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Cruiser Motorcycles for Sale In Maryland

Looking to buy a cruiser in Maryland? Browse our extensive inventory of new and used cruiser from local dealers and private sellers in Maryland. Compare prices, models, trims, options and specifications between different cruisers on Cycle Trader.
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2007 Harley-Davidson STREET BOB DYNA DYNA in Pasadena, MD
$8,000

Used 2007 Harley-Davidson Cruiser

STREET BOB DYNA DYNA
This is a 2007 StreetBob. I bought it new and it has been garage kept its entire life. The only upgrades I have had done are the Vance & Hines pipes. and forward controls. It does have HD hand grips and all foot pegs replaced with HD foot pegs. Other than that it is bone stock, It gets waxed ssparingly ridden, and the oil changed at proper intervals. The bike does come with a Mustang seat wuth back rest along with original seat and passenger pillion, removable sissy bar and luggage rack (quick release). Any other questions feel free to ask I'll tell you what I know.
Private Seller
Pasadena, MD
2021 Harley-Davidson FAT BOY 114 in Rockvile, MD
$15,000

Used 2021 Harley-Davidson Cruiser

FAT BOY 114
<p>Used 2021 HARLEY-DAVIDSON FAT BOY 114 for sale</p><p>The 2021 Harley Davidson Fat Boy embodies classic American muscle with its iconic design and powerful performance. Boasting a massive Milwaukee-Eight engine, it roars with authority on the road while maintaining a timeless aesthetic with its fat tires, solid disc wheels, and signature chrome finishes. With modern technology seamlessly integrated, this beast offers a thrilling ride that pays homage to its legendary heritage.</p><p>One Owner, very low milage.</p><p>Asking $15,000 OBO</p><p>I'm still doing payments on this bike, so will need to pay off.</p><p>Clean title</p><p>Test drive are welcome with money on hands.</p>
Private Seller
Rockvile, MD
1996 Harley-Davidson FXSTS SOFTAIL in Gaithersburg, MD
$10,995

Used 1996 Harley-Davidson Cruiser

FXSTS SOFTAIL
1996 HARLEY-DAVIDSON FXSTS, Cyclemax Pre-Owned 1996 Harley Davidson Softail Springer FXSTS<br><br>Great Condition With Only 5693 miles.<br><br>Ready to Roll & Start Adventuring!!!<br><br><br><br>* Our Advertised Price is our best price and is offered to everyone, no need to haggle.<br><br>* Price Includes all Dealer Fees and Charges. NO OTHER HIDDEN CHARGES !<br><br>* Only your State Sales Tax, Insp, Title And Registration Fees are Additional.<br><br><br><br>TRADES WELCOME! We buy bikes also! We will make a fair offer for your bike whether you buy a bike from us or not.<br><br><br><br>CYCLEMAX SPECIALIZES IN QUALITY PRE-OWNED MOTORCYCLES.<br><br>Cyclemax pre-owned motorcycles are always fully inspected by our certified technicians, we perform any needed service and maintenance and guarantee the bike to be in perfect working order.<br><br>Extended Warranties Available.<br><br>Financing Available with approved credit.<br><br>Delivery to your door available.<br/>
CYCLEMAX
Gaithersburg, MD
2025 Indian BOBBER LIMITED W/ TECHNOLOGY PACKAGE DARK HORSE® in Annapolis, MD
$15,699

