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Classic Cars For Sale In Milwaukee

186 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 - INVENTORY

Amazing White 1929 Mercedes-Benz Gazelle Convertible For Sale boasts a 4 Cyl engine with Automatic transmission ~ Listed at $8,000 is a real head turner ~ Read More...

2,685 VIEWS

1 FOLLOWERS

CATEGORIES: Convertible

#892-MWK

$57,000

MILWAUKEE - INVENTORY

Fabulous Yellow 1932 Ford Roadster Conv For Sale classic boasts a 700R4 and 383 Stroker ~ This head-turner is available today for only $57,000 ~ Read More...

564 VIEWS

2 FOLLOWERS

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CATEGORIES: RoadsterStreet Rod

MILWAUKEE - INVENTORY

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

4,784 VIEWS

4 FOLLOWERS

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CATEGORIES: ConvertibleRoadster

#775R-MWK

$49,000

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 $49,000 ~ Read More...

9,798 VIEWS

9 FOLLOWERS

CATEGORIES: Street Rod

#927-MWK

$51,500

MILWAUKEE - INVENTORY

A collector’s dream, this Tang Jelly Orange 1935 Ford Coupe For Sale with a heart pounding 327 V8 is complete with a 3 Speed Auto for $51,500 ~ Read More...

1,446 VIEWS

0 FOLLOWERS

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#872-MWK

$49,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Custard 1936 Ford Roadster For Sale is equipped with a 383 Stroker Small Block and a TH400 3 Speed automatic and is ready to hit the road for just $49,000 ~ Read More...

911 VIEWS

1 FOLLOWERS

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CATEGORIES: Roadster

#883-MWK

$38,500

MILWAUKEE - INVENTORY

Amazing Black 1936 Ford Truck For Sale classic boasts a 700R4 and 5.7 ~ This head-turner is available today for only $38,500 ~ Read More...

2,865 VIEWS

3 FOLLOWERS

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CATEGORIES: Truck

#671-MWK

$24,500

MILWAUKEE - INVENTORY

Marvelous Burgundy/Silver 1936 Packard 120 B For Sale ~ Purchase for $24,500, this 3 Speed Manual transmission is the perfect complement to it’s Inline 8 engine ~ Read More...

6,014 VIEWS

2 FOLLOWERS

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#658R-MWK

$53,000

MILWAUKEE - CALL FOR AVAILABILITY

Fascinating Black 1938 Cadillac LaSalle 50 For Sale boasts a V8 engine with 3 speed Manual transmission ~ Listed at $53,000 is a real head turner ~ Read More...

6,130 VIEWS

6 FOLLOWERS

#807-MWK

$41,500

MILWAUKEE - INVENTORY

A collector’s dream, this Purple 1940 Ford Sedan Sedan For Sale with a heart pounding 409 V8 is complete with a TH400 3 Speed automatic for $41,500 ~ Read More...

1,662 VIEWS

1 FOLLOWERS

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MILWAUKEE - CALL FOR AVAILABILITY

Daring Black 1941 Willys Coupe Street Rod For Sale boasts a 392 CI Hemi engine with 727 Torqueflight Auto transmission ~ Listed at $96,500 is a real head turner ~ Read More...

4,682 VIEWS

5 FOLLOWERS

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CATEGORIES: Street Rod

MILWAUKEE - INVENTORY

See for yourself! This sleek Blue 1948 Chevrolet 3100 Pick Up For Sale is equipped with a 350 Small Block V8 and a TH400 3 Speed automatic and is ready to hit the road for just $45,000 ~ Read More...

726 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

#747-MWK

$23,000

MILWAUKEE - SOLD

A collector’s dream, this Black 1948 Buick Roadmaster For Sale with a heart pounding 320/150HP Fireball Inline8 is complete with a Dynaflow Auto for $23,000 ~ Read More...

6,183 VIEWS

4 FOLLOWERS

#866-MWK

$51,500

MILWAUKEE - INVENTORY

A collector’s dream, this Maderia Maroon 1949 Cadillac Series 62 For Sale with a heart pounding 331 V8 is complete with a HyrdaMatic for $51,500 ~ Read More...

