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 82 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

103

1940 Ford Coupe

Custom

17k mi TMU

Automatic

LHD

For Sale

$52,000*

Jan 31, 2026

Caledonia, Wisconsin, USA

119

1940 Willys Coupe

Custom

8k mi TMU

Automatic

LHD

For Sale

$86,000*

Jan 31, 2026

Caledonia, Wisconsin, USA

171

1955 Ford Fairlane Sunliner

Original & Highly Original

86k mi TMU

Manual

LHD

For Sale

$33,000*

Jan 21, 2026

Caledonia, Wisconsin, USA

106

1965 Pontiac Tempest

Modified

51k mi TMU

Manual

LHD

For Sale

$55,000*

Jan 21, 2026

Caledonia, Wisconsin, USA

204

1968 Chevrolet Chevelle SS-396/ L35

Modified

5k mi TMU

Manual

LHD

For Sale

$80,000*

Jan 21, 2026

Caledonia, Wisconsin, USA

111

2003 Jaguar XK8

Original & Highly Original

48k mi

Automatic

LHD

For Sale

$16,500*

Jan 21, 2026

Caledonia, Wisconsin, USA

211

1968 Pontiac GTO

Original & Highly Original

68k mi TMU

Manual

LHD

For Sale

$102,000*

Jan 21, 2026

Caledonia, Wisconsin, USA

2003 Triumph Bonneville

Original & Highly Original

6k mi

Manual

Center

For Sale

$5,500*

Jan 21, 2026

Caledonia, Wisconsin, USA

2014 Ford Mustang GT

Modified

44k mi

Manual

LHD

Last Asking

$48,000

Jun 27, 2026

Details

2014 Ford Mustang GT

Last Asking

$48,000

Jun 27, 2026

VIN: 1ZVBP8CF4E5200700

44k 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: Manual
Handedness: LHD
There are 37 Ford Mustang GT - Standard Variants (2010 to 2014) for sale right now.

Vehicle Details

Dealer's Website

Racine, Wisconsin, USA

2008 Hummer H3 Alpha

Original & Highly Original

84k mi

Automatic

LHD

Last Asking

$28,000

Jun 27, 2026

Details

2008 Hummer H3 Alpha

Last Asking

$28,000

Jun 27, 2026

VIN: 5GTEN1

84k mi
Location: Racine, 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 29 Hummer H3 (2005 to 2010) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1951 Mercury Eight

Original & Highly Original

10k mi TMU

Automatic

LHD

Last Asking

$48,000

Jun 23, 2026

Details

1951 Mercury Eight

Last Asking

$48,000

Jun 23, 2026

VIN: 51SL104220M

10k 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 30 Mercury Eight - 3rd Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1993 Jeep Wrangler S

Modified

98k mi TMU

Manual

LHD

Last Asking

$34,000

Jun 21, 2026

Details

1993 Jeep Wrangler S

Last Asking

$34,000

Jun 21, 2026

VIN: 1J4FY19P6PP258544

98k 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 38 Jeep Wrangler - YJ for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1987 Ford Escort (Europe)

Original & Highly Original

19k mi TMU

Automatic

LHD

Last Asking

$13,000

Jun 18, 2026

Details

1987 Ford Escort (Europe)

Last Asking

$13,000

Jun 18, 2026

VIN: 2FABP2

19k 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 0 Ford Escort - Mk4 for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1987 Chevrolet Monte Carlo SS Aerocoupe

Original & Highly Original

31k mi

Automatic

LHD

Last Asking

$43,000

Jun 5, 2026

Details

1987 Chevrolet Monte Carlo SS Aerocoupe

Last Asking

$43,000

Jun 5, 2026

VIN: 1G1GZ11G3HP127875

31k 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 25 Chevrolet Monte Carlo - 4th Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1996 Chevrolet Camaro Z28 Convertible

Original & Highly Original

64k mi

Automatic

LHD

Last Asking

$15,500

May 31, 2026

Details

1996 Chevrolet Camaro Z28 Convertible

Last Asking

$15,500

May 31, 2026

VIN: 2G1FP32P1T2128874

64k 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 91 Chevrolet Camaro Z28 - 4th Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1965 Ford Mustang Hardtop

Custom

88k mi TMU

Automatic

LHD

Last Asking

$34,000

May 23, 2026

Details

1965 Ford Mustang Hardtop

Last Asking

$34,000

May 23, 2026

VIN: 5R07T221193

88k 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 19 Ford Mustang - Custom - 1st Gen (1964 to 1966) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1971 AMC Hornet

Modified

26k mi TMU

Automatic

LHD

Last Asking

$35,000

May 23, 2026

Details

1971 AMC Hornet

Last Asking

$35,000

May 23, 2026

VIN: A1A060E707928

26k 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 2 AMC Hornet - Standard Variants (1970 to 1977) for sale right now.

