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Harley-Davidson Custom Motorcycles for Sale in shorewood, Illinois

Looking to buy a Harley-Davidson custom in Shorewood, Illinois? Browse our extensive inventory of new and used Harley-Davidson custom from local Harley-Davidson dealers and private sellers in Shorewood, Illinois. Compare prices, models, trims, options and specifications between different Harley-Davidson customs on Cycle Trader.
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30 Harley-Davidson Motorcycles For Sale

2008 Harley-Davidson Super Glide DYNA CUSTOM in Homer Glen, IL
$9,500

Used 2008 Harley-Davidson Custom

Super Glide DYNA CUSTOM
2008 Harley Davison 105 th anniversary Dyna FXDC. Factory custom MC. Limited addition paint<br>Copper and black numbered series 488/2000.40 sold per state. Custom silver powder coated chrome engine. Optional custom deep dish spoke wheels. Optional factory security system. New tires, tubes and balanced (June 2023). New Viking hard Leather bags (July 2024). Brand new sundowner Harley seat (July 2024) .<br>Custom made dark tint windscreen. All fluids changed at 5k miles. Extras : axel nut covers, <br>Chrome Ft. fender mud flap, chrome and rubber grips, Led headlight and led rear taillight, chrome kickstand extension, ft turn signals relocated to triple tree, rear turn signals relocated to rear License Plate bracket ( to make room for saddle bags.  ) Low mileage and in Flawless condition. Properly serviced.save money on excessive dealer fees. Simple $25 transfer tax, no full blown state tax at a dealer. Please serious inquiries only! I would hate to waste your time or mine. Thanks for understanding! Ride safe my wind brothers. !!
Private Seller
Homer Glen, IL
2012 Harley-Davidson FLHTK ULTRA LIMITED in Villa Park, IL
$55,000

Used 2012 Harley-Davidson Custom

FLHTK ULTRA LIMITED
Stock # 5838
<p>Brand new EVERYTHING. Built from the frame up. Custom Candy Brandywine paint and graphics. 107" Performance Twin Cam, Chain Drive, Cicada Audio (LOUD), FAT Tire Bagger, Saddleman seat, Trask 2 in 1 Exhaust, Legends Suspension, Baja Designs, Custom Tank Thrashin Foot Controls. This bike is BAD *** and a 1 of a kind build. This won't last long. Come see it today</p><p> </p><p> </p><p><strong>✅ FINANCING AVAILABLE</strong></p><p><strong>✅ LAYAWAY PROGRAM AVAILABLE</strong></p><p><strong>CHICAGO BAGGERS & PERFORMANCE - ☎ (630) 279-5800</strong></p><p> </p><p><strong>PHONE: ☎ (630) 279-5800</strong></p><p><strong>WEB:</strong><br><strong>http://www.</strong> <strong>http://www.johnnylegend.com/bikes-for-sale/    (copy and paste link)</strong></p><p><strong>INSTANT CREDIT APPROVAL:</strong><br><strong>https://los.octane.co/consumer_form/15001    (copy and paste link)</strong></p><p><br><strong>Chicago Baggers & Performance</strong><br>209 W North Ave.<br>Villa Park, IL 60181<br>Phone: <strong>(630) 279-5800</strong></p><p><strong> </strong></p><p><strong>Store Hours:</strong><br>Monday Through Friday  10am to 6 pm<br>Saturday: By Appointment</p><p><strong>DISCLAIMER:</strong> <i>Tax, title, registration, freight, dealer costs, and set-up are extra, unless specified. We are not responsible for any errors or omissions contained on these pages. Please verify any information in question with Approval Chicago Baggers & Performance at (630) 279-5800.</i></p><p><strong>CHICAGO BAGGERS & PERFORMANCE - ☎ (630) 279-5800</strong></p>
Johnny Legend Customs
Villa Park, IL
2002 Harley-Davidson SPORTSTER 883 HUGGER HUGGER in Bourbonnais, IL
$3,375

Used 2002 Harley-Davidson Custom

SPORTSTER 883 HUGGER HUGGER
The 2002 Harley-Davidson Sportster 883 Hugger is a beautifully maintained and iconic custom motorcycle. With only 18,800 miles on the odometer, this bike has plenty of life left. This particular model features the Hugger trim, which adds a touch of flair and style to an already impressive machine. The deep black paint and chrome accents give this Harley-Davidson a striking appearance that is sure to turn heads wherever you go. The 883cc engine provides plenty of power for highway cruising, while the comfortable seating position and handlebar placement make for a relaxed and enjoyable ride. Comes with a 2-up seat, back rest, and saddle bags for an alternate configuration. Don't miss out on the opportunity to own this classic piece of American engineering and craftsmanship.
Private Seller
Bourbonnais, IL
2008 Harley-Davidson HERITAGE SOFTAIL SPECIAL in Rock City, IL
$32,995

