Harley-Davidson Heritage Softail Motorcycles for sale Near Alton, IL

View Trims | View Colors | View Used | Under $5000 | Under $2000 | About Harley-Davidson HERITAGE SOFTAIL Motorcycles

HARLEY-DAVIDSON CLASSIC(17)

close

Available Colors

Brown (1)

Find 26 Harley-davidson Heritage Softail motorcycles for sale near Alton, IL from dealers and private sellers on Cycle Trader. There are currently 4 new and 22 used Harley-davidson Heritage Softail motorcycles for sale with an average price of $10,999, ranging from $7,965 to $24,999.

close

Initial Checkbox Label

42

2019 Harley-Davidson Heritage Classic 114 CLASSIC in Columbia, MO

Used 2019 Harley-Davidson Cruiser

Heritage Classic 114 CLASSIC

Stock # 2600130B

2019 Harley-Davidson Heritage Classic 114, <p>The refined gloss-black finishes, modern edge and reinvigorated ride of the Heritage model take nostalgi

Head's Blacktop Harley-Davidson

2014 Harley-Davidson® FLSTC Heritage Softail® Classic CLASSIC in Springfield, IL

Used 2014 Harley-Davidson® Cruiser

FLSTC Heritage Softail® Classic CLASSIC

Stock # SHD1207C

2014 Harley-Davidson® FLSTC Heritage Softail® Classic, <b>Displacement:</b> 103.1 cu.in. (1,690 cc)</br> <b>Engine Type:</b> Twin Cam 103B </br> <b>Bo

World of Powersports Springfield

Springfield, IL

2023 Harley-Davidson® SOFTAIL HERITAGE in Peoria, IL

Used 2023 Harley-Davidson® Cruiser

SOFTAIL HERITAGE

Stock # PHD4833C

2023 Harley-Davidson® SOFTAIL HERITAGE, <b>Displacement:</b> 114 cu. in. (1868 cc)</br> <b>Engine Type:</b> V Twin</br> <b>Bore and Stroke:</b> Bore:

World of Powersports - Peoria

2014 Harley-Davidson Heritage Softail® Classic CLASSIC in Burlington, IA

Used 2014 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC

Stock # B033608

<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">Starting at $18,349 Blazing from the past with original dresser spirit and modern touri

Heartland Harley-Davidson

2012 Harley-Davidson® FLSTC - Heritage Softail® Classic CLASSIC in St. Charles, MO

Used 2012 Harley-Davidson® Cruiser

FLSTC - Heritage Softail® Classic CLASSIC

2012 Harley-Davidson® FLSTC - Heritage Softail® Classic, 2012 Harley-Davidson® Heritage Softail® Classic <p>The 2012 Harley-Davidson® Heritage Softail

Big St Charles Motorsports

St. Charles, MO

2011 Harley-Davidson FLSTC - Heritage Softail Classic CLASSIC in Alton, IL

Used 2011 Harley-Davidson Standard

FLSTC - Heritage Softail Classic CLASSIC

2011 Harley-Davidson FLSTC - Heritage Softail Classic, 2011 Harley-Davidson® Heritage Softail® Classic <p>The 2011 Harley-Davidson® Heritage Softail®

Ted's Motorcycle World

2025 Harley-Davidson Heritage Classic in Marion, IL

Used 2025 Harley-Davidson Cruiser

Heritage Classic

<p>Classically modern.</p><p style="margin-bottom: 1em;">Classic cruiser vibes meet hot rod swagger—the Heritage Classic lets you switch things up fas

Black Diamond Harley-Davidson

2007 Harley-Davidson FLSTC Heritage Softail® Classic CLASSIC in Jefferson City, MO

Used 2007 Harley-Davidson Cruiser

FLSTC Heritage Softail® Classic CLASSIC

Stock # 15841482

Larry's Motor Sports

Jefferson City, MO

2017 Harley-Davidson FLSTC - Heritage Softail Classic CLASSIC in Scott City, MO

Used 2017 Harley-Davidson Cruiser

FLSTC - Heritage Softail Classic CLASSIC

Stock # 60044775

2017 Harley-Davidson FLSTC - Heritage Softail Classic, Turn heads wherever you ride on this stunning 2017 Harley-Davidson® FLSTC Heritage Softail® Cla

Lawless Harley Davidson of Scott City

2011 Harley-Davidson® FLSTC - Heritage Softail® Classic CLASSIC in Terre Haute, IN

Used 2011 Harley-Davidson® Cruiser

FLSTC - Heritage Softail® Classic CLASSIC

Stock # UHD027762

2011 Harley-Davidson® FLSTC - Heritage Softail® Classic, 2011 Harley-Davidson® Heritage Softail® Classic <p>The 2011 Harley-Davidson® Heritage Softail

Thompson's Motorsports

Terre Haute, IN

2012 Harley-Davidson Heritage Softail® Classic CLASSIC in Marion, IL

Used 2012 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC

<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">The 2012 Harley-Davidson Heritage Softail Classic motorcycle FLSTC is fully equipped wi

Black Diamond Harley-Davidson

2011 Harley-Davidson® FLSTC - Heritage Softail® Classic CLASSIC in St. Charles, MO

Used 2011 Harley-Davidson® Cruiser

FLSTC - Heritage Softail® Classic CLASSIC

2011 Harley-Davidson® FLSTC - Heritage Softail® Classic, 2011 Harley-Davidson® Heritage Softail® Classic <p>The 2011 Harley-Davidson® Heritage Softail

