Gateway Classic Cars - Milwaukee

Caledonia, WI

https://www.gatewayclassiccars.com/contact/milwaukee-showroom

Gateway Classic Cars of Milwaukee offers a wide, curated selection of classic and collector vehicles for enthusiasts of all eras. Their inventory is designed to make exploring, buying, or selling collectible cars an enjoyable and nostalgic experience year-round.

For Sale

128

Historical Listings

183

Joined

2026

1929 Ford Model A

For Sale

$23,000*

VIN: A1534605

55k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Handedness: LHD
There are 81 Ford Model A (1928 to 1932) for sale right now.

Vehicle Details

Dealer's Website

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Showing 24 of 183 related listings

Caledonia, Wisconsin, USA

2016 Dodge Challenger R/T Scat Pack

Modified

11k mi

Automatic

LHD

Last Asking

$43,000

May 3, 2026

Details

2016 Dodge Challenger R/T Scat Pack

Last Asking

$43,000

May 3, 2026

VIN: 2C3CDZFJ8GH323289

11k mi
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 240 Dodge Challenger R/T - 3rd Gen (2009 to 2023) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1975 Mercury Grand Marquis

Original & Highly Original

1k mi TMU

Automatic

LHD

Last Asking

$17,000

May 3, 2026

Details

1975 Mercury Grand Marquis

Last Asking

$17,000

May 3, 2026

VIN: 5Z61A525617

1k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 3 Mercury Marquis - 2nd Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1965 Ford Mustang Hardtop

Modified

19k mi TMU

Automatic

LHD

Last Asking

$33,000

May 1, 2026

Details

1965 Ford Mustang Hardtop

Last Asking

$33,000

May 1, 2026

VIN: 5R07A217161

19k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 93 Ford Mustang Hardtop - 1st Gen (1964 to 1966) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1977 Chevrolet Corvette

Modified

47k mi TMU

Automatic

LHD

Last Asking

$33,000

May 1, 2026

Details

1977 Chevrolet Corvette

Last Asking

$33,000

May 1, 2026

VIN: 1Z37X7S403049

47k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 35 Chevrolet Corvette L82 - C3 (1973 to 1980) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1964 Buick Riviera

Original & Highly Original

81k mi TMU

Automatic

LHD

Last Asking

$49,000

Apr 23, 2026

Details

1964 Buick Riviera

Last Asking

$49,000

Apr 23, 2026

VIN: 7K1162486

81k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 66 Buick Riviera for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1969 Mercury Cougar

Modified

17k mi TMU

Automatic

LHD

Last Asking

$43,000

Apr 23, 2026

Details

1969 Mercury Cougar

Last Asking

$43,000

Apr 23, 2026

VIN: 9F92H568903

17k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 12 Mercury Cougar Base Model - 1st Gen (1967 to 1970) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1968 Ford Mustang Hardtop

Original & Highly Original

29k mi TMU

Automatic

LHD

Last Asking

$26,000

Apr 23, 2026

Details

1968 Ford Mustang Hardtop

Last Asking

$26,000

Apr 23, 2026

VIN: 8F01T177230

29k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 40 Ford Mustang Hardtop - 1st Gen (1967 to 1968) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1972 Oldsmobile 442

Modified

618 mi TMU

Automatic

LHD

Last Asking

$76,000

Apr 23, 2026

Details

1972 Oldsmobile 442

Last Asking

$76,000

Apr 23, 2026

VIN: 3J67K2

618 mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 40 Oldsmobile 442 - 2nd Gen (1968 to 1972) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1968 Chevrolet Chevelle Malibu

Modified

2k mi TMU

Manual

LHD

Last Asking

$52,000

Apr 23, 2026

Details

1968 Chevrolet Chevelle Malibu

Last Asking

$52,000

Apr 23, 2026

VIN: 13637B124032

2k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Manual
Handedness: LHD
There are 227 Chevrolet Chevelle Malibu - 2nd Gen (1968 to 1972) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1976 Cadillac Eldorado

