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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® 2019 FXBB BLACK W/PINSTRIPE
$15,499.00 $12,499.00- 018551
- Pre-owned
- 2019
- 10790 mi
- Harley-Davidson®
- Windy City Harley-Davidson®
- 1HD1YJJ11KC018551
- Vivid Black
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® 2016 FXDB BIL SLVR/V BLK W/PINSTRIPE
$14,699.00 $10,999.00- 321762
- Pre-owned
- 2016
- 7925 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1GXM15GC321762
- BIL SLVR/V BLK W/PINSTRIPE
The original bobber fanatics invented the style you see here, and they had one rule: if it weighs you down, get rid of it. That’s the Street Bob® motorcycle in spades. Solo seat. Chopped rear fender. Mini-apes putting your fists in the wind. All it takes is a twist of the wrist to send whatever the …
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Harley-Davidson® Street Bob® 2015 FXDB BLACK
$11,999.00- 312225
- Pre-owned
- 2015
- 18241 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1GXM12FC312225
- Black Denim
Inspired by the minimalistic, no-nonsense ‘bobber’ scene, the Street Bob® is as stripped a motorcycle as the law will allow. A big Twin Cam 103™ blacked-out powerhouse propels a machine with black-laced wheels and a 19inch front wheel, harnessed by black forks and triple clamps.The rear fender is …
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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 2024 RH1250S VIVID BLACK
$13,999.00- 310840
- Pre-owned
- 2024
- 5034 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- 1HD1ZC415RB310840
- Vivid Black
Building on a legacy born in 1957, the ultimate Harley-Davidson® Sportster S advances traits that everyone loved in its predecessors: power, performance, and way too much fun to ride.
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Harley-Davidson® Sportster™ S 2024 RH1250S RED ROCK
Call for price- RB303118
- New
- 2024
- 23 mi
- Harley-Davidson®
- Starved Rock Harley-Davidson
- 1HD1ZC414RB303118
- Red Rock
Building on a legacy born in 1957, the ultimate Harley-Davidson® Sportster S advances traits that everyone loved in its predecessors: power, performance, and way too much fun to ride.
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Harley-Davidson® Sportster® S 2026 RH1250S WHITE ONYX PRL
Call for price- TS304500
- New
- 2026
- 10 mi
- Harley-Davidson®
- Chicago Harley-Davidson®
- MLY1ZC419TS304500
- 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 2026 RH1250S WHITE ONYX PRL
$16,399.00- 301963
- Pre-owned
- 2026
- 100 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 2026 RH1250S VIVID BLACK
Call for price- TS304488
- New
- 2026
- 2 mi
- Harley-Davidson®
- Woodstock Harley-Davidson®
- MLY1ZC411TS304488
- Vivid Black 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.