New 2025 Indian Cruiser

BOBBER LIMITED W/ TECHNOLOGY PACKAGE DARK HORSE®
Stock # I03724
<p>The all-new 2025 Indian Scout Bobber Limited with Technology Package in Nara Bronze Metallic sets the standard for American cruisers with the widest range of ride-enhancing technology riders demand. A solo bobber-style seat reinforces a minimalist bobber aesthetic—without trading comfort—and firmly plants you in control of the bike. Slammed 2” suspension creates a slightly lower seat height, yet keeps an aggressive, custom look. The 16″ wheels and wide sidewall tires add to the iconic styling of the Scout Bobber, without sacrificing performance, for a smooth ride and distinctive style.</p><p>The 2025 Indian Scout Bobber Limited with Technology Package features the completely redesigned SpeedPlus 1250cc liquid-cooled V-twin engine. The flat torque curve delivers exhilarating seat-of-the-pants acceleration unleashing a distinctive V-Twin sound. Electronic fuel injection provides balanced throttle control through crisp and consistent fueling. A responsive 6-speed transmission transfers that power everywhere with great acceleration, and smooth operation to pass any time. Coupled with a new slipper assist clutch, shift effort is lighter than ever. Keeping tabs on regular maintenance is simple with an all-new engine oil sight glass.</p><p><strong>Limited +Tech Trim</strong> delivers an unrivaled Indian Scout experience. Continuing to build upon Standard and Limited features, Limited +Tech Trim introduces keyless ignition for convenient on-off capabilities and Indian Motorcycle’s 4” Display Powered by <strong>RIDE COMMAND</strong> to the Scout platform. This display offers a GPS system with turn-by-turn navigation, customizable gauge screens, ride stats and more to enhance the riding experience.  To not only elevate the ride but ownership as well, unlock critical bike data with RIDE COMMAND+ connected services. Access industry-leading technology with Bike Health, Bike Locator and more so you can stay in tune with your Scout from anywhere. While these features are standard on <strong>101 Scout</strong> and <strong>Super Scout</strong> models, riders can level up to this trim when choosing <strong>Scout Classic</strong>, <strong>Scout Bobber</strong>, and <strong>Sport Scout</strong> models.</p><p><strong>2025 Indian Scout Bobber Limited with Technology Package Specs:</strong></p><p><strong>Engine Type:</strong> Liquid Cooled V-Twin 1250cc Engine<br><strong>Horsepower:</strong> 105 FT-LBS<br><strong>Torque: </strong>82 FT-LBS <br><strong>Exhaust:</strong> 2 into 1<br><strong>Fuel Capacity:</strong> 3.4 Gallons<br><strong>Seat Height:</strong> 26.2 IN<br><strong>Weight:</strong> 542 lbs (246 kg)<br><strong>Front Tire:</strong> Pirelli MT60RS 130/90B16 67H<br><strong>Rear Tire:</strong> Pirelli MT60RS 150/80B16 77H<br> <br><strong>Factory Warranty:</strong> 2 Years, Unlimited Miles</p>
Chesapeake Cycles
Annapolis, MD
2024 Kawasaki Vulcan S CAFE ABS ABS in Frederick, MD
$8,499

