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MILWAUKEE - INVENTORY

Shocking 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...

2,241 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - SOLD

Spectacular Red 1930 Ford Model A 5 Window Truck For Sale ~ Buy for $36,500, this 3 Speed Automatic transmission is the perfect complement to it’s 302 Windsor V8 engine ~ Read More...

10,183 VIEWS

7 FOLLOWERS

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CATEGORIES: Truck

#892-MWK

$57,000

MILWAUKEE - INVENTORY

Wonderful classic! Our Yellow 1932 Ford Roadster Conv For Sale complete with 383 Stroker and 700R4 can be yours today for $57,000 ~ Read More...

512 VIEWS

2 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

A collector’s dream, this Gold 1932 Ford Hi-Boy Roadster Convertible For Sale with a heart pounding 2.4 Liter Turbocharged Eco is complete with a 5 Speed for $48,500 ~ Read More...

4,702 VIEWS

4 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$49,000

MILWAUKEE - CALL FOR AVAILABILITY

Check out this gorgeous Blue 1934 Chevrolet Street Rod For Sale ~ Purchase for $49,000, this 3 Speed Automatic transmission is the perfect complement to it’s ZZ4 350 V8 engine ~ Read More...

9,558 VIEWS

10 FOLLOWERS

CATEGORIES: Street Rod

#927-MWK

$51,500

MILWAUKEE - NEW ARRIVAL

Fantastic Tang Jelly Orange 1935 Ford Coupe For Sale ~ Buy for $51,500, this 3 Speed Auto transmission is the perfect complement to it’s 327 V8 engine ~ Read More...

1,253 VIEWS

0 FOLLOWERS

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#872-MWK

$49,000

MILWAUKEE - INVENTORY

Astonishing Custard 1936 Ford Roadster For Sale ~ Listed for $49,000, this TH400 3 Speed automatic transmission is the perfect complement to it’s 383 Stroker Small Block engine ~ Read More...

844 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

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

2,584 VIEWS

3 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

A collector’s dream, this Burgundy/Silver 1936 Packard 120 B For Sale with a heart pounding Inline 8 is complete with a 3 Speed Manual for $24,500 ~ Read More...

5,870 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...

6,005 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

Surprising 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...

1,604 VIEWS

1 FOLLOWERS

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MILWAUKEE - INVENTORY

Breathtaking Black 1941 Willys Coupe Street Rod For Sale has a solid 392 CI Hemi under the hood and a 727 Torqueflight Auto transmission ~ Read More...

4,493 VIEWS

5 FOLLOWERS

QUICK VIEW

CATEGORIES: Street Rod

#869-MWK

$35,000

MILWAUKEE - INVENTORY

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

1,438 VIEWS

1 FOLLOWERS

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MILWAUKEE - INVENTORY

Dazzling Blue 1948 Chevrolet 3100 Pick Up For Sale has a solid 350 Small Block V8 under the hood and a TH400 3 Speed automatic transmission ~ Read More...

571 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

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...

4,712 VIEWS

2 FOLLOWERS

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CATEGORIES: Convertible

#747-MWK

$23,000

MILWAUKEE - SOLD

Wonderful Black 1948 Buick Roadmaster For Sale ~ Buy for $23,000, this Dynaflow Auto transmission is the perfect complement to it’s 320/150HP Fireball Inline8 engine ~ Read More...

6,082 VIEWS

4 FOLLOWERS

#866-MWK

$51,500

MILWAUKEE - INVENTORY

Incredible Maderia Maroon 1949 Cadillac Series 62 For Sale classic boasts a HyrdaMatic and 331 V8 ~ This head-turner is available today for only $51,500 ~ Read More...

1,429 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

Splendid Red 1950 Ford Club Coupe Custom For Sale ~ Listed at $19,500, this 3 Speed Manual transmission is the perfect complement to it’s Flathead V8 engine ~ Read More...

