A ’90s Ferrari is a magnificent modern classic to own. The cars are modern enough to have some of the creature comforts that we demand from a car in 2025 but still classic enough to have that raw, analog, visceral driving feel that’s unfettered by a litany of computers and software nannies. The Ferrari 550 is a model that was made between 1996 and 2002 as a Grand Tourer. Of course, it’s got a naturally aspirated V12 engine, albeit in the nose rather than behind the driver and passenger. That makes it a wonderful classic to buy and drive for long trips, which is why we’re glad to present this 1999 Ferrari 550 Maranello for your consideration. All information, including the original 28,000 miles, has been reported by the current owner, and this car resides in Chesapeake, Virginia, right now.
Dressed in a smooth coat of silver, this isn’t your typical bright red (or "Rosso Corsa") Ferrari. Nope, this 1999 Ferrari 550 Maranello goes for a suave look, much like something that James Bond's Italian equivalent would be seen stepping out of. The car’s beautiful design is the work of Pininfarina, an Italian design house that has penned many of Ferrari’s past and present products, and they always do a great job. You’ll definitely turn heads in this car, as there’s no mistaking it for anything else, really. You’ll also turn heads at the mere sound of its arrival, thanks to the freeflow exhaust system, but rest assured, the stock system is also included in case you don’t like the extra attention. The two-seat interior of this 1999 Ferrari 550 Maranello comes in Nero leather, with power-adjustable driver and front passenger Daytona style sport seats. We did mention modern conveniences, and this car has features such as climate control, power windows, power mirrors, and a radio with a cassette tape player. There’s even a CD changer in the trunk, which is spacious enough to take plenty of luggage – after all, this car is a Grand Tourer!
A Grand Tourer it may be, but this 1999 Ferrari 550 Maranello is also a car that can flirt with the magic 200mph mark, thanks to its 5.5-liter naturally aspirated V12. The engine makes 478hp and 419lb-ft and powers the rear wheels through a lovely six-speed gated manual gearbox. You’ve also got a limited-slip differential in case you decide to take this car to a race track.
1999 Ferrari 550 Maranello
5.5L Naturally Aspirated V12
6-Speed Manual
RWD
Argento Nurburgring Exterior
Nero Interior
Double Wishbone Suspension w/ Coil Springs
Power-Assisted Rack-And-Pinion Steering
Limited-Slip Differential
Power-Adjustable Sport Seats
Bordeaux Leather Upholstery
Automatic Climate Control
Original 28,000 Miles
Freeflow Exhaust System (Stock System Included In Sale)
All Info As Reported By Current Owner
A ’90s Ferrari is a magnificent modern classic to own. The cars are modern enough to have some of the creature comforts that we demand from a car in 2025 but still classic enough to have that raw, analog, visceral driving feel that’s unfettered by a litany of computers and software nannies. The Ferrari 550 is a model that was made between 1996 and 2002 as a Grand Tourer. Of course, it’s got a naturally aspirated V12 engine, albeit in the nose rather than behind the driver and passenger. That makes it a wonderful classic to buy and drive for long trips, which is why we’re glad to present this 1999 Ferrari 550 Maranello for your consideration. All information, including the original 28,000 miles, has been reported by the current owner, and this car resides in Chesapeake, Virginia, right now.
The term limited run is widely used in automotive marketing literature; most limited runs are marketing gimmicks, while the remaining handful are the stuff of legends and must-haves for collectors worldwide. Present today is the latter, and it looks like this 2001 Ferrari 550 Barchetta Pininfarina. With a reported 3,756 miles on the clock, this Italian beauty is car 94 of 448 examples ever made and is automotive art in every aspect.