New 2024 Kawasaki Cruiser

Vulcan S CAFE ABS ABS
Stock # A07573
2024 KAWASAKI Vulcan S CAFE ABS, <br/> <p></p> <ul class=primaryProductFeatures>;</ul> Performance <ul class=itemGroupFeatures><li id=102160058 class=productFeature>Front Suspension / Wheel Travel: 41mm telescopic fork/5.1 in</li><li id=102160059 class=productFeature>Rear Suspension / Wheel Travel: Lay-down offset rear shock with linkage and adjustable preload/3.2 in</li><li id=102160060 class=productFeature>Front Tire: 120/70x18</li><li id=102160061 class=productFeature>Rear Tire: 160/60x17</li><li id=102160062 class=productFeature>Front Brakes: Single 300mm disc with twin-piston caliper, ABS</li><li id=102160063 class=productFeature>Rear Brakes: Single 250mm disc with single-piston caliper, ABS</li></ul> Details <ul class=itemGroupFeatures><li id=102160064 class=productFeature>Frame Type: High-tensile steel diamond frame</li><li id=102160065 class=productFeature>Rake/Trail: 31/4.7 in</li><li id=102160066 class=productFeature>Overall Length: 90.9 in</li><li id=102160067 class=productFeature>Overall Width: 34.6 in</li><li id=102160068 class=productFeature>Overall Height: 44.5 in</li><li id=102160069 class=productFeature>Ground Clearance: 5.1 in</li><li id=102160070 class=productFeature>Seat Height: 27.8 in</li><li id=102160071 class=productFeature>Curb Weight: 502.7 lb</li><li id=102160072 class=productFeature>Fuel Capacity: 3.7 gal</li><li id=102160073 class=productFeature>Wheelbase: 62.0 in</li><li id=102160074 class=productFeature>Color Choices: Metallic Matte Dark Gray/Metallic Flat Spark Black</li><li id=102160075 class=productFeature>Warranty: 12 Month Limited Warranty</li><li id=102160076 class=productFeature>Kawasaki Protection Plus™ (optional): 12, 24, 36 or 48 months</li></ul> Technology <ul class=itemGroupFeatures><li id=102160802 class=productFeature>Engine Management Technology: Dual Throttle Valves, Economical Riding Indicator</li><li id=102160803 class=productFeature>Chassis Management Technology: ABS (Anti-lock Brake System), ERGO-FIT®</li></ul> Power <ul class=itemGroupFeatures><li id=102160049 class=productFeature>Engine: 4-stroke, 2-cylinder, DOHC, liquid-cooled</li><li id=102160050 class=productFeature>Displacement: 649cc</li><li id=102160051 class=productFeature>Bore x Stroke: 83.0 x 60.0mm
JT Motorsports
Frederick, MD
2022 Harley-Davidson® FXST - Softail® Standard STANDARD in Gambrills, MD
$10,535

Used 2022 Harley-Davidson® Cruiser

FXST - Softail® Standard STANDARD
Stock # 0309400524
2022 Harley-Davidson® FXST - Softail® Standard, Harley-Davidson Year: 2022 Type: Cruisers Model: FXST Softail Standard Piston Displacement (CCs): 1745 Stroke: 4 Cylinders: 2 Seats: 1 Speeds: 6 Manufacturer's Reported Weight: 668 lbs<br /> <br /> 2022 Harley-Davidson® Softail® Standard <p>Raw, stripped-down bobber style. A blank canvas for customization.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><ul><li>Artists and customizers in love with the old-school look</li></ul><ul><li>City cruising or light touring with a low-slung stance</li></ul><ul><li>MIlwaukee-Eight® 107 V-Twin engine and easy-reach bars</li></ul><ul><li>MILWAUKEE-EIGHT© 107 ENGINE</li></ul><p>A powerful, smooth-running V-Twin engine with crisp throttle response and a pure, soul-satisfying rumble. </p><ul><li>SOFTAIL® FRAME</li></ul><p>The frame retains the classic Softail® lines, but its lightweight design and stiffness translate to a responsive ride unlike anything you’ve felt before.</p><ul><li>HIGH PERFORMANCE FRONT SUSPENSION</li></ul><p>Sophisticated suspension technology provides the performance of a racing-style cartridge fork for reduced weight with linear damping characteristics.</p><ul><li>ADJUSTABLE REAR MONO SHOCK</li></ul><p>Easily adjustable mono-shock rear suspension allows for dynamic cornering while preserving the hardtail look.</p>
Honda Powersports of Crofton
Gambrills, MD
2025 Indian SPORT SCOUT LIMITED W/ TECHNOLOGY PACKAGE BASE in Annapolis, MD
$15,699

