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Red Cruiser Motorcycles for Sale in Massachusetts

Looking to buy a cruiser in Massachusetts? Browse our extensive inventory of new and used cruiser from local dealers and private sellers in Massachusetts. Compare prices, models, trims, options and specifications between different cruisers on Cycle Trader.
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98 Motorcycles For Sale

2009 Suzuki BOULEVARD C50 in Watertown, MA
$3,699

Used 2009 Suzuki Cruiser

BOULEVARD C50
<p>Watch the video of this exact motorcycle: https://www.youtube.com/watch?v=jH1uWHjbIRg</p><p><br></p><p>Ready to ride in style and comfort? This stunning 2009 Suzuki C50 Boulevard with just 12,303 miles is your perfect companion for open road adventures.</p><p><b>Features:</b></p><p>- Powerful Performance: 805cc v-twin engine, 5-speed transmission, 45 horsepower at 5,900 rpm, and 45 foot-pounds of torque at 3,400 rpm.</p><p>- Excellent Condition: Well cared for, never in an accident.</p><p>- Extra Add-ons: Baron custom engine guard ($290), stylish saddlebag support bars ($25), swing arm bag ($50), and a brand-new front tire ($150), phone holder, and phone charger.</p><p>- Stunning Burgundy Color: Eye-catching and stylish.</p><p>- Comfortable Ride: Seat height of 27.6" and dry weight of 567 lbs for smooth cruising.</p><p>Transparency: Includes photos of all scratches. Minor scratches on mirrors and exhaust from a tip-over and keyed scratches on the gas tank from the previous owner.</p><p>Note: Did you know it only takes a weekend to get your motorcycle license? Now's the perfect time to start your riding adventure!</p><p>Don't miss this chance to own an incredible bike. Whether you're an experienced rider or looking for your first motorcycle, the Suzuki C50 Boulevard is the ideal choice.</p><p>Contact me today to make it yours. Your dream ride awaits!</p>
Private Seller
Watertown, MA
2019 Harley-Davidson Sport Glide® in Pittsfield, MA
$16,199

Used 2019 Harley-Davidson Cruiser

Sport Glide®
Stock # 054773
<p>IF YOU’RE GOING TO ROAM, ROAM HARD</p><p style="margin-bottom: 1em;">The Softail Sport Glide is a bike the incorporates old school and new,   Devour endless miles of highway. Lean hard through twisting roads. Hit the night spots. Adventure is yours for the taking on the Sport Glide®.  Stage One set up, Raised Handle Bars, Hard Saddle Bags, S&S two into one pipes with a throaty rumble.  Kind of an eye catcher and a ride for you to consider.</p><p></p>
Ronnie's Pittsfield
Pittsfield, MA
2014 Harley-Davidson FAT BOY LO LO in Pittsfield, MA
$9,999

Used 2014 Harley-Davidson Cruiser

FAT BOY LO LO
Stock # 030882
<p style="margin-bottom: 1em;"> 2014 FAT BOY LO, WITH VANCE AND HINES TWO INTO ONE EXHAUST AND AIR CLEANER TUNED TO STAGE 1 !   Custom grips and mirrors along with wide boards for your feet. Being LO gives you the advantage of being able to keep your feet planted on the ground when at lights and stops that keep you setting in traffic waiting to move along.  And with decent performance from the103 gets you moving with the wind in your face!</p><p></p>
Ronnie's Pittsfield
Pittsfield, MA
2013 Harley-Davidson Heritage Softail® Classic CLASSIC in Pittsfield, MA
$9,399

