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Please call us at (866) 383-1416

Classic Cars For Sale In Milwaukee

172 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 - SOLD

Magnificent White 1929 Mercedes-Benz Gazelle Convertible For Sale classic boasts a Automatic and 4 Cyl ~ This head-turner is available today for only $8,000 ~ Read More...

4,245 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

#892-MWK

$57,000

MILWAUKEE - INVENTORY

Fantastic 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...

1,059 VIEWS

2 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

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

5,544 VIEWS

4 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$48,500

MILWAUKEE - CALL FOR AVAILABILITY

Built for the road, our classic! Our Blue 1934 Chevrolet Street Rod For Sale complete with ZZ4 350 V8 and 3 Speed Automatic can be yours today for $48,500 ~ Read More...

11,661 VIEWS

9 FOLLOWERS

CATEGORIES: Street Rod

#927-MWK

$51,500

MILWAUKEE - INVENTORY

Splendid Tang Jelly Orange 1935 Ford Coupe For Sale boasts a 327 V8 engine with 3 Speed Auto transmission ~ Listed at $51,500 is a real head turner ~ Read More...

2,524 VIEWS

1 FOLLOWERS

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#872-MWK

$49,000

MILWAUKEE - INVENTORY

Surprising Custard 1936 Ford Roadster For Sale boasts a 383 Stroker Small Block engine with TH400 3 Speed automatic transmission ~ Listed at $49,000 is a real head turner ~ Read More...

1,547 VIEWS

2 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

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

4,567 VIEWS

5 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

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

6,813 VIEWS

2 FOLLOWERS

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#658R-MWK

$53,000

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Black 1938 Cadillac LaSalle 50 For Sale is equipped with a V8 and a 3 speed Manual and is ready to hit the road for just $53,000 ~ Read More...

7,035 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

Fantastic classic! Our Purple 1940 Ford Sedan Sedan For Sale complete with 409 V8 and TH400 3 Speed automatic can be yours today for $41,500 ~ Read More...

2,074 VIEWS

1 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Marvelous Black 1941 Willys Coupe Street Rod For Sale ~ Listed for $96,500, this 727 Torqueflight Auto transmission is the perfect complement to it’s 392 CI Hemi engine ~ Read More...

5,483 VIEWS

5 FOLLOWERS

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CATEGORIES: Street Rod

#944-MWK

$58,000

MILWAUKEE - NEW ARRIVAL

Astonishing Black 1947 Lincoln Coupe For Sale has a solid V12 under the hood and a 3 Speed Manual transmission ~ Read More...

215 VIEWS

1 FOLLOWERS

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MILWAUKEE - INVENTORY

Eye-catching classic! Our Blue 1948 Chevrolet 3100 Pick Up For Sale complete with 350 Small Block V8 and TH400 3 Speed automatic can be yours today for $45,000 ~ Read More...

1,881 VIEWS

1 FOLLOWERS

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CATEGORIES: Truck

#866-MWK

$46,500

MILWAUKEE - INVENTORY

Splendid Maderia Maroon 1949 Cadillac Series 62 For Sale classic boasts a HyrdaMatic and 331 V8 ~ This head-turner is available today for only $46,500 ~ Read More...

2,509 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Prodigious 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 $19,500 ~ Read More...

3,122 VIEWS

5 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Dramatic Dark Red 1950 Pontiac Chieftain Silver Streak 8 For Sale classic boasts a 3 Speed Manual and I8 ~ This head-turner is available today for only $26,500 ~ Read More...

3,984 VIEWS

2 FOLLOWERS

MILWAUKEE - SOLD

A collector’s dream, this Turquoise 1950 Studebaker Champion Sedan For Sale with a heart pounding 6 is complete with a 3 Speed Manual for $14,000 ~ Read More...

4,194 VIEWS

5 FOLLOWERS

#660R-MWK

$33,000

MILWAUKEE - CALL FOR AVAILABILITY

Fascinating Black 1951 Mercury Sedan For Sale ~ Priced at $33,000, this 3 Speed Automatic transmission is the perfect complement to it’s V8 Flathead 255CID engine ~ Read More...

4,986 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...

7,215 VIEWS

6 FOLLOWERS

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CATEGORIES: Truck

#738-MWK

$28,500

MILWAUKEE - INVENTORY

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

6,519 VIEWS

6 FOLLOWERS

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MILWAUKEE - INVENTORY

Incredible Turquoise 1954 Nash Metropolitan Convertible For Sale classic boasts a 3 Speed Manual and 1.2L I4 ~ This head-turner is available today for only $24,500 ~ Read More...

2,680 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

#914-MWK

$38,500

MILWAUKEE - INVENTORY

Magnificent Viper Yellow/Purple 1955 Chevrolet Pickup For Sale has a solid 350 Small Block V8 under the hood and a 700R4 4 Speed Automatic transmission ~ Read More...

786 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...

3,885 VIEWS

3 FOLLOWERS

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#797R-MWK

$42,500

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Turquoise 1956 Chevrolet Bel Air For Sale with a heart pounding 265 V8 is complete with a 2 Speed Auto for $42,500 ~ Read More...

2,501 VIEWS

3 FOLLOWERS

MILWAUKEE - INVENTORY

A collector’s dream, this Starmist Blue/White 1957 Ford Thunderbird Conv Retract Hardtop For Sale with a heart pounding 312 V8 4 barrel is complete with a 2 Speed Auto for $50,000 ~ Read More...

774 VIEWS

1 FOLLOWERS

#672-MWK

$38,500

MILWAUKEE - INVENTORY

A collector’s dream, this Red 1957 Chevrolet Bel Air For Sale with a heart pounding V8 350 LT1 is complete with a 4 Speed Automatic for $38,500 ~ Read More...

6,398 VIEWS

5 FOLLOWERS

#847-MWK

$32,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Black 1957 Chevrolet 210 For Sale is equipped with a Blue Flame 140 Inline 6 and a Automatic and is ready to hit the road for just $32,000 ~ Read More...

1,593 VIEWS

2 FOLLOWERS

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#544R-MWK

$13,000

MILWAUKEE - CALL FOR AVAILABILITY

Amazing Green/white 1957 Nash Metropolitan For Sale classic boasts a 3 Speed Manual and 4 cycl ~ This head-turner is available today for only $13,000 ~ Read More...

6,073 VIEWS

7 FOLLOWERS

#799-MWK

$25,500

MILWAUKEE - INVENTORY

Dazzling Black 1958 Jaguar MK I Sedan For Sale ~ Priced at $25,500, this 3 Speed Automatic transmission is the perfect complement to it’s I6 3.4 liter engine ~ Read More...

3,486 VIEWS

5 FOLLOWERS

QUICK VIEW

#639R-MWK

$294,500

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Purple 1959 Chevrolet Corvette For Sale with a heart pounding 655 Sonny Leonard is complete with a 2 Speed Automatic for $294,500 ~ Read More...

12,130 VIEWS

5 FOLLOWERS

CATEGORIES: High ValueSports Car

Gateway Classic Cars of Milwaukee is proud to present some of the finest classic, exotic and vintage cars that have ever hit the road. Since 1999, we have been the premier classic car company in the US. We currently have 172 classics and exotics for sale today. Don’t take our word for it! Please check out what our amazing customers have to share about Gateway Classic Cars. From the iconic Ford Mustang to the awe inspiring Chevrolet Corvette and everything in between, we have the classic car for you. Financing is available for all qualified buyers. Contact one of our inventory specialists today!

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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

3,200 Classic and Exotics For Sale Today

Our vehicles were viewed 7,961,813 times in Aug 2020