Elite Dealer

1950 Chrysler Windsor

Texas

$16,000

Vehicle Details

Make

Chrysler

Model

Windsor

Year

1950

VIN

None

Body Type

Other

Description

1950 Chrysler Windsor Deluxe 2 Door Hardtop For Sale price reduced from $18,000 to $16,000 for quick sale

Will consider reasonable offers on any vehicles in this 400 car collection many restored cars and even more project cars "Need To Thin The Herd"

250.6 c.i. inline 6 cylinder
3 speed on column
First year Chrysler produced 2 door hardtop
Totally restored
Special Scotch Plaid Interior
Contact info at bottom of page
Also have lots and lots of classic car and truck parts for sale, what do you need?
Also have these other classic cars for sale in this collection 90-95% of collection inside stored on concrete floors-all of these cars in D.N. Collection Part 1-7 when purchased will have new battery and engine running when picked up with exception of 1937 Chevy Dirt Track Car Sold As Is-Where Is
1946 Cadillac Series 61 4 Door Fastback "Hank Williams Sr. Movie Car" price reduced from $18,000 to $16,000 for quick sale
1957 DeSoto Custom Restomod 2 Door Hardtop price reduced from $75,000 to $65,000 for quick sale first car in video D.N. Collection Part 1

1964 Mercury Park Lane Marauder 2 Door Hardtop $18,000 Sold! Sold! Sold! 3:22 minutes into video D.N. Collection Part 1

1956 Ford Thunderbird $25,000 4:40 minutes into video D.N. Collection Part 1

1952 DeSoto Custom Convertible $30,000 5:59 minutes into video D.N. Collection Part 1

1954 Oldsmobile Holiday 98 2 Door Hardtop $40,000 7:30 minutes into video D.N. Collection Part 1

1955 Chrysler New Yorker Deluxe 4 Door Sedan price reduced from $24,000 to $18,000 for quick sale 9:25 minutes into video D.N. Collection Part 1

1956 Chrysler New Yorker St. Regis 2 Door Hardtop price reduced from $28,000 to $23,000 for quick sale first car in video D.N. Collection Part 2

1950 Chrysler Windsor Newport 2 Door Hardtop price reduced from $18,000 to $16,000 for quick sale 1:33 minutes into video D.N. Collection Part 2

1967 Dodge Monaco 500 2 Door Hardtop $24,000 2:24 minutes into video D.N. Collection Part 2

1937 Chevrolet Dirt Track Car $10,000 Sold! Sold! Sold! to original driver 4:00 minutes into video D.N. Collection Part 2

1964 Imperial Crown 4 Door Hardtop price reduced from $15,000 to $10,000 for quick sale 5:05 minutes into video D.N. Collection Part 2

1964 Ford Thunderbird Roadster $35,000 6:38 minutes into video D.N. Collection Part 2

1962 Chrysler 300 2 Door Hardtop $32,000 7:48 minutes into video D.N. Collection Part 2

1955 Dodge Royal Lancer 2 Door Hardtop $30,000 9:26 minutes into video D.N. Collection Part 2

1949 Dodge Yellow Cab Taxi movie car $8,000 first car in video D.N. Collection Part 3

1950 Dodge Yellow Cab Taxi movie car $9,000 1:12 minutes into video D.N. Collection Part 3

1946 Buick Super 4 Door $10,000 Sold! Sold! Sold! 1:40 minutes into video D.N. Collection Part 3

1975 Chevrolet El Camino Classic $20,000 2:41 minutes into video D.N. Collection Part 3

1966 Volvo 2 Door Coupe $8,000 Sold! Sold! Sold! 3:42 minutes into video D.N. Collection Part 3
1957 Ford Fairlane 500 Convertible $55,000 4:18 minutes into video D.N. Collection Part 3

1965 Chrysler 300 Convertible $16,000 5:28 minutes into video D.N. Collection Part 3

1957 Ford Thunderbird in restoration process $22,000 Sold! Sold! Sold! first car in video D.N. Collection Part 5

1954 Chevrolet 210 4 Door Wagon not for sale yet 24 seconds into video D.N. Collection Part 5

1968 Chrysler 300 not for sale first car in D.N. Collection Part 6

1957 Cadillac Limo not for sale yet 1:12 minutes into video D.N. Collection Part 6

1960's Checker Airport Limo not for sale storing for a friend 1:37 minutes into video D.N. Collection Part 6

