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HERITAGE SOFTAIL Motorcycles for Sale in lexington, Kentucky

Looking to buy a Heritage Softail motorcycle in Lexington, Kentucky? Browse our extensive inventory of new and used Heritage Softail motorcycles from local dealers and private sellers in Lexington, Kentucky. Compare prices, models, trims, options and specifications between different motorcycles on Cycle Trader.
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79 HERITAGE SOFTAIL Motorcycles For Sale

2016 Harley-Davidson Heritage Softail® Classic CLASSIC in Versailles, IN
$10,995

Used 2016 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # V3965
<p>Comfort as modern as this morning’s news and the power from our high output Twin Cam 103™ engine.</p><p style="margin-bottom: 1em;">This is too good to consign to history.</p><p style="margin-bottom: 1em;">The Heritage Softail® Classic drips with the nostalgia of days gone by, but that’s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of pavement. A redesigned seat and redesigned leather saddlebags. And best of all, a new High-Output Twin Cam 103B™ engine. We’re not about to re-invent this look. But we never stop re-inventing the ride.</p><p></p>
Thornton's Motorcycle Sales, LLP
Versailles, IN
2016 Harley-Davidson HERITAGE SOFTAIL CLASSIC in Greensburg, IN
$12,500

Used 2016 Harley-Davidson Cruiser

HERITAGE SOFTAIL CLASSIC
The 2016 Harley-Davidson Heritage Softail Classic is a stunning cruiser motorcycle that exudes timeless style and a sense of adventure. With only 16,800 miles on the odometer, this bike has plenty of road left to explore.As part of the iconic Harley-Davidson brand, the Heritage Softail Classic is known for its classic design elements, including the nostalgic chrome accents, leather saddlebags, and comfortable riding position. The vintage-inspired details pay homage to the brand's rich history while still offering modern performance and reliability.The powerful engine delivers a smooth and responsive ride, perfect for long highway cruises or leisurely weekend rides through the countryside. The Softail suspension provides a comfortable and controlled experience, absorbing bumps and imperfections in the road with ease.The Heritage Softail Classic is a versatile motorcycle that can handle a variety of riding styles and road conditions. Whether you're cruising down the highway, exploring winding backroads, or simply running errands around town, this bike is up to the task.With its distinctive styling and impressive performance, the 2016 Harley-Davidson Heritage Softail Classic is sure to turn heads wherever you go. Don't miss your chance to own a piece of motorcycle history and experience the thrill of riding a true classic.The professionally installed Vance & Hines pipes make it roar! The bike includes lots of extras. Highway pegs, passenger platforms, chrome wind diverters, rear seat, chrome rack, Willy Skull mirrors, Live to Ride oil cover and light covers. Also, a Harley Davidson dust cover and a J&S stand. Garage stored and elevated off the floor. Front tire new back tire two years old. Full service records from Mann's Harley Davidson.
Private Seller
Greensburg, IN
2012 Harley-Davidson HERITAGE SOFTAIL CLASSIC CLASSIC in Latonia, KY
$12,000

Used 2012 Harley-Davidson Cruiser

HERITAGE SOFTAIL CLASSIC CLASSIC
Started a cholo build, I did not quite finish.  It has all new chrome on literally everything replaceable. Custom seat, Up to date on Maintenence. I have all receipts.  Brand new back tire. All stainless steel braided cabling. Handle bars 18” apes.  Lowered rear suspension by 2”. Extremely well kept, no scratches, or dings anywhere. Clean title. Never been  down. 14,00 miles. LED lights, custom on fenders and gas tank. Vance and Hines true duals, long shots. Incredible sound.  Must see to appreciate. I know I have left out other extras..  <br>12,000.00 You cannot even come close building one for this money. This bike turns heads every where I go. This must sell! <br>I told my wife, this is my last bike, two bikes ago true story, plus I just don’t ride much. <br>Trailer available 5’ x 10’
Private Seller
Latonia, KY
2017 Harley-Davidson Heritage Softail® Classic CLASSIC in Madison, IN
$13,999

