Used Harley-Davidson® Motorcycles in New Windsor, NY

2023 Harley-Davidson® Heritage Classic The quintessential American cruiser. Showstopping vintage details and pure rock and roll style. Features may include: THIS IS THE RIGHT BIKE FOR Riders ready to chase excitement across state lines Highway riding with full fenders and detachable windscreen Milwaukee-Eight 114 V-Twin engine and steel laced whee...

2022 Harley-Davidson® Heritage Classic 114 The quintessential American cruiser. Showstopping vintage details and pure rock and roll style. Features may include: THIS IS THE RIGHT BIKE FOR Riders ready to chase excitement across state lines Highway riding with full fenders and detachable windscreen Milwaukee-Eight® 114 V-Twin engine and steel laced...

Only 266 miles and cherry!

2021 Harley-Davidson® Fat Bob® 114 A street-eater with an appetite for power. Built with muscular style and performance. Features may include: THIS IS THE RIGHT BIKE FOR Renegades seeking the utmost power and performance Conquering city streets with power and agility Milwaukee-Eight® 114 V-Twin engine and custom-styled exhaust Milwaukee-Eight® Big...

2021 Harley-Davidson® Iron 883™ Blacked-out and stripped-down with a legendary profile. Features may include: THIS IS THE RIGHT BIKE FOR Urban riders seeking iconic style and V-Twin rumble Middleweight power paired with precision handling 883cc Air-Cooled Evolution® V-Twin engine 883CC AIR-COOLED EVOLUTION® ENGINE Authentic Harley-Davidson style t...

2020 Harley-Davidson® Heritage Classic 114 FROM THE SHADY SIDE OF THE FAMILY TREE The refined finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into the here and now Features May Include A Dark Classic with Modern Edge Dripping with gangster-era style and vintage details. If Bonnie and Clyde rode a Harley® m...

2020 Harley-Davidson® Sportster® Forty-Eight® STAND ALL THE WAY OUT Heavy-hitting style with fat tires and an iconic peanut tank. Designed with its signature bulldog stance and 1200cc of corner cranking torque. Features may include: 1200 cc Air-Cooled Evolution® Engine An iconic V-Twin engine that is renowned for its massive low-end torque and sou...

2019 Harley-Davidson® Sportster® Iron 1200™ THE THRILL OF RIDING STRIPPED TO ITS BARE ESSENCE A modern take on what’s been putting big grins on the faces of Sportster® motorcycle riders for decades. Features may include: THROWBACK STYLING. THROW YOUR HEAD BACK POWER. 1200CC EVOLUTION™ ENGINE 1200cc at your command to deliver tons of torque for an ...

2019 Harley-Davidson® Sportster® Forty-Eight® STAND ALL THE WAY OUT Heavy-hitting style with fat tires and an iconic peanut tank. Designed with its signature bulldog stance and 1200cc of corner cranking torque. Features may include: WE DIDN’T REBUILD IT. WE RELOADED IT. 1200 CC AIR-COOLED EVOLUTION® ENGINE An iconic V-Twin engine that is renowned ...

2018 Harley-Davidson® Softail® Breakout® The all-new Breakout® model takes the idea of long, lean, asphalt-devouring muscle to the modern edge. Features may include: Digital Riser Gauge Wide digital instrumentation, mounted on risers to be close to your field of vision. Speed readout, fuel gauge, and gear indicator. 240mm Rear Tire A muscular tire...

2018 Harley-Davidson® Sportster® 1200 Custom There’s a reason the word “custom” is in the name—it’s the bike for those who put a premium on making a personal statement. Features may include: 1200 cc Air-Cooled Evolution® Engine An iconic V-Twin engine that is renowned for its massive low-end torque and soul-satisfying sound. Lightweight aluminum h...

2017 Harley-Davidson® Street Glide® Special Do you want plush, top-end touring technology and infotainment or unruly stripped down bagger style? We vote yes. Rockin’ the miles made better than ever. The Harley-Davidson® Special model set the world standard for the stripped-down, hot rod look. Its style is often copied, but never duplicated. The al...

2017 Harley-Davidson® Road Glide® Special If you like to dial up the comforts for endless miles on the wide open road, you’re in for one hell of a ride. Set your own boundaries. Those who appreciate the aggressive look and wind-cutting power of the frame-mounted shark nose fairing and dual Daymaker™ Reflector LED headlamps on the Road Glide® Speci...

2017 Harley-Davidson® Iron 883™ Aggressive throwback styling taken to a place altogether new. No need to shine this machine. Just get on and tear up the nearest street. A great leap forward in the dark arts. You’re looking at a pioneer of raw, blacked-out, stripped-down custom style. In the years since its introduction, it has only gotten better. ...

2016 Harley-Davidson® Sportster® Forty-Eight® The redesigned 2016 Forty-Eight® motorcycle comes at you with more low-slung Dark Custom™ attitude than ever, from its fat front end to its new cast aluminum wheels. We didn’t rebuild it. We reloaded it. The first time the world saw this gas tank was 1948. But the world has never seen that iconic tank ...

2014 Harley-Davidson® Street Glide® Special When it comes to stripped down bagger style , highway comfort, modern technology and an unruly attitude, this is the new state of the art. The 2014 FLHXS Harley-Davidson® Street Glide® Special motorcycle is a new Harley-Davidson® touring model that elevates the experience of riding a hot rod bagger to a ...

2013 Harley-Davidson® Dyna® Street Bob® The 2013 Harley-Davidson® Dyna® Street Bob® FXDB model is a classic bobber motorcycle. Newly redesigned for 2013, the Harley® Street Bob model has been stripped down and refined to pure bobber essence. It’s everything you need and nothing you don’t, pure and simple. Also new for 2013, the Street Bob® FXDB mo...

2013 Harley-Davidson® Dyna® Super Glide® Custom The 2013 Harley-Davidson® Dyna® Super Glide® Custom FXDC model is a bike with the power you need and all the Harley® chrome you want. The Super Glide® Custom motorcycle holds true to its name with unique, custom styling features from tire to tire. For 2013, the Dyna® FXDC model comes in a limited, se...

2013 Harley-Davidson® Sportster® 1200 Custom The 2013 Harley-Davidson® Sportster® 1200 Custom XL1200C model is a true Harley® Sportster® custom motorcycle, just a little fatter and a little more custom than the other Sportster® models. The fat front tire wrapped around a 16-inch wheel gives it a cool custom look and offers nimble handling. Stylist...