Chrysler Windsor - 5th Gen (1955 to 1956)

The fifth generation of Chrysler Windsor was introduced for the 1955 model year. The fifth generation Windsor remained Chrysler's entry ...

The fifth generation of Chrysler Windsor was introduced for the 1955 model year. The fifth generation Windsor remained Chrysler's entry level model, and like all Chrysler's at the time, featured a dramatic redesign by Virgil Exner. This latest generation of Windsor was offered as a coupe, sedan, or convertible, and was fitted with Chrysler's 5.0L 'Spitfire' V8 engine. Production of the fifth generation Windsor continued until 1956, when the Sixth Generation Chrysler Windsor was unveiled.

Chrysler Windsor - 5th Gen FAQs

Model years for Chrysler Windsor - 5th Gen (1955 to 1956)

1955
1956

For Sale 3

Avg $14,766

Sales Count 8

Dollar Volume $118,125

Lowest Sale $8,000

Top Sale $20,500

Most Recent $8,000

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VEHICLE	STATUS	SELLER	DATE
Commerce Charter Township, MI, USA 1956 Chrysler Windsor 47k mi Automatic LHD 47,775 mi · Automatic · LHD · Original & Highly Original Commerce Charter Township, MI, USA	FOR SALE $13,900	GR Auto Gallery updated Nov 22, 2023 Fixed-price	Nov 22, 2023 Updated 16 days ago	Details NOT FOLLOWING SAVE
Tulsa, OK, USA 1956 Chrysler Windsor 25k mi Automatic LHD 25,205 mi · Automatic · LHD · Restored-Original Tulsa, OK, USA	FOR SALE $27,000	Gateway Classic Cars updated Nov 4, 2023 Fixed-price	Nov 4, 2023 Updated 1 month ago	Details NOT FOLLOWING SAVE
Staunton, IL, USA 1955 Chrysler Newport Windsor Deluxe 43k mi TMU Automatic LHD TMU · Automatic · LHD · Restored-Original Staunton, IL, USA	FOR SALE $19,950	Country Classic Cars updated Feb 22, 2023 Fixed-price	Feb 22, 2023 Updated 9 months ago	Details NOT FOLLOWING SAVE
Caernarvon Township, PA, USA 1955 Chrysler Windsor Nassau Deluxe 4k mi TMU Automatic LHD TMU · Automatic · LHD · Restored-Original Caernarvon Township, PA, USA	SOLD	Classic Auto Mall Dec 2, 2023 Fixed-price	Dec 2, 2023 6 days ago	Details NOT FOLLOWING SAVE
Fullerton, CA, USA 1956 Chrysler Windsor 95k mi Automatic LHD 95,105 mi · Automatic · LHD · Unable to Determine Fullerton, CA, USA	$8,000 SOLD	Hemmings Sep 13, 2023 Fixed-price	Sep 13, 2023 2 months ago	Details NOT FOLLOWING SAVE
Boulder City, NV, USA 1955 Chrysler Windsor 12k mi Automatic LHD 12,023 mi · Automatic · LHD · Original & Highly Original Boulder City, NV, USA	NOT SOLD $28,995 High Offer	Hemmings Jul 13, 2023 Fixed-price	Jul 13, 2023 4 months ago	Details NOT FOLLOWING SAVE
Royal Leamington Spa, GBR 1956 Chrysler Windsor Deluxe Sedan mi TMU Automatic LHD TMU · Automatic · LHD · Restored-Original Royal Leamington Spa, GBR	NOT SOLD Jun 17, 2023	CCA Everyman Classics (UK) Auction	Jun 17, 2023 5 months ago	Details NOT FOLLOWING SAVE
Boulder City, NV, USA 1955 Chrysler Windsor Automatic LHD Automatic · LHD · Original & Highly Original Boulder City, NV, USA	NOT SOLD Jun 1, 2023	Hemmings Jun 1, 2023 Fixed-price	Jun 1, 2023 6 months ago	Details NOT FOLLOWING SAVE