Used 2017 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # M4034
<p>Comfort as modern as this morning’s news and the power from our High Output Twin Cam 103B™ engine, but the look still blazes straight from this machin</p><p style="margin-bottom: 1em;">This is too good to consign to history.</p><p style="margin-bottom: 1em;">The Heritage Softail® Classic drips with the nostalgia of days gone by, but that’s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of pavement. A redesigned seat and redesigned leather saddlebags. And best of all, the High Output Twin Cam 103B™ engine. We’re not about to re-invent this look. But we never stop re-inventing the ride.</p><p></p>
Thornton's Motorcycle Sales (Madison)
Madison, IN
2016 Harley-Davidson Heritage Softail® Classic CLASSIC in Madison, IN
$11,999

Used 2016 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # M1069
<p>Comfort as modern as this morning’s news and the power from our high output Twin Cam 103™ engine.</p><p>This is too good to consign to history.</p><p>The Heritage Softail® Classic drips with the nostalgia of days gone by, but that’s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of pavement. A redesigned seat and redesigned leather saddlebags. And best of all, a new High-Output Twin Cam 103B™ engine. We’re not about to re-invent this look. But we never stop re-inventing the ride.</p><p></p>
Thornton's Motorcycle Sales (Madison)
Madison, IN
2006 Harley-Davidson Heritage Softail® in Madison, IN
$6,999

Used 2006 Harley-Davidson Cruiser

Heritage Softail®
Stock # M2144
<p>Heritage Softail®</p><p style="margin-bottom: 1em;">In the saddle of a Harley-Davidson® Softail®, no road is ever lonely. Sunlight breaks through treetops to dance on chromed steel. The wind offers its constant stream of praise. And the world unfolds before you with open arms. Maybe it’s because nothing else on the road compares with the timeless hardtail styling ... and nothing else feels like a Twin Cam 88B™ power mill rigid-mounted to the frame. Counterbalancing takes care of all but the good vibrations. You and the motorcycle become one, united by an unbreakable bond. Then you feel the hidden rear suspension smooth out the ride with a full 4" of travel. There’s no denying you’re in the saddle of a rolling masterpiece. This year, the Softail family of custom motorcycles welcomes its latest member. We invite you to turn the page and take a gander at the clean lines of the new Heritage Softail®. Additionally, all new bobtail models get a shot of adrenaline in the hindquarters — a brawny, road-hugging 200mm tire under a new wider fender. More rubber to stick to the pavement. More style to keep the eyes glued. Everyone loves a clean-looking bike. The Heritage Softail® is a fine example. A motorcycle gleaming with simplicity. With a machine this pure, it’s only fitting we start with the heart and soul. Get a good look at the silver powder-coated Twin Cam 88B™ engine. It’s rigid-mounted and counterbalanced. Next feast your eyes on the hardtail styling. Any paint color you choose will look great with the machete tank graphics. A horseshoe oil tank and Laced wheels complete the no-nonsense look. The price is stripped-down, too — it’s the most affordable FL model. There’s even a detachable passenger pillion. Sometimes the less you see on a bike, the more there is to admire.</p><p></p>
Thornton's Motorcycle Sales (Madison)
Madison, IN
2006 Harley-Davidson Heritage Softail® Classic CLASSIC in Madison, IN
$6,999