Vehicle Details

Dealer's Website

1994 Cadillac Fleetwood Brougham d'Elegance

Caledonia, Wisconsin, USA

1994 Cadillac Fleetwood Brougham d'Elegance

Original & Highly Original

41k mi

Automatic

LHD

Last Asking

$19,500

May 22, 2026

Details

1994 Cadillac Fleetwood Brougham d'Elegance

Last Asking

$19,500

May 22, 2026

VIN: 1G6DW52P7RR717689

41k 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 Cadillac Fleetwood - 2nd Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1983 Fiat 124 Sport Spider

Original & Highly Original

20k mi TMU

Manual

LHD

Last Asking

$17,500

May 21, 2026

Details

1983 Fiat 124 Sport Spider

Last Asking

$17,500

May 21, 2026

VIN: ZFRAS00B9D5503054

20k 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 22 Fiat 124 Sport Spider (1965 to 1985) for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1971 Cadillac Eldorado

Original & Highly Original

61k mi

Automatic

LHD

Last Asking

$18,500

May 16, 2026

Details

1971 Cadillac Eldorado

Last Asking

$18,500

May 16, 2026

VIN: 693671Q417588

61k 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 144 Cadillac Eldorado for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1962 Chevrolet Impala 2 Door Hardtop

Custom

5k mi TMU

Automatic

LHD

Last Asking

$58,000

May 14, 2026

Details

1962 Chevrolet Impala 2 Door Hardtop

Last Asking

$58,000

May 14, 2026

VIN: 21847J188092

5k 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 39 Chevrolet Impala - 3rd Gen for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1978 Ford F-100 Ranger Lariat

Modified

19k mi TMU

Manual

LHD

Last Asking

$33,000

May 13, 2026

Details

1978 Ford F-100 Ranger Lariat

Last Asking

$33,000

May 13, 2026

VIN: F10BLCC5061

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: Manual
Handedness: LHD
There are 6194 Ford for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1976 Jeep CJ-7

Modified

88k mi TMU

Automatic

LHD

Last Asking

$32,000

May 12, 2026

Details

1976 Jeep CJ-7

Last Asking

$32,000

May 12, 2026

VIN: J6F93EH022731

88k 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 152 Jeep CJ for sale right now.

Vehicle Details

Dealer's Website

Caledonia, Wisconsin, USA

1997 Mercury Cougar XR-7

Original & Highly Original

42k mi

Automatic

LHD

Last Asking

$17,000

May 6, 2026

Details

1997 Mercury Cougar XR-7

Last Asking

$17,000

May 6, 2026

VIN: 1MELM6

42k 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 1 Mercury Cougar - 7th Gen for sale right now.

Vehicle Details

Dealer's Website

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Gateway Classic Cars - Milwaukee

1929 Ford Model A

1940 Ford Coupe

1940 Willys Coupe

1955 Ford Fairlane Sunliner

1965 Pontiac Tempest

1968 Chevrolet Chevelle SS-396/ L35

2003 Jaguar XK8

1968 Pontiac GTO

2003 Triumph Bonneville

2014 Ford Mustang GT

2008 Hummer H3 Alpha

1951 Mercury Eight

1993 Jeep Wrangler S

1987 Ford Escort (Europe)

1987 Chevrolet Monte Carlo SS Aerocoupe

1996 Chevrolet Camaro Z28 Convertible

1965 Ford Mustang Hardtop

1971 AMC Hornet

1994 Cadillac Fleetwood Brougham d'Elegance

1983 Fiat 124 Sport Spider

1971 Cadillac Eldorado

1962 Chevrolet Impala 2 Door Hardtop

1978 Ford F-100 Ranger Lariat

1976 Jeep CJ-7

1997 Mercury Cougar XR-7

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