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Trailmaster CHALLENGER Motorcycles for Sale

Looking to buy a Trailmaster Challenger motorcycle? Browse our extensive inventory of new and used Trailmaster Challenger motorcycles from local Trailmaster dealers and private sellers. Compare prices, models, trims, options and specifications between different Trailmaster motorcycles on Cycle Trader.
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2024 Indian Motorcycle Challenger® Dark Horse® with PowerBand Audio Package DARK HORSE WITH POWERBAND AUDIO PACKAGE in Muskego, WI
$30,999

New 2024 Indian Motorcycle Cruiser

Challenger® Dark Horse® with PowerBand Audio Package DARK HORSE WITH POWERBAND AUDIO PACKAGE
Stock # IND426653
<p>SALE PRICE INCLUDES $2,000 CUSTOMER CASH. ASK SALES STAFF ABOUT SPECIAL FINANCING AVAILABLE FOR THE MONTH OF AUGUST.</p><p style="margin-bottom: 1em;"></p> <strong>New 2024 Indian Challenger Dark Horse with PowerBand Audio Package Motorcycle FOR SALE NEAR MILWAUKEE, WI</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">This New 2024 Indian Challenger Dark Horse with PowerBand Audio Package Motorcycle is for sale at Indian Motorcycle of Metro Milwaukee located in Milwaukee, WI. If this isn't the exact Indian you're looking for don't hesitate to go back and <strong>REVISE YOUR SEARCH</strong> . At Indian Motorcycle of Metro Milwaukee we host a large selection of new and used motorcycles in the Milwaukee area. Contact Indian Motorcycle of Metro Milwaukee today to <strong>SCHEDULE A TEST-RIDE</strong> . Visit Indian Motorcycle of Metro Milwaukee, your family-owned WI Indian motorcycle dealership. </p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>INDIAN MOTORCYCLE OF METRO MILWAUKEE </strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Map Directions: W191 S7757 Racine Ave, Muskego, WI 53150 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Click to Call: (262) 706-4050 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>2024 Indian Challenger Dark Horse with PowerBand Audio Package</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">High performance in a full size bagger. Everything you love about the Indian Challenger, with more ride-enhancing technology and blacked-out style.</p><p></p>
Indian Motorcycle of Metro Milwaukee
Muskego, WI
2024 Indian Motorcycle® Challenger® Dark Horse® Spirit Blue Smoke DARK HORSE in Temple, TX
$30,499

New 2024 Indian Motorcycle® Cruiser

Challenger® Dark Horse® Spirit Blue Smoke DARK HORSE
Stock # I427603
2024 Indian Motorcycle® Challenger® Dark Horse® Spirit Blue Smoke, $2000 CUSTOMER CASH INCLUDED<br /> <br /> 2024 Indian Motorcycle® Challenger® Dark Horse® Spirit Blue Smoke <ul><li>FREE REIN TO DOMINATE</li></ul><p>Our blacked-out PowerPlus liquid-cooled engine is a fully-modern design and redefines American V-twin performance. Class-leading 128 ft-lbs of torque and 122 HP dominate straight from the factory.</p><ul><li>INFOTAINMENT</li></ul><p>A gorgeous 7-inch touchscreen powered by RIDE COMMAND features Apple CarPlay® integration, turn-by-turn navigation, Bluetooth® connectivity, live traffic and weather, and more.</p><ul><li>LEAN INTO EVERY RIDE</li></ul><p>Smart Lean Technology keeps you confidently grounded and in command of the road with 6-axis Bosch® Inertial Measurement Unit, dynamic traction control, ABS with cornering control, and drag torque control</p><ul><li>MENACING STYLE THAT STANDS ALONE</li></ul><p>Aggressive fairing design with full LED lighting and styled running lights provide a signature face that leads the way in both style and function. Blacked out finishes and premium paint add to the mean look.</p><ul><li>CARVE CORNERS. ALL OF THEM.</li></ul><p>A chassis mounted fairing for stable handling also provides class-leading wind protection. Inverted front suspension, lightweight cast-aluminum frame, and adjustable Fox® rear shock deliver curve-hugging handling and unyielding stability.</p>
Bell County Motoworks
Temple, TX
2024 Indian CHALLENGER LIMITED AUDIO LIMITED in Orlando, FL
$30,749

