Chrysler Windsor Classic Cars for Sale

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1955 Chrysler Windsor for sale 100985650
13 Photos
1955 Chrysler Windsor for sale 100985650 1955 Chrysler Windsor for sale 100985650

1955 Chrysler Windsor

For Auction

  • 657820
To Be OFFERED AT AUCTION WITHOUT RESERVE at RM Sothebys Auburn Spring event, 11 - 12 May 2018. | Estimates: | $20,000 - $30,000 | 301 cu. in. V-8 engine; automatic transmission | Air conditioning... More Info ›
RM Sotheby's
Auburn, IN 46706 (429 miles from you)
(844) 355-2904
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
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
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
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
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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
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
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
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
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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
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
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

  • 10
  • 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

  • 4
  • 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 ›
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1959 Chrysler Windsor for sale 100965108
27 Photos

1959 Chrysler Windsor

$38,995

  • 1
  • 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)
1961 Chrysler Windsor for sale 100969799
16 Photos
1961 Chrysler Windsor for sale 100969799 1961 Chrysler Windsor for sale 100969799

1961 Chrysler Windsor

$17,475

  • DEEP EXECUTIVE COPPER METALLIC
  • 83,050 miles
1961 Chrysler Windsor Four Door Sedan (Canadian built & considered as the Model Twin to the Newport) - Rich looking Deep Executive Copper Metallic in color with the atomic-age style appeal - Powe... More Info ›
Gesswein Motors
Milbank, SD 57252 (1066 miles from you)
(844) 284-7915
1950 Chrysler Windsor for sale 100974631
21 Photos
1950 Chrysler Windsor for sale 100974631 1950 Chrysler Windsor for sale 100974631

1950 Chrysler Windsor

$18,500

  • 1
  • Other
  • Other
What an Amazing Driving Automobile!! Smooth, Quiet without a single rattle or squeak!With Only 31,550 Actual Miles!! Factory Original Upholstery in near Mint Condition!Flathead 6 cyl engine is whis... More Info ›
Matthews Memory Lane
Portland, OR 97202 (2320 miles from you)
(866) 658-1292
Enhanced Listings
1950 Chrysler Windsor Traveler for sale 100957738
15 Photos

1950 Chrysler Windsor Traveler

$3,900

  • 1
  • Blue
  • 6 Cylinder
  • 24 miles
As part of an estate sale, my dad is ready to sell his 1950 Chrysler Windsor. It's a four-door, classic sedan with 23,560 original miles. It starts easy, runs well, and is guaranteed to turn heads ... More Info ›
Farmington Hills, MI 48334 (389 miles from you)
Private Seller
1952 Chrysler Windsor for sale 100912386
8 Photos

1952 Chrysler Windsor

$24,900

  • 1
  • Red
  • 6 Cylinder
| 1952 Chrysler Windsor convertible,a solid,original car,with modest miles,cosmetically refurbished with factory Majestic Maroon paint,and complimenting interior.Power comes from the durable fla... More Info ›
Goldenrod Garage
Freeport, ME 04032 (509 miles from you)
(866) 678-0179
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1948 Chrysler Windsor for sale 100960694
19 Photos

1948 Chrysler Windsor

$21,500

  • 1
  • Black
  • 6 Cylinder
  • 2,200 miles
All original motor and transmission (Spitfire motor) | Comes with an extra grill, set of white wall tires and accessories | Price is negotiable, call (702) 595-8612 or (702) 513-3454 to make an o... More Info ›
Las Vegas, NV 89103 (2061 miles from you)
Click for Phone ›
Private Seller
1948 Chrysler Windsor for sale 100958939
27 Photos

1948 Chrysler Windsor

$18,995

  • Burgundy
  • 251 L-Head Spitfire Inline 6
  • 55,963 miles
This Amazing Classic is a True Beauty! A Full Rotisserie was Completed in 2013, Equipped with a Rebuilt 251 L-Head Spitfire Inline 6 Engine, (With Only 1,500 Miles) 4 Speed Fluid Drive Simi Automat... More Info ›
Play Toys
Redlands, CA 92373 (2212 miles from you)
Click for Phone ›
Basic Listings
1957 Chrysler Windsor for sale 100923173
10 Photos

1957 Chrysler Windsor

$4,950

  • 1
  • New Ulm, MN 56073 (949 miles from you)
  • WHITE
All original North Dakota sedan. Rock solid, low miles and STRAIGHT... Not running. Green interior. Gorgeous front clip. Very cool car!!! Complete and pretty clean. Stored away for many years. Mi... More Info ›
1956 Chrysler Windsor for sale 100954967
5 Photos

1956 Chrysler Windsor

$25,000

  • 1
  • Pacific Palasades, CA 90272 (2285 miles from you)
  • Turquoise
  • 8 Cylinder
  • 68,000 miles
Mint Condition!  Like Brand New.  Only 2000 of them were made that year and out of that number 1200 were shipped to Canada, which left only 800 in the United States which makes it a very rare car... More Info ›
Private Seller
Click for Phone ›
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