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Classic Used Cars For Sale In Milwaukee

167 Classics To Choose From

Milwaukee

Powered by a Flathead V8 engine with a C4 Automatic transmission. Burnt Orange exterior. White interior.

The Model A was produced from 1928-1932 with over 4. 8 million units sold. By 1930 there was over nine body styles available. Including such models as coupes, convertibles, sedans, town... See More

Milwaukee

Powered by a 201 CID 4 Cyl engine with a 3-Speed Manual transmission. Tan exterior. Black interior.

The Model A was produced from 1928-1932 with over 4. 8 million units sold. By 1930 there was over nine body styles available. Including such models as coupes, convertibles, sedans, town... See More

Milwaukee

Powered by a Flathead Inline 4 I4 engine with a 3-Speed Manual transmission. Tan exterior. Black interior.

The Model A was produced from 1928-1932 with over 4. 8 million units sold. By 1930 there was over nine body styles available. Including such models as coupes, convertibles, sedans, town... See More

Milwaukee

1932 Ford Highboy

Convertible

Powered by a 350 CID Small Block V8 engine with a 4-Speed Manual transmission. Burgundy exterior. Brown interior.

No car captures the spirit of Hot Rodding like the '32 Ford! When the Ford Model A debuted in the late 1920's it was a welcome design change from the Model... See More

Milwaukee

1932 Ford Highboy

Roadster Convertible

Powered by a 2.4 Liter Turbocharged Eco engine with a 5-Speed Manual transmission. Gold exterior. Beige interior.

The 1930s seen an array of models across multiple brand names. Ford basically struck gold when the Highboy was created, making one of the most sought-after bases to turn into straight... See More

Milwaukee

Powered by a Chevrolet SB 350, 4 Bolt MAINS, 350 HP, 11:1 Comp engine with a Performance Turbo 350 Automatic transmission. Red/Black exterior. Red/ Tan interior.

This is a modified build with a Chevrolet SB 350ci V-8 w/ four-bolt mains producing around 350hp with 11:1 compression. The transmission is a Performance Turbo 350 automatic. Added modifications include... See More

Milwaukee

1936 Ford Tudor

48 Sedan

Powered by a 255 CID Flat Head V-8 engine with a 3-Speed Manual transmission. Black exterior. Gray interior.

The Model 48 was an instant hit for Ford due to its good looks, price, ease of use and of course V-8 power. Believe it or not, the 1936 Ford 48... See More

Milwaukee

Powered by a 6 Cylinder Flathead I6 engine with a 3-Speed Manual transmission. Black exterior. Grey interior.

Slant Back sedan. Plymouth only produced the p4 model for only one year. Coming out of the depression, the Plymouth p4 was designed with a longer and wider body than its... See More

Milwaukee

Powered by a 239 CID Flathead V8 engine with a 5-Speed Manual transmission. Black exterior. Gray interior.

This black beauty is an all -steel example. Retaining its original 91A flathead engine with major improvements. The list includes three super 97 carbs, Offenhauser Manifold, Offenhauser Heads 24 bolt, Fenton... See More

Milwaukee

Powered by a 239 CID Flathead V-8 engine with a 3-Speed Manual transmission. Burgundy exterior. Beige interior.

A new modernized look took place in 1939-40 Ford. The headlights were moved farther apart (converted to seal beam head lights for the fist time in 1940). The side grilles were... See More

Milwaukee

Powered by a L Head 6 Cylinder I6 engine with a Manual transmission. Green exterior. Tan interior.

Gateway Classic Cars Milwaukee is proud to offer this 1941 Studebaker Commander 2-door. Studebakers first automobile was an electric model produced in 1902. Followed by their first gasoline automobile in 1904.... See More

Milwaukee

Powered by a 239 CID V-8 engine with a 3-Speed Manual transmission. Maroon exterior. Gray interior.

The 1941 Ford was a complete updated model for the 1941 model year before production was shut down to produce in 1942 equipment for WWII. A wide variety of body styles... See More

New Arrival

Powered by a 350 V8 engine with a 3-Speed Auto Automatic transmission. Orange exterior. Tan interior.

The Stylemaster was an entry level trim model that ran from 1946-1948. It was offered as a two-door sedan, four door sedan and a business coupe with a front seat only.... See More

Milwaukee

Powered by a Flathead 12 engine with a 3 On The Tree Plus Overdrive transmission. Green exterior. Brown interior.

It is believed that only 384 base Lincoln convertibles were made in 1947. The 1947 Lincoln was considered one of the most beautiful cars of the era. The base Lincoln unlike... See More

Milwaukee

Powered by a Straight 6 I6 engine with a 3-Speed Manual transmission. Tan exterior. Brown interior.

