Image of 1958 Chrysler Windsor, Note: These illustrations use artistic license and may differ from actual historical models.

Introduction

The 1958 Chrysler Windsor is not merely a car; it's a rolling testament to the opulence and forward-thinking design of the late 1950s. As a product of the Chrysler Corporation, the Windsor was introduced to cater to an emerging post-war market that craved luxury, power, and status. This vehicle was a symbol of American prosperity and stood as a proud member of the full-size luxury car segment. A unique fact about the Windsor is that it was one of the first cars to feature Chrysler's innovative "Auto-Pilot" cruise control, a testament to its pioneering spirit.

Design and Innovation

The exterior styling of the 1958 Chrysler Windsor exuded confidence with its sweeping lines, prominent tail fins, and wide, imposing grille. The vehicle's silhouette was a harmonious blend of art and aerodynamics, a true reflection of the space age design ethos prevalent at the time. Inside, occupants were treated to a lavish cabin with high-quality fabrics and materials, including options for premium upholstery. Technological features such as push-button TorqueFlite automatic transmission set the Windsor apart from its peers. Color options ranged from elegant monochromes to vibrant two-tones, with popular choices like "Glen Green" and "Canyon Coral" catching buyers' eyes. The most iconic body style was arguably the four-door sedan, which offered both space and style in spades.

Historical Significance

The Chrysler Windsor played a pivotal role in cementing Chrysler's reputation for innovation and luxury. Its introduction of advanced features like electronic fuel injection (though problematic at times) pushed automotive boundaries. The Windsor's blend of performance, comfort, and style made it an aspirational vehicle that helped shape consumer expectations for what a luxury car should be.

Performance and Handling

Underneath its grand exterior, the 1958 Windsor housed a robust 5.9-liter V8 engine that propelled it to impressive speeds for its size. While top speed figures hovered around 120 mph, its acceleration from 0-60 mph was achieved in under 11 seconds—a remarkable feat at the time. On the road, drivers enjoyed a smooth ride thanks to its well-tuned suspension system, although handling could be described as boat-like when navigating tighter corners. The driving experience was characterized by a deep engine rumble that reassured drivers of the power under the hood.

Ownership Experience

The Chrysler Windsor found its place as both a daily driver for the well-to-do family and a showpiece for collectors. Its maintenance demands were typical for vehicles of its era—requiring regular attention but without overly complex systems that would confound average owners. Reliability was generally good, though some early adopters faced challenges with the electronic fuel injection system.

Fun Facts

The Windsor's allure extended beyond its engineering feats; it also had its share of celebrity ownerships and appearances in films that added to its mystique. While not known for setting speed records, it did make waves in sales figures and became an emblematic figure of '50s automotive culture. Criticisms often centered on fuel consumption—a common trait among vehicles of this size during that period.

Collector's Information

In today's market, a well-preserved 1958 Chrysler Windsor can fetch anywhere from $20,000 to $60,000 depending on condition and provenance. Production numbers were not as limited as some other classics of the era (with estimates suggesting tens of thousands were produced), but finding one in pristine condition can be challenging. Over time, appreciation for this model has grown steadily among classic car enthusiasts.

Conclusion

The 1958 Chrysler Windsor stands as an icon of American automotive history—a beacon of luxury and innovation from an era when cars were more than just transportation; they were statements. With its distinctive styling, advanced features for its time, and commanding presence on the road, the Windsor continues to captivate collectors and classic car aficionados alike.

1958 Chrysler Windsor Spring and Shackle Bushing. 1" bottom O.D-BN 20Spring and Shackle Bushing. 1" bottom O.D. X 1-5/8" high, with 9/16" I.D. Each

1958 Chrysler Windsor Shock Absorber Grommet. 1-1/4" bottom O.D-BN 8Shock Absorber Grommet. 1-1/4" bottom O.D., 1" high, with 3/4" I.D. Each

1958 Chrysler Windsor Gravel Shields. Molded flat without metal backing plates-FS 31Gravel Shields. Molded flat without metal backing plates. Apply with contact cement. 18" long X 9-3/4" wide at bottom. Pair

1958 Chrysler Windsor Headlight Ring Seal. 8-3/8" O.D., 7-3/4" I.D. Pair-HR 14Headlight Ring Seal. 8-3/8" O.D., 7-3/4" I.D. Pair

1958 Chrysler Windsor Trunk Seal. Each-TK 64-17Trunk Seal. Each

1958 Chrysler Windsor Rear Roll-up Window Seals, for Hardtops and Convertibles-VS 7Rear Roll-up Window Seals, for Hardtops and Convertibles. For leading edge of rear quarter windows. Two pieces, 17-3/4" long. Pair

1958 Chrysler Windsor Rear Roll-Up Window Seals-VS 7-GRear Roll-Up Window Seals. For leading edge of rear quarter window. Made with molded ends. 18-1/2" long. Pair R&L

1958 Chrysler Windsor Rigid division-bar run channel-WC 31-96Rigid division-bar run channel. Made with very soft felt lining. Used on front and rear door side windows. 96 in. long. Each. NOTE: $20 special shipping charge applies for domestic orders. Call or email for overseas shipping costs. Part can be sectioned in two or three equal lengths to reduce overseas shipping costs.

1958 Chrysler Windsor Rigid division-bar channel. Unbeaded. 96 in. long. Each-WC 41-96Rigid division-bar channel. Unbeaded. 96 in. long. Each. NOTE: $20 special shipping charge applies for domestic orders. Call or email for overseas shipping costs. Part can be sectioned in two or three equal lengths to reduce overseas shipping costs.

1958 Chrysler Windsor Flexible window sweeper. Made with stainless steel bead-WC 4-96Flexible window sweeper. Made with stainless steel bead. 96 in. long. Each. NOTE: $20 special shipping charge applies for domestic orders. Call or email for overseas shipping costs. Part can be sectioned in two or three equal lengths to reduce overseas shipping costs.