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Chrysler Windsor (1939 to 1961)

The Chrysler Windsor was introduced in 1939. The Windsor was a series of full size cars initially introduced above the entry level Chrysler...
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Showing 24 of 38 related listings

1950 Chrysler Windsor

Original & Highly Original
6865 mi 38k mi TMU
Manual transmission Manual
LHD steering LHD
For Sale
$11,000
Jun 10, 2026

1947 Chrysler Windsor

Original & Highly Original
6865 mi 74k mi TMU
Manual transmission Manual
LHD steering LHD
For Sale
$17,995
Streetside Classics - Nashville
verified
May 27, 2026

1948 Chrysler Windsor Traveler

Original & Highly Original
6865 mi 56k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$17,995
Windy City Motors
verified
May 22, 2026

1957 Chrysler Windsor

Original & Highly Original
6865 mi 83k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$49,000
Gateway Classic Cars - Milwaukee
verified
Feb 19, 2026

1955 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi 37k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$37,780
Atomic Motors
verified
Feb 4, 2026

1957 Chrysler Windsor

Original & Highly Original
6865 mi 83k mi
Manual transmission Automatic
LHD steering LHD
For Sale
$49,000
Gateway Classic Cars - Milwaukee
verified
Jan 31, 2026
1948 Chrysler Windsor
Pasco, Washington, USA

1948 Chrysler Windsor

Original & Highly Original
6865 mi 1k mi
Manual transmission Manual
LHD steering LHD
For Sale
Jun 13, 2026

1949 Chrysler Windsor

Original & Highly Original
6865 mi 94k mi
Manual transmission Manual
LHD steering RHD
For Sale
$10,900
Oct 8, 2025

1952 Chrysler Windsor

Original & Highly Original
6865 mi 49k mi
Manual transmission Manual
LHD steering LHD
Not Sold
$17,000
info
Apr 30, 2026

1958 Chrysler Windsor

Original & Highly Original
6865 mi 36k mi
Manual transmission Automatic
LHD steering LHD
Sold
$13,310
Apr 12, 2026

1957 Chrysler Windsor

Original & Highly Original
6865 mi 58k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$39,900
info
Unique Classic Cars
verified
Mar 27, 2026

1953 Chrysler Windsor

Project
6865 mi 47k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$2,000
info
Classic Auto Mall
verified
Mar 17, 2026
1948 Chrysler Windsor
Richmond, Texas, USA

1948 Chrysler Windsor

Original & Highly Original
6865 mi 61k mi
Manual transmission Manual
LHD steering LHD
Sold
$15,750
Feb 22, 2026
1956 Chrysler Windsor Newport
Columbus, Ohio, USA

1956 Chrysler Windsor Newport

Original & Highly Original
6865 mi 47k mi TMU
Manual transmission Automatic
LHD steering LHD
Sold
$14,100
Feb 15, 2026
1952 Chrysler Windsor Deluxe
Columbus, Ohio, USA

1952 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi 80k mi
Manual transmission Automatic
LHD steering LHD
Sold
$7,520
Feb 15, 2026

1950 Chrysler C-48 Windsor Convertible

Original & Highly Original
6865 mi 20k mi
Manual transmission Manual
LHD steering LHD
Price Undisclosed
West Coast Classics
verified
Dec 29, 2025

1950 Chrysler Windsor

Original & Highly Original
6865 mi 20k mi
Manual transmission Manual
LHD steering LHD
Sold
$24,750
Dec 26, 2025

1948 Chrysler Windsor

Original & Highly Original
6865 mi 88k mi
Manual transmission Automatic
LHD steering LHD
Sold
$1,100
Dec 4, 2025
1948 Chrysler Windsor
Little Elm, Texas, USA

1948 Chrysler Windsor

Original & Highly Original
6865 mi 67k mi
Manual transmission Manual
LHD steering LHD
Sold
$7,800
Dec 2, 2025
1950 Chrysler Windsor
Mesa, Arizona, USA

1950 Chrysler Windsor

Original & Highly Original
6865 mi 29k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$14,995
info
Streetside Classics - Phoenix
verified
Nov 29, 2025

1940 Chrysler Windsor

Original & Highly Original
6865 mi 81k mi TMU
Manual transmission Manual
LHD steering LHD
Not Sold
$7,800
info
Nov 12, 2025

1954 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi 26k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$19,500
info
Connors Motorcar Company
verified
Nov 2, 2025
1959 Chrysler Windsor Golden Lion
Jasper, Alabama, USA

1959 Chrysler Windsor Golden Lion

Custom
6865 mi 82k mi TMU
Manual transmission Automatic
LHD steering LHD
Sold
$16,850
Oct 24, 2025

1951 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi 24k mi
Manual transmission Automatic
LHD steering LHD
Last Asking
$13,900
info
GR Auto Gallery
verified
Oct 23, 2025
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