Big St Charles Motorsports

St. Charles, MO

2024 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in St. Charles, MO

Used 2024 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC

2024 Harley-Davidson® FLHCS - Heritage Classic, 2024 Harley-Davidson® Heritage Classic <strong>ALWAYS IN STYLE.</strong><p><strong>Features may includ

Big St Charles Motorsports

St. Charles, MO

2026 Harley-Davidson Heritage Classic in Marion, IL

New 2026 Harley-Davidson Cruiser

Heritage Classic

<p>TIMELESS STYLE THAT REFUSES TO SIT STILL</p><p style="margin-bottom: 1em;">The 2026 Heritage Classic is the perfect blend of vintage soul with mode

Black Diamond Harley-Davidson

2026 Harley-Davidson Heritage Classic in Marion, IL

New 2026 Harley-Davidson Cruiser

Heritage Classic

<p>TIMELESS STYLE THAT REFUSES TO SIT STILL</p><p style="margin-bottom: 1em;">The 2026 Heritage Classic is the perfect blend of vintage soul with mode

Black Diamond Harley-Davidson

2024 Harley-Davidson Heritage Classic 114 CLASSIC in Marion, IL

Used 2024 Harley-Davidson Cruiser

Heritage Classic 114 CLASSIC

<p>ALWAYS IN STYLE.</p><p style="margin-bottom: 1em;">A quintessential American cruiser, the Harley-Davidson Heritage Classic 114 has showstopping vin

Black Diamond Harley-Davidson

2001 Harley-Davidson Heritage Softail in Marion, IL

Used 2001 Harley-Davidson Cruiser

Heritage Softail

Stock # 558078659

Black Diamond Harley-Davidson

2012 Harley-Davidson Heritage Softail® Classic CLASSIC in Marion, IL

Used 2012 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC

<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">The 2012 Harley-Davidson® Heritage Softail® Classic motorcycle FLSTC is fully equipped

Black Diamond Harley-Davidson

2014 Harley-Davidson Heritage Softail® Classic CLASSIC in Marion, IL

Used 2014 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC

<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">Starting at $18,349 Blazing from the past with original dresser spirit and modern touri

Black Diamond Harley-Davidson

2017 Harley-Davidson Heritage Softail® Classic CLASSIC in Marion, IL

Used 2017 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC

<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 mac

Black Diamond Harley-Davidson

1999 Harley-Davidson FLSTC Heritage Softail® Classic CLASSIC in Marion, IL

Used 1999 Harley-Davidson Cruiser

FLSTC Heritage Softail® Classic CLASSIC

<p>FLSTC Heritage Softail® Classic</p><p style="margin-bottom: 1em;">The Heritage Softail® Classic is the motorcycle that, maybe more than any other m

Black Diamond Harley-Davidson

2026 Harley-Davidson Heritage Classic in Columbia, MO

New 2026 Harley-Davidson Cruiser

Heritage Classic

2026 Harley-Davidson Heritage Classic, <p>The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We ve packed a Milwaukee-

Head's Blacktop Harley-Davidson

2026 Harley-Davidson Heritage Classic in Columbia, MO

New 2026 Harley-Davidson Cruiser

Heritage Classic

2026 Harley-Davidson Heritage Classic, <p>The 2026 Heritage Classic is the perfect blend of vintage soul with modern muscle. We ve packed a Milwaukee-

Head's Blacktop Harley-Davidson

2023 Harley-Davidson Heritage Classic in Columbia, MO

Used 2023 Harley-Davidson Cruiser

Heritage Classic

Stock # 2600139A

<p>Experience the perfect blend of nostalgia and modern performance with the 2023 Harley-Davidson Heritage Classic. This used motorcycle embodies dark

Head's Blacktop Harley-Davidson

2021 Harley-Davidson Heritage Classic 114 CLASSIC in Columbia, MO

Used 2021 Harley-Davidson Cruiser

Heritage Classic 114 CLASSIC

Stock # HD0129A

<p>Experience the perfect blend of nostalgia and modern performance with this Harley-Davidson. This used 2021 Harley-Davidson Heritage Classic 114 CLA

Head's Blacktop Harley-Davidson

2025 Harley-Davidson Heritage Classic in Columbia, MO

Used 2025 Harley-Davidson Cruiser

Heritage Classic

Stock # 2600185

<p>Experience the perfect blend of classic style and modern performance.</p> <p>Used 2025 Harley-Davidson Heritage Classic motorcycle. This cruiser o

Head's Blacktop Harley-Davidson

Available Years

2026 Harley-Davidson HERITAGE SOFTAIL - 4 motorcycles
2011 Harley-Davidson HERITAGE SOFTAIL - 3 motorcycles
2012 Harley-Davidson HERITAGE SOFTAIL - 3 motorcycles
2014 Harley-Davidson HERITAGE SOFTAIL - 3 motorcycles

2017 Harley-Davidson HERITAGE SOFTAIL - 2 motorcycles
2023 Harley-Davidson HERITAGE SOFTAIL - 2 motorcycles
2024 Harley-Davidson HERITAGE SOFTAIL - 2 motorcycles
2025 Harley-Davidson HERITAGE SOFTAIL - 2 motorcycles

1999 Harley-Davidson HERITAGE SOFTAIL - 1 motorcycle
2001 Harley-Davidson HERITAGE SOFTAIL - 1 motorcycle

Disclaimers

Cycle Trader Disclaimer: The information provided for each listing is supplied by the seller and/or other third parties. CycleTrader.com is not responsible for the accuracy of the information. Please refer to the Cycle Trader Terms of Use for further information.

Vehicle photos displayed on this page may be AI-enhanced. AI-generated content isn't always correct, so please contact the seller to verify all details.