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Harley-Davidson FAT BOY Cruiser Motorcycles for Sale in winchester, Virginia

Looking to buy a Harley-Davidson Fat Boy cruiser in Winchester, Virginia? Browse our extensive inventory of new and used Harley-Davidson Fat Boy 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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139 Harley-Davidson FAT BOY Motorcycles For Sale

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
2016 Harley-Davidson Fat Boy FLSTF in Fayetteville, PA
$11,995

Used 2016 Harley-Davidson Cruiser

Fat Boy FLSTF
Stock # 2249
2016 Harley-Davidson Fat Boy FLSTF, IMMACULATE CONDITION, SHOWROOM CLEAN, THE PAINT AND CHROME SHINE BRILLIANTLY, THE VANCE & HINES SOUNDS LIKE THUNDER ALL WHILE HAVING A SMOOTH BALANCED RIDE. 103 MOTOR, 6-SPEED, ANTI-LOCK BRAKES,LOTS OF CHROME EXTRAS, NEW FRONT TIRE AND PA. INSPECTION. $12,995 15k Miles ** NO DEALER FEES EVER** Star Auto Sales 4572 Lincoln way east Fayetteville, pa. 17222 717-352-8182 www.starautopa.net
Star Auto Sales
Fayetteville, PA
2018 Harley-Davidson FAT BOY 114 114 in Alexandria, VA
$13,989

Used 2018 Harley-Davidson Cruiser

FAT BOY 114 114
Beautiful, Stage II (Low-end Torque Cam) 114 Fat Boy. Rides like a brand-new bike!! ZERO issues!! Defiance Chrome Accessories all the way around. V&H Short Shots sound fantastic!! New Metzler Cruise-tec tires (260 rear) with less than 1K miles on them. 15K service done at same time as new tires. New battery 3/27/24. Bike Serviced regularly and adult ridden/cared for. Purchased a Road Glide and can’t ride two bikes at once. You will love with the motorcycle. I have invested over $7K in parts (See pic of parts list) and several thousand more including labor. My loss is your gain!
Private Seller
Alexandria, VA
2005 Harley-Davidson FAT BOY CVO in Mechanicsburg, PA
$8,500

Used 2005 Harley-Davidson Cruiser

FAT BOY CVO
<p>2005 Harley-Davidson 15th Anniversary Edition Fatboy. </p><p><br></p><p>Screamin' Eagle engine (1,550cc Twin Cam 95), special paint, and custom wheels.</p><p><br></p><p>EXCELLENT CONDITION - a steal w low mileage and extras!</p><p><br></p><p> Still have original pipes & handle bars.</p><p><br></p>Date of purchase:Vance & Hines pipesEngine guardSissy barBags<br>After purchase:Ape hangersGripsSaddle bagsMirrorsWindshield Seat<br><p>100% garage kept</p><p><br></p><p>Always put in 92 (premium gas)</p>
Private Seller
Mechanicsburg, PA
2016 Harley-Davidson FLSTF Fat Boy in Mechanicsburg, PA
$11,999

Used 2016 Harley-Davidson Cruiser

FLSTF Fat Boy
Stock # #019751
2016 Harley-Davidson Fat Boy, When Willie G. Davidson rode the Fat Boy model into Bike Week the first time, let s just say it stopped traffic. No one had ever seen a factory custom motorcycle with this much visual impact before. The look was pure Harley, yet totally new. In the years since, the Fat Boy hasn t let up. From the chrome of the solid disc wheels, to the muscular lines of the new High Output Twin Cam 103 engine to the curve of its distinctive rear fender, this machine is built to make an impact. Ride one and you ll understand.
Appalachian Harley-Davidson
Mechanicsburg, PA
2018 Harley-Davidson Fat Boy 114 114 in Fairfax, VA
$0