1,544 VIEWS

0 FOLLOWERS

MILWAUKEE - INVENTORY

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

2,394 VIEWS

5 FOLLOWERS

MILWAUKEE - INVENTORY

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

3,404 VIEWS

6 FOLLOWERS

MILWAUKEE - CALL FOR AVAILABILITY

Stylish and classy, our classic! Our Dark Red 1950 Pontiac Chieftain Silver Streak 8 For Sale complete with I8 and 3 Speed Manual can be yours today for $27,000 ~ Read More...

3,124 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Astounding Blue 1951 Chevrolet 6500 Pickup Truck For Sale boasts a 235 I6 engine with 4 Speed Manual transmission ~ Listed at $19,500 is a real head turner ~ Read More...

1,035 VIEWS

0 FOLLOWERS

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CATEGORIES: Truck

#660R-MWK

$33,000

MILWAUKEE - CALL FOR AVAILABILITY

Dazzling Black 1951 Mercury Sedan For Sale boasts a V8 Flathead 255CID engine with 3 Speed Automatic transmission ~ Listed at $33,000 is a real head turner ~ Read More...

4,327 VIEWS

0 FOLLOWERS

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MILWAUKEE - INVENTORY

Amazing 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...

5,981 VIEWS

5 FOLLOWERS

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CATEGORIES: Truck

#738-MWK

$28,500

MILWAUKEE - INVENTORY

Astonishing Brandywine 1953 Chevrolet 150 For Sale classic boasts a 700R4 and 350 Small Block V8 ~ This head-turner is available today for only $28,500 ~ Read More...

5,498 VIEWS

5 FOLLOWERS

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MILWAUKEE - INVENTORY

A collector’s dream, this Turquoise 1954 Nash Metropolitan Convertible For Sale with a heart pounding 1.2L I4 is complete with a 3 Speed Manual for $24,500 ~ Read More...

2,136 VIEWS

4 FOLLOWERS

CATEGORIES: Convertible

MILWAUKEE - CALL FOR AVAILABILITY

Thrilling Green 1954 Chevrolet 3600 Stake Bed Pickup Truck For Sale ~ Listed at $21,500, this 5 Speed Manual transmission is the perfect complement to it’s Inline 6 Cylinder engine ~ Read More...

5,718 VIEWS

5 FOLLOWERS

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CATEGORIES: Truck

#914-MWK

$38,500

MILWAUKEE - INVENTORY

Wonderful classic! Our Viper Yellow/Purple 1955 Chevrolet Pickup For Sale complete with 350 Small Block V8 and 700R4 4 Speed Automatic can be yours today for $38,500 ~ Read More...

267 VIEWS

0 FOLLOWERS

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...

3,322 VIEWS

3 FOLLOWERS

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#797R-MWK

$43,500

MILWAUKEE - CALL FOR AVAILABILITY

Striking Turquoise 1956 Chevrolet Bel Air For Sale boasts a 265 V8 engine with 2 Speed Auto transmission ~ Listed at $43,500 is a real head turner ~ Read More...

1,944 VIEWS

2 FOLLOWERS

MILWAUKEE - INVENTORY

Dazzling 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...

401 VIEWS

0 FOLLOWERS

#672-MWK

$45,000

MILWAUKEE - INVENTORY

See for yourself! This sleek Red 1957 Chevrolet Bel Air For Sale is equipped with a V8 350 LT1 and a 4 Speed Automatic and is ready to hit the road for just $45,000 ~ Read More...

5,310 VIEWS

5 FOLLOWERS

#847-MWK

$32,000

MILWAUKEE - INVENTORY

Fabulous Black 1957 Chevrolet 210 For Sale classic boasts a Automatic and Blue Flame 140 Inline 6 ~ This head-turner is available today for only $32,000 ~ Read More...

1,224 VIEWS

2 FOLLOWERS

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#544R-MWK

$13,000

MILWAUKEE - CALL FOR AVAILABILITY

See for yourself! This sleek Green/white 1957 Nash Metropolitan For Sale is equipped with a 4 cycl and a 3 Speed Manual and is ready to hit the road for just $13,000 ~ Read More...

5,450 VIEWS

6 FOLLOWERS

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 186 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

3,324 Classic and Exotics For Sale Today

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