Used 2006 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # M1322
<p>Heritage Softail® Classic</p>In the saddle of a Harley-Davidson® Softail®, no road is ever lonely. Sunlight breaks through treetops to dance on chromed steel. The wind offers its constant stream of praise. And the world unfolds before you with open arms. Maybe it’s because nothing else on the road compares with the timeless hardtail styling ... and nothing else feels like a Twin Cam 88B™ power mill rigid-mounted to the frame. Counterbalancing takes care of all but the good vibrations. You and the motorcycle become one, united by an unbreakable bond. Then you feel the hidden rear suspension smooth out the ride with a full 4" of travel. There’s no denying you’re in the saddle of a rolling masterpiece. This year, the Softail family of custom motorcycles welcomes its latest member. We invite you to turn the page and take a gander at the clean lines of the new Heritage Softail®. Additionally, all new bobtail models get a shot of adrenaline in the hindquarters — a brawny, road-hugging 200mm tire under a new wider fender. More rubber to stick to the pavement. More style to keep the eyes glued.Throw a leg over a Heritage Softail® Classic, and just like that, you’ve bought yourself a one-way ticket to happier days. One look at the studded leather bags and you can’t help but grin. Beefy tires on optional Chrome Profile Laced wheels, graced by chrome-accented fenders. King-size detachable windshield. Low two-up seat with backrest. Giant chrome headlight and passing lamps. This is how the early dressers did it. Today’s version combines all this with the best of today’s technology. For example, the Classic gets a wrinkle black and chrome Twin Cam 88B® engine with smooth-riding dual counterbalancers. Fire one up and good feelings fill the soul.For a limited time, we are offering one-of-a kind, custom color combinations that are over and above the standard two-tone color options available during the model year. These limited color combinations come with a custom decal that is only available through the Custom Color program. Each color has unique complementing pinstripes.<p></p>
Thornton's Motorcycle Sales (Madison)
Madison, IN
2016 Harley-Davidson FLSTC CLASSIC in Batavia, OH
$13,900

Used 2016 Harley-Davidson Cruiser

FLSTC CLASSIC
2016 HARLEY-DAVIDSON FLSTC, <br/> <p>Comfort as modern as this morning&#8217s news and the power from our High Output Twin Cam 103™ engine, but the look still blazes straight from this machine&#8217s authentic dresser past.</p> <ul class=primaryProductFeatures>;</ul> Overview <ul class=itemGroupFeatures><li id=41066695 class=productFeature>This is too good to consign to history: The Heritage Softail® Classic drips with the nostalgia of days gone by, but that&#8217s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of pavement. A redesigned seat and redesigned leather saddlebags. And best of all, a new High-Output Twin Cam 103™ engine. We&#8217re not about to re-invent this look. But we never stop re-inventing the ride.</li><li id=41066696 class=productFeature>Authentic Styling: Get an eyeful of a Softail motorcycle and you see more than some weepy-eyed exercise in nostalgia. You&#8217re looking at the kind of style that has the power to defy time. Honest. Uncluttered. Unaffected by the fad of the moment. There&#8217s a good reason for this. We&#8217ve used our long decades on the road, riding, wrenching, talking to other custom bike fanatics, to discover what works. Then we stick with it, and use it to push the boundaries of motorcycle design ever further. Take a look at the horseshoe oil tank adorning our Softail models. It&#8217s the same one you&#8217d see on a restored dresser from the &#821650s, or a radical Panhead chopper from the &#821670s. And you&#8217ll find it right now on future Harley-Davidson models that still on the drawing board. Other companies may be content to imitate bits and pieces from our long history. On a Softail motorcycle every part down to the axle nut cover comes from an authentic tradition. With a genuine reason for looking the way it looks.</li><li id=41066697 class=productFeature>Iconic Engine: The air-cooled 45° V-Twin engine at the heart of every Softail model is a prime example of what makes a Harley-Davidson motorcycle more satisfying than anything else. Its clean, uncluttered shape fits perfectly in the downtubes of the frame. Twist the throttle and the surge of torque hits you exactly where it counts. The knowledge of what makes an engine truly move a rider runs deep at The Motor Company, and it&#8217s been put to particular good use to power the Softail family. We counterbalance the engine, which means we can bolt it directly to the frame. It keeps the styling tight at the center of the bike. It lets the rider feel the pulse of t
Kings Kustoms
Batavia, OH
2021 Harley-Davidson Heritage Classic 114 CLASSIC in Versailles, IN
$16,995