Used 2008 Harley-Davidson Custom

HERITAGE SOFTAIL SPECIAL
<p>The 2008 Harley-Davidson Heritage Softail Special is a custom motorcycle that offers a unique riding experience. This one-of-a-kind bike has an estimated $50,000 invested. With only 6878 miles on the odometer, this bike has plenty of life left to offer its next owner. This motorcycle was a build by DD Custom Cycles, one of the Top Bagger Builders in the country. The custom orange/copper paint job with chrome accents on this bike make it stand out on the road, turning heads wherever it goes. The 2008 model year is known for its reliable performance and durability, and with upgraded air shocks this Heritage Softail will provide many more miles of enjoyment. If you're in the market for a custom motorcycle that offers both style and substance, the 2008 Harley-Davidson Heritage Softail Special is a great choice. With its low mileage and well-maintained condition, this bike is ready to hit the open road and provide years of riding pleasure. Don't miss out on the opportunity to own a piece of motorcycle history with a custom flair, with this exceptional Harley-Davidson model.</p>
Private Seller
Rock City, IL
2012 Harley-Davidson Street Glide FLHX FLHX in Waukesha, WI
$12,995

Used 2012 Harley-Davidson Custom

Street Glide FLHX FLHX
Bike has Appx 9k on it and a“Custom Built”. Has been painted in a Matte Black Denim finish.Red rims on bike with heavy spoked 23’ front wheel. Ape hanger handlebars.All LED lighting. Several Rolands Sands custom parts.Biggie Woods Cam tuned by Jamie at Fuel Moto.A performance air cleaner kit and Vanceand Henes exhaust.<br>Press the play button for a video!<br><br>This bike is in excellent condition!<br><br>**Please watch the video**
Private Seller
Waukesha, WI
1958 Harley-Davidson Sportster XLH 1000 in Benton Harbor, MI
$5,950

Used 1958 Harley-Davidson Custom

Sportster XLH 1000
<p class="p1" style="font-stretch: normal; line-height: normal; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; -webkit-tap-highlight-color: rgba(26, 26, 26, 0.3); -webkit-text-size-adjust: auto;">I’m willing to trade for a decent vehicle, NO JUNK! Interested in Jeep Wranglers mostly, but would also consider a SUV in in great condition. I’m willing to put cash on top of the trade as well. Let me know what you have.</p><p class="p1" style="font-stretch: normal; line-height: normal; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; -webkit-tap-highlight-color: rgba(26, 26, 26, 0.3); -webkit-text-size-adjust: auto;">This is a 1958 Harley-Davidson XLH sportster with the original frame (modified) and motor! It’s a project that I’ve been working on. I was turning the 58 Sportster into a 1948 WL look-a-like with the comfort of being able to drive it daily without all the problems of the WL. I’ve put a lot of time and money into this bike, but now it needs someone to finish up the little stuff. </p><p class="p1" style="font-stretch: normal; line-height: normal; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; -webkit-tap-highlight-color: rgba(26, 26, 26, 0.3); -webkit-text-size-adjust: auto;">Most of the hard work is done! It has new Coker tires mounted on the rims with new stainless steel spokes. The rims and hubs are painted. The rest of the bike is in black primer. It has a new Springer front end installed. Also has forward controls. I have extra parts that will go along with the bike as well. The motor ran great before it was taken out for the build. It will need wiring, an exhaust, a speedometer, throttle cables, etc. to be finished up.</p>
Private Seller
Benton Harbor, MI
2007 Harley-Davidson SOFTAIL FLSTN in Mequon, WI
$7,599

Used 2007 Harley-Davidson Custom

SOFTAIL FLSTN
<p>The 2007 Harley-Davidson Softail FLSTN is a custom motorcycle that exudes classic American style and performance. With only 9500 miles on the odometer, this one owner bike is in excellent condition and ready to hit the open road.The Softail FLSTN features a distinctive design with retro touches, including chrome accents, leather saddlebags, and a factory custom paint scheme. Its sleek lines and comfortable riding position make it a favorite among motorcycle enthusiasts who appreciate both form and function. Many custom chrome features make this bike truly special.Underneath its timeless exterior, the Softail FLSTN is powered by a potent engine that delivers impressive performance. Its air-cooled V-twin engine provides plenty of torque for responsive acceleration, while the smooth-shifting transmission ensures a seamless ride.Whether you're cruising down the highway or navigating city streets, the Softail FLSTN offers a commanding presence on the road. Its nimble handling and agile maneuverability make it a joy to ride, while its comfortable seat and ergonomic controls ensure a pleasant riding experience.With its combination of style, performance, and reliability, the 2007 Harley-Davidson Softail FLSTN is a top choice for riders who want a unique and eye-catching motorcycle that delivers on all fronts. Don't miss your chance to own this exceptional bike and experience the freedom of the open road in style.</p>
Private Seller
Mequon, WI
2013 Harley-Davidson STREET GLIDE FLHX FLHX in Montgomery, IL
$15,000

