Chrysler Windsor Classic Cars for Sale

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1948 Chrysler Windsor for sale 100858588
40 Photos
1948 Chrysler Windsor for sale 100858588 1948 Chrysler Windsor for sale 100858588

1948 Chrysler Windsor

$44,900

  • Stone Beige
  • 22,796 miles
1948 CHRYSLER WINDSOR HIGHLANDER CONVERTIBLE for sale. Motorcar Classics is proud to present this incredibly preserved 1948 Chrysler Windsor Highlander Convertible which comes with a fascinating hi... More Info ›
Motorcar Classics
Farmingdale, NY 11735 (246 miles from you)
(877) 646-0041
1956 Chrysler Windsor for sale 100836698
57 Photos
1956 Chrysler Windsor for sale 100836698 1956 Chrysler Windsor for sale 100836698

1956 Chrysler Windsor

$59,900

  • Beige
  • 331 V8
  • 42,414 miles
Based on legendary designer Virgil Exners Forward Look body, the 1956 Chrysler Windsor was positioned low to supplement the brands hot 300 series. The spectacular and correct Sand Dune Beige and Ro... More Info ›
RK Motors Charlotte
Charlotte, NC 28269 (316 miles from you)
(877) 215-7760
1956 Chrysler Windsor for sale 100945691
36 Photos
1956 Chrysler Windsor for sale 100945691 1956 Chrysler Windsor for sale 100945691

1956 Chrysler Windsor

$25,995

  • Pink
  • 331 V8
  • 525 miles
Wagons are either your thing or theyre not. If this 1956 Chrysler Windsor station wagon doesnt talk to you, well, move on. But if you are digging this awesome 50s hauler, complete with a 331 V8 and... More Info ›
Streetside Classics - Atlanta
Lithia Springs, GA 30122 (540 miles from you)
(877) 828-8754
1958 Chrysler Windsor for sale 100824320
7 Photos
1958 Chrysler Windsor for sale 100824320 1958 Chrysler Windsor for sale 100824320

1958 Chrysler Windsor

$7,495

1958 Chrysler Windsor. Super rare 4dr ht (no post). Production limited to 4500 of this beast. Rebuilt 301 Poly motor with under 10,000 miles on in it, Freshly rebuilt 3 speed PUSHBUTTON cast iron t... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1949 Chrysler Windsor for sale 100823469
3 Photos
1949 Chrysler Windsor for sale 100823469 1949 Chrysler Windsor for sale 100823469

1949 Chrysler Windsor

$13,995

1949 Chrysler Windsor in great condition. 60k miles on original engine. Call for details... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
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1948 Chrysler Windsor for sale 100823500
4 Photos
1948 Chrysler Windsor for sale 100823500 1948 Chrysler Windsor for sale 100823500

1948 Chrysler Windsor

$12,495

1948 Chrysler Highlander Project !!! More Photos will be posted later. This is a rare car that needs to be restored. Does run and yard drive with a small block Chevy motor and trans. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1950 Chrysler Windsor for sale 100823548
1 Photo

1950 Chrysler Windsor

$17,495

1950 Chrysler Windsor Sedan. Blue exterior, blue and white interior, flat head 6 cyl engine, fluid drive trans, 54,xxx miles, needs tires and lt rust. This is a very nice show car and runs very well. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1952 Chrysler Windsor for sale 100823785
7 Photos
1952 Chrysler Windsor for sale 100823785 1952 Chrysler Windsor for sale 100823785

1952 Chrysler Windsor

$4,495

1952 Chrysler Windsor 2 door hard top Cool, old car that is about 80% complete. This model or car has a top that can be taken off and turn into a convertible, also this car has little to no rust. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1953 Chrysler Windsor for sale 100823862
7 Photos
1953 Chrysler Windsor for sale 100823862 1953 Chrysler Windsor for sale 100823862

1953 Chrysler Windsor

$4,000

1953 Chrysler Windsor inline 6, Fluid Drive trans, runs good, drives great, solid car. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1951 Chrysler Windsor for sale 100824158
4 Photos
1951 Chrysler Windsor for sale 100824158 1951 Chrysler Windsor for sale 100824158

1951 Chrysler Windsor

$4,995

1951 CHRYSLER WINDSOR THIS CAR HAS A SOLID BODY,VERY LITTLE RUST IN FLOOR,MOTOR HAS NOT BEEN CRANKED IN 20 YEARS,WILL TURN OVER,GOOD CAR TO RESTORE. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
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1954 Chrysler Windsor for sale 100824173
6 Photos
1954 Chrysler Windsor for sale 100824173 1954 Chrysler Windsor for sale 100824173

1954 Chrysler Windsor

$6,695

1954 Chrysler Windsor Deluxe 2 door coupe. Original 6 in line engine and powerglide transmission, runs and drives, fuel tank needs to be cleaned, electrical fuel pump, all new brakes. Will need a b... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1956 Chrysler Windsor for sale 100851374
5 Photos
1956 Chrysler Windsor for sale 100851374 1956 Chrysler Windsor for sale 100851374

1956 Chrysler Windsor

$40,495

1956 Chrysler Windsor. Looks and drives great! Call for details. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1948 Chrysler Windsor for sale 100860619
7 Photos
1948 Chrysler Windsor for sale 100860619 1948 Chrysler Windsor for sale 100860619