2,265 VIEWS

5 FOLLOWERS

MILWAUKEE - INVENTORY

Splendid Turquoise 1950 Studebaker Champion Sedan For Sale has a solid 6 under the hood and a 3 Speed Manual transmission ~ Read More...

3,286 VIEWS

6 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 $27,000 ~ Read More...

2,934 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Check out this gorgeous Blue 1951 Chevrolet 6500 Pickup Truck For Sale has a solid 235 I6 under the hood and a 4 Speed Manual transmission ~ Read More...

911 VIEWS

0 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

#660R-MWK

$33,000

MILWAUKEE - CALL FOR AVAILABILITY

Unbelievable Black 1951 Mercury Sedan For Sale has a solid V8 Flathead 255CID under the hood and a 3 Speed Automatic transmission ~ Read More...

4,228 VIEWS

0 FOLLOWERS

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MILWAUKEE - INVENTORY

Unbelievable classic! Our Black 1952 Chevrolet 3600 C Series Pickup Truck For Sale complete with 236 I6 and 3 Speed Manual can be yours today for $22,000 ~ Read More...

5,787 VIEWS

5 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

#738-MWK

$28,500

MILWAUKEE - INVENTORY

See for yourself! This sleek Brandywine 1953 Chevrolet 150 For Sale is equipped with a 350 Small Block V8 and a 700R4 and is ready to hit the road for just $28,500 ~ Read More...

5,314 VIEWS

5 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Wonderful Black 1953 Chevrolet 150 Big Block For Sale classic boasts a 700R4 4 Speed Automatic and 350 CID V8 ~ This head-turner is available today for only $39,000 ~ Read More...

3,239 VIEWS

4 FOLLOWERS

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MILWAUKEE - INVENTORY

Spectacular 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...

2,043 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Green 1954 Chevrolet 3600 Stake Bed Pickup Truck For Sale is equipped with a Inline 6 Cylinder and a 5 Speed Manual and is ready to hit the road for just $21,500 ~ Read More...

5,593 VIEWS

5 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

#914-MWK

$38,500

MILWAUKEE - INVENTORY

Magnificent Viper Yellow/Purple 1955 Chevrolet Pickup For Sale classic boasts a 700R4 4 Speed Automatic and 350 Small Block V8 ~ This head-turner is available today for only $38,500 ~ Read More...

203 VIEWS

0 FOLLOWERS

CATEGORIES: Truck

MILWAUKEE - SOLD

Amazing Orange 1955 Chevrolet 3100 Pickup For Sale boasts a 305 TPI V8 engine with 3 Speed Automatic transmission ~ Listed at $32,000 is a real head turner ~ Read More...

2,816 VIEWS

4 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

MILWAUKEE - INVENTORY

See for yourself! This sleek Red/White Two Tone 1956 Oldsmobile 98 Holiday Coupe Hardtop For Sale is equipped with a 324 Rocket V8 and a Automatic and is ready to hit the road for just $36,000 ~ Read More...

3,251 VIEWS

3 FOLLOWERS

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#797R-MWK

$43,500

MILWAUKEE - CALL FOR AVAILABILITY

Daring Turquoise 1956 Chevrolet Bel Air For Sale ~ Priced at $43,500, this 2 Speed Auto transmission is the perfect complement to it’s 265 V8 engine ~ Read More...

1,884 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Built for the road, our Starmist Blue/White 1957 Ford Thunderbird Conv Retract Hardtop For Sale classic boasts a 2 Speed Auto and 312 V8 4 barrel ~ This head-turner is available today for only $50,000 ~ Read More...

334 VIEWS

0 FOLLOWERS

#672-MWK

$45,000

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 $45,000 ~ Read More...

5,162 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...

1,173 VIEWS

2 FOLLOWERS

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#544R-MWK

$13,000

MILWAUKEE - CALL FOR AVAILABILITY

Dazzling Green/white 1957 Nash Metropolitan For Sale ~ Priced at $13,000, this 3 Speed Manual transmission is the perfect complement to it’s 4 cycl engine ~ Read More...