Used 2013 Harley-Davidson Custom

STREET GLIDE FLHX FLHX
<p>2013 Streetglide 103 with Trask Turbo and Turbo Cam was tuned on dyno at a conservative 120 Hp 131 Ft Lbs of torque at 8 psi of boost which means it has more to squeeze out of it if that's what you want. 32K miles</p><p>Bags are Bad Dad Competition Bags and rear fender, in the front is a 21" Sinister Fat spoke wheel with a Arlen wrap front fender. Speakers are Rockford Fosgate front and rear with Alpine amp and a Sony 7000 7" touch screen radio. Bars are 16" Paul Yaffe monkey bars.</p><p><br></p><p>Price is 15,000 OBO</p><p><br></p><p>Bike has had all fluid changed with new tires and brakes front and rear. Bike is super reliable and ready to ride anywhere.</p>
Private Seller
Montgomery, IL
2018 Harley-Davidson® ELECTRA GLIDE ULTRA LTD BASE in Villa Park, IL
$18,497

Used 2018 Harley-Davidson® Custom

ELECTRA GLIDE ULTRA LTD BASE
Stock # U683602TD
2018 Harley-Davidson® ELECTRA GLIDE ULTRA LTD, <br><br /> <br /> <p>Slip on mufflers, Ape Hangers, Tall tinted windshield</p> <p>We put each of our bikes through a robust 50 point evaluation, looking for any mechanical or safety issues. We follow this with our Pre-Owned Promise by including a 7 day fender-to-fender and a 30 day powertrain warranty to give you peace of mind. </p> <p>On top of that you are welcome to purchase extended protections for additional coverage.</p> <p>We also offer financing options for most bikes in our inventory to help you to be able to take home your dream bike today! We have partnered not only with industry powersport banks, but also local institutions to offered you the best range of competitive rates in line with your credit needs.</p> <p>Our large company footprint allows us to carry a great selection of almost 2000 used bikes in stock, all available for you at your location. We have coast to coast shipping at reasonable rates as well, so we can bring the bike to you!</p> <p>Call today and one of our enthusiast salespeople will help get you on 2 wheels!</p>
Usedmotorcyclestore.com
Villa Park, IL
2017 Harley-Davidson® TRI-GLIDE ULTRA CLASSIC ULTRA CLASSIC in Villa Park, IL
$28,497

Used 2017 Harley-Davidson® Custom

TRI-GLIDE ULTRA CLASSIC ULTRA CLASSIC
Stock # U861812TD
2017 Harley-Davidson® TRI-GLIDE ULTRA CLASSIC, <br><br /> <br /> <p>Clean, super low miles!</p> <p>We put each of our bikes through a robust 50 point evaluation, looking for any mechanical or safety issues. We follow this with our Pre-Owned Promise by including a 7 day fender-to-fender and a 30 day powertrain warranty to give you peace of mind. </p> <p>On top of that you are welcome to purchase extended protections for additional coverage.</p> <p>We also offer financing options for most bikes in our inventory to help you to be able to take home your dream bike today! We have partnered not only with industry powersport banks, but also local institutions to offered you the best range of competitive rates in line with your credit needs.</p> <p>Our large company footprint allows us to carry a great selection of almost 2000 used bikes in stock, all available for you at your location. We have coast to coast shipping at reasonable rates as well, so we can bring the bike to you!</p> <p>Call today and one of our enthusiast salespeople will help get you on 2 wheels!</p>
Usedmotorcyclestore.com
Villa Park, IL
1998 Harley-Davidson® SPORTSTER XL1200C CUSTOM XL1200C in Villa Park, IL
$3,999