One of Ferrari’s most iconic models from the Nineties is the F355, in Berlinetta (fixed-head) or Spider (convertible) form. Immortalized by a place in the Need For Speed series, this was actually Ferrari’s entry-level offering between 1995 and 1999. Heavily based on the preceding 348, the 355 featured new design and engineering in key places. Now, a 355 remains the definitive Nineties Ferrari, in all its pop-up headlamped, naturally-aspirated V8 glory. That’s what we have on offer here, a 1997 Ferrari F355 Spider from Wichita Falls, Texas. With just 34,000 miles on the clock and a tuneful 3.5-liter V8 behind the passenger cabin, this is the perfect weekend cruiser for anyone who loves driving.
Supercar used to mean something with truly awesome performance that could really sweep you off your feet and take your breath away. Typically, supercars packed at least 500 horsepower and could easily crest 200mph. They were raw, unrefined beasts with scant creature comforts. The McLaren F1 of the Nineties somewhat refined things a bit, and the Bugatti Veyron took it to the next level. Suddenly, Super wasn’t enough and a new term was coined; Hypercar. These are machines that are truly next-level. Today’s 2025 Ferrari SF90 Spider is definitely a Hypercar. The SF90 range was introduced in 2020, and named after Ferrari’s Formula 1 car at the time. It’s got hybrid tech, all-wheel drive, and a power output just shy of four figures. All that could be yours if you desire, thanks to this Maryland-based 2025 Ferrari SF90 Spider. With a mere 140 miles on the clock, it’s also got a lovely open-topped design to offer you the most glorious driving experience possible. Plus, we’re told that this example packs over $56,000 in additional options, with a jaw-dropping $681,668 in MSRP!
If you want a Ferrari, there’s a fine array of modern models to pick from. Let’s take, say, the past ten years. You’ve got the 488, Portofino, Roma, California, GTC4 Lusso, Superfast, etc. Today’s Prancing Horse is a 2016 Ferrari California T. The California is a 2+2 hardtop convertible built as a grand tourer. It was made between 2008 and 2017, making this 37,481-mile example from Weston one of the last to leave the gates of Ferrari’s famous Maranello factory. With its 3.9-liter twin-turbo V8, 20-inch Forged Diamond wheels and Daytona-style seats, this is a nice choice for those who want a Ferrari that’s a comfortable but fast cruiser, rather than an all-out racing machine. Because this car will get you places very quickly and thrill you to the maximum, but will do so in great comfort and luxury.
Would you like to treat yourself to a fine luxury grand tourer that can cover great distances in utmost comfort? Do you want to experience top-tier British luxury in a modern package? If so, this 2015 Bentley Continental GTC is just what the Doctor ordered. It’s got under 40,000 miles on the clock and is up for sale in Delray Beach, Florida. It’s a Mulliner Edition car and comes from the second generation of the Bentley Continental series. With its potent W12 engine, you can also enjoy superb acceleration and enthusiast-level driving dynamics.
One of Ferrari’s most iconic models from the Nineties is the F355, in Berlinetta (fixed-head) or Spider (convertible) form. Immortalized by a place in the Need For Speed series, this was actually Ferrari’s entry-level offering between 1995 and 1999. Heavily based on the preceding 348, the 355 featured new design and engineering in key places. Now, a 355 remains the definitive Nineties Ferrari, in all its pop-up headlamped, naturally-aspirated V8 glory. That’s what we have on offer here, a 1997 Ferrari F355 Spider from Wichita Falls, Texas. With just 34,000 miles on the clock and a tuneful 3.5-liter V8 behind the passenger cabin, this is the perfect weekend cruiser for anyone who loves driving.
The Bentley Continental is the luxury grand tourer for the person who doesn’t compromise on anything in life. They want they very best, the most premium, the highest quality in their life. Introduced in 2003, the Continental GT has offered this for four generations now, providing well-heeled petrolheads with an amazing automobile that they tend to keep for years and years. Today’s 2024 Bentley Continental GTC Speed is no different. With just 1,824 miles on the clock, this Dripping Springs-based car comes with a 6.0-liter twin-turbo W12 under the hood, the Touring Specification, the Naim For Bentley top-end sound system, and more.
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