New 2024 Indian Touring

CHALLENGER LIMITED AUDIO LIMITED
Stock # I30036
2024 Indian CHALLENGER LIMITED AUDIO , , Discover the ultimate destination Indian Motorcycle Orlando,now in partnership with RiderMarket. Step into our downtown enclave and unlock the gateway to boundless freedom on two wheels. As your premier purveyor of Indian Motorcycles in Orlando, we boast an unparalleled array of bikes and gear, curated by passionate riders who share your love for the road. Embark on the exhilarating ride of a lifetime with RiderMarket---the definitive choice for your Indian Motorcycle experience.Disclaimer: *All rebates assigned to dealer. Advertised pricing excludes applicable taxes, title, licensing, $499 doc fee. Destination, prep, reconditioning charges subject to change without notice. Pricing may exclude any added parts, accessories or installation unless otherwise noted. Second Key and owner's manual may not be available on all pre-owned and leftover vehicles. We make every effort to ensure the data listed is correct, RiderMarket LLC assumes no responsibility for Typos, misprint errors and/or omissions on listings. Please contact dealer for most accurate information
RiderMarket
Orlando, FL
2024 Indian Motorcycle Challenger® in Muskego, WI
$27,249

New 2024 Indian Motorcycle Cruiser

Challenger®
Stock # IND427914
<p>Collect a $1,000 trade-in bonus.</p><p style="margin-bottom: 1em;"></p> <strong>New 2024 Indian Challenger Motorcycle FOR SALE NEAR MILWAUKEE, WI</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">This New 2024 Indian Challenger Motorcycle is for sale at Indian Motorcycle of Metro Milwaukee located in Milwaukee, WI. If this isn't the exact Indian you're looking for don't hesitate to go back and <strong>REVISE YOUR SEARCH</strong> . At Indian Motorcycle of Metro Milwaukee we host a large selection of new and used motorcycles in the Milwaukee area. Contact Indian Motorcycle of Metro Milwaukee today to <strong>SCHEDULE A TEST-RIDE</strong> . Visit Indian Motorcycle of Metro Milwaukee, your family-owned WI Indian motorcycle dealership. </p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>INDIAN MOTORCYCLE OF METRO MILWAUKEE </strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Map Directions: W191 S7757 Racine Ave, Muskego, WI 53150 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"><strong>Click to Call: (262) 706-4050 </strong></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;"></p> <strong>2024 Indian Challenger</strong> <p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">A frame-mounted fairing, bold, distinctive styling, and modern amenities provide everything you need in a modern day bagger.</p><p></p>
Indian Motorcycle of Metro Milwaukee
Muskego, WI
2024 Indian Motorcycle® Challenger® Dark Horse® Black Smoke DARK HORSE in Murrells Inlet, SC
$30,999

New 2024 Indian Motorcycle® Cruiser

Challenger® Dark Horse® Black Smoke DARK HORSE
Stock # IND8617
2024 Indian Motorcycle® Challenger® Dark Horse® Black Smoke, Added Customer Painted War-Bonnet Tank and 4" Rinehart Exhaust with High Flow Balles!! <br /> <br /> SAVE ON THE THIS NEW 2024 INDIAN CHALLENGER DARKHORSE DEMO<br>DEMO SPECIAL<br><br>FREE FIRST SERVICE<br><br><br> 2024 Indian Motorcycle® Challenger® Dark Horse® Black Smoke <ul><li>FREE REIN TO DOMINATE</li></ul><p>Our blacked-out PowerPlus liquid-cooled engine is a fully-modern design and redefines American V-twin performance. Class-leading 128 ft-lbs of torque and 122 HP dominate straight from the factory.</p><ul><li>INFOTAINMENT</li></ul><p>A gorgeous 7-inch touchscreen powered by RIDE COMMAND features Apple CarPlay® integration, turn-by-turn navigation, Bluetooth® connectivity, live traffic and weather, and more.</p><ul><li>LEAN INTO EVERY RIDE</li></ul><p>Smart Lean Technology keeps you confidently grounded and in command of the road with 6-axis Bosch® Inertial Measurement Unit, dynamic traction control, ABS with cornering control, and drag torque control</p><ul><li>MENACING STYLE THAT STANDS ALONE</li></ul><p>Aggressive fairing design with full LED lighting and styled running lights provide a signature face that leads the way in both style and function. Blacked out finishes and premium paint add to the mean look.</p><ul><li>CARVE CORNERS. ALL OF THEM.</li></ul><p>A chassis mounted fairing for stable handling also provides class-leading wind protection. Inverted front suspension, lightweight cast-aluminum frame, and adjustable Fox® rear shock deliver curve-hugging handling and unyielding stability.</p>
Coastal Indian
Murrells Inlet, SC
2024 Indian Motorcycle® Challenger® Dark Horse® Icon Sunset Orange DARK HORSE in Westminster, CA
$32,249