Used 1998 Harley-Davidson® Custom

SPORTSTER XL1200C CUSTOM XL1200C
Stock # CON117122TD
1998 Harley-Davidson® SPORTSTER XL1200C, <br><br /> <br /> <p>Exceptionally clean! Fully serviced, new tires, nicer than some new bikes!</p> <p>We put each of our bikes through a robust 50 point evaluation, looking for any mechanical or safety issues. We follow this with our Pre-Owned Promise by including a 7 day fender-to-fender and a 30 day powertrain warranty to give you peace of mind. </p> <p>On top of that you are welcome to purchase extended protections for additional coverage.</p> <p>We also offer financing options for most bikes in our inventory to help you to be able to take home your dream bike today! We have partnered not only with industry powersport banks, but also local institutions to offered you the best range of competitive rates in line with your credit needs.</p> <p>Our large company footprint allows us to carry a great selection of almost 2000 used bikes in stock, all available for you at your location. We have coast to coast shipping at reasonable rates as well, so we can bring the bike to you!</p> <p>Call today and one of our enthusiast salespeople will help get you on 2 wheels!</p>
Usedmotorcyclestore.com
Villa Park, IL
2002 Harley-Davidson Low Rider DYNA in Elk Grove Village, IL
$5,000

Used 2002 Harley-Davidson Custom

Low Rider DYNA
Beautiful bike. Harley Davidson Dyna low rider FXDL 88cu inch 1450cc.  Custom Vance and Hines exhaust.  Sounds and runs good. Lots of compliments on the paint and custom exhaust. Carbureted model.  All 3 fluids changed this season.  New choke installed.  Low miles on it. I have the title in hand.  Lots of extras I'll throw in.  Detachable windshield.  Bunch of men's and women's riding gear ie boots gloves leather. 1 helmet. 1 Battery maintainer.  Bike also has a quick connect already installed for that maintainer or for a trickle charge.
Private Seller
Elk Grove Village, IL
2013 Harley-Davidson Breakout FXSB in Highland, IN
$10,499

Used 2013 Harley-Davidson Custom

Breakout FXSB
Stock # M10206
2013 Harley-Davidson Breakout FXSB, DISPLACEMENT: 1686 CC/ 103.01 CU IN ENGINE TYPE: 2 CYLINDERS, 4-STROKE, 45 DEGREE V-TWIN COOLING: AIR FUEL INJECTION MANUAL 6-SPEED LENGTH: 96.3 IN WIDTH: 26 IN WHEELBASE: 67.3 IN GROUND CLEARANCE: 4.69 IN SEAT HEIGHT: 72.6 IN CURB WEIGHT: 709.9 LBS DRY WEIGHT: 679 LBS 5 GALLON FUEL CAPACITY PASSENGER BACKREST WITH POUCH VANCE AND HINES EXHAUST PIPES CHROME PEGS SCREAMIN' EAGLE AIR CLEANER CALL 219-923-4000 FOR MORE INFO! VISIT WWW.THEDEALERWHOCARES.COM
Richardson Sales and Service
Highland, IN
2019 Harley-Davidson FXDR 114 in Loves Park, IL
$39,900

Used 2019 Harley-Davidson Custom

FXDR 114
<p>This Harley-Davidson FXDR was purchased new and is a powerful & stylish motorcycle that exudes attitude & performance. With a distinctive design & sleek lines, you'll be sure to turn heads wherever you go. Wicked is a custom-made FXDR and is equipped with a Trask Turbo Kit including a 61mm Garrett Turbo, delivering impressive power & torque with of over 200HP for an exhilarating ride. All engine work professionally done by RPM Specialties out of Rockford, IL. This 2019 model has only 2667 miles on the odometer, with only 300 miles on turbo, making it a low-mileage option for those looking for a custom performance bike. It also offers many additional features including Cult Works Body Kit, custom paint, cams, tuner, & BST carbon fiber rims. This bike is built with a focus on performance. With its bold styling and cutting-edge technology, this motorcycle represents the pinnacle of American engineering and design. The Harley-Davidson brand is synonymous with quality and craftsmanship, and the FXDR is no exception. With its bold styling and cutting-edge technology, this motorcycle represents the pinnacle of American engineering and design. The FXDR offers a thrilling experience that is sure to satisfy your craving for adventure on two wheels. Experience the thrill of the open road in style with WICKED. Please text 815-601-4471 with any questions or inquiries.</p>
Private Seller
Loves Park, IL
2016 Harley-Davidson FLSTFI BASE in Clinton, WI
$10,290

