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New HERITAGE SOFTAIL Motorcycles for Sale

Looking to buy a 2023 Heritage Softail motorcycle? Browse our extensive inventory of new and used 2023 Heritage Softail motorcycles from local dealers and private sellers. Compare prices, models, trims, options and specifications between different motorcycles on Cycle Trader.
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665 New HERITAGE SOFTAIL Motorcycles For Sale

2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in El Cajon, CA
$19,499

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # HD019786
2023 Harley-Davidson® FLHCS - Heritage Classic, "When you step into the world of El Patron Harley Davidson, you're not just buying a motorcycle; you're embracing a lifestyle, a legacy, and an unparalleled passion for the open road. With a century of heritage roaring beneath your fingertips, our brand-new Harley-Davidson models are a symphony of power, precision, and prestige. When you choose El Patron Harley Davidson, you're not merely buying a bike; you're acquiring a ticket to the most exhilarating journey of your life. So, come join our family, and let the road become your canvas, the wind your muse, and the world your playground. Your Harley-Davidson story begins here."
El Patron Harley-Davidson
El Cajon, CA
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Oconomowoc, WI
$0

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 6014
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Wisconsin Harley-Davidson
Oconomowoc, WI
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Henderson, NV
$0

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 041114
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Henderson Harley-Davidson
Henderson, NV
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Darlington, MD
$23,699

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 038894
2023 Harley-Davidson® FLHCS - Heritage Classic, ABS, SECURITY!<br /> <br /> 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Eisenhauer's Chesapeake Harley-Davidson
Darlington, MD
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Darlington, MD
$23,699

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 039596
2023 Harley-Davidson® FLHCS - Heritage Classic, ABS, SECURITY!<br /> <br /> 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Eisenhauer's Chesapeake Harley-Davidson
Darlington, MD
2023 Harley-Davidson Heritage Classic in Ofallon, IL
$21,724

New 2023 Harley-Davidson Cruiser

Heritage Classic
Stock # 060681
2023 Harley-Davidson Heritage Classic, 2023 HARLEY-DAVIDSON® HERITAGE CLASSIC <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 114 V-Twin engine and steel laced wheels</li> </ul> <ul> <li>DETACHABLE WINDSCREEN</li> </ul> <p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p> <ul> <li>LOCKABLE AND SEALED SADDLEBAGS</li> </ul> <p>Sleek and roomy with enough space to stash your riding essentials.</p> <ul> <li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li> </ul> <p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Green Mount Road Motorsports
Ofallon, IL
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Festus, MO
$22,949

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # H7193
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Gold Star Harley-Davidson
Festus, MO
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Festus, MO
$21,724

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # H7210
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Gold Star Harley-Davidson
Festus, MO
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Festus, MO
$22,624

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # H7137
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Gold Star Harley-Davidson
Festus, MO
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Festus, MO
$22,099

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # H7198
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Gold Star Harley-Davidson
Festus, MO
2023 Harley-Davidson Heritage Classic 114 CLASSIC in Mauston, WI
$22,049

New 2023 Harley-Davidson Cruiser

Heritage Classic 114 CLASSIC
Stock # 041744
<p>Rock and roll on two wheels.</p><p style="margin-bottom: 1em;"> </p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>NEW 2023 Harley-Davidson Heritage Classic 114 MOTORCYCLE FOR SALE NEAR MADISON, WI</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">This NEW 2023 Harley-Davidson Heritage Classic 114 Motorcycle is for sale at Reel Brothers Harley-Davidson located in Mauston, Wisconsin. 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> . At Reel Brothers Harley-Davidson we host a large selection of used motorcycles in the Madison area. Contact Reel Brothers Harley-Davidson today to <strong>SCHEDULE A TEST-RIDE</strong> . Visit Reel Brothers Harley-Davidson, your family-owned WI Harley-Davidson dealership. </p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>REEL BROTHERS HARLEY-DAVIDSON </strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Map Directions: N4833 State Road 58, Mauston, WI 53948 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Click to Call: (608) 847-7702 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>2023 Harley-Davidson Heritage Classic 114</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">The quintessential American cruiser. Showstopping vintage details and pure
Reel Brothers Harley-Davidson
Mauston, WI
2023 Harley-Davidson® Heritage Classic in Branford, CT
$22,849

New 2023 Harley-Davidson® Cruiser

Heritage Classic
Stock # 057690
2023 Harley-Davidson® Heritage Classic, NEW 2023 Harley-Davidson Heritage Classic Cruiser MOTORCYCLE FOR SALE NEAR BRANFORD, CT  <p>This New 2023 Harley-Davidson Heritage Classic Cruiser motorcycle is for sale at Freedom Road Harley-Davidson located in Branford, Connecticut. Contact Freedom Road Harley-Davidson today to <strong> SCHEDULE A TEST-RIDE </strong> . If this isn't the exact Harley-Davidson you're looking for don't hesitate to go back and <strong> REVISE YOUR SEARCH </strong> . We're sure to have the perfect motorcycle for you in our showroom in Branford where we host one of the largest selections of new and used motorcycles in the New Haven area. Visit Freedom Road Harley-Davidson of Branford, your CT Harley-Davidson dealership. Connecticut’s premier new & used motorcycle dealer, we'll help you ride home on a new Harley-Davidson today! </p><p><br></p> <strong>Freedom Road Harley-Davidson</strong> <p><strong>Map Directions: </strong> <strong> 557 W Main St, Branford, CT 06405 </strong> </p><p><strong>Click to Call: </strong> <strong> (203) 315-4759 </strong> </p><p><br></p> <strong>2023 Harley-Davidson Heritage Classic Cruiser</strong> <p>The dark style, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place.</p>
Freedom Road Harley-Davidson
Branford, CT
2023 Harley-Davidson® FLHCSANV - Heritage Classic Anniversary Edition CLASSIC in Des Moines, IA
$22,699

New 2023 Harley-Davidson® Cruiser

FLHCSANV - Heritage Classic Anniversary Edition CLASSIC
Stock # 131701
2023 Harley-Davidson® FLHCSANV - Heritage Classic Anniversary Edition, Come check out this Limited Edition 120th Anniversary Heritage. Number 1748 out of 2000. Come get this one before it is gone!!!<br /> <br /> 2023 Harley-Davidson® Heritage Classic Anniversary Edition <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Big Barn Harley-Davidson
Des Moines, IA
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Des Moines, IA
$22,949

New 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 907493
2023 Harley-Davidson® FLHCS - Heritage Classic, 2023 HERITAGE SPECIAL IN BILLARD BLUE AND BILLIARD GRAY. COME CHECK IT OUT TODAY!! CALL 515-265-4444 ASK FOIR SALES !!<br /> <br /> 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><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 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Big Barn Harley-Davidson
Des Moines, IA
2023 Harley-Davidson Heritage Classic in Bossier City, LA
$22,528

New 2023 Harley-Davidson Cruiser

Heritage Classic
Stock # 0023876VE3
2023 Harley-Davidson Heritage Classic, <br/> 2023 HARLEY-DAVIDSON® HERITAGE CLASSIC <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 114 V-Twin engine and steel laced wheels</li> </ul> <ul> <li>DETACHABLE WINDSCREEN</li> </ul> <p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p> <ul> <li>LOCKABLE AND SEALED SADDLEBAGS</li> </ul> <p>Sleek and roomy with enough space to stash your riding essentials.</p> <ul> <li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li> </ul> <p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
3 State Harley Davidson
Bossier City, LA
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