Used 2018 Harley-Davidson Cruiser

Fat Boy 114 114
Stock # U018258-2
2018 Harley-Davidson Fat Boy 114, This pre-owned 2018 Harley-Davidson Fat Boy is a striking and powerful cruiser, enhanced with Vance and Hines Short Shots exhaust for an aggressive, throaty sound. Powered by the Milwaukee-Eight 107 engine, it offers robust performance and a smooth ride. Well-maintained and in excellent condition, this bike combines classic Harley-Davidson style with upgraded performance and a bold, custom exhaust note, making it a standout choice for enthusiasts and collectors alike. Give us a call today to schedule your visit and free test ride!
Patriot Harley-Davidson
Fairfax, VA
2018 Harley-Davidson® FLFBS - Softail® Fat Boy® 114 in Romney, WV
$11,300

Used 2018 Harley-Davidson® Cruiser

FLFBS - Softail® Fat Boy® 114
Stock # U6096
2018 Harley-Davidson® FLFBS - Softail® Fat Boy® 114, 2018 Harley-Davidson® Softail® Fat Boy® 114 <p>The original fat custom icon that changed it all has done it again. Satin chrome finishes. Beefy 240mm rear tire. And now available in a Milwaukee-Eight® 107 or 114 Big Twin Engine for the most muscular, unstoppable Fat Boy® motorcycle ever.</p><strong>Features may include:</strong><ul><li>Satin Chrome Finishes</li></ul><p>An all-you-can eat portion of sculpted satin chrome gives the Fat Boy® a look that’ll make a big impact.</p><ul><li>Steamroller Stance</li></ul><p>A muscular look thanks to all-new solid-disc Lakester wheels wrapped in the widest front tire we’ve ever offered from the factory at 160mm combined with a 240mm rear tire.</p><ul><li>Milwaukee-Eight® Big Twin Engine </li></ul><p>A powerful, smooth-running engine with crisp throttle response and a pure, soul-satisfying rumble. Available in 107 and 114 engine displacements.</p><ul><li>Signature LED Forward Lighting</li></ul><p>Darkness-defying lighting that gives you greater visibility at night.</p><ul><li>All-New Softail® Frame</li></ul><p>A lighter, stiffer frame (compared to the prior Softail® and Dyna® models) that takes the idea of form and function to a place it’s never been before. It’s the look of a hard tail from a bygone era that delivers a thoroughly modern ride.</p><ul><li>High Performance Front Suspension</li></ul><p>New suspension technology provides the performance of a racing-style cartridge fork for reduced weight with linear damping characteristics</p><ul><li>High Performance Rear Mono Shock</li></ul><p>All-new easily adjustable mono-shock rear suspension allows for dynamic cornering capability while preserving the hardtail look.</p>
Romney Cycle Center
Romney, WV
2021 Harley-Davidson Fat Boy 114 114 in Manassas, VA
$15,499

Used 2021 Harley-Davidson Cruiser

Fat Boy 114 114
Stock # DT0568A
2021 Harley-Davidson Fat Boy 114, The original fat custom icon. Now lighter than the previous generation Fat Boy 114, and slinging torque from a Milwaukee-Eight 114. You ll feel the difference the instant you crack the throttle.Installed Accessories: Black Head Light Nacelle, Black Upper Fork Covers, 12 Meat Hook Handlebars, 3 Risers, Grips, Mirrors, LED Front Turn Signals, Air-Cleaner, Exhaust, Tuner, Derby Cover, LED Rear Turn Signals/Brake Lights, and more
Bull Run Harley-Davidson
Manassas, VA
2011 Harley-Davidson Fat Boy in Manassas, VA
$9,499

Used 2011 Harley-Davidson Cruiser

Fat Boy
Stock # DP0300
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.Installed Accessories: Windshield, T-Bars, Grips, Engine Guard, Hi-Way Pegs, Badlander Seat Sissy Bar.
Bull Run Harley-Davidson
Manassas, VA
1996 Harley-Davidson FLSTF in Gaithersburg, MD
$8,999

Used 1996 Harley-Davidson Cruiser

FLSTF
1996 HARLEY-DAVIDSON FLSTF, Cyclemax Pre-Owned 1996 Harley Davidson Fatboy <br><br>Excellent Condition and With Only 1700 miles.<br><br>ALL ORIGINAL TIME CAPSULE!!!<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
2020 Harley-Davidson® Fat Boy® 114 114 in Fairfax, VA
$15,988