Used 2013 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # 038394
<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">Blazing from the past with original dresser spirit and modern touring capabilities. The 2013 Harley-Davidson® Heritage Softail® Classic motorcycle FLSTC is fully equipped with modern touring capabilities and even has a removable motorcycle windshield. For 2013, the FLSTC Heritage Softail Classic comes in a limited, serialized 110th Anniversary Special Edition, featuring exclusive commemorative anniversary styling elements and premium features that make it a top-of-the-line model and a true work of living art, with finely forged finishes that age and transform in a manner unique to each vehicle. The Harley® Heritage Softail Classic model features a powerful air-cooled Twin Cam 103™ Harley engine with 6-speed Cruise Drive® transmission, providing more performance power for passing, hill-climbing, and riding with passenger and luggage. Enjoy mile after mile with a large capacity 5 gal. Softail fuel tank. The H-D® Softail model's tank is also dripping with authentic Harley-Davidson style. The Harley FLSTC model has full length rider footboards with rubber vibration isolation for added comfort. Another of the many great features of this classic motorcycle is the detachable motorcycle windshield. You can remove the Harley Heritage Softail windshield.  Vance and Hines pipes, Saddle Bags and a Passenger Backrest help round this bike off.</p><p></p>
Ronnie's Pittsfield
Pittsfield, MA
2023 Moto Guzzi V7 Special SPECIAL in Westfield, MA
$7,999

New 2023 Moto Guzzi Cruiser

V7 Special SPECIAL
Stock # M000578
<p>Now offering $1,250.00 Performance Credit or 2.99% for 24 mos or 7.99% for 84 mos. Ends May 31</p><p style="margin-bottom: 1em;">Classic and elegant, the V7 SPECIAL has that extra something that is called sheer personality. Loyal to its roots but updated with the new 850cc engine, the SPECIAL has all the power and beauty you would expect from an authentic Moto Guzzi machine. This enduring icon is not afraid to embrace modernity, and comes with all the comforts to provide maximum performance, safety and riding pleasure. The clue is in the name. This bike is for riders looking for something special, and that’s what they’ll find when they climb aboard this true legend.</p><p></p>
Indian Motorcycle of Springfield
Westfield, MA
2023 Moto Guzzi V7 Stone STONE in Westfield, MA
$9,190

New 2023 Moto Guzzi Cruiser

V7 Stone STONE
Stock # M001312
<p>ICONIC STYLE</p>A masterpiece that combines minimalist style and the unmistakable Moto Guzzi attitude, the iconic transverse V twin-cylinder gets an extra injection of power, delivering an unprecedented riding experience. The unique spirit of the original remains untouched, however, while with its refined chassis and ergonomics, exceptional handling and stability, the V7 STONE offers plenty of comfort for both rider and lucky passenger.<p></p>
Indian Motorcycle of Springfield
Westfield, MA
2018 Indian Motorcycle Chieftain® Classic CLASSIC in Springfield, MA
$15,990

Used 2018 Indian Motorcycle Cruiser

Chieftain® Classic CLASSIC
<p>RED, 9159 MILES, SPEAKER BAGS, DRIVER AND PASSANGER BACKREST, SUPER CLEAN, RUNS EXCELLENT, AND ONLY $15990</p><p style="margin-bottom: 1em;">Make a bold statement on this classically-styled hard bagger. A valanced front fender with an illuminated headdress leads the way. With premium features like keyless ignition, remote-locking hard saddlebags a push-button power windshield, and the industry-leading Ride Command® system with a 100-watt premium audio system. All housed in a nimble chassis that's fueled by the unmatched performance of the Thunder Stroke® 111 V-Twin engine.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2018 Triumph Bonneville Speedmaster BASE in Springfield, MA
$7,990

Used 2018 Triumph Cruiser

Bonneville Speedmaster BASE
<p>RED, HARD BAGS, COMFORT SEAT, MILES 1999 ,SUPER CLEAN, RUNS GREAT, AND ONLY $7990</p><p style="margin-bottom: 1em;">THE NEW BRITISH CLASSIC CUSTOM ICON - Beautifully authentic British custom and laid-back cruiser riding style. With all of the classic Bonneville DNA, all of the Bobbers attitude and a host of distinctive custom touches, including elegant and comfortable swept back beach bars, premium finish and versatile twin and single seat set-up.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2017 Harley-Davidson 1200 Custom in Springfield, MA
$7,990

Used 2017 Harley-Davidson Cruiser

1200 Custom
<p>RED, 6712 MILES, BAGS, BACKREST, LOW MILES, RUNS GREAT, AND ONLY $7990</p><p style="margin-bottom: 1em;">    There’s a comfortable seat. A ground-devouring suspension. Putting 1200cc of H-D® low-end torque to the pavement never felt better.</p><p style="margin-bottom: 1em;">We named it “Custom” for a reason.</p><p style="margin-bottom: 1em;">The Sportster® 1200 Custom model has plenty to back up its street brawling attitude. You’ve got 1200cc of world-famous H-D low-end torque to motivate you down the asphalt and a comfortable seat and suspension to make it all feel just right. And classic custom detailing, featuring black finishes complimented by chrome. Stand out on any street in the world.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2016 Harley-Davidson Street Bob® in Springfield, MA
$9,990