In 1947 Chevrolet introduced a new light and medium truck series called Advance Design. The trucks were larger, stronger and had a more polished design. Many different models were sold including... See More

Milwaukee

Powered by a Flathead V8 engine with an Automatic transmission. Red exterior. Red and White interior.

The first 'Custom' rolled off the Ford assembly line in 1949 as a top trim level model. By 1950 the car was referred to as the Custom Deluxe. With the war... See More

Milwaukee

Powered by a 258 Flathead V8 engine with a 3-Speed Od Manual transmission. Black exterior. White/Red Stripe interior.

The Mercury Eight was manufactured from 1939-1951 with a total of three generations. Produced in many variations including coupes, sedans, and a station wagon. This successful third generation was built from... See More

Milwaukee

Powered by a 350 LT1 V8 engine with a 4L60E Automatic transmission. Black exterior. Red interior.

The Mercury Eight was manufactured from 1939-1951 with a total of three generations. Produced in many variations including coupes, sedans, and a station wagon. This successful third generation was built from... See More

Milwaukee

Powered by a 303 Rocket V8 engine with an Automatic transmission. Black exterior. Tan interior.

By 1951 the 88 was the entry level model in the Oldsmobile line up. This was the first year all Oldsmobile's came exclusively with the Rocket V-8. The rocket engine was... See More

Milwaukee

Powered by a 350 CID Small Block engine with a 3-Speed Automatic transmission. Black exterior. Gray interior.

In 1912 General Motors patented the GMC truck name and the rest is history. GMC has become known for building dependable trucks that have become the workhorse of America. During the... See More

Milwaukee

Powered by a Flathead Inline 6 I6 engine with a 3-Speed Manual transmission. Green exterior. Red/Grey interior.

The F-series was first introduced in 1948 as a half-ton pickup. The first- generation F-1 was built from 1948-1952. This post war pickup was an instant hit with over 108,000 units... See More

Milwaukee

Powered by a 396 CID Small Block V-8 Stroker engine with a 4-Speed Automatic transmission. Navy exterior. Burgundy interior.

The Mercury eight was produced from 1939-1951 as a full-sized model. Spanning three generations which included many models including coupes, sedans, convertibles, and station wagons. The third generation (1949-1951) Mercury coupe... See More

Milwaukee

Powered by a Crate GM 350 V8 engine with a 3-Speed Manual transmission. Tan exterior. Brown interior.

The first Willys Jeep was produced in 1940 for military use with Jeep manufacturing the first civilian use Willys in 1945. The success of Jeep opened up a whole new 4X4... See More

Milwaukee

1956 Chevrolet Bel Air

2 Door Hardtop

Powered by a 454 V8 engine with a Turbo 400 Automatic transmission. Blue/White exterior. White/Blue interior.

The second- generation Bel Air was manufactured from 1955-1957. Body styles included two-door, four-door, and station wagon platforms. Chevrolet marketed the Bel Air as flagship full size offering with upscale features.... See More

New Arrival

Powered by a 383 Stroker V8 engine with a TH 200 4R Automatic transmission. Turquoise exterior. Turquoise interior.

The second- generation Bel Air was manufactured from 1955-1957. Body styles included two-door, four-door, and station wagon platforms. Chevrolet marketed the Bel Air as flagship full size offering with upscale features.... See More

Milwaukee

1957 Ford Thunderbird

Conv Retract Hardtop

Powered by a 312 V8 4 Barrel engine with a 2-Speed Automatic transmission. Starmist Blue/White exterior. 2 tone Blue interior.

The frame, gas tank, brake lines, the whole car looks just as it should. The Thunderbird shows beautifully with its Starmist Blue coat of paint matched nicely to a 2-tone blue... See More

Milwaukee

Powered by a 406 Small Block V-8 engine with a 4-Speed Manual transmission. White exterior. Red interior.

The Corvette is as American as apple pie. With over 60 years of production and eight design changes the Corvette has withstood the test of time. In 1953 the first Corvette... See More

Milwaukee

Powered by a 351 CID Windsor V8 engine with a 3-Speed Automatic transmission. Burgundy exterior. White interior.

The Fairlane was manufactured from 1955-1970 to fill the mid-sized car segment in the Ford lineup. Produced through seven different generations in many body styles including two-door, four door, station wagons... See More

Milwaukee

Powered by a 350 CID V-8 Small Block engine with a 4-Speed Manual transmission. Blue exterior. Blue interior.

The 1957 Chevrolet has become an icon in the classic car market. It is probably one of the most recognizable body styles to date. The 1957 Chevy was given a lower... See More

Milwaukee

1958 MG MGA

Convertible

Powered by a 1489CC 4CYL engine with a 4-Speed Manual transmission. Red exterior. Black interior.

The MGA was produced from 1955-1962. Built as either a coupe or roadster. The newly designed MGA was a marketing success for MG with over 101,000 units sold by the end... See More

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Rel. November 18, 2022