Used Harley-Davidson® Motorcycles in New Windsor, NY

2024 Harley-Davidson® Heritage Classic ALWAYS IN STYLE. Features may include: MILWAUKEE-EIGHT® 114 ENGINE Loads of torque for on-demand power you can feel with each twist of the throttle, accompanied by that evocative H-D sound. HIGH-PERFORMANCE REAR MONO SHOCK Easily adjustable mono-shock rear suspension allows for dynamic cornering capability wh...

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...

2022 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...

Only 266 miles and cherry!

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...

2020 Harley-Davidson® Sportster® Iron 883™ EVERYTHING YOU NEED, NOTHING YOU DON’T An original icon of the Harley-Davidson® Dark Custom style. It sets the standard for the raw, stripped-down, blacked-out look. Features may include: Blacked-Out Look It’s the poster bike of the anti-chrome movement. You’ve got a black powder-coated 883cc engine with ...

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® Sport Glide™ Devour endless highways. Lean hard through twisting roads. Hit the night spots. See all there is to see. Hell, turn your daily commute into an adventure. The all-new Sport Glide™ will take all your wanderings to a higher level. Features may include: Milwaukee-Eight® Engine With the Milwaukee-Eight® 107 e...

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...

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...

2014 Harley-Davidson® Street Glide® Pure street style and long haul comfort made it the #1 motorcycle in the sport. And that was before it got a more powerful engine and countless other improvements. The 2014 Harley-Davidson® Street Glide® model FLHX is a custom hot-rod bagger with an amazing Harley® style that needs to be seen and ridden. As part...

2014 Harley-Davidson® Softail® Fat Boy® Lo Fat, dark and strong, this down-and-dirty version of the custom icon is the big dog on the road. The 2014 Harley-Davidson® Softail® Fat Boy® Lo FLSTFB model has all the features you expect on custom Harley® bike. Hearkening to the 'hardtail' choppers of the '60s and '70s, the Fat Boy Lo model is one of th...

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® Fat Bob® The 2013 Harley-Davidson® Dyna® Fat Bob® FXDF model is a Dark Custom cruiser with a big motorcycle feel. The Harley® Fat Bob® model features a powerful air-cooled Twin Cam 103™ Harley® engine with 6 speed cruise drive transmission, providing more performance power for passing, hill-climbing, and riding with pas...

2013 Harley-Davidson® Sportster® SuperLow® The 2013 Harley-Davidson® Sportster® SuperLow® XL883L has all the motorcycle features you want for easy handling. This easy to ride motorcycle offered at an affordable price makes this all new motorcycle one to try. The Harley® SuperLow® model features: Sportster® tank, longer travel rear suspension, low ...

2012 Harley-Davidson® Heritage Softail® Classic The 2012 Harley-Davidson® Heritage Softail® Classic motorcycle FLSTC is fully equipped with modern touring capabilities and even has a removable motorcycle windshield. New for 2012, the Harley® Heritage Softail® Classic features a powerful, new, larger air-cooled Twin Cam 103™ Harley® engine with 6 s...

2011 Harley-Davidson® Dyna® Super Glide® Custom The 2011 Harley-Davidson® Dyna® Super Glide® Custom FXDC 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. The tank-mounted gauges engulfed in chrome, authentic leath...