Boulder City, NV, USA 1955 Chrysler Windsor Automatic LHD Automatic · LHD · Original & Highly Original Boulder City, NV, USA	NOT SOLD May 24, 2023	Hemmings Fixed-price	May 24, 2023 6 months ago	Details NOT FOLLOWING SAVE
Boulder City, NV, USA 1955 Chrysler Windsor 12k mi Automatic LHD 12,023 mi · Automatic · LHD · Original & Highly Original Boulder City, NV, USA	NOT SOLD May 12, 2023	Hemmings May 12, 2023 Fixed-price	May 12, 2023 7 months ago	Details NOT FOLLOWING SAVE
Dearborn, MI, USA 1955 Chrysler Windsor Deluxe Newport 57k mi Automatic LHD 57,000 mi · Automatic · LHD · Restored-Original Dearborn, MI, USA	$15,750 SOLD	Hemmings Mar 8, 2023 Fixed-price	Mar 8, 2023 9 months ago	Details NOT FOLLOWING SAVE
Dearborn, MI, USA 1955 Chrysler Windsor Deluxe Newport 57k mi Automatic LHD 57,000 mi · Automatic · LHD · Restored-Original Dearborn, MI, USA	NOT SOLD $14,750 High Bid	Hemmings Mar 7, 2023 Auction	Mar 7, 2023 9 months ago	Details NOT FOLLOWING SAVE
West Columbia, SC, USA 1956 Chrysler Windsor 18k mi Automatic LHD 18,247 mi · Automatic · LHD · Restored-Original West Columbia, SC, USA	$9,525 SOLD	Hemmings Jan 20, 2023 Auction	Jan 20, 2023 10 months ago	Details NOT FOLLOWING SAVE
West Columbia, SC, USA 1956 Chrysler Windsor 18k mi Automatic LHD 18,247 mi · Automatic · LHD · Restored-Original West Columbia, SC, USA	NOT SOLD Dec 17, 2022	Hemmings Fixed-price	Dec 17, 2022 11 months ago	Details NOT FOLLOWING SAVE
Chicago, IL, USA 1956 Chrysler Windsor Newport 76k mi Automatic LHD 76,218 mi · Automatic · LHD · Restored-Original Chicago, IL, USA	$17,050 SOLD	Mecum Oct 13, 2022 Auction	Oct 13, 2022 1 year ago	Details NOT FOLLOWING SAVE
Fayetteville, NC, USA 1956 Chrysler Windsor Sedan 66k mi TMU Automatic LHD TMU · Automatic · LHD · Restored-Original Fayetteville, NC, USA	$20,500 SOLD	Bring a Trailer Oct 3, 2022 Auction	Oct 3, 2022 1 year ago	Details NOT FOLLOWING SAVE
West Columbia, SC, USA 1956 Chrysler Windsor 18k mi Automatic LHD 18,247 mi · Automatic · LHD · Restored-Original West Columbia, SC, USA	NOT SOLD $12,000 High Bid	Hemmings Aug 12, 2022 Auction	Aug 12, 2022 1 year ago	Details NOT FOLLOWING SAVE
Harrisburg, PA, USA 1955 Chrysler Windsor 4k mi TMU Automatic LHD TMU · Automatic · LHD · Restored-Original Harrisburg, PA, USA	$16,500 SOLD	Mecum Jul 28, 2022 Auction	Jul 28, 2022 1 year ago	Details NOT FOLLOWING SAVE
Kissimmee, FL, USA 1956 Chrysler Windsor Newport 76k mi Automatic LHD 76,218 mi · Automatic · LHD · Restored-Modified Kissimmee, FL, USA	$11,000 SOLD	Mecum Jan 16, 2022 Auction	Jan 16, 2022 1 year ago	Details NOT FOLLOWING SAVE
Louisville, KY, USA 1955 Chrysler Windsor Newport Deluxe Louisville, KY, USA	$19,800 SOLD	Mecum Sep 21, 2019 Auction	Sep 21, 2019 4 years ago	Details NOT FOLLOWING SAVE
Torrance, CA, USA 1955 Chrysler Windsor 4 Door Deluxe Sedan 63k mi Automatic LHD 63,950 mi · Automatic · LHD · Original & Highly Original Torrance, CA, USA	SOLD	West Coast Classics Jun 25, 2019 Fixed-price	Jun 25, 2019 4 years ago	Details NOT FOLLOWING SAVE