New 2025 Indian Cruiser

SPORT SCOUT LIMITED W/ TECHNOLOGY PACKAGE BASE
Stock # I03958
<p>The all-new 2025 Indian Sport Scout Limited with Technology Package in Nara Bronze Metallic Smoke gives a more aggressive spirit to the Indian Scout Lineup. Stylish gloss black 6-inch Moto Style Risers with machine highlights come standard and mean business. Machined Triples and Moto Handlebars complete the package, both in custom looks and dialed ergonomics that fit its menacing style with improved reach and control for aggressive riding. The quarter fairing gives the Sport Scout a stylish and custom look straight from the factory, while also providing protection from the wind. The sport-style seat features a firm bump which provides riders more back support through hard launches while remaining comfortable and compliant on long-mile days. A 19-inch wheel up front adds to the aggressive nature of the Sport Scout – both in style and agile handling.</p><p><strong>Limited +Tech Trim</strong> delivers an unrivaled Indian Scout experience. Continuing to build upon Standard and Limited features, Limited +Tech Trim introduces keyless ignition for convenient on-off capabilities and Indian Motorcycle’s 4” Display Powered by <strong>RIDE COMMAND</strong> to the Scout platform. This display offers a GPS system with turn-by-turn navigation, customizable gauge screens, ride stats and more to enhance the riding experience.  To not only elevate the ride but ownership as well, unlock critical bike data with RIDE COMMAND+ connected services. Access industry-leading technology with Bike Health, Bike Locator and more so you can stay in tune with your Scout from anywhere. While these features are standard on <strong>101 Scout</strong> and <strong>Super Scout</strong> models, riders can level up to this trim when choosing <strong>Scout Classic</strong>, <strong>Scout Bobber</strong>, and <strong>Sport Scout</strong> models.</p><p><strong>2025 Indian Sport Scout Limited with Technology Package Specs:</strong></p><p><strong>Engine Type:</strong> Liquid Cooled V-Twin 1250cc Engine<br><strong>Horsepower:</strong> 105 FT-LBS<br><strong>Torque: </strong>82 FT-LBS <br><strong>Exhaust:</strong> 2 into 1<br><strong>Fuel Capacity:</strong> 3.4 Gallons<br><strong>Seat Height:</strong> 26.8 IN<br><strong>Weight:</strong> 548 lbs<br><strong>Front Tire:</strong> Metzeler Cruisetec 130/60B19 61H<br><strong>Rear Tire: </strong>Metzeler Cruisetec 150/80B16 72H<br> <br><strong>Factory Warranty:</strong> 2 Years, Unlimited Miles</p>
Chesapeake Cycles
Annapolis, MD
2025 Indian SCOUT CLASSIC LIMITED W/TECHNOLOGY PACKAGE LIMITED in Annapolis, MD
$16,699

New 2025 Indian Cruiser

SCOUT CLASSIC LIMITED W/TECHNOLOGY PACKAGE LIMITED
Stock # I04370
<p>The all-new 2025 Indian Scout Classic Limited with Technology Package in Ghost White Metallic is where heritage-inspired design meets the needs of today’s American cruiser rider.  Premium chrome, classic Indian Motorcycle flared fenders, and flawless paint will be sure to turn heads at every intersection. Wire wheels add to the timeless, authentic style. A low seat height and relaxed ergonomics make for an easy, confident ride at every speed.</p><p>The 2025 Indian Scout Classic Limited with Technology Package features the completely redesigned SpeedPlus 1250cc liquid-cooled V-twin engine. The flat torque curve delivers exhilarating seat-of-the-pants acceleration unleashing a distinctive V-Twin sound. Electronic fuel injection provides balanced throttle control through crisp and consistent fueling. A responsive 6-speed transmission transfers that power everywhere with great acceleration, and smooth operation to pass any time. Coupled with a new slipper assist clutch, shift effort is lighter than ever. Keeping tabs on regular maintenance is simple with an all-new engine oil sight glass.</p><p><strong>Limited +Tech Trim</strong> delivers an unrivaled Indian Scout experience. Continuing to build upon Standard and Limited features, Limited +Tech Trim introduces keyless ignition for convenient on-off capabilities and Indian Motorcycle’s 4” Display Powered by <strong>RIDE COMMAND</strong> to the Scout platform. This display offers a GPS system with turn-by-turn navigation, customizable gauge screens, ride stats and more to enhance the riding experience.  To not only elevate the ride but ownership as well, unlock critical bike data with RIDE COMMAND+ connected services. Access industry-leading technology with Bike Health, Bike Locator and more so you can stay in tune with your Scout from anywhere. While these features are standard on <strong>101 Scout</strong> and <strong>Super Scout</strong> models, riders can level up to this trim when choosing <strong>Scout Classic</strong>, <strong>Scout Bobber</strong>, and <strong>Sport Scout</strong> models.</p><p><strong>2025 Indian Scout Classic Limited with Technology Package Specs:</strong></p><p><strong>Engine Type:</strong> Liquid Cooled V-Twin 1250cc Engine<br><strong>Horsepower:</strong> 105 FT-LBS<br><strong>Torque: </strong>82 FT-LBS <br><strong>Exhaust:</strong> 2 into 1<br><strong>Fuel Capacity:</strong> 3.4 Gallons<br><strong>Seat Height:</strong> 26.8 IN<br><strong>Weight:</strong> 555 lbs<br><strong>Front Tire:</strong> Pirelli Night Dragon 130/90B16 67H<br><strong>Rear Tire:</strong> Pirelli Night Dragon 150/80B16 77H</p><p><strong>Factory Warranty:</strong> 2 Years, Unlimited Miles</p>
Chesapeake Cycles
Annapolis, MD
2025 Indian SUPER SCOUT LIMITED W/TECHNOLOGY PACKAGE BASE in Annapolis, MD
$16,499