Used 2021 Harley-Davidson Standard

Heritage Classic 114 CLASSIC
Stock # V8713
2021 Harley-Davidson Heritage Classic 114, 2021 Harley-Davidson® Heritage Classic 114 <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p> <p><strong>Features May Include</strong></p> <p><strong>THIS IS THE RIGHT BIKE FOR</strong></p> <ul> <li>Riders ready to chase excitement across state lines</li> </ul> <ul> <li>Highway riding with full fenders and detachable windscreen</li> </ul> <ul> <li>Milwaukee-Eight® 107 or 114 V-Twin engine and steel laced wheels</li> </ul> <ul> <li>MILWAUKEE-EIGHT® BIG TWIN ENGINE</li> </ul> <p>A powerful, cool-running engine with crisp throttle response and a pure, soul-satisfying rumble.</p> <ul> <li>SOFTAIL® FRAME</li> </ul> <p>The frame retains the classic Softail® lines, but its lightweight design and stiffness translate to a responsive ride unlike anything you ve felt before.</p> <ul> <li>A DARK CLASSIC WITH MODERN EDGE</li> </ul> <p>Dripping with gangster-era style and vintage details. If Bonnie and Clyde rode a Harley® motorcycle, this would be the one.</p> <ul> <li>SIGNATURE LED FORWARD LIGHTING</li> </ul> <p>Darkness-defying lighting that gives you great visibility at night.</p> <ul> <li>LOCKABLE AND SEALED SADDLEBAGS</li> </ul> <p>A sleek look on the outside and roomy on the inside with enough space to stash your riding essentials. The lids open with one touch.</p> <ul> <li>DETACHABLE WINDSCREEN</li> </ul> <p>Go from touring to cruising in a heartbeat. Leave the screen on for a clean envelope of air over the long haul. Or remove it in seconds for a completely new look and ride.</p> <ul> <li>HIGH PERFORMANCE REAR MONO SHOCK</li> </ul> <p>Easily adjustable mono-shock rear suspension allows for dynamic cornering capability while preserving the hardtail look.</p>
Thornton's Motorcycle Sales, LLP
Versailles, IN
2014 Harley-Davidson FLSTCI HERITAGE SOFTAIL CLASSIC CLASSIC in Ross, OH
$14,995

Used 2014 Harley-Davidson Cruiser

FLSTCI HERITAGE SOFTAIL CLASSIC CLASSIC
Stock # EB047302
2014 HARLEY-DAVIDSON FLSTCI HERITAGE SOFTAIL CLASSIC, ONLY 9K ORIGINAL MILES! Thousands in extras and upgrades. Super cool, great sounding, and expensive Vance & Hines TRUE dual fishtail exhaust system. Detachable windshield, Passenger backrest, excellent original leather saddlebags, Snorkel intake, and much more. An exceptional condition, super low mileage, Heritage in a great color with the 103" engine and 6spd transmission!
Auto Livery
Ross, OH
1999 Harley-Davidson FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC in Ross, OH
$9,995

Used 1999 Harley-Davidson Cruiser

FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC
Stock # XY036838
1999 HARLEY-DAVIDSON FLSTC HERITAGE SOFTAIL CLASSIC, Incredibly clean and very original final year Evolution 1340 80" Carbureted classic Harley. Beautiful original Harley 2-tone Lazer Red/Vivid Black paint in amazing condition. Numbers matching engine. Original leather bags in very good condition. Upgraded Mikuni Carb and runs amazing. Upgraded Vance & Hines exhaust sounds amazing. The very last of the Evo motors in the softail, and a super original and low mileage garage kept bike with no corrosion or pitted chrome issues I could find. Brand new tire, fully serviced, turn key ready to ride home TODAY!!
Auto Livery
Ross, OH
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Hazard, KY
$18,999

