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Please call us at (866) 383-1416

Classic Cars For Sale In Milwaukee

191 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

Eye-catching classic! Our White 1929 Mercedes-Benz Gazelle Convertible For Sale complete with 4 Cyl and Automatic can be yours today for $8,000 ~ Read More...

511 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - SOLD

A collector’s dream, this Red 1930 Ford Model A 5 Window Truck For Sale with a heart pounding 302 Windsor V8 is complete with a 3 Speed Automatic for $36,500 ~ Read More...

9,724 VIEWS

6 FOLLOWERS

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CATEGORIES: Truck

#892-MWK

$57,000

MILWAUKEE - INVENTORY

A collector’s dream, this Yellow 1932 Ford Roadster Conv For Sale with a heart pounding 383 Stroker is complete with a 700R4 for $57,000 ~ Read More...

263 VIEWS

1 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

Wonderful Gold 1932 Ford Hi-Boy Roadster Convertible For Sale has a solid 2.4 Liter Turbocharged Eco under the hood and a 5 Speed transmission ~ Read More...

4,289 VIEWS

3 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$49,500

MILWAUKEE - CALL FOR AVAILABILITY

Sensational Blue 1934 Chevrolet Street Rod For Sale classic boasts a 3 Speed Automatic and ZZ4 350 V8 ~ This head-turner is available today for only $49,500 ~ Read More...

8,478 VIEWS

8 FOLLOWERS

CATEGORIES: Street Rod

#872-MWK

$54,500

MILWAUKEE - INVENTORY

Prodigious Custard 1936 Ford Roadster For Sale classic boasts a TH400Trans and 383 Chevy ~ This head-turner is available today for only $54,500 ~ Read More...

593 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

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

1,570 VIEWS

3 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

Daring classic! Our Burgundy/Silver 1936 Packard 120 B For Sale complete with Inline 8 and 3 Speed Manual can be yours today for $24,500 ~ Read More...

5,380 VIEWS

2 FOLLOWERS

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#732-MWK

$37,500

MILWAUKEE - SOLD

Shocking Orange 1937 Pontiac Sedan For Sale boasts a V8 400CU IN engine with 3 Speed Automatic transmission ~ Listed at $37,500 is a real head turner ~ Read More...

5,255 VIEWS

2 FOLLOWERS

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#658R-MWK

$53,000

MILWAUKEE - CALL FOR AVAILABILITY

Striking Black 1938 Cadillac LaSalle 50 For Sale ~ Buy for $53,000, this 3 speed Manual transmission is the perfect complement to it’s V8 engine ~ Read More...

5,541 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

Fascinating Purple 1940 Ford Sedan Sedan For Sale ~ Listed for only $41,500, this TH400 3 Speed automatic transmission is the perfect complement to it’s 409 V8 engine ~ Read More...

1,367 VIEWS

1 FOLLOWERS

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MILWAUKEE - INVENTORY

Stylish and classy, our Black 1941 Willys Coupe Street Rod For Sale ~ Priced at $97,000, this 727 Torqueflight Auto transmission is the perfect complement to it’s 392 CI Hemi engine ~ Read More...

3,890 VIEWS

5 FOLLOWERS

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CATEGORIES: Street Rod

#869-MWK

$35,000

MILWAUKEE - INVENTORY

Daring Black 1946 Ford Coupe For Sale ~ Listed for only $35,000, this TH350 transmission is the perfect complement to it’s 383 Stroker engine ~ Read More...

1,051 VIEWS

1 FOLLOWERS

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#747-MWK

$23,000

MILWAUKEE - INVENTORY

Amazing 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...

5,657 VIEWS

4 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Black Cherry 1948 Ford Coupe convertible For Sale with a heart pounding Flathead V8 is complete with a 3 Speed Manual for $42,500 ~ Read More...

4,418 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...

959 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

A collector’s dream, this Red 1950 Ford Club Coupe Custom For Sale with a heart pounding Flathead V8 is complete with a 3 Speed Manual for $21,500 ~ Read More...

1,791 VIEWS

3 FOLLOWERS

MILWAUKEE - INVENTORY

Shocking Turquoise 1950 Studebaker Champion Sedan For Sale classic boasts a 3 Speed Manual and 6 ~ This head-turner is available today for only $14,000 ~ Read More...

2,861 VIEWS

6 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Check out this gorgeous Dark Red 1950 Pontiac Chieftain Silver Streak 8 For Sale boasts a I8 engine with 3 Speed Manual transmission ~ Listed at $27,000 is a real head turner ~ Read More...

2,616 VIEWS

2 FOLLOWERS

#504R-MWK

$19,000

MILWAUKEE - CALL FOR AVAILABILITY

Magnificent Green 1950 Packard Deluxe 8 For Sale has a solid 288 Cubic Inch Flathead 8 under the hood and a 3 Speed Automatic transmission ~ Read More...

6,430 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

See for yourself! This sleek Blue 1951 Chevrolet 6500 Pickup Truck For Sale is equipped with a 235 I6 and a 4 Speed Manual and is ready to hit the road for just $25,500 ~ Read More...

506 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

#660R-MWK

$33,500

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 $33,500 ~ Read More...

3,873 VIEWS

0 FOLLOWERS

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MILWAUKEE - INVENTORY

Stylish and classy, our Black 1952 Chevrolet 3600 C Series Pickup Truck For Sale has a solid 236 I6 under the hood and a 3 Speed Manual transmission ~ Read More...

5,143 VIEWS

6 FOLLOWERS

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CATEGORIES: Truck

#738-MWK

$28,500

MILWAUKEE - INVENTORY

Fabulous Brandywine 1953 Chevrolet 150 For Sale has a solid 350 Small Block V8 under the hood and a 700R4 transmission ~ Read More...

4,781 VIEWS

5 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Stylish and classy, our classic! Our Black 1953 Chevrolet 150 Big Block For Sale complete with 350 CID V8 and 700R4 4 Speed Automatic can be yours today for $39,500 ~ Read More...

3,005 VIEWS

4 FOLLOWERS

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Sell My Classic/Exotic Car

MILWAUKEE - INVENTORY

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

1,756 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Green 1954 Chevrolet 3600 Stake Bed Pickup Truck For Sale with a heart pounding Inline 6 Cylinder is complete with a 5 Speed Manual for $21,500 ~ Read More...

5,218 VIEWS

5 FOLLOWERS

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CATEGORIES: Truck

#766-MWK

$50,500

MILWAUKEE - SOLD

Surprising Burgundy Candy/Mother of Pearl 1955 Chevrolet Bel Air For Sale classic boasts a 2 Speed Auto and 265 V8 ~ This head-turner is available today for only $50,500 ~ Read More...

6,034 VIEWS

4 FOLLOWERS

MILWAUKEE - SOLD

See for yourself! This sleek Orange 1955 Chevrolet 3100 Pickup For Sale is equipped with a 305 TPI V8 and a 3 Speed Automatic and is ready to hit the road for just $32,000 ~ Read More...

2,587 VIEWS

4 FOLLOWERS

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CATEGORIES: Truck

MILWAUKEE - INVENTORY

Grand Red/White Two Tone 1956 Oldsmobile 98 Holiday Coupe Hardtop For Sale classic boasts a Automatic and 324 Rocket V8 ~ This head-turner is available today for only $36,000 ~ Read More...

2,949 VIEWS

3 FOLLOWERS

QUICK VIEW

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

3,341 Classic and Exotics For Sale Today

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