Convertibles For Sale

ASK: $29,298

The 1968 Chrysler 300 Convertible represents the final years of Chrysler’s legendary letter-series heritage, a tradition that began in the 1950s by combining luxury appointments with high-performance V8 power. Built during an era when American manufacturers created large, stylish grand touring machines, the 300 Convertible stood apart with its imposing presence, effortless performance, and sophisticated highway manners. Showing 42,116 miles, this example is finished in Gold with a Beige interior and matching Beige convertible soft top, creating a classic period-correct color combination. Powered by Chrysler’s iconic 440ci V8 paired with a TorqueFlite automatic transmission, this convertible delivers the smooth, torque-rich character that defined full-size American luxury cruisers. With features including power steering, power windows, cruise control, power front disc brakes, and a modernized JVC audio head unit, this Chrysler 300 Convertible offers a unique opportunity to experience the style, comfort, and personality of a true 1960s American grand tourer.

ASK: $56,298

This 2008 Ford Mustang Shelby GT500 Convertible represents a special piece of modern Shelby history, combining Ford’s iconic Mustang platform with Carroll Shelby’s legendary performance legacy. Showing just 7,832 miles, this example is finished in Black Clearcoat with a Black interior and black convertible soft top, and is documented as #424 of 2,070 Shelby GT500 Convertibles produced. Adding to its collectability, this GT500 has been signed by Carroll Shelby and comes with the original window sticker, certifications, and extensive service records. Equipped with the Shelby GT500 Premium Interior Package, GT500 Premium Trim Package, Shaker 1000 Audio System, and performance-focused styling elements, this low-mileage convertible delivers the combination of rarity, provenance, and supercharged V8 performance that defines the Shelby name.

ASK: $40,799

This 2004 Honda S2000 represents one of Honda’s most celebrated driver-focused sports cars, combining a high-revving VTEC engine, precise six-speed manual transmission, and classic rear-wheel-drive roadster dynamics. Showing 76,149 miles, this example is finished in the iconic Grand Prix White exterior paired with a Tan interior and features several desirable enhancements, including a Titanium Shift Knob, trunk spoiler, front under body spoiler, and side strakes. With its naturally aspirated performance, lightweight construction, and enthusiast-focused engineering, the S2000 continues to stand out as a modern classic built around the pure driving experience.

ASK: $27,299

The 1965 Pontiac Catalina perfectly represents an era when American manufacturers combined full-size comfort with impressive V8 performance. This Catalina Convertible delivers the open-air cruising experience that made these cars so popular while retaining the timeless styling and road presence Pontiac was known for during the mid-1960s. Showing approximately 103,049 miles, this classic drop-top features a 389ci V8 paired with a desirable 3-speed automatic transmission, offering a more engaging driving experience than the automatics most buyers chose when new.

ASK: $18,898

Pontiac introduced the Solstice as a lightweight rear-wheel-drive roadster designed to rekindle the excitement of affordable American sports cars. With its long hood, short deck proportions, and engaging manual transmission, the Solstice quickly earned praise for delivering an enjoyable open-air driving experience. Showing just 4,288 miles and remaining with its original owner, this 2007 Pontiac Solstice is finished in Emerald Green Metallic over an Ebony leather interior. Equipped with a 5-speed manual transmission, Limited-Slip Rear Differential, and an impressive list of factory packages, this exceptionally low-mileage example represents a rare opportunity to own one of Pontiac's best modern performance cars.

ASK: $36,298

The Continental GTC is what happens when Bentley decides that effortless speed should come with the ability to drop the roof at a moment's notice. Sharing its DNA with the Continental GT, the GTC combines handcrafted British luxury with a formidable twin-turbocharged W12 and all-wheel drive, making it just as comfortable devouring interstate miles as it is tackling winding back roads. This 2009 Bentley Continental GTC has traveled just 32,465 miles and is finished in timeless Beluga over Saddle. Equipped with the sought-after Mulliner Driving Specification, Naim for Bentley Premium Audio System, front seat massage, 20-inch 7-spoke 2-piece alloy sports wheels, and an array of bespoke interior appointments, this grand tourer offers the perfect blend of performance, exclusivity, and open-air luxury.

