Chrysler Windsor Classics for Sale

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

Close

Basic Search
Advanced Filters
Advertisement
Premium Listings
1948 Chrysler Windsor for sale 100858588
1948 Chrysler Windsor for sale 100858588 1948 Chrysler Windsor for sale 100858588

1948 Chrysler Windsor

$54,900

  • 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
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
1952 Chrysler Windsor for sale 100823785
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 (547 miles from you)
(844) 254-3218
1954 Chrysler Windsor for sale 100824173
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 (547 miles from you)
(844) 254-3218
1951 Chrysler Windsor for sale 100824158
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 (547 miles from you)
(844) 254-3218
Advertisement

1977 Pontiac Firebird Trans Am: The Star of "Smokey and the Bandit"

The 1977 Pontiac Firebird Trans Am was the true star in "Smokey and the Bandit".

Advertisement
1955 Chrysler Windsor for sale 100824226
1955 Chrysler Windsor for sale 100824226 1955 Chrysler Windsor for sale 100824226

1955 Chrysler Windsor

$18,995

1955 Chrysler, Windsor Deluxe, Newport, V8, Automatic, Power Steering, New horn ring, rear tail lights and parking and back up lights. More Info ›
Classic Car Deals
Cadillac, MI 49601 (547 miles from you)
(844) 254-3218
1953 Chrysler Windsor for sale 100823862
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 (547 miles from you)
(844) 254-3218
1948 Chrysler Windsor for sale 100860619
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 (547 miles from you)
(844) 254-3218
1950 Chrysler Windsor for sale 100823299
1950 Chrysler Windsor for sale 100823299 1950 Chrysler Windsor for sale 100823299

1950 Chrysler Windsor

$5,945

1950 Chrysler Windsor 4 Door. runs and shifts good just needs a new home! More Info ›
Classic Car Deals
Cadillac, MI 49601 (547 miles from you)
(844) 254-3218
1947 Chrysler Windsor for sale 100864775
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 (547 miles from you)
(844) 254-3218
Advertisement
1949 Chrysler Windsor for sale 100823367
1949 Chrysler Windsor for sale 100823367 1949 Chrysler Windsor for sale 100823367

1949 Chrysler Windsor

$9,295

1949 Chrysler Windsor 25th anniversery edition straight flathead 6 spitfire fluidmatic transmission interrior great shape all windows doors work good rides and drives ready for cruise ins car shows... More Info ›
Classic Car Deals
Cadillac, MI 49601 (547 miles from you)
(844) 254-3218
1949 Chrysler Windsor for sale 100823469
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 (547 miles from you)
(844) 254-3218
1948 Chrysler Windsor for sale 100823500
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 (547 miles from you)
(844) 254-3218
1947 Chrysler Windsor for sale 100833730
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 (547 miles from you)
(844) 254-3218
1950 Chrysler Windsor for sale 100823548

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 (547 miles from you)
(844) 254-3218
Advertisement
1959 Chrysler Windsor for sale 100864790
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 (547 miles from you)
(844) 254-3218
1956 Chrysler Windsor for sale 100851374
1956 Chrysler Windsor for sale 100851374 1956 Chrysler Windsor for sale 100851374

1956 Chrysler Windsor

$15,995

1956 Chrysler Windsor. Looks and drives great! Call for details. More Info ›
Classic Car Deals
Cadillac, MI 49601 (547 miles from you)
(844) 254-3218
1958 Chrysler Windsor for sale 100824320
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 (547 miles from you)
(844) 254-3218
1960 Chrysler Windsor for sale 100866932
1960 Chrysler Windsor for sale 100866932 1960 Chrysler Windsor for sale 100866932

1960 Chrysler Windsor

$35,895

1960 Chrysler Windsor 2-Door 440 CI - ULTRA CUSTOM - This solid straight, Montana car was stripped to bare metal and refinished inside and out in PPG tri stage Red Chrysler 440 cubic inch Wedge eng... More Info ›
Classic Car Deals
Cadillac, MI 49601 (547 miles from you)
(844) 254-3218
1946 Chrysler Windsor for sale 100736480
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 (563 miles from you)
(888) 381-8063
Advertisement
1954 Chrysler Windsor for sale 100805944

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 incorpor... More Info ›
Classic Cars America LLC
Mokena, IL 60448 (574 miles from you)
(844) 678-0587
1940 Chrysler Windsor for sale 100854807
1940 Chrysler Windsor for sale 100854807 1940 Chrysler Windsor for sale 100854807

1940 Chrysler Windsor

$15,990

  • Green
  • 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 & Classics
Downers Grove, IL 60515 (586 miles from you)
Click for Phone ›
1959 Chrysler Windsor for sale 100748381
1959 Chrysler Windsor for sale 100748381 1959 Chrysler Windsor for sale 100748381

1959 Chrysler Windsor

$12,950

  • White
1959 Chrysler windsor 4dr ht, rare previous barn find car, good body, new paint, orig swivel seat int, v8, push button auto, ps, pb, power windows, runs & drives nice. More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1941 Chrysler Windsor for sale 100783747
1941 Chrysler Windsor for sale 100783747 1941 Chrysler Windsor for sale 100783747

1941 Chrysler Windsor

$12,650

  • Green
  • 6 Cylinder
1941 Chrysler windsor 4dr sedan, good solid Colorado car, nice body and paint, good orig int, flathead 6 cyl, fluid drive, runs and drives good More Info ›
Country Classic Cars
Staunton, IL 62088 (658 miles from you)
Click for Phone ›
1955 Chrysler Windsor for sale 100769427
1955 Chrysler Windsor for sale 100769427 1955 Chrysler Windsor for sale 100769427

1955 Chrysler Windsor

$3,250

  • GREEN
MAKE OFFER!

THIS CAR IS PART OF A 200 CAR COLLECTION THAT IS BEING LIQUIDATED. IF YOU WOULD LIKE THE COMPLETE LIST AND ARE A SERIOUS BUYER, PLEASE SEND US YOUR EMAIL ADDRESS AND WE WILL SEND IT TO Y... More Info ›
Unique Specialty and Classics
Mankato, MN 56001 (919 miles from you)
(844) 737-5797
Classics on Autotrader is your one-stop shop for the best classic cars, muscle cars, project cars, exotics, hot rods, classic trucks, and old cars for sale. Are you looking to buy your dream classic car? Use Classics on Autotrader' intuitive search tools to find the best classic car, muscle car, project car, classic truck, or hot rod.