Used 2020 Harley-Davidson® Cruiser

Fat Boy® 114 114
Stock # U048531-1
2020 Harley-Davidson® Fat Boy® 114, 2020 FAT BOY FEATURING THE MILWAUKEE EIGHT 114ci engine in Vivid Black!!! This is a super clean trade. She's low, wide and FAT!, and I mean that in a good way. Chunky rubber front and rear combined with the solid rims give you a look that says LOOK AT ME! Seating position is wide but low and the riders floorboards give you a great place to put your kicks. Did I mention that this bike only has 846 miles??? Not even broken in yet! The ABS braking system gives you the safety and control you expect from a modern motorcycle while the look is unmistakably Harley-Davidson. What are you waiting for?? We're here 7 days a week! Stop by today!
Patriot Harley-Davidson
Fairfax, VA
2013 Harley-Davidson Softail® Fat Boy® LO in Dumfries, VA
$13,995

Used 2013 Harley-Davidson Cruiser

Softail® Fat Boy® LO
Stock # 039922
<p>Softail® Fat Boy®</p><p style="margin-bottom: 1em;">The original fat custom icon with a burly style that's often imitated but never duplicated. The 2013 Harley-Davidson® Softail® Fat Boy® FLSTF model is one of the quintessential cruiser motorcycles. Hearkening to the 'hardtail' choppers of the 1960s and 1970s, the Harley-Davidson Fat Boy motorcycle keeps that heritage alive more than 40 years later. The FLSTF Fat Boy is the original 'fat custom' bike - laid-back and luxurious with an unmistakable profile on the road. The Harley® Fat Boy features an air-cooled Twin Cam 103™ Harley engine with 6-speed Cruise Drive® transmission, providing more power for passing, hill-climbing, and riding with a passenger and luggage. Take a seat on this Harley and get the experience of one of the 2013 H-D® cruiser motorcycles. Learn about other Harley Softail motorcycles in addition to this cruiser. Look at the Heritage Softail® Classic model, too; this classic motorcycle is ready for the road. If you like choppers, be sure to take a look at the Fat Boy Lo model, another of the custom Harley motorcycles.</p><p></p>
Harley-Davidson of Quantico
Dumfries, VA
2007 Harley-Davidson Softail® Fat Boy® LO in Dumfries, VA
$10,995

Used 2007 Harley-Davidson Cruiser

Softail® Fat Boy® LO
Stock # 077740
<p>Make this Softail® Fat Boy Yours! A True American Icon. What an awesome bike?!!! One ride will tell you all you need to know! Call 703-221-3757 now!</p><p style="margin-bottom: 1em;">VIRTUALLY REDESIGNED DOWN TO EVERY LAST BIT OF CHUBBY. The king of fat and funky customs pulls out all the stops this year. Virtually redesigned down to every last bit of chubby. Big new Twin Cam 96B™ motor matched to six smooth-shifting gears. Unique H-D® tread design on enlarged front and 200 mm rear tires. Wider chopped rear fender. Wider seat. Skillet slabs of silver, disc cast aluminum wheel ringed with .50-calibur bullet-size holes. Low-profile risers accentuate the fattened 1-1/4 inch internally wired handlebar for a clean look. New nacelle, valance and tank strap with chrome bullet tip details. New pinstripe graphics punctuate its substantial presence. Live life to the fattest.</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
2003 Harley-Davidson FLSTF/FLSTFI Fat Boy® in Orange, VA
$10,495

Used 2003 Harley-Davidson Cruiser

FLSTF/FLSTFI Fat Boy®
Stock # 046165
<p>FLSTF/FLSTFI Fat Boy®</p><p style="margin-bottom: 1em;">100th Anniversary FLSTF/FLSTFI Fat Boy® Like all Softail® models, the Fat Boy is powered by a counter-balanced Twin Cam 88B™ engine. It cranks out big, juicy torque and comes with carb or sophisticated EFI. What you don't see is a hidden rear suspension that provides classic looks and a great ride. The styling comes courtesy of a high-calorie diet of iron and chrome. Note the burly FL fork and big 7" headlight. Solid disc wheels. Fat rubber, now 150mm wide on the rear. Giant fenders. Floorboards big enough for behemoth-sized shift-kickers. We went large with Anniversary details. Gold-trimmed tank cloisonné. 100TH Anniversary emblems on the seat and engine covers. It's the Fat Boy® in formal wear. Size XXXL, of course. * MSRP may not reflect vehicle shown. See Additional Features for specific color/option pricing.</p><p></p>
Stonewall Harley-Davidson
Orange, VA
2020 Harley-Davidson® Fat Boy® 114 114 in Laurel, MD
$15,988

