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$3,750 - $7,500
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$11,250 - $15,000
$15,000 - $18,750
$18,750 - $30,000
$30,000 - $41,250
$41,250 - $52,500
$52,500 - $63,750
$63,750 - $75,000
$75,000 +
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Mileage
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0 - 10,000 m
10,000 - 20,000 m
20,000 - 30,000 m
30,000 - 40,000 m
40,000 - 50,000 m
50,000 - 80,000 m
80,000 - 110,000 m
110,000 - 140,000 m
140,000 - 170,000 m
170,000 - 200,000 m
200,000+ m
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Fuel
Any
Gasoline(37)
Gas(2)
Pictures
With Pictures(97)
View photo
PREMIUM
$31,000
Total price
1950
39,000 miles
Gasoline
This 1950 chrysler windsor highlander convertible is finished in pepper... Relocated to california in 1989. Windsor convertible production amounted to 2,201...
2 weeks + 5 days ago in Rickell Auto
View photo
PREMIUM
$22,000
Total price
1958
0 miles
Gasoline
Texas
1958 chrysler windsor 2-door hardtop – rare, original, and beautiful!Stunning bamboo yellow & ermine white windsor with only 40k miles! Powered...
Apr 26, 2025 in Carseva
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$18,500
Total price
1960
0 miles
Gasoline
Oklahoma
Air cleaner is off a fv 1956 chrysler hemi.The original radio is not working...
Jul 20, 2024 in Carseva
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$18,900
Total price
1955
0 miles
Gasoline
Florida
1955 chrysler windsor nassau deluxe exteriorstyled by virgil exner and his team, chrysler had now positioneditself at the forefront of the industry...
Mar 27, 2024 in Carseva
View photo
$11,000
Total price
1955
0 miles
Gasoline
South Carolina
1955 chrysler windsor all original car with great rust free body... This is a deluxe windsor and is accident free!...
Mar 27, 2024 in Carseva
View photo
$13,000
Total price
1960
0 miles
Gasoline
Virginia
This chrysler is a beautiful car everywhere you look (interior, exterior... Air cleaner is off a fv 1956 chrysler hemi. (i have the original air...
Mar 27, 2024 in Carseva
View photo
$10,800
Total price
1947
0 miles
Gasoline
Pennsylvania
This 1947 chrysler windsor club coupe receives power from a 250ci... Coker whitewalls, this windsor is finished in forest green metallic over...
Mar 27, 2024 in Carseva
View photo
$27,000
Total price
1960
0 miles
Gasoline
Florida
I have a 1960 chrysler windsor for sale it’s pretty much all original the only thing i’ve done to it since i’ve had it was regular maintenance...
Mar 27, 2024 in Carseva
View photo
$10,000
Total price
1950
0 miles
Gasoline
Louisiana
1950 chrysler windsor-highlander. Newly painted 2dr sedan-new radiator hoses, rebuilt original honeycomb radiator,pressure tested and flushed,new...
Mar 27, 2024 in Carseva
View photo
$22,000
Total price
1948
0 miles
Gasoline
Texas
This 1948 chrysler windsor limousine was cosmetically and mechanically... Cloth interior, this c-38-series chrysler is available now and comes with a clear...
Mar 27, 2024 in Carseva
3 pictures
NEW
$59,100
Total price
1934
37,200 miles
Gasoline
New York, New York
1934 chrysler air flow street rod, this rare 1934 air flow street rod was built for mr...
1 day ago in Vehicles Sales LLC
4 pictures
NEW
$23,940
Total price
1940
39,500 miles
Gasoline
Sparks Glencoe, Maryland
1940 chrysler windsor convertible.The car is finished in burgundy with a contrasting tan haartz cloth top. Seen inside is a matching burgundy leather...
1 day ago in Vehicles Sales LLC
5 pictures
NEW
$23,850
Total price
1952
54,200 miles
Gasoline
New Hyde Park, New York
This is a truly mint condition chrysler saratoga sedan with an original 54,200 miles. The car is original in excellent condition. All the chrome...
1 day ago in Vehicles Sales LLC
5 pictures
NEW
$23,100
Total price
1958
27,808 miles
Gasoline
Kentfield, California
This car is physically located in dunstaffange, pei * this is a restored 1958 chrysler windsor coupe that has been the recipient of a quality...
