Back in February 2022, I found my first Mille Miglia 417 — one of only 417 special-edition SL550s Mercedes built to commemorate a 1955 race win nobody saw coming, sold new for around $123,000, half that six years later. That car felt like a fluke. Of the 417, Barrett Jackson estimated maybe 100-150 made it to the USA. Finding one at all was the whole story. Now there are two more of these unicorns, on two different CarMax lots, at the same time. Pretty rare.

To recap, these are two of 417 special edition models commemorating Mercedes’ unexpected win in the 1955 Italian road race called the Mille Miglia. Sixty years ago, a Mercedes 300SL was driven by a pair of Americans to a first place in class and fifth overall over the 1,000-mile road course. The race started at 4:17 am and the 300 SL’s race number was 417, hence the “417” moniker.
“The Mille Miglia (Thousand Miles) was a legendary open-road endurance motorsport race that took place across Italy from 1927 to 1957. Established by a group of young Italian visionaries, the epic figure-eight route stretched from Brescia to Rome and back, serving as a grueling test of speed and automotive engineering. The original speed race was discontinued after a fatal crash in 1957. The race was permanently banned as a speed event in 1957 after a tragic accident when driver Marquis de Portago blew a tire at high speed, crashing into a crowd and killing himself, his co-driver, and nine spectators.” – Wiki.

The 2016 Mercedes-Benz SL550 Mille Miglia 417 Edition was a $15,400 upgrade over the regular SL550, bringing the car to an MSRP of about $123,000. Not quite a $150k SL63 or the beast, a $217k SL65…..so a reasonable price? Worth the money?

Inside, it looks like some fancy aesthetics; AMG Performance seats feature deep black Nappa leather bolsters paired with red leather side wings. The center inserts include a custom diamond-quilted pattern. The headrests are custom embroidered with a striking red “Mille Miglia 417” emblem. All standard wood or aluminum trim panels across the dashboard, door panels, and center console are swapped for matte carbon fiber weave.

The entire interior is stitched with contrasting red thread, with red leather piping on the floor mats and specialized deep-red seatbelts. The flat-bottom sport steering wheel is wrapped in high-grip black perforated leather with a designated red leather strip marking the 12 o’clock center line. The 417 package included the hardtop with built-in Magic Sky Control variable tint, active multi-contour seats with dynamic bolster massage, and standard Airscarf® neck-level heating system. How cool…or hot is that?

Outside, the car got an exclusive Designo black matte finish and some more red piping. But the 417 wasn’t just an appearance package. True, the drivetrain was untouched, but the car got plenty of other upgrades. Staggered tires with AMG wheels. Adaptive adjustable damping system and ESP® Curve Dynamic Assist (brief, targeted braking intervention to the inside rear wheel, countering understeer under hard acceleration), and perforated and internally ventilated brake rotors clamped down by performance four-piston calipers.

The car wasn’t any quicker because both models share the exact same 449-horsepower M278 bi-turbo V8 engine and 7-speed automatic transmission – 0-60 mph in 4.5 seconds and a governed top end of 155 mph. Not spectacular numbers, to be honest. Unfortunately, I can’t find any record of anyone testing the handling or braking of a 2016 Mercedes-Benz SL550 Mille Miglia 417 Edition against a base SL550.

The two 417’s currently on CarMax lots are identical in trim: adaptive cruise control, automated parking, Designo trim, Driver Assistance Package, seat massagers, Harman Kardon sound….although CarMax botches the listings for both cars. The $52k/18,000 mile car in Virginia omits the Designo Trim. The $48k/44,000 mile car doesn’t note adaptive cruise control. Gotta wonder if the discrepancies affect pricing?

The 2016 Mercedes-Benz SL550 Mille Miglia 417 Edition above is the low-mileage one here at Dulles, Virginia. Four owners since new in Ohio in 2016, by way of Texas and now Virginia – all accident-free.
Stock No: 70129351 VIN: WDDJK7DA9GF039564
The one below is here in Nashville, Tennessee. Identical, albeit with 26,000 more miles. But only $4,000 in savings. A case could be made for spending a few more dollars to get an ultra-low mileage car. A case could also be made for saving the $4,000 and putting it towards MaxCare, since these cars aren’t cheap to repair.
Stock No: 28924072 VIN: WDDJK7DA9GF039659

Of course, a case could be made to ignore the whole Mille Miglia 417 package, pick up the 2015 SL550 below for a cool $36k, and “drive rich” for a whole lot less money! It’s a five-owner, accident-free West Coast car here in Centennial, Nevada.
Stock No: 28773838 VIN: WDDJK7DA1FF030064





























