Discover our diverse selection of high-quality vehicles, from classic cars to modern marvels. Each vehicle is meticulously inspected to ensure top performance and reliability. Shop with confidence and drive away in the car of your dreams. Your satisfaction is our priority at Windy City Motors LLC.

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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale
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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale

$4,000.00

Detailed Specifications

  • Condition: Used
  • Year: 2019
  • Make: Yamaha
  • Model: WR250R D
  • Category: Custom
  • Type: Motorcycle
  • Mileage: 2,571
  • Primary Color: Blue
  • Engine Size: 250
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale

$2,100.00

Detailed Specifications

  • Condition: Used
  • Year: 2023
  • Make: Yamaha
  • Model: ZUMA
  • Category: Scooter
  • Type: Motorcycle
  • Mileage: 41
  • Primary Color: Blue
  • Engine Size: 125
  • Options: Cycle Cover, Water Cooled
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Used 2024 Yamaha XSR900
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Used 2024 Yamaha XSR900

$7,399.00
  • Used
  • U02286
  • 2024
  • Yamaha
  • XSR900
  • Motorcycle / Scooter
  • Sport
  • 1335 mi
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F

$5,700.00
2020 Yamaha YZ450F, Used 2020 Yamaha YZ450F Dirt Bike For Sale This Pre-Owned 2020 Yamaha YZ450F Dirt Bike is for sale. Reach out to Blackmans Cycle today, CONTACT US. If this isn't the exact Yamaha Dirt Bike you're looking for don't hesitate to go back and REVISE YOUR SEARCH. We're sure to have the perfect choice for you in our showroom
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale

$5,900.00

Detailed Specifications

  • Condition: Used
  • Year: 2020
  • Make: Yamaha
  • Model: YZ250F
  • Category: Dirt Bike
  • Type: Motorcycle
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale

$6,700.00
Stock # YAM04517  3 Miles
  BORN WITH PERFORMANCE Featuring a torquey V-Twin engine, this performance bobber combines old-school soul and modern form.
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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale
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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale

$4,000.00

Detailed Specifications

  • Condition: Used
  • Year: 2019
  • Make: Yamaha
  • Model: WR250R D
  • Category: Custom
  • Type: Motorcycle
  • Mileage: 2,571
  • Primary Color: Blue
  • Engine Size: 250
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale

$2,100.00

Detailed Specifications

  • Condition: Used
  • Year: 2023
  • Make: Yamaha
  • Model: ZUMA
  • Category: Scooter
  • Type: Motorcycle
  • Mileage: 41
  • Primary Color: Blue
  • Engine Size: 125
  • Options: Cycle Cover, Water Cooled
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Used 2024 Yamaha XSR900
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Used 2024 Yamaha XSR900

$7,399.00
  • Used
  • U02286
  • 2024
  • Yamaha
  • XSR900
  • Motorcycle / Scooter
  • Sport
  • 1335 mi
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F

$5,700.00
2020 Yamaha YZ450F, Used 2020 Yamaha YZ450F Dirt Bike For Sale This Pre-Owned 2020 Yamaha YZ450F Dirt Bike is for sale. Reach out to Blackmans Cycle today, CONTACT US. If this isn't the exact Yamaha Dirt Bike you're looking for don't hesitate to go back and REVISE YOUR SEARCH. We're sure to have the perfect choice for you in our showroom
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale

$5,900.00

Detailed Specifications

  • Condition: Used
  • Year: 2020
  • Make: Yamaha
  • Model: YZ250F
  • Category: Dirt Bike
  • Type: Motorcycle
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale

$6,700.00
Stock # YAM04517  3 Miles
  BORN WITH PERFORMANCE Featuring a torquey V-Twin engine, this performance bobber combines old-school soul and modern form.
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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale
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Used 2019 Yamaha Custom Motorcycle WR250R D For Sale

$4,000.00

Detailed Specifications

  • Condition: Used
  • Year: 2019
  • Make: Yamaha
  • Model: WR250R D
  • Category: Custom
  • Type: Motorcycle
  • Mileage: 2,571
  • Primary Color: Blue
  • Engine Size: 250
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale
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Used 2023 Yamaha Scooter Motorcycle ZUMA For Sale

