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Used Pontiac Chieftain For Sale Under $50,000 (70 results)

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Make:Pontiac
Model:Chieftain
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1958 pontiac chieftain convertible bonneville tribute
1958 pontiac chieftain convertible bonneville tribute
This striking 1958 Pontiac Chieftain Convertible has undergone a remarkable transformation into a Bonneville Tribute. It features a rebuilt 370-cu.in. V-8 engine and was fully restored in 2006. With its Rangoon Red and Graystone White exterior, it's a true eye-catcher
34,016 mi.
Rangoon red/graystone white
Convertible
automatic
gasoline
$47,775
1955 pontiac chieftain
1955 pontiac chieftain
Classic 1955 Pontiac Chieftain, beautifully maintained and ready to hit the road. A timeless piece of automotive history with automatic transmission
90,000 mi.
automatic
Cadillac, MI
$43,995
1959 pontiac chieftain
1959 pontiac chieftain
Explore this beautifully restored 1959 Pontiac Chieftain Coupe, featuring a power-coated frame, shaved doors, custom interior, and a powerful 455 fuel-injected engine. A true classic with vintage styling and modern amenities!
29,750 mi.
Coupe
automatic
gasoline
Charlottesville, VA
$41,600
1955 pontiac chieftain
1955 pontiac chieftain
This stunning 1955 Pontiac Chieftain features a delightful Iris Mist Metallic exterior, paired beautifully with matching interior. It comes with a clear title and automatic transmission, making it a classic beauty ready for its next owner
75,214 mi.
Iris mist metallic /
automatic
Simi Valley, CA
$39,900
1955 pontiac chieftain
1955 pontiac chieftain
This 1955 Pontiac Chieftain Catalina Hardtop is a unique cruiser featuring stunning Iris Mist Metallic with Lavender two-tone paint, comfortable cloth interior, vintage A/C, and powered by an early 70s GTO 400 V8
75,214 mi.
Iris mist metallic /lavender
Hardtop
automatic
gasoline
Simi Valley, CA
$39,900
1952 pontiac chieftain in pittsburgh, pennsylvania
1952 pontiac chieftain in pittsburgh, pennsylvania
Discover the classic allure of this stunning 1952 Pontiac Chieftain, a rare gem in the world of vintage cars. Its beauty and heritage make it a must-have for collectors
Pittsburgh, PA
$39,500
1956 pontiac chieftain
1956 pontiac chieftain
This stunning 1956 Pontiac Chieftain features a flawless Sun Beige Yellow and White exterior with a beautifully conditioned gray and white vinyl interior. It's powered by a robust 370ci V8 engine and showcases rare details like a lighted hood ornament
140 mi.
2 door station wagon
automatic
gasoline
Salt Lake City, UT
$38,800
1951 pontiac chieftain in mundelein, illinois
1951 pontiac chieftain in mundelein, illinois
This stunning 1951 Pontiac Chieftain Convertible features a classic cream exterior that perfectly complements its burgundy interior, making it a true gem for any classic car enthusiast
Cream
Convertible
Mundelein, IL
$37,900
1955 pontiac chieftain
1955 pontiac chieftain
Introducing the classic 1955 Pontiac Chieftain, a stunning vehicle with low mileage of just 19,769 miles. It's powered by an automatic transmission and runs on gasoline, making it a perfect blend of vintage style and modern ease
19,769 mi.
Unspecified
automatic
gasoline
Charlottesville, VA
$35,600
1953 pontiac chieftain
1953 pontiac chieftain
Discover the classic charm of this 1953 Pontiac Chieftain Coupe. Featuring a smooth automatic transmission and an 8-cylinder engine, this beauty boasts additional highlights like a sun visor and a continental kit
48,000 mi.
Coupe
automatic
gasoline
Memphis, TN
$33,200
1955 pontiac chieftain in concord, north carolina
1955 pontiac chieftain in concord, north carolina
This stunning 1955 Pontiac Chieftain promises timeless style and a classic driving experience, perfect for any enthusiast looking to own a piece of automotive history
Concord, NC
$31,995
1957 pontiac chieftain in nashville, illinois
1957 pontiac chieftain in nashville, illinois
Discover the classic beauty of a 1957 Pontiac Chieftain 2-door hard top, featuring a strong design and timeless appeal. A true collector's gem!
Hard top
Nashville, IL
$31,990
1955 pontiac chieftain
1955 pontiac chieftain
Experience a piece of automotive history with this stunning 1955 Pontiac Chieftain Catalina Coupe De Luxe, combining classic charm with modern convenience
57,647 mi.
Unspecified
automatic
gasoline
Miami Beach, FL
$31,100
1950 pontiac chieftain
1950 pontiac chieftain
This stunning 1950 Pontiac Chieftain convertible features a striking purple exterior and a spotless black interior along with a well-functioning convertible top. It's powered by a smooth-shifting I8 engine for an enjoyable ride
3,032 mi.
Purple
Convertible
automatic
gasoline
New York, NY
$31,100
1955 pontiac chieftain
1955 pontiac chieftain
Step back in time with this stunning 1955 Pontiac Chieftain, finished in a beautiful Emerald Green/Light Green combination. Perfect for collectors or enthusiasts looking for classic charm
38,074 mi.
Emerald green/light green
Concord, NC
$30,995
1938 pontiac chieftain
1938 pontiac chieftain
This 1938 Pontiac Chieftain is a stunning classic with an elegant copper exterior and a stylish black interior. Equipped with an automatic transmission, it offers a smooth ride that complements its timeless charm
13,695 mi.
Copper
automatic
Brantford
$29,988
1955 pontiac chieftain
1955 pontiac chieftain
This stunning 1955 Pontiac Chieftain features a two-tone brown exterior, vintage A/C, and is in excellent condition with only 18,507 miles. It runs smoothly and is ready to be enjoyed immediately!
18,507 mi.
Two-tone-brown
automatic
gasoline
Grand Rapids, MI
$28,900
1955 pontiac chieftain
1955 pontiac chieftain
This stunning 1955 Pontiac Chieftain combines classic brown exterior and interior colors, making it a standout vintage vehicle. Experience the elegance of its automatic transmission and cherish a piece of automotive history
18,507 mi.
Brown
automatic
Kentwood, MI
$28,900
1951 pontiac chieftain
1951 pontiac chieftain
This stunning 1951 Pontiac Chieftain in vibrant green awaits a new owner. With classic styling and rich history, it’s a perfect collector’s item
5,000 mi.
Green
Arlington, TX
$28,000
1957 pontiac chieftain coral & white 99283 miles 4 speed automatic
1957 pontiac chieftain coral & white 99283 miles 4 speed automatic
Discover this stunning 1957 Pontiac Chieftain with a complete frame-off restoration, featuring glossy Coral and White paint, a powerful 347ci V8 engine, and classic whitewall tires – a gem for collectors!
99,283 mi.
Sedan
automatic
gasoline
Chicago, IL
$26,400
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