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Chrysler Windsor Classic Cars for Sale

Find new and used Chrysler Windsor Classics for sale by classic car dealers and private sellers near you

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1940 Chrysler Windsor for sale 101488406
64 Photos
1940 Chrysler Windsor for sale 101488406 1940 Chrysler Windsor for sale 101488406

1940 Chrysler Windsor

$37,900

  • 1
  • 3,956 miles
1940 Chrysler Windsor Convertible The Chrysler Windsor automobile, named after the Royal House of the UK, first came out in 1939. It was a junior model to the larger Chrysler New Yorker. In 1940, t... More Info ›
Classic Auto Mall Inc
Morgantown, PA 19543 (115 miles from you)
(877) 516-3869
1954 Chrysler Windsor for sale 101522728
88 Photos
1954 Chrysler Windsor for sale 101522728 1954 Chrysler Windsor for sale 101522728

1954 Chrysler Windsor

$5,500

  • 264ci I6
  • 25,132 miles
1954 Chrysler Windsor Sedan The Chrysler Building is one of the most beloved of New York Citys skyscrapers, an architectural manifestation of both the Art Deco era and the automobile age. Famous as... More Info ›
Classic Auto Mall Inc
Morgantown, PA 19543 (115 miles from you)
(877) 516-3869
1949 Chrysler Windsor for sale 101406453
99 Photos
1949 Chrysler Windsor for sale 101406453 1949 Chrysler Windsor for sale 101406453

1949 Chrysler Windsor

$11,900

  • 9
  • Blue
  • I6
  • 73,703 miles
GR Auto Gallery is pleased to present for your consideration this 1949 Chrysler Windsor Club Coupe. 1949 was the 25th anniversary year for Chrysler. This new design had more headroom, more leg room... More Info ›
GR Auto Gallery
Grand Rapids, MI 49512 (497 miles from you)
(877) 690-4504
1956 Chrysler Windsor for sale 101371858
7 Photos
1956 Chrysler Windsor for sale 101371858 1956 Chrysler Windsor for sale 101371858

1956 Chrysler Windsor

$13,499

  • 8
  • White
  • 8 Cylinder
  • 81,270 miles
1956 Chrysler Windsor in great shape for it's age. Runs and drives great, been in the same family all but 2 years of it's life.  | More Info ›
Gowen, MI 49326 (500 miles from you)
Private Sellers
1956 Chrysler Windsor for sale 101368215
66 Photos
1956 Chrysler Windsor for sale 101368215 1956 Chrysler Windsor for sale 101368215

1956 Chrysler Windsor

$23,995

  • 6
  • Black
  • 331 V8
  • 89,079 miles
This 1956 Chrysler Windsor mixes a survivor-style vintage appearance with all the best upgrades. So while the premium classic cruiser look has instant appeal, so does the A/C interior, Bluetooth ra... More Info ›
Streetside Classics - Nashville
LaVergne, TN 37086 (538 miles from you)
Click for Phone ›
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1951 Chrysler Windsor for sale 101501004
67 Photos
1951 Chrysler Windsor for sale 101501004 1951 Chrysler Windsor for sale 101501004

1951 Chrysler Windsor

$10,995

  • 4
  • 250 CID L-head
  • 70,318 miles
Its hard to find a nicely presented classic that looks period-correct without breaking the bank...or is it? This 1951 Chrysler Windsor is a clean and complete example. Not only do you rarely see th... More Info ›
Streetside Classics - Atlanta
Lithia Springs, GA 30122 (540 miles from you)
(877) 828-8754
1954 Chrysler Windsor for sale 101544420
7 Photos
1954 Chrysler Windsor for sale 101544420 1954 Chrysler Windsor for sale 101544420

1954 Chrysler Windsor

$16,900

1954 Chrysler Windsor Deluxe. Its an all original unrestored survivor. The paint and interior is nice. Driver side front seat has a couple of the seams that have come apart but thats it. Engine an... More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1954 Chrysler Windsor for sale 101546374
7 Photos
1954 Chrysler Windsor for sale 101546374 1954 Chrysler Windsor for sale 101546374

1954 Chrysler Windsor

$4,495

1954 CHRYSLER WINDSOR 2dr. H.T. V8 GOOD CAR TO RESTOR V8 AUT. GOOD IN SIDE. HAVE TITLE. CALL FOR MORE IMFO. More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1948 Chrysler Windsor for sale 101541708
7 Photos
1948 Chrysler Windsor for sale 101541708 1948 Chrysler Windsor for sale 101541708

1948 Chrysler Windsor

$23,500

  • 302
1948 Chrysler Windsor Suicide doors, 302 Engine, Automatic, 4 wheel discs, ps, tilt, Coker tires, wire wheels, aluminum radiator, stereo, vintage air. More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1948 Chrysler Windsor for sale 101542098
3 Photos
1948 Chrysler Windsor for sale 101542098 1948 Chrysler Windsor for sale 101542098

1948 Chrysler Windsor

$9,700

1948 Chrysler Windsor Antique car for sale that looks and drives great, ready to go!! More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
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1959 Chrysler Windsor for sale 101534798
4 Photos
1959 Chrysler Windsor for sale 101534798 1959 Chrysler Windsor for sale 101534798

1959 Chrysler Windsor

$5,500

1959 Chrysler Windor 383 Golden Lion Auto, All Original. It hasnt been turned over in 15 years, it does have all fluids still in car, radiator & push button for trans was stolen but otherwise car i... More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1948 Chrysler Windsor for sale 101534836
5 Photos
1948 Chrysler Windsor for sale 101534836 1948 Chrysler Windsor for sale 101534836

