Harley-Davidson® Heritage Softail® Classic Motorcycles Under $20,000 for Sale

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Low Mileage

2024 Harley-Davidson®

Heritage Classic 114

St. Charles, MO (117 miles away)

299 mi • 19,999
Low Mileage

2024 Harley-Davidson®

Heritage Classic 114

Pittsfield, MA (901 miles away)

584 mi • 19,999

2026 Harley-Davidson®

Heritage Classic

PAWTUCKET, RI (996 miles away)

5 mi Call for Price

2010 Harley-Davidson®

Heritage Softail® Classic

Rock Hill, SC (647 miles away)

16K mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Nacogdoches, TX (661 miles away)

7 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Nacogdoches, TX (661 miles away)

18 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Florence, SC (736 miles away)

8 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Columbus, OH (405 miles away)

5 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Columbus, OH (405 miles away)

5 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Waco, TX (725 miles away)

7 mi Call for Price

2025 Harley-Davidson®

Heritage Classic

Marion, IL (214 miles away)

7 mi Call for Price
Video

2026 Harley-Davidson®

Heritage Classic

Loma Linda, CA (1,530 miles away)

4 mi Call for Price

2016 Harley-Davidson®

Heritage Softail® Classic

Cortland, OH (513 miles away)

48K mi Call for Price
Low Mileage

2024 Harley-Davidson®

Heritage Classic 114

Grand Prairie, TX (652 miles away)

823 mi Call for Price

2017 Harley-Davidson®

Heritage Softail® Classic

Bedford, TX (646 miles away)

12K mi Call for Price

2026 Harley-Davidson®

Heritage Classic

FLORENCE, SC (736 miles away)

7 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Grand Junction, CO (961 miles away)

Call for Price

2026 Harley-Davidson®

Heritage Classic

FLORENCE, SC (736 miles away)

7 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Arbor Vitae, WI (370 miles away)

1 mi Call for Price

2006 Harley-Davidson®

Heritage Softail® Classic

Grand Prairie, TX (652 miles away)

57K mi Call for Price

2025 Harley-Davidson®

Heritage Classic

Waco, TX (725 miles away)

7 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Houston, TX (798 miles away)

Call for Price

2026 Harley-Davidson®

Heritage Classic

Rochester, MN (258 miles away)

2 mi Call for Price

2021 Harley-Davidson®

Heritage Classic 114

Miami, FL (1,187 miles away)

4K mi Call for Price

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