ASK: $12,799

The 1979 MG Midget represents the closing chapter of MG’s long-running tradition of lightweight British sports cars, carrying forward the simple formula that made the marque beloved by driving enthusiasts: compact dimensions, an open cockpit, rear-wheel drive, and an engaging manual transmission. Originally introduced as an affordable sports car focused on driver enjoyment, the Midget became known for its approachable character and ability to deliver an authentic roadster experience without unnecessary complexity. Showing approximately 47,372 miles, this example embodies the charm of a classic British convertible, offering the opportunity to enjoy a vintage sports car experience defined by mechanical simplicity, light handling, and timeless roadster appeal.

PENDING SALE

ASK: $46,299

The DB9 Volante represents Aston Martin's interpretation of the grand touring convertible, blending timeless British design with the effortless performance of a naturally aspirated V12. Introduced for the 2005 model year, the DB9 quickly became one of the brand's most recognizable modern classics, offering handcrafted luxury and exhilarating open-top motoring in equal measure. Showing approximately 16,104 miles, this 2008 example is finished in elegant Jet Black over a Kestrel Tan leather interior with a Black convertible soft top. Equipped with desirable factory options including the Bright Mesh Grille and Red Brake Calipers, it also rides on aftermarket wheels that give the car a more contemporary appearance while preserving its unmistakable Aston Martin character.

ASK: $61,298

The C2 Corvette remains one of the most iconic American sports cars ever produced, and this 1964 Chevrolet Corvette Convertible captures everything enthusiasts love about the second-generation Sting Ray. Showing approximately 3,266 miles, this example is finished in striking Daytona Blue Metallic with a white convertible soft top and a matching dark blue interior for a timeless factory-inspired appearance. It combines classic open-air styling with tasteful mechanical upgrades including an aftermarket carburetor, distributor, and clutch while retaining the engaging driving experience of a Muncie 4-speed manual transmission. Whether destined for weekend cruises, local shows, or a private collection, this Corvette represents a true piece of American automotive history.

ASK: $24,799

The first-generation Porsche Boxster helped redefine the affordable sports car segment when it debuted in the late 1990s, but the Boxster S took the experience to another level. Introduced with a larger flat-six engine, upgraded brakes, and a more performance-focused chassis, the Boxster S delivered the balanced handling and open-top driving experience that Porsche is renowned for. This 2003 Porsche Boxster S has just 39,580 miles and is finished in timeless Carrara White over a Graphite Grey leather interior. Equipped with desirable factory options including SportDesign 18-inch wheels, power seats with memory, and the Sound Package Plus, this roadster offers an engaging blend of comfort, style, and unmistakable Porsche performance.

ASK: $25,299

Chevrolet celebrated a half century of America’s sports car in 2003 with the special 50th Anniversary Corvette, marking an important milestone in the model’s storied history. Even beyond the Anniversary Edition cars, every 2003 Corvette received commemorative badging to honor the occasion, making this model year especially desirable among C5 enthusiasts. This 2003 Chevrolet Corvette Convertible has traveled just 55,393 miles and is finished in elegant Medium Spiral Gray Metallic over a striking Black/Red interior. Equipped with the desirable 1SB Preferred Equipment Group, Magnetic Selective Ride Control, a head-up display, and polished aluminum wheels, this two-owner, garage kept C5 delivers the perfect blend of classic Corvette styling, everyday comfort, and proven LS1 V8 performance.

ASK: $46,299

Representing the pinnacle of Bentley's grand touring lineup for its era, the 2010 Bentley Continental GTC Speed blends handcrafted luxury with extraordinary W12 performance in an elegant open-top package. Showing approximately 61,334 miles, this Continental GTC Speed is finished in Dark Sapphire over a Magnolia leather interior with a matching blue convertible soft top, creating a sophisticated color combination that perfectly complements its timeless design. Equipped with desirable luxury appointments including the Convenience Specification, Naim premium audio system, and front seat massage function, this Bentley delivers effortless performance and first-class comfort for every journey.

