vehicle_id: 856761
market_id: 6939
What's any car worth?
now
arrow_forward
1955 Chrysler Windsor Deluxe
VIN: W5566320
visibility
1
View count is the number of times the vehicle detail page has been opened in the past thirty days.
Off Market
last seen on
Aug 06, 2024
1955 Chrysler Windsor Deluxe
VIN: W5566320
visibility
1
View count is the number of times the vehicle detail page has been opened in the past thirty days.
Off Market
last seen on
Aug 06, 2024
This one is off market.
There are
1 other Chrysler Windsor - 5th Gens
like it for sale.
Bring a Trailer
Suamico, Wisconsin, USA
27,000 mi TMU
Automatic
LHD
Original & Highly Original
- OVERVIEW
- HISTORY (3)
- SPECS
- COMPS (23)
- TAXONOMY
Have a question? Ask Rusty
info
These answers are AI generated and may sometimes display incorrect information. They do not represent Classic.com's values or opinions. By using this chatbot you agree to our Terms and Conditions.
info
These answers are AI generated and may sometimes display incorrect information. They do not represent Classic.com's values or opinions. By using this chatbot you agree to our Terms and Conditions.
beta
Get instant answers with AI powered search of listing information.
Powered by CLASSIC.com
Market Summary
The Chrysler Windsor - 5th Gen (1955 to 1956) market. See Similar Markets
Loading...
The fifth generation of Chrysler Windsor was introduced for the 1955 model year. The fifth generation Windsor remained Chrysler's entry ...
Learn more.
There is 3
Chrysler Windsor for sale
across all model years (1939 to 1961) and variants, 1 is
5th Gen
and 1 is model year
1955
.
There were 13
5th Gen
sold in the last 5 years.
NOT FOLLOWING
What's it Worth?
There are 23
comps for this 1955 Chrysler Windsor Deluxe
indicating a price range from
$20,500
- $32,128
.
Sell Your Vehicle
We'll help you price it right, then you can list it yourself.
Insure with
info
Clicking on links for insurance will take you to an unaffiliated third-party-controlled site that is subject to that site owner's privacy policy and terms of use. CLASSIC.COM Inc. does not provide insurance and makes no representations on any coverage or options that are available by such third party.
Your location may include GeoLite2 Data created by MaxMind, available from https://www.maxmind.com.
Get a quote
Vehicle History
A timeline of events that we've detected for this vehicle.
Comps
Comparable recent listings. See related attributes next to the score.
1955 Chrysler Windsor Deluxe
Original & Highly Original
38k mi TMU
Automatic
LHD
Panama City, Florida, USA
Sold
$16,500
Dec 20, 2024
1 year ago
$16,500
Auction
Dec 20, 2024
1 year ago
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Deluxe
Original & Highly Original
37k mi TMU
Automatic
LHD
Panama City, Florida, USA
Not Sold
$11,000
info
Highest Bid
Oct 28, 2024
1 year ago
$11,000
info
Highest Bid
Auction
Oct 28, 2024
1 year ago
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
For Sale
$36,980
Sep 19, 2025
Updated 4 months ago
$36,980
Fixed-price
Sep 19, 2025
Updated 4 months ago
75% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
75% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$23,995
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Jun 16, 2025
7 months ago
$23,995
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Jun 16, 2025
7 months ago
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor 4 Door Deluxe Sedan
Original & Highly Original
64k mi
Automatic
LHD
Torrance, CA, USA
Price Undisclosed
Jun 25, 2019
6 years ago
Fixed-price
Jun 25, 2019
6 years ago
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Nassau Deluxe
Original & Highly Original
4k mi TMU
Automatic
LHD
Morgantown, PA, USA
Last Asking
$23,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Dec 2, 2023
2 years ago
$23,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Dec 2, 2023
2 years ago
69% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
69% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor Sedan
Original & Highly Original
66k mi TMU
Automatic
LHD
Fayetteville, NC, USA
Sold
$20,500
Oct 3, 2022
3 years ago
$20,500
Auction
Oct 3, 2022
3 years ago
68% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
68% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$8,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Oct 17, 2024
1 year ago
$8,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Oct 17, 2024
1 year ago
65% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
65% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$16,500
