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Yellow Harley-Davidson Cruiser Motorcycles for Sale in winchester, Virginia

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

2016 Harley-Davidson Softail Slim® S SLIM S in Dumfries, VA
$14,995

Used 2016 Harley-Davidson Cruiser

Softail Slim® S SLIM S
Stock # 026584
<p>The perfect blend of classic, raw bobber style and the power of a High Output Twin Cam 103B™ engine. A modern ride with unmistakable old-iron attitude</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>
Harley-Davidson of Quantico
Dumfries, VA
2004 Harley-Davidson FLSTF/FLSTFI Fat Boy® in Orange, VA
$10,995

Used 2004 Harley-Davidson Cruiser

FLSTF/FLSTFI Fat Boy®
Stock # 063187
<p>FLSTF/FLSTFI Fat Boy®</p><p style="margin-bottom: 1em;">When you see a bike like this one, you understand this is what a motorcycle ought to be. Big and solid and massive. With full metal fenders. Fork tubes like tree trunks. A chrome headlight the size of a boulder. And a beefy V-Twin to send it down the road, commanding attention with every thump. That’s what you get with the Fat Boy®. And that’s probably why they’ve been a mainstay on American roads from the first day they set giant wheels to asphalt. Understandably, there is much to like here. Solid disc wheels. Wide 150mm rear tire. Floorboards large enough for Big Foot-sized boots. And a hearty, counterbalanced Twin Cam 88B™ motor beating in its chest. Choose from traditional carb or refined EFI. Either way, you’re living large. Availability of colors may vary from dealer to dealer, and is subject to change without notice. Pearl: additional $240 Two-tone: additional $585</p><p></p>
Stonewall Harley-Davidson
Orange, VA
2019 Harley-Davidson Street Bob® in Fredericksburg, VA
$11,495

Used 2019 Harley-Davidson Cruiser

Street Bob®
Stock # 11119
<p>REBEL WITHOUT A PAUSE</p><p style="margin-bottom: 1em;"><strong>Certified Pre-Owned Motorcycle Includes a 30 Day / 1500 Mile Warranty. Extended Warranty Plans Available. </strong></p><p style="margin-bottom: 1em;">This 2019 Harley-Davidson Street Bob features a fuel injected 107" Milwaukee-Eight motor and 6 speed transmission. This Certified motorcycle received a full service at our dealership. </p><p style="margin-bottom: 1em;"><strong>Accessories Include:</strong></p><ul><li>ABS Brakes</li><li>Two Brothers Racing 2 into 1 Exhaust</li><li>Saddlemen Seat</li><li>Passenger Pegs</li><li>LED Turn Signals - Front & Rear</li></ul><p style="margin-bottom: 1em;"><strong>***Financing Available!***</strong></p><p style="margin-bottom: 1em;">Classic Iron has been in the motorcycle industry for 30 years and features Virginia's largest Pre-Owned Inventory. We have over 300 units in stock! We have financing available and are open Monday-Friday 9-6 & Saturdays 9-4. If you have any questions please call 540-479-1114 or email sales@classiciron.com</p><p style="margin-bottom: 1em;"> The bike you look at today, and want to think about tonight, before buying it tomorrow, will be bought today, by someone who looked at it yesterday, and thought about it last night! </p><p></p>
Classic Iron Inc
Fredericksburg, VA
2023 Harley-Davidson® FLHCS - Heritage Classic CLASSIC in Darlington, MD
$14,888

