Used Red Chrysler Windsor For Sale (23 results)
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(1)Original interior

1950 chrysler windsor highlander convertible
This stunning 1950 Chrysler Windsor Highlander Convertible features a striking Pepper Red exterior and a comfortable red leather interior with plaid inserts. It runs smoothly with its 251ci inline-six engine and semi-automatic transmission
39,000 mi.
Red
automatic
gasoline
$31,000

1955 chrysler windsor convertible barn find
Discover this stunning 1955 Chrysler Windsor Deluxe Convertible, a rare barn-find featuring original red exterior and interior. This classic needs total restoration, showcasing its vintage charm and factory wire wheels
Convertible
1 mi.
Red

automatic
$1,500,000

1961 chrysler windsor
This classic 1961 Chrysler Windsor is a striking red 4-door sedan, in great shape with low mileage after spending years in a barn. A strong runner with a unique push-button automatic transmission, it awaits a bit of interior upholstery work
Sedan
60,000 mi.
Red

automatic
gasoline

1950 chrysler windsor complete custom awesome cruiser
This stunning 1950 Chrysler Windsor features a complete custom build with a powerful 350 C.I V8 engine, automatic transmission, and flashy lavender paint with silver flames. Enjoy custom white and lavender piping interior with modernized gauges and a powerful stereo system
Steel body
Las Vegas, NV
2,890 mi.
Purple

automatic

1955 chrysler windsor convertible barn find, no reserve
This 1955 Chrysler Windsor Deluxe is a barn find with a striking Navajo Red exterior. Although it requires a total restoration, it features original paint and interior, and comes with factory wire wheels. A rare opportunity for classic car enthusiasts
Convertible
1 mi.
Red

automatic

1949 chrysler windsor convertible, 350ci, auto th400 trans, a/c, power options!
This stunning 1949 Chrysler Windsor Convertible is truly one of a kind, featuring a modernized interior with leather wrapping, power top, and ICE COLD AIR! With only 3670 miles since restoration, it's ready for cruising in style
3,670 mi.
Red
automatic
gasoline
$4,500,000

1950 chrysler windsor convertible street rod
Experience the beauty of this stunning 1950 Chrysler Windsor Convertible, featuring a Viper Red exterior and a beige interior. With only 3,051 miles since a complete frame-off restoration, this classic is a true head turner with all the power you need
Convertible
3,051 mi.
Red

automatic
gasoline

1955 chrysler windsor nassau deluxe
This stunning 1955 Chrysler Windsor Nassau Deluxe combines style and comfort, boasting a striking red and white exterior, black leathercloth interior, and a powerful 301 V-8 engine. This classic is perfect for cruising down the highway
2 door hard top
76,758 mi.
Red

automatic
gasoline
$25,000

rod & custom magazine car 1957 barris bailon kustom
This unique 1950 Chrysler Windsor convertible, customized in the 1950s, features classic touches like Cadillac bumpers and Lincoln taillights. It runs freely with some rust needing repair, and it's an originally Californian car with a fascinating custom history
Convertible
24,529 mi.
Red

automatic
gasoline

antique car, old american car, chrysler 1950
This classic 1950 Chrysler Windsor is a beautiful red beauty with a running engine. It needs some interior work and a clear coat for the paint - perfect for someone who appreciates vintage cars
99,999 mi.
Red
automatic
gasoline

1955 chrysler windsor convertible & 1956 chrysler new yorker sedan
Discover a rare 1955 Chrysler Windsor Convertible, a straight car requiring restoration with classic lines. It features factory red paint, original door panels, and includes factory wire wheels with white wall tires. A true barn find with great potential!
Convertible
Red

$1,350,000

1955 chrysler windsor nassau deluxe no reserve
This 1955 Chrysler Windsor Nassau is a classic beauty, featuring a striking red and white exterior, automatic transmission, and a comfortable black leathercloth interior. With its powerful 301 V-8 engine and several new components, it's perfect for classic car enthusiasts looking for a reliable ride
2 door hard top
76,758 mi.
Red

automatic
gasoline
$17,999

1949 chrysler windsor convertible, 350ci v8, power top / vintage air / custom!
Experience a one-of-a-kind 1949 Chrysler Windsor Convertible featuring a modern powertrain, stylish leather interior, and ICE COLD AIR, perfect for cruising in style!
Convertible
3,670 mi.
Red

automatic
gasoline
$4,500,000

1955 chrysler windsor
This stunning 1955 Chrysler Windsor stands out with its vibrant red exterior complemented by a classic tan and black interior, featuring an automatic transmission for smooth driving
Ramsey, MN
29,120 mi.
Red
automatic
$37,980

1955 chrysler windsor convertible barn find, rebuilt engine and transmission
This stunning 1955 Chrysler Windsor Convertible in Navajo Red is a rare barn find. With original paint, interior, and optional wire wheels, it only needs minor restoration to be road-ready
Convertible
1 mi.
Red

automatic
$1,690,000

1940 chrysler windsor convertible aaca senior classic car prewar
This stunning 1940 Chrysler Windsor Series Convertible boasts a manual transmission and a meticulously detailed restoration. With only 3,873 miles, it features a rare overdrive transmission and was awarded AACA honors, making it an exquisite driver and a true collector's item
3,873 mi.
Red
manual
$5,750,000

beautiful 1960 chrysler windsor 2 door hardtop (mopar plymouth 1957 1958 1959)
This stunning 1960 Chrysler Windsor 2 Door Hardtop features a striking red and black exterior and interior, powered by a 383ci "Golden Lion" V8 engine, with a push-button Torque Flite automatic transmission, making it a unique and collectible classic car
999 mi.
Red
automatic
gasoline

1950 chrysler windsor highlander convertible
Experience classic elegance with this stunning 1950 Chrysler Windsor Highlander Convertible, featuring a striking Pepper Red exterior, luxurious red leather interior, and iconic chrome details, all powered by a reliable inline-six engine
Convertible
39,000 mi.
Red

automatic
gasoline
$31,000

1949 chrysler windsor inline 6 : barn find garaged for 25 years : no reserve
Explore this unique 1949 Chrysler Windsor, a classic sedan with a manual transmission. Stored for 25 years, it’s a complete vehicle perfect for restoration. Originally blue, it's been repainted burgundy, just waiting for a new owner to bring it back to life
Sedan
71,444 mi.
Burgundy

manual

1950 chrysler windsor
This stunning 1950 Chrysler Windsor in vibrant red boasts a mere 24,520 miles and automatic transmission, making it a classic gem that's ready to hit the road
2d hardtop
24,520 mi.
Red

automatic
$14,995
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