1950 Chrysler Windsor Highlander Convertible
Bring a Trailer
Listed byElchalo
Santa Cruz, California 9506039,000 milesAutomatic
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Summary
This 1950 Chrysler Windsor Highlander Convertible has been with the current seller for 32 years, following its original owner. Repainted in its original Pepper Red in the late 1990s, the car shows 39k miles on its five-digit odometer and features a 251ci inline-six paired with a Fluid Drive semi-automatic transmission. Noted condition issues include chrome peeling on the rear license plate bracket and an intermittently working clock.
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Loading sold figures · 12 months to Aug 25, '21
Listing history
1 appearance- 8/25/2021Bring a TrailerSold· this listing$36k
Bid History
Bids Per Day
Sold for
$36k
#1 of Windsors in 2021
Top 50% of all listings in 2021
Views
12.3k
#1 of Windsors in 2021
Top 30% of all listings in 2021
Bids
63
#1 of Windsors in 2021
Top 10% of all listings in 2021
Comments
34
#2 of Windsors in 2021
Top 50% of all listings in 2021
Top Comments
Barrygodflat Moar plaid! @bat, “the clock works intermittently” - does that mean that it works from time to time?
gtconboy A beautiful example of a great model. I own this car in Crown Maroon, though the overall condition of the car for sale ... View more
Steve_stevenson Can’t put into words what this car evokes. It is stunning.
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© 2026 Hypercars Technologies Inc. All rights reserved.
Hypercars Technologies Inc. is not affiliated with the companies or individuals mentioned on its site. Third-party trademarks and logos belong to their respective owners; use does not imply endorsement or affiliation. Data is provided "as is" without warranty of accuracy, completeness, or timeliness.