$2,100.00

Detailed Specifications

  • Condition: Used
  • Year: 2023
  • Make: Yamaha
  • Model: ZUMA
  • Category: Scooter
  • Type: Motorcycle
  • Mileage: 41
  • Primary Color: Blue
  • Engine Size: 125
  • Options: Cycle Cover, Water Cooled
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Used 2024 Yamaha XSR900
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Used 2024 Yamaha XSR900

$7,399.00
  • Used
  • U02286
  • 2024
  • Yamaha
  • XSR900
  • Motorcycle / Scooter
  • Sport
  • 1335 mi
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F
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Used 2020 Yamaha Dirt Bike Motorcycle YZ450F

$5,700.00
2020 Yamaha YZ450F, Used 2020 Yamaha YZ450F Dirt Bike For Sale This Pre-Owned 2020 Yamaha YZ450F Dirt Bike is for sale. Reach out to Blackmans Cycle today, CONTACT US. If this isn't the exact Yamaha Dirt Bike you're looking for don't hesitate to go back and REVISE YOUR SEARCH. We're sure to have the perfect choice for you in our showroom
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale
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Used 2020 Yamaha Dirt Bike Motorcycle YZ250F For Sale

$5,900.00

Detailed Specifications

  • Condition: Used
  • Year: 2020
  • Make: Yamaha
  • Model: YZ250F
  • Category: Dirt Bike
  • Type: Motorcycle
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale
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New 2023 Yamaha Cruiser Motorcycle Bolt R-Spec For Sale

$6,700.00
Stock # YAM04517  3 Miles
  BORN WITH PERFORMANCE Featuring a torquey V-Twin engine, this performance bobber combines old-school soul and modern form.
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Rail 9.9 CXR Gen 4
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Rail 9.9 CXR Gen 4

$14,300.00
Rail 9.9 CXR is a race-ready long-travel e-bike that's ready to go full gas right off the the starting line. It features our best carbon frame, smooth RockShox suspension, and top-tier Shimano XTR drivetrain. But the real show stealer on this powerhouse is the limited-edition Bosch Performance Line CXR motor that accelerates faster and offers sustained power for ripping through rock gardens without pedalling. It's equipped with an extra-long range battery and smart system, plus the new Mini Remote and System Controller display that sits flush with the top tube and pairs with the eBike Flow app to give you activity tracking, navigation, and Bluetooth connectivity.
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Rail 9.9 XX1 AXS Gen 3
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Rail 9.9 XX1 AXS Gen 3

$14,699.00
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Rail 9.9 XX1 AXS Gen 4
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Rail 9.9 XX1 AXS Gen 4

$16,999.00
4 in stock
Rail 9.9 is our best long-travel electric mountain bike. You get an extra-beefy carbon frame, unbelievably smooth RockShox suspension, SRAM's best wireless electronic drivetrain, and a powerful Bosch smart system Performance Line CX motor with an extra-long range battery and the new Mini Remote. The new System Controller display sits almost flush with the top tube for a sleek look wherever you roll that stays out of the way when you're riding hard.
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Fuel EXe 9.9 XX1 AXS
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Fuel EXe 9.9 XX1 AXS

$14,900.00
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Used 2022 Polaris® Snowmobile 650 Switchback XC 146
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Used 2022 Polaris® Snowmobile 650 Switchback XC 146

$8,790.00
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Used 2019 Ski-Doo Snowmobile Backcountry 850 E-TEC Black
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Used 2019 Ski-Doo Snowmobile Backcountry 850 E-TEC Black

$7,995.00
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New 2022 Arctic Cat Snowmobile RIOTX8000 146 ES SK 2.6
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New 2022 Arctic Cat Snowmobile RIOTX8000 146 ES SK 2.6

$11,341.00
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Used 2021 Polaris Snowmobile 850 Indy XC 129 Factory Choice
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Used 2021 Polaris Snowmobile 850 Indy XC 129 Factory Choice

$8,299.00
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Used 2022 Ski-Doo Snowmobile RENEGADE XRS 850 1.25RS QAS ADJ
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Used 2022 Ski-Doo Snowmobile RENEGADE XRS 850 1.25RS QAS ADJ