Used 2016 Harley-Davidson Cruiser

Street Bob®
<p>RED, 8545 MILES, VANCE AND HINES EXHAUST, FAIRING, BLUETOOTH SPEAKERS, RUNS GREAT, AND ONLY $9990</p><p style="margin-bottom: 1em;">The time-honored art of getting rid of everything that doesn’t matter.</p><p style="margin-bottom: 1em;">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. No B.S. All it takes is a twist of the wrist to send whatever the world is trying to weigh you down with to the vanishing point behind you.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2016 Harley-Davidson Softail Slim® SLIM in Springfield, MA
$10,990

Used 2016 Harley-Davidson Cruiser

Softail Slim® SLIM
<p>RED, 7089 MILES, VANCE AND HINES EXHAUST, SCREAMING EAGLE INTAKE, RUNS EXCELLENT, AND ONLY $10990</p><p style="margin-bottom: 1em;">The good old days are right now.</p><p style="margin-bottom: 1em;">The Softail Slim® is study in contrasts. The Hollywood bars, slim rear wheel, cat eye console and floor boards recall the early days of custom motorcycle enthusiasm. Yet you also get thoroughly modern features like a High Output Twin Cam 103B™ engine, hidden suspension and great brakes to bring it all into the here and now. Notice the way bright chrome meets blacked-out metal. Laced wheels with stamped black rims. There’s never been a better time to be a rider.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2015 Honda Shadow Aero® AERO in Springfield, MA
$4,990

Used 2015 Honda Cruiser

Shadow Aero® AERO
<p>CANDY RED, 8150 MILES, HEATED GRIPS, BAGS, MUSTANG SEAT, RUNS GREAT, AND ONLY $4990</p><p style="margin-bottom: 1em;">You don’t kick back and relax in a suit and tie. When you want to take it easy, you slip into something more comfortable, a little more your style. Same with a motorcycle. And time is the test of style. So when you want to go for a nice, relaxed ride, you want a bike that fits you like your favorite leather jacket or your old blue jeans, and one that looks just as chill too. And that’s what the Honda Shadow Aero is all about. Our Shadow line of cruisers are some of the most popular bikes on the road, and one look at the Shadow Aero will tell you why. Features like its spoked wheels, full fenders and long, chromed mufflers are all about taking it easy, and looking good while you’re doing it. But the Aero rider also gets some thoroughly modern performance courtesy of this bike’s 745cc V-twin engine, specially tuned for low-revving torque. Maintenance-reducing features like shaft final drive make the Aero easy to own. And best of all, the Aero is a huge bargain, giving you a big-bike ride without the big-bike price.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2014 Yamaha Stratoliner Deluxe DELUXE in Springfield, MA
$6,990

Used 2014 Yamaha Cruiser

Stratoliner Deluxe DELUXE
<p>CRIMSON RED, 24314 MILES, LUGGAE RACK, BACKREST, RUNS EXCELLENT, AND ONLY $6990!!!</p><p style="margin-bottom: 1em;">NOT ALL BAGGERS ARE CREATED EQUAL. The Stratoliner Deluxe is one of the most powerful and stylish baggers in its class. It's packed with great features including a Garmin® Zumo® 665 GPS with a flip-down design loaded with features. It's easy to see why the Stratoliner Deluxe is in a class all its own.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2013 Harley-Davidson Dyna® Street Bob® DYNA in Springfield, MA
$9,990