1948 Chrysler Windsor

$6,495

  • Primer
  • 318
Really cool project and the hard work is done.. Engine 318 Custom chassi and late model suspension Transmission Loker rear end All kinds of parts New and used New stanless trim in boxes Power windo... More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1956 Chrysler Windsor for sale 101537678
4 Photos
1956 Chrysler Windsor for sale 101537678 1956 Chrysler Windsor for sale 101537678

1956 Chrysler Windsor

$30,994

1956 Chrysler Windsor! Beautiful! All Original ; All Numbers Matching Everything has been restored to original condition Under 68k Miles. 4 Doors. Clean title. Turquoise & White exterior paint Turq... More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1954 Chrysler Windsor for sale 101560698
6 Photos
1954 Chrysler Windsor for sale 101560698 1954 Chrysler Windsor for sale 101560698

1954 Chrysler Windsor

$17,500

1954 Chrysler Windser Deluxe. This is an all original survivor with original paint, interior, chrome, engine, transmission, jack, spare and owners manual. Front seat is torn but the rest of the veh... More Info ›
Haggle Me
Hobart, IN 46342 (541 miles from you)
(855) 232-1831
1957 Chrysler Windsor for sale 101556363
14 Photos
1957 Chrysler Windsor for sale 101556363 1957 Chrysler Windsor for sale 101556363

1957 Chrysler Windsor

$24,995

  • 1
  • Custom
  • 90,102 miles
1957 Chrysler Windsor Station Wagon How bout this one ! Everyone on here says their car is rare, is it is it really? this car was sold new in Fresno California ,and was in the same family until la... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
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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) 676-0714
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) 676-0714
1947 Chrysler Windsor for sale 101455406
14 Photos
1947 Chrysler Windsor for sale 101455406 1947 Chrysler Windsor for sale 101455406

1947 Chrysler Windsor

$9,995

  • 5
  • Black
  • 251 Inline 6
  • 77,999 miles
1947 Chrysler Windsor Driven 77,999 miles Manual transmission Exterior color: Black Interior color: Tan Fuel type: Gasoline Manufactured by Chrysler (USA) in United States, 4-door sedan body typ... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
1949 Chrysler Windsor for sale 101462954
11 Photos
1949 Chrysler Windsor for sale 101462954 1949 Chrysler Windsor for sale 101462954

1949 Chrysler Windsor

$8,995

  • Black
  • Flathead 6
  • 74,000 miles
1949 Chrysler Windsor 4 door sedan, Flat head 6 cylinder engine. New fuel pump and fuel tank. All 6 NEW Wheel cylinders, NEW brake shoes front and rear, NEW flex brake hoses, NEW rear metal brake l... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
1949 Chrysler Windsor for sale 101144556
14 Photos
1949 Chrysler Windsor for sale 101144556 1949 Chrysler Windsor for sale 101144556

1949 Chrysler Windsor

$9,795

  • 4
  • 250
1949 Chrysler Windsor. Great cruising sedan. New tires, am/fm/cd under dash. No rust, solid car. Some pitting of chrome. Super soft ride. Fluid drive transmission, you use the clutch to begin, then... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
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1948 Chrysler Windsor for sale 101304916
5 Photos
1948 Chrysler Windsor for sale 101304916 1948 Chrysler Windsor for sale 101304916

1948 Chrysler Windsor

$21,995

  • 1
  • Blue
  • 8,000 miles
1948 Chrysler Windsor 4 door with suicide rear doors and original motor and fluid drive trans runs and drives great and is a good eye Turner and also has a speaker System. Please Note The Followin... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
1955 Chrysler Windsor for sale 101562531
3 Photos
1955 Chrysler Windsor for sale 101562531 1955 Chrysler Windsor for sale 101562531

1955 Chrysler Windsor

$16,495

1955 Chrysler Windsor RUNS AND DRIVES, restored!! Does need some work but not much. Would need to be towed away becAuse it does need brakes but starts up and moves and runs!! Please Note The Follo... More Info ›
Classic Car Deals
Cadillac, MI 49601 (548 miles from you)
(844) 676-0714
1949 Chrysler Windsor for sale 101471075
12 Photos
1949 Chrysler Windsor for sale 101471075 1949 Chrysler Windsor for sale 101471075

1949 Chrysler Windsor

$10,950

  • 1
  • Black
  • 6 Cylinder
1949 Chrysler Windsor 4dr sedan, good redone interior, shows 50,xxx miles, older restoration, flathead 6cyl fluid drive trans, runs and drives | More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1950 Chrysler Windsor for sale 101330628
11 Photos
1950 Chrysler Windsor for sale 101330628 1950 Chrysler Windsor for sale 101330628

1950 Chrysler Windsor

$9,950

  • 12
  • Gray
  • 6 Cylinder
1950 Chrysler Windsor 4dr sedan, well kept original car, believed to be 58,xxx actual miles, good body, original paint, good redone interior, recently serviced , full tune up and trans, flathead 6 ... More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1950 Chrysler Windsor for sale 101244577
11 Photos
1950 Chrysler Windsor for sale 101244577 1950 Chrysler Windsor for sale 101244577

1950 Chrysler Windsor

$13,950

  • 8
  • Blue
  • 6 Cylinder
1950 Chrysler Windsor 2door sedan, well kept, solid southern body, nice paint, nice redone interior, 54,xxx actual miles, flathead, 6cyl fluid drive, www tires, nice chrome, runs and drives. | More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
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