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Classic Cars For Sale In Milwaukee

169 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.

#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...

2,461 VIEWS

2 FOLLOWERS

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#672-MWK

$38,500

MILWAUKEE - SOLD

Grand classic! Our Red 1957 Chevrolet Bel Air For Sale complete with V8 350 LT1 and 4 Speed Automatic can be yours today for $38,500 ~ Read More...

8,801 VIEWS

7 FOLLOWERS

#799-MWK

$23,000

MILWAUKEE - INVENTORY

Grand classic! Our Black 1958 Jaguar MK I Sedan For Sale complete with I6 3.4 liter and 3 Speed Automatic can be yours today for $23,000 ~ Read More...

4,769 VIEWS

5 FOLLOWERS

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MILWAUKEE - INVENTORY

Wonderful White 1960 Ford Thunderbird Convertible For Sale ~ Buy for $42,500, this 3 Speed Automatic transmission is the perfect complement to it’s 352 FE V8 engine ~ Read More...

4,212 VIEWS

6 FOLLOWERS

CATEGORIES: Convertible

#808-MWK

$21,500

MILWAUKEE - INVENTORY

Eye-catching classic! Our Black 1960 Lincoln Premiere For Sale complete with V8 408 Twin Barrel and 3 Speed Automatic can be yours today for $21,500 ~ Read More...

8,314 VIEWS

6 FOLLOWERS

MILWAUKEE - INVENTORY

A collector’s dream, this Red 1962 Chevrolet Corvette Convertible For Sale with a heart pounding 327 V8 is complete with a 2 Speed Power Glide Automatic for $68,000 ~ Read More...

1,663 VIEWS

1 FOLLOWERS

CATEGORIES: ConvertibleSports Car

#875-MWK

$19,500

MILWAUKEE - INVENTORY

Fascinating White 1962 Ford Thunderbird For Sale classic boasts a Auto and 390 ~ This head-turner is available today for only $19,500 ~ Read More...

1,665 VIEWS

0 FOLLOWERS

#873-MWK

$16,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Aqua Marine 1962 Pontiac Bonneville For Sale is equipped with a 389 and a 3 Speed Automatic and is ready to hit the road for just $16,000 ~ Read More...

4,656 VIEWS

4 FOLLOWERS

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...

4,138 VIEWS

1 FOLLOWERS

MILWAUKEE - INVENTORY

Striking classic! Our Blue 1963 Rambler American 440 440 Conv For Sale complete with 196 I6 and Automatic can be yours today for $18,500 ~ Read More...

701 VIEWS

1 FOLLOWERS

MILWAUKEE - INVENTORY

Fabulous 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 $29,500 ~ Read More...

5,926 VIEWS

2 FOLLOWERS

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CATEGORIES: TruckRatrod

MILWAUKEE - INVENTORY

Astounding White/Red 1964 Ford Ranchero Falcon For Sale boasts a 200ci Inline 6 engine with 3 Speed Manual transmission ~ Listed at $14,000 is a real head turner ~ Read More...

4,713 VIEWS

4 FOLLOWERS

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CATEGORIES: Muscle Car

MILWAUKEE - CALL FOR AVAILABILITY

Astonishing Diamond Blue 1964 Ford Thunderbird Convertible For Sale ~ Listed for $32,500, this Cruise O Matic Auto transmission is the perfect complement to it’s 390 V8 engine ~ Read More...

1,682 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - INVENTORY

See for yourself! This sleek Black 1965 Chevrolet Chevelle Malibu SS For Sale is equipped with a 327 Small Block V8 and a 4 Speed Manual and is ready to hit the road for just $70,000 ~ Read More...

3,807 VIEWS

1 FOLLOWERS

CATEGORIES: Muscle Car

MILWAUKEE - INVENTORY

Thrilling classic! Our Candy Tangerine 1965 Cobra Roadster Factory Five Factory Five For Sale complete with 302 Crate V8 and 5 Speed Manual can be yours today for $54,500 ~ Read More...

1,286 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

#921-MWK

$14,500

MILWAUKEE - INVENTORY

A collector’s dream, this Yellow 1965 Chevrolet C10 For Sale with a heart pounding 250 I6 is complete with a 4 Speed Manual for $14,500 ~ Read More...

4,661 VIEWS

1 FOLLOWERS

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CATEGORIES: Truck

#881-MWK

$11,500

MILWAUKEE - INVENTORY

Remarkable White 1965 Chevrolet Biscayne For Sale ~ Buy for $11,500, this 3 on-a-the-tree manual transmission is the perfect complement to it’s Straight 6 engine ~ Read More...