1956 Ford Thunderbird $40,000 Sold! Sold! Sold! 2:38 minutes into video D.N. Collection Part 6

1959 Singer Gazelle Convertible price reduced from $5,000 to $4,000 for quick sale Sold! Sold! Sold! 3:53 minutes into video D.N. Collection Part 6

1922 John Deere Tractor "Poppin John" no title, all restored, added electric starter $15,000 4:52 minutes into video D.N. Collection Part 6

1948 Chevrolet 1 Ton Long Bed Pickup $18,000 first truck in D.N. Collection Part 7

1925 Dodge Brothers 4 Door Sedan $8,000 Sold! Sold! Sold! movie car "The Great Debaters" starring Denzel Washington and Forrest Whitaker 1:27 minutes into video D.N. Collection Part 7
See car in Movie Trailer at 1:07 and 1:30 minutes into video

1952 White Super Power, Single Axle Truck, Gas, Restored $12,000 Sold! Sold! Sold! 3:55 minutes into video D.N. Collection Part 7

1959 Chevrolet 1 Ton Panel Truck $15,000 4:28 minutes into video D.N. Collection Part 7

1984 Ford F-150 XLT 4x4 Pickup, Long Bed $18,000 6:00 minutes into video D.N. Collection Part 7

1935 Chrysler Airstream 4 Door Sedan, Rear Suicide Doors, All original price reduced from $12,000 to $10,000 for quick sale Sold! Sold! Sold! 6:54 minutes into video D.N. Collection Part 7
1951 Dodge M37 Power Wagon, Restored $20,000 7:22 minutes into D.N. Collection Part 7

1946 Autocar W90, Single Axle Truck $15,000 Sold! Sold! Sold! 8:30 minutes into video D.N. Collection Part 7

1959 Ford F-350 Wrecker, Original, Patina $8,000 I may have missed getting this truck on video
1947 Autocar W90 Movie Truck, Single Axle Truck flat head 6 cylinder - gas - manual - runs and drives - in the Hank Williams movie "I Saw The Light" $12,000 more photos available upon request.
1968 Chrysler New Yorker Town & Country Wagon $25,000 movie car "Ruffian" starring Sam Shepard first car in D.N. Collection Part 8
See car in Move "Ruffian" 8:40 and 9:35 minutes into video

1956 Packard Executive 2 Door Hardtop $4,000
1957 Dodge Coronet 2 Door Post price reduced from $8,000 to $7,000 for quick sale Sold! Sold! Sold!

1957 Cadillac Seville 2 Door Hardtop Project Car + 4 Door Parts Car sold together $8,000 Sold! Sold! Sold! 3:48 minutes into video D.N. Collection Part 8

D.N. Collection Part 8
Have many other Cadillac Projects and other make and model projects in this collection what are you looking for?
Many other unique and special project cars available from this collection let us know what you are looking for and your price range

Call or text Gary (R) for more info at 972-935-1660 or email [email protected]
Are you ready to sell your classic car/truck or collection?
`With zero upfront cost, there is no risk to you the seller.

Chrysler Windsor Buyer's Guide

Full guide

Sarah Whitfield

Pre-War Classics

1939–1961

~4 min read

Updated Apr 2026

The Chrysler Windsor occupied the most interesting position in Chrysler's lineup for over two decades — below the New Yorker in price but sharing its chassis, its engineering ambitions, and eventually its remarkable Forward Look styling. The Windsor is the Chrysler that real collectors understand.

This guide covers

✓ 8-point inspection checklist

✓ Common issues & what to avoid

✓ In-person inspection guide

✓ Market pricing by year & condition

✓ 5 FAQs answered

✓ History & fun facts

Read the Full Windsor Buyer's Guide

Chrysler Windsor Market Overview

Based on 16 Chrysler Windsor listings currently on ClassicCarsArena.com

Listed Now

$22,760

Avg. Asking Price

1947–1962

Year Range

Price Position on Our Site — Average Range

This car: $16,000

Low: $6,000 High: $74,950

Transmission Distribution

Automatic 25%

Manual 25%

Condition Distribution

Excellent 13%

Fair 19%

Poor 6%

Data from ClassicCarsArena.com listings Browse all 16 listings →

💰

What is this car worth?