Original & Highly Original

53k mi

Automatic

LHD

Last Asking

$36,000

Apr 18, 2026

Details

1976 Cadillac Eldorado

Last Asking

$36,000

Apr 18, 2026

VIN: 6L67S6Q176218

53k mi
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 140 Cadillac Eldorado for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1966 Ford Mustang Hardtop

Modified

8k mi TMU

Manual

LHD

Last Asking

$49,000

Apr 16, 2026

Details

1966 Ford Mustang Hardtop

Last Asking

$49,000

Apr 16, 2026

VIN: 6R07C149430

8k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Manual
Handedness: LHD
There are 93 Ford Mustang Hardtop - 1st Gen (1964 to 1966) for sale right now.

Vehicle Details

Dealer's Website

1956 Chevrolet 210 Handyman 2 Door Wagon

Caledonia, Wisconsin, USA

1956 Chevrolet 210 Handyman 2 Door Wagon

Modified

530 mi TMU

Automatic

LHD

Last Asking

$66,000

Apr 6, 2026

Details

1956 Chevrolet 210 Handyman 2 Door Wagon

Last Asking

$66,000

Apr 6, 2026

VIN: VB560020021

530 mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 113 Chevrolet 210 - 2nd Gen (1955 to 1957) for sale right now.

Vehicle Details

Dealer's Website

1978 Chevrolet Corvette Indy 500 Pace Car Edition

Caledonia, Wisconsin, USA

1978 Chevrolet Corvette Indy 500 Pace Car Edition

Original & Highly Original

48k mi

Automatic

LHD

Last Asking

$29,000

Apr 5, 2026

Details

1978 Chevrolet Corvette Indy 500 Pace Car Edition

Last Asking

$29,000

Apr 5, 2026

VIN: 1Z87L8S902885

48k mi
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 13 Chevrolet Corvette Indy Pace Car - C3 (1978) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1949 Chevrolet 3100 Pickup

Custom

8k mi TMU

Automatic

LHD

Last Asking

$50,000

Apr 4, 2026

Details

1949 Chevrolet 3100 Pickup

Last Asking

$50,000

Apr 4, 2026

VIN: GBM5097414GPB3621

8k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Custom

Highly modified and/or restored vehicles with uprated engine swaps, and/or body conversions. Generally, Restomod and Custom vehicles cannot be easily returned to their original factory specifications.
Transmission: Automatic
Handedness: LHD
There are 121 Chevrolet Advance Design for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

2001 Ford Mustang Cobra SVT

Original & Highly Original

66k mi

Manual

LHD

Last Asking

$18,500

Apr 1, 2026

Details

2001 Ford Mustang Cobra SVT

Last Asking

$18,500

Apr 1, 2026

VIN: 1FAFP46V61F234504

66k mi
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Handedness: LHD
There are 53 Ford Mustang SVT Cobra - SN-99 - 4th Gen (1999 to 2004) for sale right now.

Vehicle Details

Dealer's Website

1972 Chevrolet C10 Cheyenne Long Bed Pickup

Caledonia, Wisconsin, USA

1972 Chevrolet C10 Cheyenne Long Bed Pickup

Modified

30k mi TMU

Automatic

LHD

Last Asking

$46,000

Apr 1, 2026

Details

1972 Chevrolet C10 Cheyenne Long Bed Pickup

Last Asking

$46,000

Apr 1, 2026

VIN: CCE142J113121

30k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 124 Chevrolet C10 - 2nd Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1967 Chevrolet Caprice

9k mi

LHD

Last Asking

$22,000

Mar 31, 2026

Details

1971 Chevrolet Chevelle Malibu Convertible

Caledonia, Wisconsin, USA

1971 Chevrolet Chevelle Malibu Convertible

Original & Highly Original

16k mi TMU

Automatic

LHD

Last Asking

$43,000

Mar 31, 2026

Details

1971 Chevrolet Chevelle Malibu Convertible

Last Asking

$43,000

Mar 31, 2026

VIN: 136671R173986

16k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 227 Chevrolet Chevelle Malibu - 2nd Gen (1968 to 1972) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1966 Chevrolet El Camino