New 2024 Indian Motorcycle® Cruiser

Challenger® Dark Horse® Icon Sunset Orange DARK HORSE
2024 Indian Motorcycle® Challenger® Dark Horse® Icon Sunset Orange, Price Includes Customer Cash!<br /> <br /> 2024 Indian Motorcycle® Challenger® Dark Horse® Icon Sunset Orange <ul><li>FREE REIN TO DOMINATE</li></ul><p>Our blacked-out PowerPlus liquid-cooled engine is a fully-modern design and redefines American V-twin performance. Class-leading 128 ft-lbs of torque and 122 HP dominate straight from the factory.</p><ul><li>INFOTAINMENT</li></ul><p>A gorgeous 7-inch touchscreen powered by RIDE COMMAND features Apple CarPlay® integration, turn-by-turn navigation, Bluetooth® connectivity, live traffic and weather, and more.</p><ul><li>LEAN INTO EVERY RIDE</li></ul><p>Smart Lean Technology keeps you confidently grounded and in command of the road with 6-axis Bosch® Inertial Measurement Unit, dynamic traction control, ABS with cornering control, and drag torque control</p><ul><li>MENACING STYLE THAT STANDS ALONE</li></ul><p>Aggressive fairing design with full LED lighting and styled running lights provide a signature face that leads the way in both style and function. Blacked out finishes and premium paint add to the mean look.</p><ul><li>CARVE CORNERS. ALL OF THEM.</li></ul><p>A chassis mounted fairing for stable handling also provides class-leading wind protection. Inverted front suspension, lightweight cast-aluminum frame, and adjustable Fox® rear shock deliver curve-hugging handling and unyielding stability.</p>
Indian Motorcycle of Orange County
Westminster, CA
2024 Indian Motorcycle® Challenger® Dark Horse® w/PowerBand Audio Pkg Sunset DARK HORSE in Westminster, CA
$33,249

New 2024 Indian Motorcycle® Cruiser

Challenger® Dark Horse® w/PowerBand Audio Pkg Sunset DARK HORSE
Stock # I24-431010
2024 Indian Motorcycle® Challenger® Dark Horse® w/PowerBand Audio Pkg Sunset Red Smoke, 2024 Indian Motorcycle® Challenger® Dark Horse® w/PowerBand Audio Pkg Sunset Red Smoke <ul><li>FREE REIN TO DOMINATE</li></ul><p>Our blacked-out PowerPlus liquid-cooled engine is a fully-modern design and redefines American V-twin performance. Class-leading 128 ft-lbs of torque and 122 HP dominate straight from the factory.</p><ul><li>INFOTAINMENT</li></ul><p>A gorgeous 7-inch touchscreen powered by RIDE COMMAND features Apple CarPlay® integration, turn-by-turn navigation, Bluetooth® connectivity, live traffic and weather, and more.</p><ul><li>LEAN INTO EVERY RIDE</li></ul><p>Smart Lean Technology keeps you confidently grounded and in command of the road with 6-axis Bosch® Inertial Measurement Unit, dynamic traction control, ABS with cornering control, and drag torque control</p><ul><li>MENACING STYLE THAT STANDS ALONE</li></ul><p>Aggressive fairing design with full LED lighting and styled running lights provide a signature face that leads the way in both style and function. Blacked out finishes and premium paint add to the mean look.</p><ul><li>CARVE CORNERS. ALL OF THEM.</li></ul><p>A chassis mounted fairing for stable handling also provides class-leading wind protection. Inverted front suspension, lightweight cast-aluminum frame, and adjustable Fox® rear shock deliver curve-hugging handling and unyielding stability.</p><ul><li>UPGRADE TO POWERBAND AUDIO</li></ul><p>With rider-inspired features like enhanced bass, redesigned speakers and LED underglow lighthing, PowerBand Audio delivers 800 watts of the most elite, surround-sound listening experience you can get.</p>
Indian Motorcycle of Orange County
Westminster, CA
2024 Indian Challenger Darkhorse Audio BASE in Orlando, FL
$31,749

New 2024 Indian Touring

Challenger Darkhorse Audio BASE
Stock # I28779
2024 Indian Challenger Darkhorse Audio , , Discover the ultimate destination Indian Motorcycle Orlando,now in partnership with RiderMarket. Step into our downtown enclave and unlock the gateway to boundless freedom on two wheels. As your premier purveyor of Indian Motorcycles in Orlando, we boast an unparalleled array of bikes and gear, curated by passionate riders who share your love for the road. Embark on the exhilarating ride of a lifetime with RiderMarket---the definitive choice for your Indian Motorcycle experience.Disclaimer: *All rebates assigned to dealer. Advertised pricing excludes applicable taxes, title, licensing, $499 doc fee. Destination, prep, reconditioning charges subject to change without notice. Pricing may exclude any added parts, accessories or installation unless otherwise noted. Second Key and owner's manual may not be available on all pre-owned and leftover vehicles. We make every effort to ensure the data listed is correct, RiderMarket LLC assumes no responsibility for Typos, misprint errors and/or omissions on listings. Please contact dealer for most accurate information
RiderMarket
Orlando, FL
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