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Harley-Davidson® Street Bob™ 2025 FXBB CENTERLINE
$17,999.00 $16,999.00- 011750
- Pre-owned
- 2025
- 2345 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1YJ912SB011750
- Centerline w/Cast Wheels
The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.
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Harley-Davidson® Street Bob™ 2025 FXBB BILLIARD GRAY
$16,524.00- 016847
- Pre-owned
- 2025
- 4197 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1YJ919SB016847
- Billiard Gray w/Cast Wheels
The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.
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Harley-Davidson® Street Bob™ 114 2024 FXBBS BILLIARD GRAY
$17,124.00 $15,199.00- 034565
- Pre-owned
- 2024
- 1990 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1YYK15RB034565
- Billiard Gray
A perfect performance base for customization, the Harley-Davidson® Street Bob 114 is a blacked-out gritty, lean, and mean bobber.
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Harley-Davidson® Street Bob® 2020 FXBB BRACUDA SLV DNM W/PINSTRIPE
$15,349.00 $13,499.00- 046422
- Pre-owned
- 2020
- 6296 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1YJJ1XLB046422
- BRACUDA SLV DNM W/PINSTRIPE
The Street Bob® model gives you the two-fists-in-the wind riding experience stripped down to the bare essence. Blacked out surfaces, spoked wheels, hidden digital instrumentation, forward controls, and chopped mudguards. The 107-cubic inch (1745cc) Milwaukee-Eight® engine gives you all the power …
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Harley-Davidson® Street Bob® 114 2023 FXBBS INDUSTRIAL YLW
$17,124.00 $12,999.00- 011448
- Pre-owned
- 2023
- 1830 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1YYK10PB011448
- Industrial Yellow
The lightest-weight Softail equipped with a Milwaukee-Eight® 114 engine for a quick and nimble ride with power to spare. A perfect performance base for customization with 2-up seating, black steel laced wheels and dark finishes deliver no nonsense, Raw Bobber attitude.
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Harley-Davidson® Sportster® S 2026 RH1250S WHITE ONYX PRL
$16,399.00- 301963
- Pre-owned
- 2026
- 201 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- MLY1ZC411TS301963
- White Onyx Pearl Black Trim
With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust, and suspension tuned for performance and comfort, the 2026 Sportster S reimagines classic styling with sharp, modern intent.
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Harley-Davidson® Sportster® S 2023 RH1250S WHITE SAND PRL
$16,599.00 $13,999.00- 312704
- Pre-owned
- 2023
- 14290 mi
- Harley-Davidson®
- Illinois Harley-Davidson®
- 1HD1ZC410PB312704
- White Sand Pearl
A new chapter opens in H-D’s longest running family, powered by the all-new Revolution® Max 1250T. To call it the ultimate Sportster® is an understatement. Prepare for a level of power and performance that has surpassed all expectations.
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Harley-Davidson® Sportster® S 2023 RH1250S BLACK
$12,999.00- 313302
- Pre-owned
- 2023
- 1837 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1ZC417PB313302
- Vivid Black
A new chapter opens in H-D’s longest running family, powered by the all-new Revolution® Max 1250T. To call it the ultimate Sportster® is an understatement. Prepare for a level of power and performance that has surpassed all expectations.
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Harley-Davidson® Sportster® S 2023 RH1250S
$18,669.00 $13,999.00- 308824
- Pre-owned
- 2023
- 1839 mi
- Harley-Davidson®
- Starved Rock Harley-Davidson
- 1HD1ZC411PB308824
- White Sand Pearl
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Harley-Davidson® Softail™ Standard 2024 FXST VIVID BLACK
$16,999.00 $13,999.00- 038666
- Pre-owned
- 2024
- 3656 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1BVJ17RB038666
- Vivid Black
A raw, stripped-down, bobber-style bike, the Harley-Davidson® Softail Standard is an ideal blank canvas for customization.
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Harley-Davidson® Softail™ Standard 2024 FXST VIVID BLACK
$16,999.00 $13,999.00- 019744
- Pre-owned
- 2024
- 287 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1BVJ15RB019744
- Vivid Black
A raw, stripped-down, bobber-style bike, the Harley-Davidson® Softail Standard is an ideal blank canvas for customization.
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Harley-Davidson® Softail™ Standard 2024 FXST BILLIARD GRAY
$15,199.00 $13,499.00- 019805
- Pre-owned
- 2024
- 3578 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- 1HD1BVJ1XRB019805
- Billiard Gray
A raw, stripped-down, bobber-style bike, the Harley-Davidson® Softail Standard is an ideal blank canvas for customization.