ASK: $66,299

The 2010 Bentley Continental GTC Speed represents the ultimate expression of Bentley’s high-performance convertible grand touring philosophy, combining handcrafted luxury with supercar-level capability. Showing approximately 40,958 miles, this Continental GTC Speed is powered by Bentley’s legendary 6.0L twin-turbocharged W12 engine paired with a 6-speed ZF automatic transmission and all-wheel drive. Finished in Beluga over a matching Beluga interior with a black convertible soft top, this example features the desirable Mulliner Driving Specification, along with premium appointments such as Piano Black Veneer, a 3-Spoke Sport Leather Steering Wheel, and dual front seat massage functionality. With its powerful W12 engine, sophisticated craftsmanship, and open-air design, the Continental GTC Speed delivers a unique blend of performance, luxury, and exclusivity.

ASK: $98,298

The Porsche 911 Carrera S Cabriolet represents the perfect balance between everyday usability and traditional Porsche sports car character, combining open-air driving excitement with the performance expected from the legendary 911 platform. This 2015 Porsche 911 Carrera S Cabriolet shows approximately 9,897 miles and is equipped with the highly desirable 3.8L naturally aspirated flat-six engine paired with Porsche’s 7-Speed PDK Dual-Clutch Automatic transmission. Finished in White with a Black/Luxor Beige interior, this Carrera S Cabriolet features a carefully selected combination of enthusiast-focused options, including the Sport Chrono Package, Sport Exhaust System, and SportDesign Steering Wheel. With its rear-engine layout, rear-wheel drive configuration, and naturally aspirated power delivery, this 911 delivers the engaging driving experience that has made the Carrera S name a benchmark among modern sports cars.

ASK: $36,799

The 1999 Plymouth Prowler represents one of the most distinctive production vehicles of the modern automotive era, bringing the spirit of traditional American hot rodding into a factory-built roadster. Originally introduced as a concept car before entering production, the Prowler combined classic hot rod influences such as its open-wheel front suspension, long hood, and low-slung stance with advanced engineering techniques including lightweight aluminum construction and composite body panels. Showing approximately 24,531 miles, this example is finished in Prowler Black with an Agate interior and features a black convertible soft top and chrome wheels. Powered by a 3.5L naturally aspirated V6 paired with Chrysler’s AutoStick automatic transmission, the Prowler delivers a unique blend of retro-inspired styling, modern drivability, and collectible character. As one of Chrysler’s most ambitious design statements of the late 1990s, the Prowler remains a standout example of a factory-built hot rod interpretation.

ASK: $20,798

The Mercedes-Benz SL-Class has long represented the brand’s vision of the ultimate personal luxury roadster, combining sports car performance with the refinement of a grand touring coupe. Introduced for the 2003 model year, the R230-generation SL brought a new era of technology to the legendary SL nameplate, replacing the traditional soft top with an innovative retractable power hardtop that could transform the car from a sleek coupe into an open-air roadster at the touch of a button. This 2004 Mercedes-Benz SL 500 carries that formula forward with its timeless design, advanced engineering, and naturally aspirated V8 power. Showing approximately 123,845 miles, this example is finished in Fire Opal Red Unilac over a Beige interior and is equipped with desirable features including AMG Double-Spoke 18-inch wheels, Keyless-GO, COMAND navigation, Bose premium audio, and heated front seats. At the heart of the SL 500 is Mercedes-Benz’s highly regarded 5.0L M113 V8, delivering the smooth, effortless performance that made the SL-Class a benchmark among luxury grand tourers. Designed for drivers who appreciate both craftsmanship and capability, this SL 500 represents an era when Mercedes-Benz combined advanced technology, elegant styling, and traditional V8 character into one sophisticated roadster.

ASK: $25,499

The 1985 Mercedes-Benz 380 SL represents the classic R107 roadster formula, combining timeless styling, Mercedes-Benz engineering, and effortless open-top cruising. Showing 49,467 miles, this example is finished in elegant Classic White over a Red MB-Tex interior and features the desirable U.S.-specification equipment package. Powered by a naturally aspirated V8 and equipped with a smooth automatic transmission, this 380 SL delivers the refined driving experience that defined Mercedes-Benz luxury roadsters of the era.