Jul 28, 2022
3 years ago
$16,500
Auction
Jul 28, 2022
3 years ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor 250
Original & Highly Original
99k mi
Automatic
LHD
Greensboro, North Carolina, USA
Not Sold
$22,000
info
Highest Bid
Nov 9, 2024
1 year ago
$22,000
info
Highest Bid
Auction
Nov 9, 2024
1 year ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor 250
Original & Highly Original
99k mi
Automatic
LHD
City of Saratoga Springs, New York, USA
Sold
$17,600
Sep 20, 2024
1 year ago
$17,600
Auction
Sep 20, 2024
1 year ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Newport Windsor Deluxe
Original & Highly Original
43k mi TMU
Automatic
LHD
Staunton, IL, USA
Last Asking
$17,200
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Apr 27, 2024
1 year ago
$17,200
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Apr 27, 2024
1 year ago
62% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
62% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$9,525
Jan 20, 2023
3 years ago
$9,525
Auction
Jan 20, 2023
3 years ago
61% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
61% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
$13,000
info
Highest Bid
May 14, 2024
1 year ago
$13,000
info
Highest Bid
Auction
May 14, 2024
1 year ago
58% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
58% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
£7,100
Sep 3, 2024
1 year ago
£7,100
Auction
Sep 3, 2024
1 year ago
56% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
56% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$12,000
Jun 20, 2024
1 year ago
$12,000
Auction
Jun 20, 2024
1 year ago
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
Apr 12, 2024
1 year ago
Auction
Apr 12, 2024
1 year ago
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$24,000
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Mar 27, 2024
1 year ago
$24,000
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Mar 27, 2024
1 year ago
53% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
53% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$2,750
Mar 12, 2025
10 months ago
$2,750
Auction
Mar 12, 2025
10 months ago
52% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
52% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
$12,000
info
Highest Bid
Aug 12, 2022
3 years ago
$12,000
info
Highest Bid
Auction
Aug 12, 2022
3 years ago
51% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
51% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$15,950
May 12, 2018
7 years ago
$15,950
Auction
May 12, 2018
7 years ago
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$26,950
Sep 6, 2015
10 years ago
$26,950
Auction
Sep 6, 2015
10 years ago
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Deluxe Newport
Original & Highly Original
57k mi
Automatic
LHD
Dearborn, MI, USA
Not Sold
$14,750
info
Highest Bid
Mar 7, 2023
2 years ago
$14,750
info
Highest Bid
Auction
Mar 7, 2023
2 years ago
40% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
40% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Specs
Details about this vehicle - curated by our market specialists.
Engine
-
Transmission
Automatic
Drive Type
Rear Wheel Drive (RWD)
Originality
Original & Highly Original
Mileage
27,000 mi TMU
VIN
W5566320
Vehicle Type
Automobile
Body Style
Sedan
Doors
4 Doors
Driver Side
Left Hand Drive
Ext. Color Group
Blue
Int. Color Group
Gray
Taxonomy
Markets related to the Chrysler Windsor - 5th Gen.
Chrysler Windsor
directions_car
1st Gen
directions_car
2nd Gen
directions_car
3rd Gen
directions_car
4th Gen
directions_car
5th Gen
directions_car
6th Gen
directions_car
7th Gen
Markets
Submarkets
For Sale
commute
directions_car
1st Gen
(1939 to 1942)
-
-
0
commute
directions_car
2nd Gen
(1946 to 1948)
-
-
0
commute
directions_car
3rd Gen
(1949 to 1952)
-
-
1
commute
directions_car
4th Gen
(1953 to 1954)
-
-
0
commute
directions_car
6th Gen
(1957 to 1958)
-
-
1
commute
directions_car
7th Gen
(1959 to 1961)
-
-
0
Vehicle History
A timeline of events that we've detected for this vehicle.
Specs
Details about this vehicle - curated by our market specialists.
Engine
-
Transmission
Automatic
Drive Type
Rear Wheel Drive (RWD)
Originality
Original & Highly Original
Mileage
27,000 mi TMU
VIN
W5566320
Vehicle Type
Automobile
Body Style
Sedan
Doors
4 Doors
Driver Side
Left Hand Drive
Ext. Color Group
Blue
Int. Color Group
Gray
Chrysler Windsor Deluxe 5th Gen 1955 to 1956
Comparable recent listings based on vehicle taxonomy and attributes.
Loading...