New 2025 Indian Cruiser

SUPER SCOUT LIMITED W/TECHNOLOGY PACKAGE BASE
Stock # I03961
<p>The all-new 2025 Indian Super Scout Limited with Technology Package in Black Metallic with Graphics has everything you need to hit the open road. Straight from the factory with a Passenger Pillion, the Super Scout is designed to be ready to share the ride with your favorite passenger. Passenger Pegs come standard. The saddlebags allow you to effortlessly carry essentials and offer simple ease of use with a quick pull tab. They are the largest we’ve ever offered on Scout. The Super Scout’s windshield protects from wind, bugs, and road debris, shielding you from the elements and letting you ride in comfort. If it’s a hot day and you want to catch the breeze or just want that stripped-down look, the Quick-Release Windshield detaches in seconds with an all-new premium cast clip mechanism.</p><p>The 2025 Indian Super Scout with Technology Package features the completely redesigned SpeedPlus 1250cc liquid-cooled V-twin engine. The flat torque curve delivers exhilarating seat-of-the-pants acceleration unleashing a distinctive V-Twin sound. Electronic fuel injection provides balanced throttle control through crisp and consistent fueling. A responsive 6-speed transmission transfers that power everywhere with great acceleration, and smooth operation to pass any time. Coupled with a new slipper assist clutch, shift effort is lighter than ever. Keeping tabs on regular maintenance is simple with an all-new engine oil sight glass.</p><p><strong>Limited +Tech Trim</strong> delivers an unrivaled Indian Scout experience. Continuing to build upon Standard and Limited features, Limited +Tech Trim introduces keyless ignition for convenient on-off capabilities and Indian Motorcycle’s 4” Display Powered by <strong>RIDE COMMAND</strong> to the Scout platform. This display offers a GPS system with turn-by-turn navigation, customizable gauge screens, ride stats and more to enhance the riding experience.  To not only elevate the ride but ownership as well, unlock critical bike data with RIDE COMMAND+ connected services. Access industry-leading technology with Bike Health, Bike Locator and more so you can stay in tune with your Scout from anywhere. While these features are standard on <strong>101 Scout</strong> and <strong>Super Scout</strong> models, riders can level up to this trim when choosing <strong>Scout Classic</strong>, <strong>Scout Bobber</strong>, and <strong>Sport Scout</strong> models.</p><p><br><strong>Factory Warranty:</strong> 2 Years, Unlimited Miles</p>
Chesapeake Cycles
Annapolis, MD
2024 Indian SCOUT SIXTY ABS SIXTY in Annapolis, MD
$13,149