Used 2023 Harley-Davidson® Cruiser

FLHCS - Heritage Classic CLASSIC
Stock # 016389
2023 Harley-Davidson® FLHCS - Heritage Classic, CERTIFIED PRE-OWNED, ONE OWNER, AWESOME COLOR, ABS, READY TO RIDE!<br /> <br /> 2023 Harley-Davidson® Heritage Classic <p>The quintessential American cruiser. Showstopping vintage details and pure rock and roll style.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><ul><li>Riders ready to chase excitement across state lines</li></ul><ul><li>Highway riding with full fenders and detachable windscreen</li></ul><ul><li>Milwaukee-Eight 114 V-Twin engine and steel laced wheels</li></ul><ul><li>DETACHABLE WINDSCREEN</li></ul><p>Go from touring to cruising in a heartbeat. Leave the screen on for the long haul or remove it in seconds for a completely new look and ride.</p><ul><li>LOCKABLE AND SEALED SADDLEBAGS</li></ul><p>Sleek and roomy with enough space to stash your riding essentials.</p><ul><li>DAYMAKER® SIGNATURE LED FORWARD LIGHTING</li></ul><p>A brilliant LED lamp that produces a bright natural daylight color beam that lights up the surroundings.</p>
Eisenhauer's Chesapeake Harley-Davidson
Darlington, MD
2023 Harley-Davidson® FXBBS - Street Bob® 114 114 in Darlington, MD
$13,888

Used 2023 Harley-Davidson® Cruiser

FXBBS - Street Bob® 114 114
Stock # 028676
2023 Harley-Davidson® FXBBS - Street Bob® 114, FRESH SERVICE, READY TO RIDE!<br /> <br /> 2023 Harley-Davidson® Street Bob® 114 <p>A gritty, stripped-down bobber cloaked in black. A perfect performance base for customization.</p><p><strong>Features may include:</strong></p><strong>THIS IS THE RIGHT BIKE FOR</strong><ul><li>A perfect performance base for customization</li></ul><ul><li>The rider who wants a quick and easy get away ride</li></ul><ul><li>2-up seating, black steel laced wheels, dark finishes</li></ul><ul><li>LED FORWARD LIGHTING</li></ul><p>Cut through the night with a powerful, adjustable LED front headlamp.</p><ul><li>TWO UP, SET UP</li></ul><p>Seating for two with passenger pegs and pillion.</p><ul><li>ANNIHILATOR CAST WHEELS</li></ul><p>The 6-spoke design commands attention with fierce lines adding to the custom look of this bike. Steel laced wheels are optional.</p><br>
Eisenhauer's Chesapeake Harley-Davidson
Darlington, MD
2017 Harley-Davidson Ultra Limited FLHTK ULTRA LIMITED in Irwin, PA
$14,550

Used 2017 Harley-Davidson Cruiser

Ultra Limited FLHTK ULTRA LIMITED
2017 Harley-Davidson Ultra Limited FLHTK, HARLEY DAVIDSON, FLHTK, ULTRA LIMITED, BLACK HILLS GOLD / BLACK QUARTZ 2 TONE FACTORY PAINT, 107 CI MILWAUKEE-EIGHT ENGINE, JUST SERVICED AND INSPECTED BY A MASTER HARLEY TECHNICIAN, WE ALSO INSTALLED 2 BRAND NEW TIRES, ABSOLUTELY READY TO RIDE!!! This Vehicle has a Brand-New PA State Inspection and Emission Testing Sticker. This has Been Performed by our own Master Certified Technicians at Harrison Auto. We Service what we Sell, Buy with Confidence from a Reputable Dealership Proudly Serving our community for the last 27 Years!!, We Offer the Absolute Best Pricing on the Internet!!! Call or Text Al Today! 412-580-1832...Hours Mon, Tues, Thurs 9-6...(Closed Wed) and Fri 9-5...Sat 9-2
Harrison Auto Sales
Irwin, PA
2019 Harley-Davidson Softail Slim® SLIM in Manheim, PA
$14,495