$15,499.00
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Used 2019 Ski-Doo Snowmobile MXZ X 850 ETEC
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Used 2019 Ski-Doo Snowmobile MXZ X 850 ETEC

$8,499.00
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Used 2021 Polaris Snowmobile 550 Indy LXT
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Used 2021 Polaris Snowmobile 550 Indy LXT

$3,499.00
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Used 2021 Polaris Snowmobile 850 Indy XC 129
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Used 2021 Polaris Snowmobile 850 Indy XC 129

$7,499.00
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Used 2020 Polaris Snowmobile 800 Switchback PRO-S
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Used 2020 Polaris Snowmobile 800 Switchback PRO-S

$6,999.00
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Used 2021 Polaris® Snowmobile 650 Switchback Assault 146
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Used 2021 Polaris® Snowmobile 650 Switchback Assault 146

$6,499.00
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Used 2020 Arctic Cat® Snowmobile Riot 8000 146″/1.60″
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Used 2020 Arctic Cat® Snowmobile Riot 8000 146″/1.60″

$6,499.00
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Used 2019 Ski-Doo Snowmobile MXZ® X 850 E-TEC Ice Ripper XT 1.25 w / Adj. Pkg. Blac
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Used 2019 Ski-Doo Snowmobile MXZ® X 850 E-TEC Ice Ripper XT 1.25 w / Adj. Pkg. Blac

$4,499.00
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Used 2018 Polaris Snowmobile 800 Switchback XCR
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Used 2018 Polaris Snowmobile 800 Switchback XCR

$4,999.00
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Used 2018 Polaris Snowmobile 800 RUSH XCR ES
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Used 2018 Polaris Snowmobile 800 RUSH XCR ES

$4,999.00
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Used 2017 Arctic Cat® Snowmobile Pantera 7000 Limited
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Used 2017 Arctic Cat® Snowmobile Pantera 7000 Limited

$5,499.00
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Used 2005 Ski-Doo Snowmobile GSX Sport 600 H.O.
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Used 2005 Ski-Doo Snowmobile GSX Sport 600 H.O.

$4,999.00
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New 2023 Ski-Doo Snowmobile Renegade® Adrenaline® Rotax® 850 E-TEC Black
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New 2023 Ski-Doo Snowmobile Renegade® Adrenaline® Rotax® 850 E-TEC Black

$13,949.00
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Used 2022 Polaris® Snowmobile 850 Pro RMK Matryx 155
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Used 2022 Polaris® Snowmobile 850 Pro RMK Matryx 155

$11,999.00
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Used 2021 Polaris® Snowmobile 850 RMK KHAOS QD2 155 2.75″
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Used 2021 Polaris® Snowmobile 850 RMK KHAOS QD2 155 2.75″

$11,999.00
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Used 2021 Polaris® Snowmobile 850 PRO RMK 155
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Used 2021 Polaris® Snowmobile 850 PRO RMK 155

$9,277.00
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New 2023 Polaris Snowmobile ProStar S4 Indy Adventure 137
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New 2023 Polaris Snowmobile ProStar S4 Indy Adventure 137

$14,386.00
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Used 2017 Arctic Cat Snowmobile ZR 9000 Limited 137
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Used 2017 Arctic Cat Snowmobile ZR 9000 Limited 137

$9,999.00
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Used 2020 Ski-Doo Snowmobile Summit X Expert 165 850 E-TEC HA
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Used 2020 Ski-Doo Snowmobile Summit X Expert 165 850 E-TEC HA

$11,995.00
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Used 2022 Lynx Snowmobile BoonDocker DS 4100 850 E-TEC PowderMax Light FlexEdge
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Used 2022 Lynx Snowmobile BoonDocker DS 4100 850 E-TEC PowderMax Light FlexEdge

$14,649.00
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Used 2021 Arctic Cat® Snowmobile M 8000 Mountain Cat Alpha One 154″/3.00″ Electric Push
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Used 2021 Arctic Cat® Snowmobile M 8000 Mountain Cat Alpha One 154″/3.00″ Electric Push

