Used Chrysler Windsor For Sale Under $20,000 (22 results)
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(1)Power brakes
1955 chrysler windsor nassau deluxe no reserve
This 1955 Chrysler Windsor Nassau is a classic beauty, featuring a striking red and white exterior, automatic transmission, and a comfortable black leathercloth interior. With its powerful 301 V-8 engine and several new components, it's perfect for classic car enthusiasts looking for a reliable ride
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2 door hard top
76,758 mi.
Red
2 door hard top
automatic
gasoline
$17,999
1949 chrysler windsor
Experience the classic charm of the 1949 Chrysler Windsor in sleek black, featuring a comfortable blue cloth interior and a reliable manual transmission. Perfect for collectors or those who appreciate vintage automobiles
St. Louis, MO
51,358 mi.
Black
manual
St. Louis, MO
$15,900
1951 chrysler windsor in dekalb, illinois
Step back in time with this beautifully preserved 1951 Chrysler Windsor, featuring a high-compression 6 engine and fluid-matic transmission. Recent servicing ensures safe driving, making it a true classic survivor
Dekalb, IL
gasoline
Dekalb, IL
$15,900
1947 chrysler windsor in cadillac, michigan
This classic 1947 Chrysler Windsor features a 6-cylinder engine and retains its original paint, showcasing vintage charm and character. Perfect for collectors or classic car enthusiasts!
Cadillac, MI
gasoline
Cadillac, MI
$15,495
1948 chrysler windsor
This classic 1948 Chrysler Windsor features four doors with unique suicide rear doors. It runs well with its original motor and fluid drive transmission, and comes with a speaker system, making it perfect for car enthusiasts and collectors
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Unspecified
Salt Lake City, UT
8,000 mi.
Unspecified
gasoline
Salt Lake City, UT
$15,200
chrysler windsor coupe
This stunning 1959 Chrysler Windsor Coupe features a powerful 383 CI Golden Lion V-8 engine, automatic transmission, and elegant white pearl exterior complemented by a newer red vinyl interior. Enjoy the comfort of air conditioning and power steering, plus more!
Franklin, MA
63,032 mi.
automatic
gasoline
Franklin, MA
$15,100
1950 chrysler windsor
This stunning 1950 Chrysler Windsor in vibrant red boasts a mere 24,520 miles and automatic transmission, making it a classic gem that's ready to hit the road
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2d hardtop
24,520 mi.
Red
2d hardtop
automatic
$14,995
1947 chrysler windsor in troy, michigan
This classic 1947 Chrysler Windsor 2 Door Coupe is a timeless piece with elegant style, perfect for collectors and enthusiasts alike
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Coupe
Troy, MI
Coupe
Troy, MI
$14,750
1956 chrysler windsor in kentwood, michigan
Introducing the classic 1956 Chrysler Windsor, a stunning piece of automotive history presented by GR Auto Gallery. This car embodies vintage elegance and style
Kentwood, MI
Kentwood, MI
$13,900
1956 chrysler windsor in cadillac, michigan
Classic 1956 Chrysler Windsor featuring a powerful 331 Spitfire V8 engine. This 4-door beauty runs well but may need some TLC to reach its full potential. Perfect for classic car enthusiasts!
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$1 door
Cadillac, MI
$1 door
Cadillac, MI
$12,495
1951 chrysler windsor
This classic 1951 Chrysler Windsor Deluxe features a stunning pewter exterior and elegant grey interior, all while being a manual transmission. A rare find for vintage car enthusiasts!
Dekalb, IL
56,126 mi.
Pewter
manual
Dekalb, IL
$11,500
1949 chrysler windsor in staunton, illinois
This 1949 Chrysler Windsor is a charming 4-door sedan featuring a nicely redone interior, reflecting its classic style and vintage appeal
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Sedan
Staunton, IL
Sedan
Staunton, IL
$9,950
classic rare 1959 chrysler windsor
This rare 1959 Chrysler Windsor is one of the last of the finned cars. Sporting a powerful '71 440 engine and '62 TorqueFlite transmission, it runs great with custom dual exhausts and has a strong performance. Comes with a new headliner and good chrome trims
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Sedan
78,000 mi.
Black
Sedan
automatic
gasoline
$9,500
1950 chrysler windsor in boise, idaho
This charming 1950 Chrysler Windsor Coupe boasts stunning chrome accents and graceful lines. Previously owned by a 92-year-old enthusiast, it has been thoroughly serviced with nearly $7K in upgrades!
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Coupe
Boise, ID
Coupe
Boise, ID
$9,000
1954 chrysler windso4
Discover this 1954 Chrysler Windsor, an unrestored survivor with only 53,441 miles. This classic car runs smoothly and is a great find for collectors. Don't miss this Estate Sale opportunity!
53,441 mi.
Brown
automatic
$8,200
1948 chrysler windsor in salem, ohio
Discover a classic 1948 Chrysler Windsor at JK's Galleria of Vintage Classic and Pristine Cars. We offer worldwide shipping for your convenience!
Salem, OH
Salem, OH
$7,995
1955 chrysler windsor deluxe nassau
This 1955 Chrysler Windsor Nassau is a unique classic with a striking red exterior and interior. While it doesn't run currently, it has all original parts and features distinctive rear windows that roll down uniquely. A great restoration project awaits!
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2 door hardtop
91,836 mi.
Red
2 door hardtop
automatic
gasoline
$6,750
1959 chrysler windsor in hobart, indiana
This classic 1959 Chrysler Windsor is equipped with a 383 Golden Lion engine and comes in all original condition, making it a great find for collectors or enthusiasts
Hobart, IN
automatic
Hobart, IN
$5,500
1948 chrysler coupe in parkers prairie, minnesota
This 1948 Chrysler Windsor coupe features a classic dark majestic blue color, faded into green. Though not running, it has potential for a restoration project with some rust spots and a broken back window
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Coupe
Parkers Prairie, MN
Blue
Coupe
Parkers Prairie, MN
$3,000
for sale: 1955 chrysler windsor in parkers prairie, minnesota for sale in parkers prairie, mn
For sale is a 1955 Chrysler Windsor convertible. It requires restoration with a rusted frame and missing parts, but includes original side windows and components for a conversion
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Convertible
Parkers Prairie, MN
Convertible
Parkers Prairie, MN
$1,501
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