1948 Chrysler Windsor

$18,995

1948 Chrysler Windsor. Restored. New interior, grill has been re-chromed, radial wide white wall tires, fender skirts, 6 cylinder 3 speed manual shift, and a new fuel tank and sending unit. Lots of... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1947 Chrysler Windsor for sale 100864775
4 Photos
1947 Chrysler Windsor for sale 100864775 1947 Chrysler Windsor for sale 100864775

1947 Chrysler Windsor

$8,995

1947 Chrysler Windsor great runner, all original. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1959 Chrysler Windsor for sale 100864790
11 Photos
1959 Chrysler Windsor for sale 100864790 1959 Chrysler Windsor for sale 100864790

1959 Chrysler Windsor

$5,495

1959 Chrysler Windsor 2 door hard top, the car has a RB 383 and a push button auto transmission. Most of the car is still intact very good start for a restoration project, the car will need some ru... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
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1947 Chrysler Windsor for sale 100833730
4 Photos
1947 Chrysler Windsor for sale 100833730 1947 Chrysler Windsor for sale 100833730

1947 Chrysler Windsor

$18,995

1947 Chrysler Windsor. Suicide doors. Straight 6 engine, runs but needs some work. More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1950 Chrysler Windsor for sale 100890306
21 Photos
1950 Chrysler Windsor for sale 100890306 1950 Chrysler Windsor for sale 100890306

1950 Chrysler Windsor

$15,295

1950 Chrysler Windsor 49K Original Miles Rare Barn Find. Mechanically the car is excellent with only 49,804 ORIGINAL miles. Nice easy starting, whisper quiet motor with smooth shifting transmission... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1947 Chrysler Windsor for sale 100944395
13 Photos
1947 Chrysler Windsor for sale 100944395 1947 Chrysler Windsor for sale 100944395

1947 Chrysler Windsor

$22,495

1947 Chrysler Windsor 22,657 miles on the odometer. Fluid drive manual transmission excellent condition like new. Spitfire six cylinder gas engine. -Vehicle is on consignment and at our clients h... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 254-3218
1946 Chrysler Windsor for sale 100736480
62 Photos
1946 Chrysler Windsor for sale 100736480 1946 Chrysler Windsor for sale 100736480

1946 Chrysler Windsor

$10,500

  • Green
  • 8 Cylinder
1946 Chrysler Windsor that you can drive just about anywhere you want. It has a good running 318 engine with an Aluminum Radiator and Electric fan to keep it running cool. It also has an automatic ... More Info ›
Big O Street Rods
Bremen, GA 30110 (562 miles from you)
(888) 381-8063
1954 Chrysler Windsor for sale 100805944
2 Photos

1954 Chrysler Windsor

$12,900

  • Black
  • 12,941 miles
Outstanding Original | 1954 | Chrysler Windsor Deluxe | Every 1953 $1954 Chrysler Corporation car was new from bumper to bumper, and fifty new mechanical features were introduced. Improvements were... More Info ›
Classic Cars America LLC
Mokena, IL 60448 (574 miles from you)
(844) 678-0587
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1940 Chrysler Windsor for sale 100913582
23 Photos
1940 Chrysler Windsor for sale 100913582 1940 Chrysler Windsor for sale 100913582

1940 Chrysler Windsor

$12,988

  • Green
  • Not Specified
  • 62,003 miles
1940 CHRYSLER WINDSOR 4 door Sedan. This car is mostly Original inside and out. Come on in and take a ride down memory lane, a great example of the Love and Care this car has received. Original Fla... More Info ›
Bill Kay Corvettes and Classics
Downers Grove, IL 60515 (586 miles from you)
Click for Phone ›
1946 Chrysler Windsor for sale 100881686
10 Photos
1946 Chrysler Windsor for sale 100881686 1946 Chrysler Windsor for sale 100881686

1946 Chrysler Windsor

$9,750

  • Blue
  • 8 Cylinder
St Rod, small block Chevy V8, auto trans, nice body and paint, original interior, original chassis, runs/drives good. | More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1954 Chrysler Windsor for sale 100922479
10 Photos
1954 Chrysler Windsor for sale 100922479 1954 Chrysler Windsor for sale 100922479

1954 Chrysler Windsor

$6,850

  • Blue
1954 Chrysler Windsor deluxe 4dr sedan, good orig survivor, straight body, good orig int, flathead 6 cyl, power flite automatic, runs and drives good | More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1959 Chrysler Windsor for sale 100942028
24 Photos

1959 Chrysler Windsor

$40,995

  • Blue
  • 383 CID V8
  • 55,461 miles
This numbers matching, as stated by the owner, 1959 Chrysler Windsor Station Wagon is for sale in our Louisville Kentucky Showroom. This all stock example of the Golden Era of automobiles only has ... More Info ›
Gateway Classic Cars
O Fallon, IL 62269 (669 miles from you)
1950 Chrysler Windsor for sale 100944040
27 Photos

1950 Chrysler Windsor

$17,995

  • Dark Blue/White
  • 250 CID I-6
  • 57,174 miles
For sale in our Scottsdale Arizona showroom is a beautiful 1950 Chrysler 8 Passenger Windsor Sedan, Limousine. This vintage classic has new blue, velour, cloth interior with original fold-away jum... More Info ›
Gateway Classic Cars
O Fallon, IL 62269 (669 miles from you)
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