1955 Chrysler Windsor Deluxe
Original & Highly Original
38k mi TMU
Automatic
LHD
Panama City, Florida, USA
Sold
$16,500
Dec 20, 2024
1 year ago
$16,500
Auction
Dec 20, 2024
1 year ago
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Deluxe
Original & Highly Original
37k mi TMU
Automatic
LHD
Panama City, Florida, USA
Not Sold
$11,000
info
Highest Bid
Oct 28, 2024
1 year ago
$11,000
info
Highest Bid
Auction
Oct 28, 2024
1 year ago
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
80% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
For Sale
$36,980
Sep 19, 2025
Updated 4 months ago
$36,980
Fixed-price
Sep 19, 2025
Updated 4 months ago
75% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
75% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$23,995
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Jun 16, 2025
7 months ago
$23,995
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Jun 16, 2025
7 months ago
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor 4 Door Deluxe Sedan
Original & Highly Original
64k mi
Automatic
LHD
Torrance, CA, USA
Price Undisclosed
Jun 25, 2019
6 years ago
Fixed-price
Jun 25, 2019
6 years ago
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
71% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Nassau Deluxe
Original & Highly Original
4k mi TMU
Automatic
LHD
Morgantown, PA, USA
Last Asking
$23,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Dec 2, 2023
2 years ago
$23,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Dec 2, 2023
2 years ago
69% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
69% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor Sedan
Original & Highly Original
66k mi TMU
Automatic
LHD
Fayetteville, NC, USA
Sold
$20,500
Oct 3, 2022
3 years ago
$20,500
Auction
Oct 3, 2022
3 years ago
68% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
68% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$8,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Oct 17, 2024
1 year ago
$8,900
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Oct 17, 2024
1 year ago
65% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
65% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$16,500
Jul 28, 2022
3 years ago
$16,500
Auction
Jul 28, 2022
3 years ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor 250
Original & Highly Original
99k mi
Automatic
LHD
Greensboro, North Carolina, USA
Not Sold
$22,000
info
Highest Bid
Nov 9, 2024
1 year ago
$22,000
info
Highest Bid
Auction
Nov 9, 2024
1 year ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1956 Chrysler Windsor 250
Original & Highly Original
99k mi
Automatic
LHD
City of Saratoga Springs, New York, USA
Sold
$17,600
Sep 20, 2024
1 year ago
$17,600
Auction
Sep 20, 2024
1 year ago
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
63% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Newport Windsor Deluxe
Original & Highly Original
43k mi TMU
Automatic
LHD
Staunton, IL, USA
Last Asking
$17,200
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Apr 27, 2024
1 year ago
$17,200
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Apr 27, 2024
1 year ago
62% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
62% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$9,525
Jan 20, 2023
3 years ago
$9,525
Auction
Jan 20, 2023
3 years ago
61% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
61% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
$13,000
info
Highest Bid
May 14, 2024
1 year ago
$13,000
info
Highest Bid
Auction
May 14, 2024
1 year ago
58% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
58% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
£7,100
Sep 3, 2024
1 year ago
£7,100
Auction
Sep 3, 2024
1 year ago
56% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
56% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 76K - 101K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$12,000
Jun 20, 2024
1 year ago
$12,000
Auction
Jun 20, 2024
1 year ago
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
Apr 12, 2024
1 year ago
Auction
Apr 12, 2024
1 year ago
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
54% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Last Asking
$24,000
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Mar 27, 2024
1 year ago
$24,000
info
This listing was either sold, or removed, by the seller. The last asking price is the last price detected by Classic.com.
Fixed-price
Mar 27, 2024
1 year ago
53% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
53% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$2,750
Mar 12, 2025
10 months ago
$2,750
Auction
Mar 12, 2025
10 months ago
52% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
52% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 25K - 50K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Not Sold
$12,000
info
Highest Bid
Aug 12, 2022
3 years ago
$12,000
info
Highest Bid
Auction
Aug 12, 2022
3 years ago
51% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
51% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 12K - 25K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$15,950
May 12, 2018
7 years ago
$15,950
Auction
May 12, 2018
7 years ago
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Sold
$26,950
Sep 6, 2015
10 years ago
$26,950
Auction
Sep 6, 2015
10 years ago
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
44% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- TMU
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
1955 Chrysler Windsor Deluxe Newport
Original & Highly Original
57k mi
Automatic
LHD
Dearborn, MI, USA
Not Sold
$14,750
info
Highest Bid
Mar 7, 2023
2 years ago
$14,750
info
Highest Bid
Auction
Mar 7, 2023
2 years ago
40% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
40% Relevance
Relevance Score Criteria
Model
Year
Make
Model Family
Model Generation
Model Variant
Model Trim
Powertrain
Engine
Transmission Type
Drive Type
Mileage
- 50K - 76K
Body
Vehicle Type
Body Style
Doors
Driver Side
Ext. Color Group
Int. Color Group
Other Details
Originality
Location
Recency
Taxonomy
Markets related to the Chrysler Windsor - 5th Gen.
Chrysler Windsor
directions_car
1st Gen
directions_car
2nd Gen
directions_car
3rd Gen
directions_car
4th Gen
directions_car
5th Gen
directions_car
6th Gen
directions_car
7th Gen
Markets
Submarkets
For Sale
commute
directions_car
1st Gen
(1939 to 1942)
-
-
0
commute
directions_car
2nd Gen
(1946 to 1948)
-
-
0
commute
directions_car
3rd Gen
(1949 to 1952)
-
-
1
commute
directions_car
4th Gen
(1953 to 1954)
-
-
0
commute
directions_car
6th Gen
(1957 to 1958)
-
-
1
commute
directions_car
7th Gen
(1959 to 1961)
-
-
0
close
Error Report: 1955 Chrysler Windsor Deluxe
The accuracy of this 1955 Chrysler Windsor Deluxe is important. Thank you for taking time to report any errors or omissions in our data. Our specialists will make any necessary corrections.
Contact info:
Welcome to CLASSIC.COM
Don't have an account?
Become a CLASSIC Insider
You've reached the limit of your free membership. Upgrade to add more vehicles and access deeper market data. Plans start at
$5
/ month
or
$47
/ year
.
bar_chart
Access to all market charts and historical market data
bookmark_border
Up to 10 saved vehicles to track and receive updates about
minor_crash
And even more for Enthusiasts
1Equivalent to paying
$47
/ year