Modified

3 mi TMU

Manual

LHD

Last Asking

$27,000

Mar 31, 2026

Details

1966 Chevrolet El Camino

Last Asking

$27,000

Mar 31, 2026

VIN: 135806K159188

3 mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Manual
Handedness: LHD
There are 150 Chevrolet El Camino for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1951 Mercury Monterey

Modified

1k mi TMU

Automatic

LHD

Last Asking

$22,000

Mar 31, 2026

Details

1951 Mercury Monterey

Last Asking

$22,000

Mar 31, 2026

VIN: 51SL15411M

1k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 208 Mercury for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1964 Chevrolet Chevelle Malibu SS

Modified

17k mi TMU

Automatic

LHD

Last Asking

$55,000

Mar 31, 2026

Details

1964 Chevrolet Chevelle Malibu SS

Last Asking

$55,000

Mar 31, 2026

VIN: 45837A127879

17k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Automatic
Handedness: LHD
There are 17 Chevrolet Chevelle Malibu SS - 1st Gen (1964 to 1965) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1951 Oldsmobile 88 Rocket

Original & Highly Original

30k mi TMU

Automatic

LHD

Last Asking

$18,000

Mar 31, 2026

Details

1951 Oldsmobile 88 Rocket

Last Asking

$18,000

Mar 31, 2026

VIN: 518L9226

30k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 7 Oldsmobile 88 - 1st Gen (1949 to 1953) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1979 MG B Roadster

Modified

6k mi TMU

Manual

LHD

Last Asking

$25,000

Mar 31, 2026

Details

1979 MG B Roadster

Last Asking

$25,000

Mar 31, 2026

VIN: GHN5UL485364G

6k mi TMU
Location: Caledonia, Wisconsin, USA
Originality: Modified

Vehicles with a period-correct engine and body, with multiple significant modifications such as change in color, increased displacement, added performance equipment (Turbo, Supercharger), spoilers or bumpers, etc. Generally, removable modifications.
Transmission: Manual
Handedness: LHD
There are 77 MG B Roadster (1962 to 1981) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1999 Jaguar XK8

Original & Highly Original

80k mi

Automatic

LHD

Last Asking

$12,500

Mar 31, 2026

Details

1999 Jaguar XK8

Last Asking

$12,500

Mar 31, 2026

VIN: SAJGX204XXC031467

80k mi
Location: Caledonia, Wisconsin, USA
Originality: Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Handedness: LHD
There are 69 Jaguar XK8 - 1st Gen (1996 to 2006) for sale right now.

Vehicle Details

Dealer's Website

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Gateway Classic Cars - Milwaukee

1929 Ford Model A

2016 Dodge Challenger R/T Scat Pack

1975 Mercury Grand Marquis

1965 Ford Mustang Hardtop

1977 Chevrolet Corvette

1964 Buick Riviera

1969 Mercury Cougar

1968 Ford Mustang Hardtop

1972 Oldsmobile 442

1968 Chevrolet Chevelle Malibu

1976 Cadillac Eldorado

1966 Ford Mustang Hardtop

1956 Chevrolet 210 Handyman 2 Door Wagon

1978 Chevrolet Corvette Indy 500 Pace Car Edition

1949 Chevrolet 3100 Pickup

2001 Ford Mustang Cobra SVT

1972 Chevrolet C10 Cheyenne Long Bed Pickup

1967 Chevrolet Caprice

1971 Chevrolet Chevelle Malibu Convertible

1966 Chevrolet El Camino

1951 Mercury Monterey

1964 Chevrolet Chevelle Malibu SS

1951 Oldsmobile 88 Rocket

1979 MG B Roadster

1999 Jaguar XK8

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