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Recently Sold Classic Cars In Chicago

13 Classics Recently Sold

13 Vehicles Found

Chicago

1958 GMC Custom

Stepside

This Green/Flames, with Beige interior, 1958 Custom is powered by a LS3 Truck V8 engine with a 4-Speed Automatic transmission.
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$49,000

2450-CHI

168 Views

1958 GMC Custom

View Description

Experience the blend of classic charm and modern performance with this stunning 1958 GMC Custom Stepside. Featuring a vibrant green exterior adorned with eye-catching flame accents, this truck stands out in any crowd. Beneath the hood, you'll find a powerful LS 3 Truck V8 engine paired seamlessly with a 4-speed automatic transmission, offering both reliability and exhilarating performance. Step inside to discover a beautifully crafted beige leather interior that promises comfort and style. The cabin is equipped with a range of features to enhance your driving experience, including air conditioning to keep you cool on warm days and an AM/FM radio with a CD player for your listening pleasure. The leather interior adds a touch of luxury, ensuring that every journey is as enjoyable as the destination. This 1958 GMC Custom Stepside is designed for convenience and ease of use. It comes with power brakes and power steering, making it simple to handle whether you're cruising down the highway or navigating city streets. Power windows add to the comfort, allowing...

Chicago

1956 Ford F-100 Custom

This Yellow, with Tan interior, 1956 F-100 Custom is powered by a 351 V8 engine with a C4 Automatic transmission.
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$40,000

2472-CHI

124 Views

1956 Ford F-100 Custom

View Description

This vintage beauty captures the essence of mid-century Americana with its striking yellow exterior that commands attention wherever it goes. Its timeless design exudes a sense of nostalgia, making it a true icon for enthusiasts and collectors alike. Slide into the cabin, and you'll be greeted by the inviting warmth of a tan leather interior. The craftsmanship is evident in every stitch, offering a comfortable and stylish driving experience. Complementing the classic feel is a set of modern conveniences that enhance your journey. The air conditioning ensures a pleasant atmosphere, while the AM/FM radio and CD player provide entertainment options for every drive. Under the hood lies a robust 351 V8 engine, paired seamlessly with a C4 automatic transmission. This combination promises a driving experience that is both powerful and smooth. Handling is made effortless with power steering, and the tilt steering wheel allows for personalized comfort and control. Additionally, power brakes...

Chicago

1966 Pontiac GTO

This Blue, with Black interior, 1966 GTO is powered by a 400 V8 engine with a 3-Speed Automatic transmission.
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$34,000

2367-CHI

173 Views

1966 Pontiac GTO

View Description

Presenting a classic embodiment of American automotive engineering, the 1966 Pontiac GTO offers a captivating combination of style, power, and iconic design. This model boasts a striking blue exterior that captures attention and highlights the timeless elegance of this muscle car. The bold hue is complemented by a sleek black interior, creating a sophisticated and dynamic contrast that enhances the overall aesthetic appeal. Under the hood, this Pontiac GTO is equipped with a formidable 400 V8 engine, providing an exhilarating driving experience that muscle car enthusiasts cherish. Paired with a 3-speed automatic transmission, this vehicle ensures smooth and responsive handling, making it a joy to drive whether cruising down the highway or navigating city streets. The power steering feature offers added convenience and ease of maneuverability, adding to the driving enjoyment. Inside, the GTO features a classic vinyl interior that echoes the style of the era while providing...

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Chicago

1968 Chevrolet Impala

Wagon

This Black/White, with Red interior, 1968 Impala is powered by a 350 V8 engine with a 3-Speed Automatic transmission.
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$33,000

2402-CHI

119 Views

1968 Chevrolet Impala

View Description

Introducing a timeless classic that embodies a blend of style and performance: the 1968 Chevrolet Impala Wagon. This iconic vehicle features a striking exterior with a black and white color scheme that is sure to turn heads wherever you go. Step inside to find a vibrant red interior that offers a sharp contrast, enhancing the overall visual appeal and providing a comfortable and inviting atmosphere for both driver and passengers. Under the hood, this 1968 Chevrolet Impala Wagon is powered by a robust 350 V8 engine, paired with a smooth 3-speed automatic transmission. This combination ensures a driving experience that is both powerful and responsive, making every journey enjoyable and memorable. The vehicle comes equipped with power brakes and power steering, providing you with enhanced control and ease of handling. These features contribute to a more relaxed and confident driving experience, especially on longer trips. Additionally, the wagon includes seatbelts for all passengers, emphasizing safety without compromising...

Chicago

1987 Mercedes-Benz 560SL

This Champagne, with Dark Brown interior, 1987 560SL is powered by a 5.6 LTR V8 engine with an Automatic transmission.
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$32,000

2321-CHI

161 Views

1987 Mercedes-Benz 560SL

View Description

This vehicle is a true testament to the craftsmanship and design of the era. The exterior is a timeless brown, a color that exudes a sense of sophistication and style. Experience the timeless elegance of the 1987 Mercedes-Benz 560SL. This luxurious ride, coated in a sophisticated champagne exterior, creates an unparalleled statement on the roads. Paired with a rich, dark brown leather interior, this vehicle exudes a combination of refinement and comfort that Mercedes-Benz is renowned for. Under the hood, the 560SL features a powerful 5. 6 L V8 engine, delivering robust performance that is effortlessly managed by the smooth automatic transmission. It's not just about power, it's about the control and smoothness that makes every journey an experience in itself. When it comes to features, this 1987 Mercedes-Benz 560SL doesn't disappoint. Tune into your favorite AM/FM radio stations or rewind back in time with the cassette tape player. Cruise control provides a helping hand on longer journeys, allowing you to maintain a constant speed and concentrate on the road. Experience true comfort with seats providing lumbar support, designed to reduce fatigue and enhance your driving experience. The Mercedes-Benz's leather...

Chicago

1956 Ford Mainline

This White, with Red interior, 1956 Mainline is powered by a 292 Y Block V8 engine with an Automatic transmission.
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$27,000

2433-CHI

98 Views

Chicago

1930 Ford Model A

Convertible Deluxe Roadster

This Dark Blue, with Brown interior, 1930 Model A is powered by a 200.5 4 Cylinder engine with a 4-Speed Manual transmission.
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$25,000

2313-CHI

202 Views

Chicago

2015 Ford Mustang

Convertible

This White, with Black/Leather interior, 2015 Mustang is powered by a 3.7 LTR V6 engine with an Automatic transmission.
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$25,000

2461-CHI

63 Views

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Chicago

2006 Ford Mustang GT

Convertible

This White, with Tan interior, 2006 Mustang GT is powered by a 4.6 LTR V8 engine with an Automatic transmission.
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$24,000

2411-CHI

125 Views

Chicago

1967 Ford F-Series

F250 camper special

This White, with Green interior, 1967 F-Series is powered by a 352 V8 engine with a 3-Speed Automatic transmission.
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$20,000

2249-CHI

495 Views

Chicago

1995 GMC Sierra

Stepside 4X4

This Green, with Gray interior, 1995 Sierra is powered by a 5.7 V8 engine with an Automatic transmission.
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$17,500

2379-CHI

212 Views

Chicago

1999 Mercedes-Benz SL500

Convertible

This Red, with Tan interior, 1999 SL500 is powered by a 5.0 V8 engine with a 4 Plus Overdrive Automatic transmission.
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$17,000

2414-CHI

81 Views

Chicago

1950 Plymouth Deluxe

This Blue, with Gray interior, 1950 Deluxe is powered by a I6 engine with a Manual transmission.
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$16,500

2430-CHI

76 Views

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