ASK: $51,298

This 1941 Ford Super Deluxe Convertible represents the elegance of pre-war American motoring combined with thoughtful mechanical upgrades for improved usability. Showing just 1,532 miles, this example features Ford’s iconic 221ci Flathead V8 paired with a 3-speed column-shift manual transmission, delivering the traditional driving experience that helped define early Ford performance. Finished with a custom Blue exterior, Camel Tan soft top, and reupholstered Tan Leather interior, this Super Deluxe Convertible blends classic styling with upgraded components including an aftermarket clutch, braking system, fuel system enhancements, and modernized starting equipment.

ASK: $18,298

This 1979 MG MGB Roadster captures the essence of classic British motoring with its lightweight construction, open-top design, and engaging manual transmission. Showing just 17,192 miles, this example is finished in the iconic British Racing Green and combines the timeless styling of the MGB with tasteful upgrades for improved enjoyment. Powered by the legendary 1.8L inline-four engine paired with a 4-speed manual transmission, this roadster delivers the simple, analog driving experience that has made the MGB a favorite among enthusiasts for decades.

ASK: $23,799

The 1997 Pontiac Firebird Trans Am Convertible represents the final era of Pontiac’s legendary fourth-generation F-body platform, combining classic American V8 performance with open-air cruising capability. This example has traveled 103,930 miles and is finished in Bright Silver with a Dark Pewter interior and Black convertible soft top. Equipped with the desirable WS6 Ram Air Performance Package, this Trans Am benefits from the iconic functional Ram Air induction system, high-performance upgrades, and aggressive styling cues that helped define the performance image of Pontiac’s flagship sports car. With its LT1 V8, rear-wheel-drive layout, and limited-production convertible configuration, this Trans Am remains an enthusiast-focused piece of Pontiac performance history.

ASK: $114,299

When McLaren launched the MP4-12C, it marked the brand’s return to producing a road-going supercar entirely developed in-house since the legendary F1. The 2014 McLaren MP4-12C Spider took that formula and added open-air motoring without compromising the performance and structural rigidity that made the coupe such a formidable machine. This particular example shows just 13,746 miles and benefits from several desirable factory options, including the Stealth Pack, lightweight forged wheels, carbon fiber interior upgrades, and bespoke McLaren Special Operations enhancements. Finished in a timeless white exterior over a Silver and Carbon Black Sport Leather interior, it represents an excellent opportunity to acquire a well-optioned example of one of McLaren’s most important modern supercars.

ASK: $49,199

Traditional hot rods don’t get much more authentic than a Model A Hi-Boy powered by a Flathead V8. Built in the spirit of the early California hot rodding movement, this 1930 Ford Model A Hi-Boy Roadster Hot Rod blends period-correct components with exceptional craftsmanship to create a timeless machine. Showing approximately 6,508 miles, this Brookville all-steel-bodied roadster was displayed at the prestigious 2015 Grand National Roadster Show (GNRS), a testament to the quality of its construction. From its Mercury Flathead V8 and Halibrand quick-change rear end to its unmistakable Hi-Boy stance, this roadster is an outstanding example of traditional hot rodding done right.

ASK: $33,799

The Ford Model T forever changed the automotive world by bringing affordable transportation to the masses, but hot rodders have spent generations transforming these humble classics into lightweight performance machines. This 1925 Ford Model T Roadster Hot Rod is a perfect example of that enduring tradition, combining unmistakable pre-war styling with dependable small-block Chevrolet V8 power. Showing just 159 miles, this custom-built roadster is offered from Florida and is finished in rich Rootbeer Brown over a matching Brown interior. Featuring a full-fender body configuration, custom craftsmanship throughout, and classic hot rod styling cues, this Model T blends nearly a century of automotive heritage with the excitement of V8-powered cruising.

ASK: $28,298

Showing 76,087 miles, this 1960 Studebaker Lark VIII Convertible is an example of Studebaker’s distinctive compact V8 platform, combining classic styling with the performance-oriented Lark VIII drivetrain. Finished in red with a red/black interior and tan convertible soft top, this open-air cruiser is powered by a 259ci V8 paired with a 3-speed Flight-O-Matic automatic transmission, offering a unique alternative to the more common offerings from Detroit’s Big Three.