Used 1955 Chrysler Windsor For Sale (23 results)

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Year:1955

Make:Chrysler

Model:Windsor

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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

1 mi.

Red

Convertible

automatic

$1,500,000

$1,474,005 above average

mostly original car respray nice interior 301ci poly v8

This stunning 1955 Chrysler Windsor Sedan boasts original California charm and classic styling. With only 37,045 miles on the clock and a fresh respray, it’s a piece of automotive history

37,045 mi.

White

automatic

63950 miles 301 v8 automaticv8 sedan

Step back in time with this rare 1955 Chrysler Windsor 4 Door Deluxe Sedan, featuring an original V8 engine, surging power, and a beautiful rust-free body, all complemented by desirable factory options such as air conditioning and power windows

63,950 mi.

White

automatic

gasoline

$2,550,000

$2,524,005 above average

1955 chrysler windsor deluxe sedan blue rwd automatic deluxe

This classic 1955 Chrysler Windsor Deluxe is an original that needs some work. With a stylish blue exterior, it's a unique find for vintage car enthusiasts

127,083 mi.

Blue

automatic

gasoline

1955 chrysler windsor deluxe 4 door garage find iowa 94k original miles 2 owner

Discover this classic 1955 Chrysler Windsor Deluxe, a true piece of history with a fascinating backstory. While it’s not currently running, it has solid potential and comes with valuable extras like an Iowa title and service manuals

94,035 mi.

Blue

automatic

gasoline

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

1 mi.

Red

Convertible

automatic

1955 chrysler windsor with imperial grilles (300 replica)

This stunning 1955 Chrysler Windsor Imperial features a 331 Hemi engine and boasts upgraded suspension from a 1981 Camaro with disc brakes. A classic with additional parts available, ready for restoration!

2d hardtop

1955 chrysler windsor in boulder city, nevada

Step back in time with this stunning 1955 Chrysler Windsor, a collector's dream that embodies classic elegance and vintage charm. Perfect for classic car enthusiasts!

Boulder City, NV

$25,995

$0 above average

1955 chrysler windsor deluxe newport 300

This beautiful 1955 Chrysler Windsor Deluxe boasts a stunning turquoise exterior and only 81,121 miles. With its original drivetrain and a well-preserved interior, this classic runs and drives like a dream, making it a true collector's find

81,121 mi.

Turquoise

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

76,758 mi.

Red

2 door hard top

automatic

gasoline

$25,000

$995 below average

for sale: 1955 chrysler windsor in parkers prairie, minnesota for sale in parkers prairie, mn

For sale is a 1955 Chrysler Windsor convertible. It requires restoration with a rusted frame and missing parts, but includes original side windows and components for a conversion

Convertible

Parkers Prairie, MN

$1,501

$24,494 below average

1955 chrysler windsor

Classic 1955 Chrysler Windsor available for just $1500! A timeless beauty from the 50s, perfect for collectors and enthusiasts. Don't miss this chance to own a piece of automotive history!

Parkers Prairie, MN

$1,500

$24,495 below average

1955 chrysler windsor deluxe nassau coupe

This 1955 Chrysler Windsor Deluxe Nassau Coupe is a classic beauty with a smooth-running engine, excellent interior condition, and no body damage. It boasts original features and Kelsey Hayes wire wheels, making it a great addition for car enthusiasts

4,905 mi.

Black

automatic

gasoline

1955 chrysler windsor in boulder city, nevada

This stunning 1955 Chrysler Windsor is a true collectors dream, promising timeless elegance and classic appeal for car enthusiasts

Boulder City, NV

$25,995

$0 above average

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!

Red

Convertible

$1,350,000

$1,324,005 above average

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

76,758 mi.

Red

2 door hard top

automatic

gasoline

$17,999

$7,996 below average

1955 chrysler windsor

This classic 1955 Chrysler Windsor stands out with its elegant 2-tone gray exterior complemented by a stylish black and red interior, offering a blend of vintage and comfort. A timeless classic is ready for cruising!

37,000 mi.

2- tone gray

automatic

Panama City, FL

$21,900

$4,095 below average

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

29,120 mi.

Red

automatic

Ramsey, MN

$37,980

$11,985 above average

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

1 mi.

Red

Convertible

automatic

$1,690,000

$1,664,005 above average

1955 chrysler windsor deluxe

Discover this classic 1955 Chrysler Windsor Deluxe, featuring only 65,000 original miles. With a complete set of original parts, this well-preserved beauty has been garage-stored, showcasing its power steering and the classic 301 Spitfire engine

65,000 mi.

Blue

automatic

gasoline

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