Used Chrysler Windsor For Sale (218 results)

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Model:Windsor

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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

1947 chrysler windsor four door sedan

This stunning 1947 Chrysler Windsor is a daily driver featuring power steering and brakes, heat, AC, and an engine rebuild. It boasts a Nova front clip, a powerful 454 engine, and mostly stock exterior with retained chrome

69,425 mi.

gasoline

$2,200,000

1950 chrysler windsor traveler in sioux falls, south dakota

Aiming, to find both profic good , or vintThChRY

Brown

Suv

Sioux Falls, SD

1948 chrysler windsor club coupe hot rod . rat rod, or restore

This 1948 Chrysler Windsor Club Coup features a striking black exterior with chrome trim and a marroon interior. Although it doesn't run, it presents a solid project car with classic appeal, complete with a unique old siren mounted behind the grill

77,110 mi.

Black

gasoline

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

1953 chrysler windsor deluxe 4 door sedan flathead 6 spitfire standard

This 1953 Chrysler Windsor Deluxe 4 Door Sedan is a classic project car that needs restoration or can be transformed into a low rider. Its flathead six-cylinder engine and rear-wheel drive offer potential for classic car enthusiasts

29,562 mi.

Light blue with faded areas and surface rust

Sedan

manual

gasoline

$690,000

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

1951 chrysler windsor

Discover this stunning 1951 Chrysler Windsor 2 Door Club Coupe, a classic beauty with a manual transmission and only 48,189 miles. Perfect for classic car enthusiasts looking for timeless elegance

48,189 mi.

Gray

manual

Elgin, IL

$950,000

1961 brown ps pb amazing condition!

Discover this beautifully maintained 1961 Chrysler Windsor, featuring power steering and power brakes, a classic design, and a safety padded dash. A true vintage gem in amazing condition

81,400 mi.

Brown

automatic

1958 chrysler windsor 2 door hardtop (1957-1957 mopar dodge plymouth etc)

This rare 1958 Chrysler Windsor 2 Door Hardtop features a powerful 354ci V8 engine, automatic transmission, and elegant two-tone exterior. Well-preserved with only 40k miles, it's ready for a new home

40,326 mi.

Tan

Hardtop

automatic

gasoline

$4,995,000

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

1948 chrysler windsor business coupe - 60,000 original miles - original interior

This 1948 Chrysler Windsor Business Coupe is an original survivor with just 69,000 miles. Its remarkable interior features wool seats and original floor mats, showcasing its outstanding preservation over the years

59,999 mi.

manual

$2,450,000

1951 chrysler windsor 4 dr. sedan

This 1951 Chrysler Windsor is a classic sedan featuring a flat head 6-cylinder engine and a unique Fluidmatic drive. Although it needs some minor repairs, it runs and has mostly original conditions with charming vintage characteristics

9,999,999 mi.

Green

Sedan

automatic

gasoline

1950 chrysler windsor in boise, idaho

This charming 1950 Chrysler Windsor Coupe boasts stunning chrome accents and graceful lines. Previously owned by a 92-year-old enthusiast, it has been thoroughly serviced with nearly $7K in upgrades!

Coupe

Boise, ID

$9,000

1960 chrysler windsor 2 door hardtop

This 1960 Chrysler Windsor 2dr Hardtop has been meticulously restored after years of indoor storage. With a rebuilt 383 engine and automatic transmission, it’s ready for a new home, needing only final assembly and adjustments

White

2dr hardtop

automatic

$750,000

silver anniversary 1949 windsor convertible rust free california car

This 1949 Chrysler Windsor Series Silver Anniversary is a low-mileage classic with a clean undercarriage and recent maintenance including new brakes, belts, and a rebuilt carburetor. A charming piece of automotive history!

1 mi.

Blue

gasoline

rare 1940 chrysler windsor 2 door coupe

This rare 1940 Chrysler Windsor 2 door Coupe is mostly original and driveable. With a striking Burgundy/Grey exterior and a vintage charm, it’s ideal for collectors looking for a project car with character

79,507 mi.

Burgundy/grey

Coupe

manual

gasoline

$1,900,000

1949 chrysler windsor convertible -- restored 77,000 mile west coast car

Discover the beautifully restored 1949 Chrysler Windsor Convertible with just 77,000 miles. This classic car features a power soft top, inline six-cylinder engine, and a stylish blue exterior that turns heads wherever it goes

77,343 mi.

Blue

Convertible

manual

1958 chrysler windsor in north andover, massachusetts

Experience the charm of the 1958 Chrysler Windsor, a classic car, ready to turn heads with its iconic design and timeless elegance. Located in Dunstaffange, PEI

North Andover, MA

$38,500

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