5,335 VIEWS

6 FOLLOWERS

#799-MWK

$25,500

MILWAUKEE - INVENTORY

Amazing Black 1958 Jaguar MK I Sedan For Sale boasts a I6 3.4 liter engine with 3 Speed Automatic transmission ~ Listed at $25,500 is a real head turner ~ Read More...

2,633 VIEWS

4 FOLLOWERS

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#639R-MWK

$294,500

MILWAUKEE - CALL FOR AVAILABILITY

Spectacular Purple 1959 Chevrolet Corvette For Sale ~ Priced at $294,500, this 2 Speed Automatic transmission is the perfect complement to it’s 655 Sonny Leonard engine ~ Read More...

10,961 VIEWS

5 FOLLOWERS

CATEGORIES: High ValueSports Car

#855R-MWK

$26,000

MILWAUKEE - CALL FOR AVAILABILITY

Daring White 1959 Ford Thunderbird For Sale boasts a 352 CID V8 engine with 3 Speed Automatic transmission ~ Listed at $26,000 is a real head turner ~ Read More...

1,501 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Fantastic White 1960 Ford Thunderbird Convertible For Sale boasts a 352 FE V8 engine with 3 Speed Automatic transmission ~ Listed at $42,500 is a real head turner ~ Read More...

2,371 VIEWS

5 FOLLOWERS

CATEGORIES: Convertible

#808-MWK

$21,500

MILWAUKEE - INVENTORY

Daring Black 1960 Lincoln Premiere For Sale has a solid V8 408 Twin Barrel under the hood and a 3 Speed Automatic transmission ~ Read More...

5,078 VIEWS

6 FOLLOWERS

MILWAUKEE - INVENTORY

See for yourself! This sleek Red 1962 Chevrolet Corvette Convertible For Sale is equipped with a 327 V8 and a 2 Speed Power Glide Automatic and is ready to hit the road for just $71,000 ~ Read More...

401 VIEWS

0 FOLLOWERS

CATEGORIES: ConvertibleSports Car

#891-MWK

$21,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Red 1962 Ford Thunderbird For Sale is equipped with a 390 V8 and a Automatic and is ready to hit the road for just $21,000 ~ Read More...

1,348 VIEWS

4 FOLLOWERS

#875-MWK

$20,500

MILWAUKEE - INVENTORY

Daring White 1962 Ford Thunderbird For Sale boasts a 390 engine with Auto transmission ~ Listed at $20,500 is a real head turner ~ Read More...

493 VIEWS

1 FOLLOWERS

#873-MWK

$19,500

MILWAUKEE - INVENTORY

Grand Aqua Marine 1962 Pontiac Bonneville For Sale boasts a 389 engine with 3 Speed Automatic transmission ~ Listed at $19,500 is a real head turner ~ Read More...

1,408 VIEWS

1 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Magnificent White 1962 Ford Thunderbird Convertible For Sale boasts a 390 engine with 3 Speed Automatic transmission ~ Listed at $26,500 is a real head turner ~ Read More...

5,129 VIEWS

7 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - INVENTORY

See for yourself! This sleek White 1963 Ford Thunderbird Monaco Edition For Sale is equipped with a 390 V8 and a 3 Speed Automatic and is ready to hit the road for just $29,500 ~ Read More...

2,544 VIEWS

1 FOLLOWERS

MILWAUKEE - INVENTORY

See for yourself! This sleek White 1963 Buick Riviera Coupe Luxury Sport For Sale is equipped with a 401 Nailhead V8 and a 3 Speed Automatic and is ready to hit the road for just $19,000 ~ Read More...

9,009 VIEWS

14 FOLLOWERS

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MILWAUKEE - SOLD

A collector’s dream, this Brown 1963 Cadillac Coupe Deville For Sale with a heart pounding 390 V8 is complete with a 4 Speed Automatic for $29,500 ~ Read More...