New 2024 Indian Cruiser

SCOUT SIXTY ABS SIXTY
Stock # I99735
<p>Twist the throttle and hit every turn with confidence on the 2024 Indian Scout Sixty ABS in Stealth Gray. With power, agility, approachable handling, and head-turning style, it’s a bike that’s easy to ride and hard not to.</p><p>The engine, headlights, fenders, and wheels were inspired by the original Scout of the 1920s. Powered by a liquid-cooled, 60-cubic-inch, 78 hp V-twin engine for a thrilling ride. Electronic fuel injection delivers class-leading horsepower and acceleration, while a responsive 5-speed transmission allows for quick acceleration and smooth cruising. The lightweight, cast aluminum frame, and low seat make for an expertly balanced bike that’s easy to handle at all speeds. Premium chrome provides plenty of head-turning shine. Make a statement that’s sure to get noticed.</p><p>Add premium style, increased comfort, or dedicated function to transform your Scout Sixty just the way you want it with Indian Motorcycle Parts & Accessories available at Chesapeake Cycles!</p><p><strong>2024 Indian Scout Sixty ABS Quick Overview:</strong></p><p><strong>Engine Type:</strong> Liquid Cooled 60 cu in ( 999  cc ) V-Twin<br><strong>Horsepower:</strong> 78 HP<br><strong>Torque:</strong> 65 FT-LBS<br><strong>Transmission:</strong> 5 Speed Transmission<br><strong>Fuel Capacity:</strong> 3.3 Gallons<br><strong>Seat Height:</strong> 25.6 IN<br><strong>Weight:</strong> 543 lbs (246 kg)<br><strong>Front Tire:</strong> Pirelli Night Drago 130/90B16 67H<br><strong>Rear Tire:</strong> Pirelli Night Dragon 150/80B16 77H<br><strong>Gauges:</strong> Digital tachometer, odometer, trip meter, engine temp, low fuel lamp<br><strong>Factory Warranty:</strong> 2 Years, Unlimited Miles</p>
Chesapeake Cycles
Annapolis, MD
2018 Kawasaki KLE300 (VERSYS) BASE in Gaithersburg, MD
$4,895

Used 2018 Kawasaki Cruiser

KLE300 (VERSYS) BASE
Stock # KAWA01339
<p style="margin-bottom: 1em;">Cyclemax has this Pre-Owned 2018 Kawasaki KLE300 VERSYS available. Ask about upgrades!</p><p style="margin-bottom: 1em;">* Our Advertised Price is our best price and is offered to everyone, no need to haggle.</p><p style="margin-bottom: 1em;">* Price Includes all Dealer Fees and Charges. NO OTHER HIDDEN CHARGES !</p><p style="margin-bottom: 1em;">* Only your State Sales Tax, Insp, Title And Registration Fees are Additional.</p><p style="margin-bottom: 1em;">TRADES WELCOME! We buy bikes also! We will make a fair offer for your bike whether you buy a bike from us or not.</p><p style="margin-bottom: 1em;">CYCLEMAX SPECIALIZES IN QUALITY PRE-OWNED MOTORCYCLES.</p><p style="margin-bottom: 1em;">Cyclemax pre-owned motorcycles are always fully inspected by our certified technicians, we perform any needed service and maintenance and guarantee the bike to be in perfect working order.</p><p style="margin-bottom: 1em;"></p><p style="margin-bottom: 1em;">The 2018 Kawasaki KLE300 Versys is a versatile and capable adventure touring motorcycle designed for both city commuting and long-distance journeys. Powered by a 296cc twin-cylinder engine, it offers a smooth and efficient ride with ample power for diverse road conditions. The KLE300 features a comfortable, upright riding position, long-travel suspension, and a sleek, aerodynamic design, making it well-suited for exploring both paved roads and light off-road trails. With its practical features and reliable performance, the KLE300 Versys is an excellent choice for riders seeking a blend of comfort and adventure.</p><p></p>
CYCLEMAX
Gaithersburg, MD
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