Used 2019 Harley-Davidson Cruiser

Softail Slim® SLIM
Stock # 042714
2019 Harley-Davidson® Softail Slim®, <strong> COOL COLOR AND LOW MILES! </strong> <p>The stripped-down, souped-up, post WWII era look of the bobber is running stronger than ever in the Softail Slim® model. You get the classic look of spoked wheels, chopped mudguards and footboards. And a ride straight out of right now. It’s 16 kilograms lighter, with greater lean angle, than Slim models from just a couple of years ago. And you get the power and soul-satisfying sound of the Milwaukee-Eight® 107 V-Twin engine to take you into the future. Fast.</p>
Iron Valley Harley-Davidson
Manheim, PA
2008 Harley-Davidson FXDC Dyna Superglide Custom SUPER GLIDE CUSTOM in Lebanon, PA
$6,995

Used 2008 Harley-Davidson Cruiser

FXDC Dyna Superglide Custom SUPER GLIDE CUSTOM
2008 Harley-Davidson FXDC Dyna Superglide Custom , Long haul bikes without the frills and added things like the GPS, radio and of course the much needed cup holders. These days the creature comforts are abound in the motorcycling touring world. However this bike is one that can endure the long hauls but in the form of a stripped down touring crusiser. The motor offers the typical HD power and sound you're used to getting in an all day rider. Fuel tank volume 19.30 litres (5.10 gallons), and a reserve of -. Fuel consumption averaged 4.43 litres/100 km (22.6 km/l or 53.10 mpg). For 2008, the Dynas receive braided brake lines for superior overall control and a better road feel. The Dyna Street Bob comes back with the same simplistic design featuring a solo seat, high handlebars and a black powder-coated engine. Torque to spare, Every Dyna model is motivated by the legendary and charismatic Twin Cam V-twin engine from Harley-Davidson. This mill is now beefier: 96 cubic inches (1584 cc). It is fed by an electronic sequential port fuel injection system calibrated to deliver ultra-low revs at idle for enhanced mechanical feel and a sweeter-sounding exhaust note. The Twin Cam 96 is mated to a 6-speed Cruise Drive transmission that optimizes highway riding and reduces unwanted vibrations. The engine produces 91 lb-ft of torque at only 3,000 rpm, but most of it is available at 1,500 rpm. As you can see this bike has the aftermarket handle bars, backrest with rack, passenger floorboards, forward controls, and a Highway bar. Like all our bikes this will be fully serviced, inspected and detailed at the time you take delivery. See this and other great deals at www.cyclehunters.com HaldemanAuto/cyclehunters.com 102 Old Ebenezer Rd Lebanon Pa, 17046 717-273-1809
Haldeman Auto
Lebanon, PA
2014 Harley-Davidson Heritage Softail® Classic CLASSIC in Lynchburg, VA
$12,999

Used 2014 Harley-Davidson Cruiser

Heritage Softail® Classic CLASSIC
Stock # 042513A
<p>Heritage Softail® Classic</p><p style="margin-bottom: 1em;">Starting at $18,349 Blazing from the past with original dresser spirit and modern touring capabilities. • Air-cooled, Twin Cam 103B™ engine • Anti-lock Braking System (ABS), standard • Quick-release detachable windshield • 2-piece, 2-up removable seat pillion • Nostalgic chrome ball headlamp and nacelle</p><p></p>
Harley-Davidson Of Lynchburg
Lynchburg, VA
2011 Harley-Davidson Fat Boy in Chadds Ford, PA
$9,991

Used 2011 Harley-Davidson Cruiser

Fat Boy
Stock # 015085UH
2011 Harley-Davidson Fat Boy, The legendary Fat Boy motorcycle defined the fat custom category and imitators everywhere tried to copy its magic. This original continues to turn heads wherever it rolls, with fat tires, fat bars, a fat fender and a big, powerful, black powder-coated, counter-balanced Twin Cam 96B engine. The Fat Boy model is the very definition of a heavyweight motorcycle, delivering a bold styling statement and a wide, comfortable riding stance. Now, for 2011, this boulevard icon offers a larger readout on the odometer with more information, such as gear and RPM data, plus the new Security Package option with an Anti-lock Braking System and Smart Security System. All this technology works seamlessly into the exquisite styling in a way that only Harley-Davidson can deliver.
Brandywine Harley-Davidson
Chadds Ford, PA
2003 Harley-Davidson Screamin' Eagle® Deuce™ in Tyrone, PA
$0

