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A comparable set is anchored on this machine's odometer, and this listing does not publish one. There may well be machines like it on the board — there is just no way to line this one up against them. The ask is shown on its own instead.
A comparable is the same make, model, year and trim, within 3,999 miles of this odometer and 500 miles of this dealer. Unpriced listings are ignored, this one is excluded, and a dealer posting the same machine twice counts once.
Bigger than life, louder than polite: the Gilroy Chief is pure American attitude on two wheels. If you want a bike with real presence, this 2000 Indian Gilroy Chief delivers it the moment it comes into view. The iconic valanced fenders, long-and-low stance, and unmistakable Indian silhouette feel ripped straight from a different era of American motorcycling. This example pushes that legacy even further with a custom metallic neon purple paint job ignited by neon green flames. It is bold, aggressive, and impossible to ignore, exactly how a proper Chief should present itself. Power comes from the legendary S&S 88 cubic inch (1,442cc) air-cooled V-twin, a carbureted motor known for massive low-end torque and a raw, mechanical riding experience. Paired with a 5-speed manual transmission and belt final drive, this bike is built for smooth highway cruising and that deep, unmistakable V-twin pulse. With 27,510 miles, this Chief has been ridden and enjoyed, not hidden away, and it is ready for many more miles of boulevard domination. This Gilroy Chief is already dialed in with the right upgrades. Vance & Hines exhaust delivers a deep, authoritative sound, beach bars put you in a relaxed, natural riding position, and a custom high-flow air cleaner lets the big twin breathe freely. It rides like a heavyweight cruiser should: planted, stable, and confident, with styling that turns heads long before the exhaust announces your arrival. Engine and performance S&S air-cooled V-twin engine 88 cubic inches, 1,442cc displacement Carbureted fuel delivery 4-stroke design, 2 valves per cylinder Approx. 75 horsepower 5-speed manual transmission Gear-driven primary Belt final drive Wet multi-disc clutch Chassis, suspension, and braking Steel frame Telescopic front fork Rear monoshock suspension Single disc front brake Single disc rear brake Dimensions and capacity Seat height: approx. 23.6 inches Fuel capacity: approx. 4.8 gallons Claimed weight: approx. 650 lbs Front tire: 130/90-16 Rear tire: 130/90-16 Styling and appearance Custom metallic neon purple paint with neon green flames Deep valanced fenders and classic Indian Chief profile Chrome-forward, old-school American cruiser aesthetic Upgrades on this specific bike Vance & Hines exhaust system Beach handlebars for relaxed ergonomics Custom high-flow air cleaner We make it easy to get riding, with options available for every credit situation, even if you have been turned down elsewhere. Talk with our team and we will help map out the simplest path to putting this bike in your garage. EvelRide Motorcycle Company is built around real riders, real machines, and real community. From timeless classics to full custom builds, we stand for authenticity, individuality, and keeping the culture alive.