1 day ago in Vehicles Sales LLC
5 pictures
NEW
$20,100
Total price
1949
2,000 miles
Gasoline
Hartford, Connecticut
Gateway classic cars of orlando is proud to offer this 1949 chrysler windsor...
1 day ago in Vehicles Sales LLC
5 pictures
$12,835
Total price
1959
63,032 miles
Gasoline
Franklin, Massachusetts
Franklin - chrysler - windsor coupe...
Jun 13, 2025 in AutoBestDeal
4 pictures
$10,500
Total price
1947
0 miles
Kirkville, New York
Older restoration in excellent condition. Beautiful highlander plaid interior. Car is complete, everything works. Suicide doors, windshield visor, driver side...
2 weeks + 1 day ago in Carxstore
4 pictures
$15,000
Total price
1960
0 miles
Silver Creek, Georgia
This chrysler is a 1990 senior national first prize winner and it is still in very good condition. It has front swivel bucket seats. The push...
2 weeks + 1 day ago in Carxstore
4 pictures
$12,000
Total price
1960
0 miles
Diamondhead, Mississippi
This chrysler is a 1990 senior national first prize winner and it is still in very good condition. It has front swivel bucket seats. The push...
2 weeks + 1 day ago in Carxstore
4 pictures
$9,000
Total price
1948
0 miles
Herminie, Pennsylvania
This is a beautiful head turning classic 1948 chrysler windsor traveler convertible that will draw a huge crowd everywhere you take it. It is a real...
2 weeks + 1 day ago in Carxstore
4 pictures
$9,700
Total price
1959
0 miles
Newport, Kentucky
Here we have a rare find, a 1959 chrysler windsor 2 door hardtop. One of 6775, built, you rarely see these at shows. Chryslers had the most...
2 weeks + 1 day ago in Carxstore
4 pictures
$9,900
Total price
1960
0 miles
Tampa, Florida
This chrysler is a 1990 senior national first prize winner and it is still in very good condition. It has front swivel bucket seats. The push...
2 weeks + 1 day ago in Carxstore
View photo
$14,000
Total price
0 miles
Chrysler windsor omaha douglas nebraska check out this black 1950 chrysler windsor with 0 miles. It is being listed in omaha ne on...
Jun 17, 2025 in Easyavvisi
View photo
Request Details
Total price
63,999 miles
Ocala, Florida
Chrysler windsor newport ocala marion florida this 1955 chrysler windsor newport deluxe is a gorgeous example of designer virgil exners new...
Jun 17, 2025 in Easyavvisi
5 pictures
UPDATED
$36,980
Total price
1955
0 miles
Henderson, Nevada
Financing available. Super low payments with large down oac or longer terms where applicable with low to no down oac. This 1955 chrysler windsor...
1 day + 1 hour ago in Autabuy
5 pictures
$14,900
Total price
1951
0 miles
Grand Rapids, Michigan
And room for the entire family with luggage. The chrysler windsor was a very... Chrysler windsor deluxe sedan. Vehicle was purchased by the second owner...
2 weeks + 4 days ago in Autabuy
View photo
$9,700
Total price
1961
28,205 miles
Las Vegas, Nevada
Tires upgraded to bf goodrich radial silvertown wide whitewalls dual exhaust with aftermarket tips that also prevent the exhaust from staining the chrome rear...
2 weeks + 6 days ago in Findclassicscars.com
20 pictures
PREMIUM
$10,100
Total price
1955
0 miles
Gasoline
1955 chrysler windsor this classic 1955 chrysler windsor is an exceptional... And security for the discerning buyer. The chrysler windsor has stood the test of time...
Feb 28, 2025 in MuscleCarsWeekly
14 pictures
PREMIUM
$14,800
Total price
1949
0 miles
Gasoline
Presenting an exquisite 1949 chrysler windsor in mint condition. This classic... For enhanced safety and performance, the chrysler windsor is fitted with four...
Jan 22, 2025 in MuscleCarsWeekly
23 pictures
PREMIUM
$13,300
Total price
1948
86,869 miles
Gasoline
Wp:heading {level:1} this 1948 chrysler windsor limousine presents... And steel wheels adorned with bright trim rings and chrysler-branded hub caps.Interior...
Oct 13, 2024 in MuscleCarsWeekly