Used 2003 Harley-Davidson Cruiser

Screamin' Eagle® Deuce™
Stock # 950379
<p>Screamin' Eagle® Deuce™</p>100th Anniversary Screamin' Eagle® Deuce™It's Deuces wild for the 2003 Harley-Davidson® Custom Vehicle Operations (CVO) program.The latest creation from the CVO workshop is the Screamin' Eagle® Deuce™, a limited-production interpretation of the FXSTD Softail® Deuce™ featuring a Twin Cam 95 V-Twin engine and a host of special custom parts and accessories from the Harley-Davidson® Genuine Motor Accessories catalog.The 2003 Screamin' Eagle® Deuce™ is the first Softail model to be the subject of a CVO project. Approximately 3,000 examples of the 2003 Screamin' Eagle® Deuce™ will be manufactured. In designing the Screamin' Eagle® Deuce™, Harley-Davidson® CVO sought to accentuate the long, low custom style of the Softail® Deuce™. The front and rear suspension was lowered, and a front spoiler and a custom low-profile seat and pillion with chrome inserts was installed. The bike rides on chrome slotted six-spoke wheels, a 21-inch front and a 17-inch rear. Special Centennial Gold and Vivid Black paint is detailed with 23K gold leaf graphics, and the frame and swingarm, air cleaner, timer, derby cover and fuel tank console inserts, are color-matched.The Screamin' Eagle® Deuce™ is powered by a Screamin' Eagle® Twin Cam 95 engine, created by installing Screamin' Eagle® Big Bore cylinders and flat top pistons on the standard Twin Cam 88B™ engine that powers the Softail® Deuce™. Displacement is bumped from 88 cubic inches (1450cc) to 95 cubic inches (1550cc), with a corresponding increase in torque, from 85 ft. lbs. to 91 ft. lbs. at 3500 rpm. The engine retains its EFI system and balancer shafts.Harley-Davidson® 100th Anniversary badges are located on the fuel tank console insert and the engine crankcase. A Harley-Davidson® factory security system with siren and a 100th anniversary custom indoor storage cover are also included.
UNLIMITED CYCLE CENTER
Tyrone, PA
2023 Harley-Davidson® Nightster Special NIGHTSTER in Manheim, PA
$0

New 2023 Harley-Davidson® Cruiser

Nightster Special NIGHTSTER
Stock # 312011
2023 Harley-Davidson® Nightster Special, <p>H-D introduces a new middle-weight contender that combines classic Sportster silhouette with the sophisticated performance of the Revolution Max 975T engine. Adding to the already successful mix of style, convenience and technology found in Nightster, upgrades and new features on the new Nightster Special provide an unrivalled motorcycle experience for a new generation of Sportster riders.</p><p> *Financing Offer available only on select new 2023 and 2022 Harley-Davidson motorcycles financed through Eaglemark Savings Bank and is subject to credit approval. Harley-Davidson CVO, Police Duty, Anniversary, Icons, Highway King, Ultra Limited Anniversary, Road Glide Special Anniversary and Street Glide Special Anniversary models are excluded, along with 2023 Trike and 2022 Sportster (Evolution Engine) and 2023 Breakout models. Not all applicants will qualify as the Annual Percentage Rate (APR) will vary based on the applicant’s past credit performance and the term of the loan. Financing offer is available only for up to a 48 month term. For example, a 2023 2023 Road Glide Special motorcycle in Vivid Black with an MSRP of $28,999, no down payment and amount financed of $28,999, 48 month repayment term, and 1.99% APR results in monthly payments of $629.01. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Customer must take delivery by November 30, 2023. This Financing Offer is valid during the period of October 1, 2023 to November 30, 2023. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at anytime. See a White’s Family of Dealership employee for details.<br> </p><p><br></p>
Iron Valley Harley-Davidson
Manheim, PA
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