$9,999.00
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Used 2021 Yamaha Snowmobile Mountain Max LE 154
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Used 2021 Yamaha Snowmobile Mountain Max LE 154

$12,999.00
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Used 2011 Yamaha Snowmobile RS Vector L-TX
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Used 2011 Yamaha Snowmobile RS Vector L-TX

$5,495.00
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Used 2018 Polaris Snowmobile 800 Switchback Assault 144 ES
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Used 2018 Polaris Snowmobile 800 Switchback Assault 144 ES

$7,495.00
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Used 2018 Polaris Snowmobile 600 Switchback Adventure 137 ES
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Used 2018 Polaris Snowmobile 600 Switchback Adventure 137 ES

$5,995.00
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Summit SP 165 850 E-TEC SHOT PowderMax Light 3.0 w/ Fl For Sale
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Summit SP 165 850 E-TEC SHOT PowderMax Light 3.0 w/ Fl For Sale

$9,495.00
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Used 2020 Polaris Snowmobile 800 Switchback XCR SC
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Used 2020 Polaris Snowmobile 800 Switchback XCR SC

$9,495.00
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Used 2021 Polaris Snowmobile 850 Indy XC 129 Launch Edition Factory Choice
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Used 2021 Polaris Snowmobile 850 Indy XC 129 Launch Edition Factory Choice

$10,495.00
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Used 2022 Polaris Snowmobile 850 Switchback XC 146 Factory Choice
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Used 2022 Polaris Snowmobile 850 Switchback XC 146 Factory Choice

$9,995.00
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC

$14,995.00
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC

$15,495.00
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Used 2022 Polaris Snowmobile 850 Indy XCR 136 SC
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Used 2022 Polaris Snowmobile 850 Indy XCR 136 SC

$10,995.00
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New 2023 Ski-Doo Snowmobile Summit® Edge® Rotax® 850 E-TEC 165 SS H_Alt PowderMa
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New 2023 Ski-Doo Snowmobile Summit® Edge® Rotax® 850 E-TEC 165 SS H_Alt PowderMa

$13,749.00
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC
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Used 2023 Polaris Snowmobile Patriot Boost Switchback Assault 146 SC

$15,495.00
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Used 2022 Polaris Snowmobile 850 Indy XCR 136 SC
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Used 2022 Polaris Snowmobile 850 Indy XCR 136 SC

$10,995.00
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New 2023 Ski-Doo Snowmobile Summit® Edge® Rotax® 850 E-TEC 165 SS H_Alt PowderMa
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New 2023 Ski-Doo Snowmobile Summit® Edge® Rotax® 850 E-TEC 165 SS H_Alt PowderMa

$13,749.00
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Used 2016 Yamaha Snowmobile VECTOR
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Used 2016 Yamaha Snowmobile VECTOR

$5,500.00
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2024 LYNX Rave RE 850 E-TEC Ice Ripper XT 1.25 M.S. / E.S. w/ 10.25 in. Touchscreen
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2024 LYNX Rave RE 850 E-TEC Ice Ripper XT 1.25 M.S. / E.S. w/ 10.25 in. Touchscreen

$20,449.00
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2024 Arctic Cat Riot 600 146 ATAC 1.6 ES
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2024 Arctic Cat Riot 600 146 ATAC 1.6 ES

$13,460.00
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2024 Arctic Cat ZR 120 for Sale
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2024 Arctic Cat ZR 120 for Sale

$4,099.00
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2017 Arctic Cat ZR 9000 Limited 137 for Sale
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2017 Arctic Cat ZR 9000 Limited 137 for Sale

$9,999.00
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Used 2004 Kawasaki Recreation/Utility Prairie® 700 4×4
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Used 2004 Kawasaki Recreation/Utility Prairie® 700 4×4

$3,495.00
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New 2023 Polaris Sportsman Touring 850
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New 2023 Polaris Sportsman Touring 850

$10,999.00
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New 2023 Polaris Sportsman 450
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New 2023 Polaris Sportsman 450

$5,999.00
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New 2022 Polaris RZR XP 1000
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New 2022 Polaris RZR XP 1000

$19,899.00
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2015 Arctic Cat XR 500
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2015 Arctic Cat XR 500

$4,499.00
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