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MARKET PRICES

Chrysler Windsor - 3rd Gen (1949 to 1952)

The third generation of Chrysler Windsor was introduced for the 1949 model year. The third generation Windsor was offered in sedan, coupe, c...
Model years for Chrysler Windsor - 3rd Gen (1949 to 1952)
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Showing 24 of 63 related listings

1950 Chrysler Windsor

Original & Highly Original
6865 mi 38k mi TMU
Manual transmission Manual
LHD steering LHD
For Sale
$15,000
May 28, 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
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
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

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

1950 Chrysler Windsor

Original & Highly Original
6865 mi 42k mi
Manual transmission Automatic
LHD steering LHD
Sold
$4,050
Oct 14, 2025

1950 Chrysler Windsor

Original & Highly Original
6865 mi 41k mi
Manual transmission Automatic
LHD steering LHD
Sold
$4,600
Sep 6, 2025

1951 Chrysler Imperial Newport Hardtop

Original & Highly Original
6865 mi 98k mi
Manual transmission Automatic
LHD steering LHD
Not Sold
$11,500
info
Aug 29, 2025

1951 Chrysler Imperial Newport Hardtop

Original & Highly Original
6865 mi 98k mi
Manual transmission Automatic
LHD steering LHD
Not Sold
$15,000
info
Jul 10, 2025

1952 Chrysler Windsor

Original & Highly Original
6865 mi 63k mi TMU
Manual transmission Automatic
LHD steering LHD
Last Asking
$22,500
info
Significant Cars
verified
May 4, 2025

1950 Chrysler Windsor Newport Hardtop

Original & Highly Original
6865 mi 6k mi
Manual transmission Automatic
LHD steering LHD
Not Sold
$13,000
info
Jan 15, 2025

1949 Chrysler Windsor

Original & Highly Original
6865 mi 65k mi TMU
Manual transmission Automatic
LHD steering LHD
Sold
$6,600
Jan 8, 2025

1951 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi TMU
Manual transmission Manual
LHD steering LHD
Sold
$21,000
Nov 9, 2024
1949 Chrysler Windsor First Series C38
Missouri, USA

1949 Chrysler Windsor First Series C38

Original & Highly Original
6865 mi 51k mi
Manual transmission Manual
LHD steering LHD
Last Asking
$15,900
info
St. Louis Car Museum and Sales
verified
Nov 2, 2024

1950 Chrysler Windsor Sedan

Original & Highly Original
6865 mi 89k mi TMU
Manual transmission Automatic
LHD steering LHD
Sold
$7,000
Apr 16, 2024
1950 Chrysler Windsor
Staunton, IL, USA

1950 Chrysler Windsor

Original & Highly Original
6865 mi 48k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$8,950
info
Feb 3, 2024
1949 Chrysler Windsor
Staunton, IL, USA

1949 Chrysler Windsor

Original & Highly Original
6865 mi 50k mi TMU
Manual transmission Manual
LHD steering LHD
Last Asking
$9,950
info
Jan 3, 2024

1949 Chrysler

Original & Highly Original
6865 mi 19k mi
Manual transmission Manual
LHD steering LHD
Sold
$8,000
Dec 1, 2023
1951 Chrysler Windsor Deluxe
Las Vegas, Nevada, USA

1951 Chrysler Windsor Deluxe

Original & Highly Original
6865 mi 98k mi
Manual transmission Manual
LHD steering LHD
Sold
$10,000
Nov 9, 2023

1949 Chrysler Windsor

Original & Highly Original
6865 mi 76k mi TMU
Manual transmission Automatic
LHD steering LHD
Not Sold
$3,900
info
Nov 7, 2023
1949 Chrysler Windsor Club Coupe
Lewes, DE, USA

1949 Chrysler Windsor Club Coupe

Original & Highly Original
6865 mi 89k mi TMU
Manual transmission Manual
LHD steering LHD
Sold
$5,750
Sep 30, 2023
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Chrysler Windsor
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