3,549 VIEWS

5 FOLLOWERS

MILWAUKEE - SOLD

Unbelievable Blue 1963 Buick Riviera 445 Wildcat For Sale ~ Listed at $19,000, this 3 Speed Automatic transmission is the perfect complement to it’s 401ci V8 engine ~ Read More...

5,220 VIEWS

8 FOLLOWERS

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MILWAUKEE - NEW ARRIVAL

Daring classic! Our White 1964 Jaguar E-Type Convertible For Sale complete with 3.8 Inline 6 and 4 Speed Manual can be yours today for $129,500 ~ Read More...

161 VIEWS

0 FOLLOWERS

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CATEGORIES: ConvertibleHigh Value

MILWAUKEE - INVENTORY

Striking Red 1964 Ford F100 Custom Bagged Rat Rod For Sale classic boasts a 700R4 4 Speed Automatic and Chevrolet Small Block 400ci ~ This head-turner is available today for only $32,000 ~ Read More...

3,276 VIEWS

2 FOLLOWERS

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CATEGORIES: TruckRatrod

MILWAUKEE - INVENTORY

See for yourself! This sleek White/Red 1964 Ford Ranchero Falcon For Sale is equipped with a 200ci Inline 6 and a 3 Speed Manual and is ready to hit the road for just $14,000 ~ Read More...

2,713 VIEWS

3 FOLLOWERS

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CATEGORIES: Muscle Car

MILWAUKEE - SOLD

Sensational classic! Our Red 1964 Ford Falcon Convertible For Sale complete with 200cu in I6 and 2 Speed Auto can be yours today for $20,500 ~ Read More...

2,812 VIEWS

2 FOLLOWERS

QUICK VIEW

CATEGORIES: ConvertibleMuscle Car

MILWAUKEE - INVENTORY

Shocking Oplesent Blue 1965 Factory Five Racing Type 65 Coupe For Sale has a solid 427 Ford Racing Aluminum V8 under the hood and a TKO600 5 Speed Manual transmission ~ Read More...

1,400 VIEWS

1 FOLLOWERS

MILWAUKEE - INVENTORY

A collector’s dream, this Black 1965 Chevrolet Chevelle Malibu SS For Sale with a heart pounding 327 Small Block V8 is complete with a 4 Speed Manual for $70,000 ~ Read More...

1,227 VIEWS

0 FOLLOWERS

CATEGORIES: Muscle Car

#881-MWK

$12,500

MILWAUKEE - INVENTORY

Astounding White 1965 Chevrolet Biscayne For Sale classic boasts a 3 on-a-the-tree manual and Straight 6 ~ This head-turner is available today for only $12,500 ~ Read More...

1,198 VIEWS

2 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Striking Red 1965 Chevrolet Corvette Coupe For Sale boasts a 327 V8 365HP engine with 4 Speed Manual transmission ~ Listed at $68,000 is a real head turner ~ Read More...

1,984 VIEWS

1 FOLLOWERS

CATEGORIES: Sports Car

#633-MWK

$49,000

MILWAUKEE - INVENTORY

Fantastic White 1966 Dodge Coronet For Sale boasts a 472ci Generation II Hemi V8 engine with 727 3 Speed Automatic transmission ~ Listed at $49,000 is a real head turner ~ Read More...

9,008 VIEWS

10 FOLLOWERS

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CATEGORIES: Mopar

#729-MWK

$49,000

MILWAUKEE - INVENTORY

Remarkable Red 1966 Chevrolet C10 For Sale has a solid 355 Supercharged Small Block V8 under the hood and a 3 Speed Automatic transmission ~ Read More...

3,222 VIEWS

5 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

MILWAUKEE - INVENTORY

A collector’s dream, this Orange/Silver 1966 Chevrolet Chevelle Malibu For Sale with a heart pounding 400 CI 480HP is complete with a 3 Speed Automatic for $43,500 ~ Read More...

2,653 VIEWS

8 FOLLOWERS

CATEGORIES: Muscle Car

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

3,330 Classic and Exotics For Sale Today

Our vehicles were viewed 5,047,492 times in Jul 2020