Used 2016 Harley-Davidson Custom

FLSTFI BASE
<p>The 2016 Harley-Davidson FLSTFI is a custom motorcycle designed for riders who appreciate style and performance. This bike features a powerful engine and a sleek, classic design that pays homage to the brand's heritage. With only 4348 miles on the odometer, this bike is practically brand new and ready to hit the open road.The FLSTFI is known for its smooth ride and comfortable seating position, making it ideal for long trips or daily commuting. The custom trim on this model adds an extra touch of personality, setting it apart from other motorcycles on the road. Whether you're a seasoned rider or new to the world of motorcycles, the Harley-Davidson FLSTFI is sure to impress.The 2016 model year introduced some upgrades and enhancements to the FLSTFI, making it an even more desirable choice for riders looking for a reliable and stylish bike. The classic Harley-Davidson logo is proudly displayed on the tank, showcasing the brand's commitment to quality and craftsmanship. With a bold presence and a legendary reputation, this motorcycle is sure to turn heads wherever you go.If you're in the market for a custom motorcycle that offers both performance and style, look no further than the 2016 Harley-Davidson FLSTFI. With low mileage and a like-new condition, this bike is a rare find that is sure to bring you many miles of enjoyment. Don't miss out on the opportunity to own a piece of motorcycle history with the FLSTFI ! The Original Fat Custom. Upgraded Vance & Hines Exhaust, Front Windshield, Side Sadlle Bags, Lots of Chrome!! High Output Twin Cam Engine (1695 cc)</p><p><br></p>
Private Seller
Clinton, WI
2008 Harley-Davidson Heritage Softail CLASSIC in Kokomo, IN
$11,500

Used 2008 Harley-Davidson Custom

Heritage Softail CLASSIC
DEFINITION OF A HEAD TURNER!! 2008 Harley Davidson Heritage Softail Classic.  Have not had time to enjoy this beauty. You will get lots of attention! PURPLE HAZE is a limited exclusive Harley Davidson color 💜 Limited number of bikes painted this color. Low mileage.  Very clean. Lots of personalized attention and added chrome. Hand placed Swarovski Crystals. Newer white wall tires. New purple led head lights. Removable windshield, backrest, and saddle bags. 3 pocket windshield pouch. Standard seat and LaPera solo seat.  Harley Boom Audio Speakers. Crash bars. Comes with owner's manual and a free and clear title. Don't miss this BEAUTY!
Private Seller
Kokomo, IN
1995 Harley-Davidson ROAD KING SPECIAL in Skokie, IL
$7,900

Used 1995 Harley-Davidson Custom

ROAD KING SPECIAL
The 1995 Harley-Davidson Road King Special is a classic custom motorcycle that exudes style and performance. With only 28,347 miles on the odometer, this bike has been well-maintained and is ready for the open road.The Road King is known for its timeless design and powerful performance. The Special trim adds a touch of luxury and exclusivity to an already impressive machine. With its iconic Harley-Davidson badge, this bike commands attention wherever it goes.The 1995 model year combines the best of Harley-Davidson's engineering with a classic aesthetic that never goes out of style. The Road King is a versatile bike that is equally at home on long highway rides or cruising through city streets.The Road King classifies as a custom motorcycle, making it a unique and personalized ride for its owner. The attention to detail in the design and build of this bike is evident in every aspect, from the sleek lines of the bodywork to the rumble of the engine.Whether you're a seasoned rider looking for a new thrill or a newcomer to the world of motorcycles, the 1995 Harley-Davidson Road King Special is sure to impress. With its timeless charm and modern performance, this bike offers the best of both worlds.Don't miss your chance to own a piece of motorcycle history with this 1995 Harley-Davidson Road King Special. With its low mileage and exceptional condition, this bike is a rare find that is sure to turn heads wherever you go. Experience the thrill of the open road in style with the Road King.
Private Seller
Skokie, IL
2012 Harley-Davidson® XL883N SPORTSTER IRON 883 IRON in Villa Park, IL
$4,999

Used 2012 Harley-Davidson® Custom

XL883N SPORTSTER IRON 883 IRON
Stock # U406907TD
2012 Harley-Davidson® XL883N SPORTSTER IRON 883, Pipes, Legend rear suspension, sissy bar, forward controls, touring seat, grips, mini apes, fron fairing, LED headlight, more! This bike is really clean with low miles! We put each of our bikes through a robust 50 point evaluation, looking for any mechanical or safety issues. We follow this with our Pre-Owned Promise by including a 7 day fender-to-fender and a 30 day powertrain warranty to give you peace of mind. On top of that you are welcome to purchase extended protections for additional coverage. We also offer financing options for most bikes in our inventory to help you to be able to take home your dream bike today! We have partnered not only with industry powersport banks, but also local institutions to offered you the best range of competitive rates in line with your credit needs. Our large company footprint allows us to carry a great selection of almost 2000 used bikes in stock, all available for you at your location. We have coast to coast shipping at reasonable rates as well, so we can bring the bike to you! Call today and one of our enthusiast salespeople will help get you on 2 wheels!
Usedmotorcyclestore.com
Villa Park, IL
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