLOWERS

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#872-MWK

$42,500

MILWAUKEE - INVENTORY

Breathtaking Custard 1936 Ford Roadster For Sale boasts a 383 Stroker Small Block engine with TH400 3 Speed automatic transmission ~ Listed at $42,500 is a real head turner ~ Read More...

2,594 VIEWS

2 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

Sensational Black 1936 Ford Truck For Sale has a solid 5.7 under the hood and a 700R4 transmission ~ Read More...

7,314 VIEWS

8 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

Spectacular Burgundy/Silver 1936 Packard 120 B For Sale has a solid Inline 8 under the hood and a 3 Speed Manual transmission ~ Read More...

8,549 VIEWS

2 FOLLOWERS

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MILWAUKEE - INVENTORY

See for yourself! This sleek Red 1937 Chevrolet Coupe Street Rod For Sale is equipped with a 350 v8 crate motor and a 3 Speed Auto and is ready to hit the road for just $38,500 ~ Read More...

1,593 VIEWS

1 FOLLOWERS

CATEGORIES: Street Rod

#658R-MWK

$53,000

MILWAUKEE - CALL FOR AVAILABILITY

Fantastic classic! Our Black 1938 Cadillac LaSalle 50 For Sale complete with V8 and 3 speed Manual can be yours today for $53,000 ~ Read More...

8,607 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

See for yourself! This sleek Purple 1940 Ford Sedan For Sale is equipped with a 409 V8 and a TH400 3 Speed automatic and is ready to hit the road for just $41,500 ~ Read More...

2,734 VIEWS

1 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Wonderful classic! Our Black 1941 Willys Coupe Street Rod For Sale complete with 392 CI Hemi and 727 Torqueflight Auto can be yours today for $94,000 ~ Read More...

7,020 VIEWS

5 FOLLOWERS

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CATEGORIES: Street Rod

#944-MWK

$58,000

MILWAUKEE - INVENTORY

Fabulous Black 1947 Lincoln Coupe For Sale classic boasts a 3 Speed Manual and V12 ~ This head-turner is available today for only $58,000 ~ Read More...

951 VIEWS

2 FOLLOWERS

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MILWAUKEE - INVENTORY

Astounding Blue 1948 Chevrolet 3100 Pick Up For Sale ~ Buy for $45,000, this TH400 3 Speed automatic transmission is the perfect complement to it’s 350 Small Block V8 engine ~ Read More...

3,822 VIEWS

2 FOLLOWERS

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CATEGORIES: Truck

MILWAUKEE - INVENTORY

Astonishing Blue 1948 Dodge Pickup Pickup Truck For Sale classic boasts a 727 Torqueflight Auto and 340 V8 ~ This head-turner is available today for only $41,500 ~ Read More...

919 VIEWS

1 FOLLOWERS

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CATEGORIES: TruckMopar

#866-MWK

$36,000

MILWAUKEE - SOLD

Astonishing classic! Our Maderia Maroon 1949 Cadillac Series 62 For Sale complete with 331 V8 and HyrdaMatic can be yours today for $36,000 ~ Read More...

4,447 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Check out this gorgeous Red 1950 Ford Club Coupe Custom For Sale classic boasts a 3 Speed Manual and Flathead V8 ~ This head-turner is available today for only $17,000 ~ Read More...

4,777 VIEWS

4 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Dark Red 1950 Pontiac Chieftain Silver Streak 8 For Sale with a heart pounding I8 is complete with a 3 Speed Manual for $26,000 ~ Read More...

5,107 VIEWS

2 FOLLOWERS

#958-MWK

$38,500

MILWAUKEE - INVENTORY

Surprising Red 1951 Chevrolet Bel Air For Sale ~ Listed for only $38,500, this 4 Speed Automatic transmission is the perfect complement to it’s LT1 V8 engine ~ Read More...

1,339 VIEWS

1 FOLLOWERS

#660R-MWK

$33,000

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Black 1951 Mercury Sedan For Sale is equipped with a V8 Flathead 255CID and a 3 Speed Automatic and is ready to hit the road for just $33,000 ~ Read More...

6,009 VIEWS

0 FOLLOWERS

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MILWAUKEE - INVENTORY

A collector’s dream, this Black 1952 Chevrolet 3600 C Series Pickup Truck For Sale with a heart pounding 236 I6 is complete with a 3 Speed Manual for $22,000 ~ Read More...

9,324 VIEWS

8 FOLLOWERS

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CATEGORIES: Truck

#738-MWK

$25,500

MILWAUKEE - INVENTORY

Built for the road, our Brandywine 1953 Chevrolet 150 For Sale classic boasts a 700R4 and 350 Small Block V8 ~ This head-turner is available today for only $25,500 ~ Read More...

8,121 VIEWS

7 FOLLOWERS

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MILWAUKEE - INVENTORY

Astounding Turquoise 1954 Nash Metropolitan Convertible For Sale ~ Listed for only $24,500, this 3 Speed Manual transmission is the perfect complement to it’s 1.2L I4 engine ~ Read More...

3,688 VIEWS

5 FOLLOWERS

CATEGORIES: Convertible

#976-MWK

$51,000

MILWAUKEE - INVENTORY

Check out this gorgeous Buckskin 1955 Chevrolet 3100 For Sale boasts a 350 V8 engine with 3 Speed Auto transmission ~ Listed at $51,000 is a real head turner ~ Read More...

70 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

#914-MWK

$38,500

MILWAUKEE - INVENTORY

See for yourself! This sleek Viper Yellow/Purple 1955 Chevrolet Pickup For Sale is equipped with a 350 Small Block V8 and a 700R4 4 Speed Automatic and is ready to hit the road for just $38,500 ~ Read More...

1,585 VIEWS

1 FOLLOWERS

CATEGORIES: Truck

MILWAUKEE - INVENTORY

A collector’s dream, this Red/White Two Tone 1956 Oldsmobile 98 Holiday Coupe Hardtop For Sale with a heart pounding 324 Rocket V8 is complete with a Automatic for $36,000 ~ Read More...

4,788 VIEWS

3 FOLLOWERS

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#797R-MWK

$41,500

MILWAUKEE - CALL FOR AVAILABILITY

Grand Turquoise 1956 Chevrolet Bel Air For Sale boasts a 265 V8 engine with 2 Speed Auto transmission ~ Listed at $41,500 is a real head turner ~ Read More...

3,381 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

A collector’s dream, this Black 1957 Buick Century Special For Sale with a heart pounding 502 V8 is complete with a 4 Speed Automatic for $116,500 ~ Read More...

763 VIEWS

0 FOLLOWERS

QUICK VIEW

CATEGORIES: High Value

Our Milwaukee Showroom proudly offers these amazing classic cars. Whether you are looking for a roadster or a stylish convertible, we have the car that you are looking for. Please enjoy browsing through our current inventory of 168 classic and exotic cars. When you find the one you are looking for, we are here to answer any additional questions you may have. We can assist with classic car financing and vehicle shipping to anywhere in the world. Visited us before? Please check out our growing list of new arrivals. You may also sign up here to receive a weekly email about our inventory. Classic cars are a solid investment that will surely turn heads at every corner. Do you have a classic car that you are interested in selling? One of our consignment concierge specialists will answer any questions you may have.

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Our vehicles are published on several websites including ~ Autotrader Classics ~ Hemmings ~ ClassicCars ~ Carsforsale ~ AllCollectorCars ~ eBay ~ Facebook ~ YouTube

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

3,054 Classic and Exotics For Sale Today

Our vehicles were viewed 8,040,185 times in Oct 2020