Harley-Davidson® Cruiser Motorcycles Under $20,000 for Sale

1,489-1,512 of 2,168 results

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2024 Harley-Davidson®

Heritage Classic 114

Miami, FL

7K mi Call for Price

2023 Harley-Davidson®

Fat Boy® 114

Miami, FL

2K mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

4 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

6 mi Call for Price

2026 Harley-Davidson®

Street Bob®

Miami, FL

6 mi Call for Price
Low Mileage

2020 Harley-Davidson®

Street Bob®

Miami, FL

1K mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

8 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

Call for Price

2024 Harley-Davidson®

Heritage Classic 114

Miami, FL

19K mi Call for Price
Low Mileage

2024 Harley-Davidson®

Breakout® 117

Miami, FL

1 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

Call for Price

2026 Harley-Davidson®

Street Bob®

Miami, FL

Call for Price

2026 Harley-Davidson®

Breakout®

Miami, FL

5 mi Call for Price

2026 Harley-Davidson®

Heritage Classic

Miami, FL

Call for Price

2025 Harley-Davidson®

Street Bob®

Miami, FL

714 mi Call for Price

2026 Harley-Davidson®

Street Bob®

Miami, FL

Call for Price

2026 Harley-Davidson®

Breakout®

Miami, FL

5 mi Call for Price

2022 Harley-Davidson®

Fat Bob® 114

Miami, FL

3K mi Call for Price

2019 Harley-Davidson®

Softail® Low Rider®

Miami, FL

4K mi Call for Price

2026 Harley-Davidson®

Low Rider® ST

Bedford, TX

7 mi Call for Price

2026 Harley-Davidson®

Low Rider® ST

Pacific Junction, IA

0 mi Call for Price

2026 Harley-Davidson®

Street Bob®

Louisville, KY

7 mi Call for Price

2026 Harley-Davidson®

Street Bob®

Dover, OH

5 mi Call for Price

2026 Harley-Davidson®

Street Bob®

New Windsor, NY

5 mi Call for Price

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