Used 2020 Harley-Davidson® Cruiser

Fat Boy® 114 114
Stock # U048531-1
2020 Harley-Davidson® Fat Boy® 114, 2020 FAT BOY FEATURING THE MILWAUKEE EIGHT 114ci engine in Vivid Black!!! This is a super clean trade. She's low, wide and FAT!, and I mean that in a good way. Chunky rubber front and rear combined with the solid rims give you a look that says LOOK AT ME! Seating position is wide but low and the riders floorboards give you a great place to put your kicks. Did I mention that this bike only has 846 miles??? Not even broken in yet! The ABS braking system gives you the safety and control you expect from a modern motorcycle while the look is unmistakably Harley-Davidson. What are you waiting for?? We're here 7 days a week! Stop by today!
Old Glory Harley Davidson - TMC
Laurel, MD
2019 Harley-Davidson® Fat Boy® 114 114 in Laurel, MD
$15,688

Used 2019 Harley-Davidson® Cruiser

Fat Boy® 114 114
Stock # U031387
2019 Harley-Davidson® Fat Boy® 114, <p>This 2019 Softail Fat Boy is a very clean unit that has already had some great accessories added on including 2 into 1 Bassani exhaust and taller handlebars to keep you comfortable for your long rides. The Scorched Orange paint job is an amazing color that really stands out on the road and makes heads turn. This bike is ready to go today so stop by and take it on a test ride for yourself! Give us a call to set up your visit or just stop by to see us!</p>
Old Glory Harley Davidson - TMC
Laurel, MD
2019 Harley-Davidson Fat Boy® 114 114 in Fredericksburg, VA
$18,499

Used 2019 Harley-Davidson Cruiser

Fat Boy® 114 114
Stock # 019774
<p>SUPER CLEAN AND LOTS OF EXTRAS!!!! 2019 FAT BOY 114***MUSTANG 2 UP SEAT***V&H PIPES***PLUS MORE!! COME IN TODAY AND TEST RIDE IN FREDERICKSBURG VA</p><p style="margin-bottom: 1em;">Like New Low mileage Fatboy. Accessories include Grips, Mustache Engine Guard, Highway Pegs, Mustang 2 up Seat, Passenger Back Rest and Vance & Hines Mufflers that sound great paired with this 114 Engine!</p><p style="margin-bottom: 1em;">The original fat custom icon. Now lighter than the previous generation Fat Boy, and slinging torque from a Milwaukee-Eight® 114. You’ll feel the difference the instant you crack the throttle.</p><p></p>
Old Dominion Harley Davidson
Fredericksburg, VA
2016 Harley-Davidson Fat Boy® in Fredericksburg, VA
$9,495

Used 2016 Harley-Davidson Cruiser

Fat Boy®
Stock # 11414
<p>The original fat custom icon matches unmistakable style with a High Output Twin Cam 103B™ engine.</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 2016 Harley-Davidson Softail Fat Boy features a fuel injected 103" Twin Cam motor and 6 speed transmission. This Certified motorcycle received 2 new tires as well as a full service at our dealership. </p><p style="margin-bottom: 1em;"><strong>Accessories Include:</strong></p><ul><li>ABS Brakes</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
2004 Harley-Davidson FLSTF/FLSTFI Fat Boy® in Fredericksburg, VA
$8,995

Used 2004 Harley-Davidson Cruiser

FLSTF/FLSTFI Fat Boy®
Stock # 058131
<p>DO NOT LET THE MILES FOOL YOU. THIS IS NOT ANY OTHER FATBOY. CHROME. CHROME AND MORE CHROME.</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>
Old Dominion Harley Davidson
Fredericksburg, VA
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