4,498 VIEWS

4 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Oplesent Blue 1965 Factory Five Racing Type 65 Coupe For Sale is equipped with a 427 Ford Racing Aluminum V8 and a TKO600 5 Speed Manual and is ready to hit the road for just $92,500 ~ Read More...

3,730 VIEWS

1 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Dramatic Red 1965 Chevrolet Corvette Coupe For Sale classic boasts a 4 Speed Manual and 327 V8 365HP ~ This head-turner is available today for only $66,500 ~ Read More...

3,982 VIEWS

2 FOLLOWERS

CATEGORIES: Sports Car

MILWAUKEE - INVENTORY

Astounding Orange/Silver 1966 Chevrolet Chevelle Malibu For Sale boasts a 400 CI 480HP engine with 3 Speed Automatic transmission ~ Listed at $43,500 is a real head turner ~ Read More...

4,462 VIEWS

8 FOLLOWERS

CATEGORIES: Muscle Car

#936-MWK

$36,000

MILWAUKEE - INVENTORY

Shocking classic! Our Wimbeldon White 1966 Ford Mustang For Sale complete with 302 V8 and 5 Speed Manual can be yours today for $36,000 ~ Read More...

388 VIEWS

2 FOLLOWERS

CATEGORIES: Sports Car

MILWAUKEE - INVENTORY

Check out this gorgeous Bronze 1966 Mercury Comet Cyclone GT Convertible For Sale has a solid 390 V8 under the hood and a 3 Speed Auto transmission ~ Read More...

2,026 VIEWS

1 FOLLOWERS

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CATEGORIES: ConvertibleMuscle Car

#986-MWK

$31,000

MILWAUKEE - NEW ARRIVAL

Fantastic Black 1966 Oldsmobile 98 Conv For Sale classic boasts a 3 Speed Auto and 425 ~ This head-turner is available today for only $31,000 ~ Read More...

398 VIEWS

2 FOLLOWERS

QUICK VIEW

MILWAUKEE - INVENTORY

Incredible Blue 1966 Chevrolet Malibu Malibu Hardtop For Sale has a solid 350 Small Block V8 under the hood and a TH400 3 Speed automatic transmission ~ Read More...

3,594 VIEWS

1 FOLLOWERS

#905-MWK

$25,500

MILWAUKEE - INVENTORY

A collector’s dream, this Light Blue 1966 Jaguar MKX For Sale with a heart pounding 4.2 I6 is complete with a 2 Speed Auto for $25,500 ~ Read More...

1,843 VIEWS

2 FOLLOWERS

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#633R-MWK

$49,000

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this White 1966 Dodge Coronet For Sale with a heart pounding 472ci Generation II Hemi V8 is complete with a 727 3 Speed Automatic for $49,000 ~ Read More...

12,476 VIEWS

10 FOLLOWERS

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CATEGORIES: Mopar

#729R-MWK

$40,000

MILWAUKEE - CALL FOR AVAILABILITY

A collector’s dream, this Red 1966 Chevrolet C10 For Sale with a heart pounding 355 Supercharged Small Block V8 is complete with a 3 Speed Automatic for $40,000 ~ Read More...

5,341 VIEWS

6 FOLLOWERS

QUICK VIEW

CATEGORIES: Truck

MILWAUKEE - CALL FOR AVAILABILITY

Check out this gorgeous Candy Brandy Wine 1966 Chevrolet Chevelle Malibu For Sale has a solid 327 under the hood and a 4 Speed Manual transmission ~ Read More...

7,141 VIEWS

6 FOLLOWERS

CATEGORIES: Muscle Car

MILWAUKEE - INVENTORY

See for yourself! This sleek Blue 1967 Chevrolet Corvette Conv For Sale is equipped with a 327 360hp and a 4 Speed Manual and is ready to hit the road for just $90,500 ~ Read More...

594 VIEWS

0 FOLLOWERS

CATEGORIES: Sports Car

#985-MWK

$46,500

MILWAUKEE - INVENTORY

Breathtaking Red 1967 Chevrolet Camaro For Sale has a solid 396 V8 under the hood and a 3 Speed Auto transmission ~ Read More...

236 VIEWS

0 FOLLOWERS

CATEGORIES: Sports CarMuscle Car

Looking for the perfect classic or exotic car? We have 169 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

3,056 Classic and Exotics For Sale Today

Our vehicles were viewed 7,547,477 times in Nov 2020