Used 2013 Harley-Davidson Cruiser

Dyna® Street Bob® DYNA
<p>HARD CANDY RED FLAKE, 8792 MILES, EXHAUST, CHAIN CONVERSION, BARS, RUNS AND DRIVES EXCELLENT, TONS OF EXTRAS, AND ONLY $9990</p><p style="margin-bottom: 1em;">Classic bobber style, refreshed for 2013. The 2013 Harley-Davidson® Dyna® Street Bob® FXDB model is a classic bobber motorcycle. Newly redesigned for 2013, the Harley® Street Bob model has been stripped down and refined to pure bobber essence. It's everything you need and nothing you don't, pure and simple. Also new for 2013, the Street Bob FXDB model is the ideal starting point for easily creating your own customized cruiser; with optional H-D1™ factory customization you can design your perfect, personalized ride and order it built to your specifications directly from the factory. Also for 2013, the Dyna Street Bob FXDB model comes with optional Hard Candy Custom™, a large metal flake paint finish that recalls the iconic styling of 1970s custom bikes, and offers blazing color showing through a deep finish. If you're looking for bobber motorcycles you'll like the Street Bob model's slammed solo bobber seat. This seat not only adds to the style of the bike, but also keeps you comfortable. The bobber appearance is also maintained in the post-war style, stainless steel mini ape hanger handlebar. Add that to the stripped down Dyna fender, in combination with a good portion of the metal stripped off the bike and you have a classic bobber motorcycle look. The 1940s sausage taillight also adds to the classic bobber motorcycle style. The classic look continues with the Harley Street Bob FXDB model's black laced steel 19 in. Harley wheels. And the blacked-out rims match the blacked-out style of the Twin Cam 96™ engine. Learn more about our other motorcycles including the Super Glide® Custom Harley-Davidson model, the Wide Glide® chopper motorcycle, and the Fat Bob® Dark Custom™ model that has a big motorcycle feel. Also take a look at the Harley touring motorcycles and the Harley CVO™ motorcycles.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2012 Harley-Davidson Dyna® Switchback in Springfield, MA
$7,990

Used 2012 Harley-Davidson Cruiser

Dyna® Switchback
<p>EMBER RED SUNGLOW, 26860 MILES, BACKREST, HARD BAGS, RUNS AND DRIVES GREAT, AND ONLY $7990</p><p style="margin-bottom: 1em;">The 2012 Harley-Davidson® Dyna® Switchback FLD with detachable saddlebags and windshield is perfect for both cruising and touring. It’s like having two bikes in one. Its sports a contemporary look deeply rooted in classic Harley-Davidson style of the 1960's. It has a powerful Twin Cam 103™ engine, with smooth shifting 6-speed cruise drive transmission. Its light-weight chassis and cast aluminum wheels give the Switchback FLD a light-weight, easy-handling feel. Its 2-into-1 exhaust recalls classic Harley-Davidson street rod styling, as do its cigar-tube rear shock absorbers, chrome headlight nacelle, fork-covers and mini ape hanger handlebars. The Dyna Switchback FLD combines touring comfort and cruising performance in a light-weight, easy-handling powerhouse. It’s a modern version of vintage Harley-Davidson style. For a bike that has it all with no compromises, learn more about the Harley Switchback’s convertible features and heritage styling. Also check out Harley’s touring family for other smooth-riding bikes for distance touring, and the other Dyna family bikes like the Fat Bob® FXDF and Street Bob® FXDB for classic Harley-styled cruisers.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
2011 Harley-Davidson Dyna® Street Bob® DYNA in Springfield, MA
$8,990

Used 2011 Harley-Davidson Cruiser

Dyna® Street Bob® DYNA
<p>BURGANDY, 12935 MILES, VANCE AND HINES EXHAUST, BARS, RUNS AND DRIVES GREAT, AND ONLY $8990</p><p style="margin-bottom: 1em;">The Harley-Davidson® Dyna® Street Bob® FXDB is a classic bobber motorcycle. If you're looking for bobber motorcycles, you'll like the Street Bob's slammed solo bobber seat. This seat not only adds to the style of the bike, but also keeps you comfortable. The bobber appearance is also maintained in the post-war-style stainless steel mini ape hanger handlebar. Add that to the stripped down Dyna fender, in combination with a good portion of the metal stripped off the bike, and you have a classic bobber motorcycle look. The 1940's sausage taillight also adds to the classic bobber motorcycle style. The classic look continues with the Harley Street Bob FXDB's black laced steel 19 in. Harley wheels. And the blacked-out rims, match the blacked-out style of the Twin Cam 96™ engine.</p><p></p>
Mutual Enterprises Inc.
Springfield, MA
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