Used 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
2023 Harley-Davidson® FLHCS - Heritage Classic, Used 2023 Harley-Davidson Heritage Classic Motorcycle For Sale In Hazard, KY <p></p><p>This Pre-Owned 2023 Harley-Davidson Heritage Classic Motorcycle is for sale at YPK Motorsports of Hazard located in Hazard, Kentucky. Reach out to YPK Motorsports of Hazard today <strong>CONTACT US.</strong> If this isn't the exact Harley-Davidson Motorcycle you're looking for don't hesitate to go back and <strong>REVISE YOUR SEARCH.</strong> We're sure to have the perfect Harley-Davidson Motorcycle for you in our showroom near Lexington, KY. Visit YPK Motorsports of Hazard, Kentucky’s premier Harley-Davidson dealership.</p><p></p><p><br></p> <br> YPK Motorsports of Hazard <p><br><br>Address: <strong>324 Morton Blvd, Hazard, KY 41701</strong> </p> <br><br>Phone:
YPK MOTORSPORTS - Hazard
Hazard, KY
2021 Harley-Davidson Heritage Classic 107 CLASSIC in Mason, OH
$15,792

Used 2021 Harley-Davidson Cruiser

Heritage Classic 107 CLASSIC
Stock # UHD058032R
2021 Harley-Davidson Heritage Classic 107, Fresh trade-in. Currently going through our service department. More pictures and information coming soon. Accepting deposits.The refined gloss-black finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place. It starts with the performance of the Milwaukee-Eight 107 or 114 engine and the re-invented Softail frame and suspension. The ride will put a big smile on your face. On top of that, you get a look that drips with gangster-era style. And practical features like a windshield and hard saddlebags for light touring. Tradition is good, but it doesn t mean sitting still. Available in 107 (1745cc) and 114 (1868cc) engine displacements.
Powder Keg Harley-Davidson
Mason, OH
2020 Harley-Davidson® Heritage Classic 107 CLASSIC in Mason, OH
$18,592

Used 2020 Harley-Davidson® Cruiser

Heritage Classic 107 CLASSIC
Stock # UHD019760R
2020 Harley-Davidson® Heritage Classic 107, <p>The refined gloss-black finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place. It starts with the performance of the Milwaukee-Eight® 107 or 114 engine and the re-invented Softail® frame and suspension. The ride will put a big smile on your face. On top of that, you get a look that drips with gangster-era style. And practical features like a windshield and hard saddlebags for light touring. Tradition is good, but it doesn’t mean sitting still. Available in 107 (1745cc) and 114 (1868cc) engine displacements.</p>
Powder Keg Harley-Davidson
Mason, OH
2018 Harley-Davidson® Heritage Classic in Mason, OH
$14,938

Used 2018 Harley-Davidson® Cruiser

Heritage Classic
Stock # UHD082984R
2018 Harley-Davidson® Heritage Classic, <p><br></p><p>The Heritage Softail® Classic used to be an homage to ‘50s chrome nostalgia. Take a look at the new one, and you’ll see it’s anything but that. The history is still there, and now it’s done with a dark style and a modern edge and a totally reinvigorated ride. At the heart of it all, you get a blacked-out Milwaukee-Eight® V-Twin engine. You also get the reduced weight, awesome acceleration, and smooth ride of an all-new Softail® motorcycle. It features a windshield and hard saddlebags for light touring. It all comes together for a great ride and a look that’s going to make an impression in any town you roll into. Available in 107 and 114 engine displacements.</p><p>Heritage Softail® Classic with touring accessories. Harley-Davidson® Genuine Motor Accessories give you unlimited options for customizing the function and look of your bike. Like this one that’s outfitted for long highway miles.</p><p><br></p>
Powder Keg Harley-Davidson
Mason, OH
2017 Harley-Davidson® Heritage Softail® Classic CLASSIC in Mason, OH
$13,992

Used 2017 Harley-Davidson® Cruiser

Heritage Softail® Classic CLASSIC
Stock # UHD043287R
2017 Harley-Davidson® Heritage Softail® Classic, <p>The Heritage Softail ® Classic is rich with the nostalgia of days gone by, but the hidden suspension gives you the authentic look of a hardtail without the bone-shaking ride. You get the comfort of standard cruise control and a low center of gravity, plus standard ABS, and a High Output Twin Cam 103B™ engine. We maintained the classic look and re-invented the ride.</p>
Powder Keg Harley-Davidson
Mason, OH
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