Check sold prices for the 1950 Chrysler Windsor

Valuation Tool →

Chrysler Windsor Buyer's Guide

Sarah Whitfield here. The Windsor has lived in the New Yorker's shadow for its entire collector life, and I find this unjust. The Chrysler Windsor from 1955 to 1961 is one of the most dramatic, intelligently styled American cars of the postwar era — it carries the full force of Virgil Exner's "Forward Look" design language, the Chrysler Corporation's engineering confidence of the mid-1950s, and a driving experience that genuinely distinguished the marque from General Motors and Ford products of the period. The Windsor offered all of this at the entry level of the Chrysler brand.

The prewar (1939–1942) and immediate postwar (1946–1954) Windsors are a different matter — important to marque completists but less visually dramatic. This guide covers the full range but concentrates collector attention where it properly belongs: the Forward Look era.

What to Check Before Buying

✓

Body Panel Fit (1957–1958) — On 1957–1958 cars, check body panel gaps carefully — production quality control issues make structural problems more common.

✓

Tailfin Base Rust — Probe the bases of all tailfins where they meet the lower body — water accumulates and rusts from inside.

✓

Rear Floor Pan — Inspect from underneath and inside — rear floor pan rust is common on salt-belt examples.

✓

Poly V8 Smoke Test — Cold start — blue smoke indicates valve seal wear on the Poly V8; manageable but budget for repair.

✓

Torsion Bar Ride Height — Check that the car sits level and the front suspension feels consistent — torsion bar deterioration causes uneven height.

✓

TorqueFlite Operation — Select all positions (D, L, R, N) — TorqueFlite is durable but band adjustment needed on high-mileage examples.

✓

Convertible Structure (if applicable) — On convertibles, inspect behind rear doors for water damage and structural rust from top-down intrusion.

✓

Chrome Trim Completeness — Inventory the exterior chrome — Windsor-specific pieces can be difficult to source correctly.

Common Issues

1957–1958 production quality control issues: body panel gaps, trim clip failures, and fit problems more common than adjacent years. Tailfin base rust from water accumulation in the fin cavities. Rear floor pan and trunk floor rust on salt-belt cars. Poly V8 oil consumption from worn valve seals on high-mileage unrestored examples. Convertible top mechanism rust and hydraulic seal failures. TorqueFlite band adjustment needed on high-mileage examples. Front torsion bar deterioration causing uneven ride height — the torsion bar front suspension on all 1957–1965 Chrysler products requires inspection.

What to Look For

On 1957–1958 Windsors specifically, inspect the body structure carefully — the quality control issues of those production years mean more body panel fits problems and more compromised structural sections than comparable 1955–1956 or 1959–1961 examples. Probe the lower rear quarters and the rear floor pan thoroughly. On all Forward Look Windsors (1955–1961), inspect the tailfin bases for rust — water accumulates in the fin cavities. On convertibles, inspect the body structure behind the rear doors for water damage from top-down intrusion. On any Windsor, verify the Poly V8 runs without excessive oil consumption — a cold-start smoke test addresses this. The TorqueFlite automatic transmission on post-1956 cars is one of the most durable American automatics ever built, but verify clean operation through all selector positions.

Price Guide

Prewar Windsor (1940–1942): $12,000–$28,000. Postwar Windsor (1946–1954): $8,000–$20,000. 1955–1956 Windsor (driver): $12,000–$25,000. 1957–1958 Windsor (structurally sound driver): $16,000–$35,000. 1957–1958 Windsor Convertible (documented): $35,000–$65,000. 1959–1961 Windsor: $12,000–$28,000. Equivalent New Yorker examples trade at 20–35% premium for the same year and condition — the Windsor's value proposition.

Did You Know?

The Chrysler Windsor was named for Windsor, Ontario — the Canadian city directly across the Detroit River from the Chrysler headquarters — where many Chrysler vehicles were assembled for Canadian and export markets. The 1957 Chrysler lineup, including the Windsor, was designed so quickly (Virgil Exner's team had approximately 18 months from concept to production) that quality control suffered across the entire model year — a known historical issue that paradoxically makes intact 1957 Chrysler survivors more valuable. The TorqueFlite automatic transmission introduced in 1956 Chrysler products (available on the Windsor from 1957) is widely considered the most durable automatic transmission ever fitted to an American production car.

Elite Dealer

$16,000