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Harley-Davidson FLSTF Fat Boy classic bikes for sale

The Harley-Davidson FLSTF Fat Boy stands out with its unmistakable solid disc wheels and muscular appearance, offering true softail cruiser charm with distinctive engineering. Known for its robust Evolution V2 engine and endless options for personalisation, the Fat Boy is a favourite among collectors and aficionados. Early editions and special models are especially sought after due to their rarity and unique historical context.

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Harley-Davidson FLSTF Fat Boy listing references from Classic Trader

Below you will find listings related to your search that are no longer available on Classic Trader. Use this information to gain insight into availability, value trends, and current pricing for a "Harley-Davidson FLSTF Fat Boy" to make a more informed purchasing decision.

Expired listing
Die letzte Evo – mit Seele, Sound und Substanz.
Conversion/Special
Conversion/Special

1999 | Harley-Davidson FLSTF Fat Boy

Fat Boy Evo – Die Letzte ihrer Art. Sammlerstück. Kein Blender.

$22,8456 months ago
🇩🇪
Private seller
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (2000)

2000 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON 1450 Fat Boy FLSTF/I

$67,6888 months ago
🇮🇹
Dealer
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (2000)

2000 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON 1450 Fat Boy FLSTF/I

$67,6889 months ago
🇮🇹
Dealer
Expired listing
Image 1/9 of Harley-Davidson FLSTF Fat Boy (1998)

1998 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON 1340 Fat Boy Special Crazy Wolf

$76,1499 months ago
🇮🇹
Dealer
Expired listing
Image 1/13 of Harley-Davidson FLSTF Fat Boy (1994)

1994 | Harley-Davidson FLSTF Fat Boy

FXSTF

$16,922last year
🇩🇪
Private seller
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (1998)

1998 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON FLSTF Fat Boy 95Th Anniversary Edition ISCRITTA ASI

$24,537last year
🇮🇹
Dealer
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (2000)

2000 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON 1450 Fat Boy Fat Boy

$33,6752 years ago
🇮🇹
Dealer
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (1998)

1998 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON FLSTF Fat Boy 95Th Anniversary Edition ISCRITTA ASI

$27,0752 years ago
🇮🇹
Dealer
Expired listing
Image 1/50 of Harley-Davidson FLSTF Fat Boy (2010)

2010 | Harley-Davidson FLSTF Fat Boy

<p>PRESENTE PAD. 26 - FIERA BOLOGNA - 24-27 OTTOBRE</p>

$30,2902 years ago
🇮🇹
Dealer
Expired listing
Image 1/50 of Harley-Davidson FLSTF Fat Boy (2005)

2005 | Harley-Davidson FLSTF Fat Boy

-

$49,0742 years ago
🇮🇹
Dealer
Expired listing
Image 1/10 of Harley-Davidson FLSTF Fat Boy (2000)

2000 | Harley-Davidson FLSTF Fat Boy

HARLEY-DAVIDSON 1450 Fat Boy Fat Boy

$35,5362 years ago
🇮🇹
Dealer
Expired listing
Image 1/50 of Harley-Davidson FLSTF Fat Boy (2008)

2008 | Harley-Davidson FLSTF Fat Boy

-

$23,5222 years ago
🇮🇹
Dealer

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Harley-Davidson FLSTF Fat Boy Classic Motorbikes: Prices & Market Values

The market value of Harley-Davidson FLSTF Fat Boy motorcycles is primarily determined by technical condition, originality, and mileage, as well as rarity, history, and documentation. A well-maintained, largely original vehicle with low, verifiable mileage and a complete history including expert reports and documentation generally achieves significantly higher prices than a comparable vehicle with deferred maintenance, extensive modifications, or an unclear provenance.

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Harley-Davidson FLSTF Fat Boy: Market Prices & Value Trends

Based on sales data from the Classic Trader marketplace, the Harley-Davidson FLSTF Fat Boy market in Europe shows a broadly firm-to-rising tone over the period from May 2021 to September 2025, albeit with a wide spread driven by model year and presentation. Earlier, mainstream examples (often 1990s bikes such as 1994–1999) commonly sit around £9,000–£13,000, while later Twin Cam-era bikes like 2005 and 2010 appear higher at roughly £15,500–£25,000 depending on condition and specification. Since 2023–2025 there are also repeated high asking prices for 1998–2000 Fat Boys, frequently in the £35,000–£39,000 bracket (notably in Italian adverts), which read more like premium, possibly exceptional offerings rather than the day-to-day market. Taking the dataset as a whole and avoiding outliers, a realistic current range is approximately £10,000 to £20,000, with the best-presented or more modern examples pushing above that. This stability reflects the Fat Boy’s iconic status, strong collector recognition, and sustained demand for original, well-kept Softails.

History of the Harley-Davidson FLSTF Fat Boy

The FLSTF Fat Boy first emerged in 1990 and quickly made an impact on Harley-Davidson’s legacy. Its bold silhouette, devised by Willie G. Davidson and Louie Netz, arrived at a time when cruising culture was prominent. Inspired by American aviation history, even the wheels pay homage to the B-29 Superfortress bomber, and its introduction was strategically presented at the high-profile Daytona Bike Week. The name Fat Boy is said to be inspired by the ‘Fatman’ and ‘Little Boy’ atomic bombs, although the connection is more legend than fact. Over time, the Fat Boy became renowned not just for its stylistic audacity but also for its mechanical reliability and ride quality. The model’s reputation as a genuine Harley, with no hint of pretence, helped secure its lasting appeal for enthusiasts and collectors alike.

Model history

Fat Boys from 1990 to 2017 carry the FLSTF manufacturer code and are regarded as the classic line, running the Evolution V2 engine. The last year for the Evo was 1999, after which the model began transitioning through additional engine upgrades and later manufacturer codes, such as FLFB from 2018. Within the FLSTF line, early silver 'Grey Ghost' editions are particularly rare, and numerous professional customisations have been made over the years, keeping the model fresh for each new generation of owners.

Highlights of the Harley-Davidson FLSTF Fat Boy

The Fat Boy is praised for both substance and aesthetic. Its solid-cast disc wheels, wide stance, and unique details—like the tank badge modelled after the USAF insignia—make it a standout in the Harley lineup. Metallic paint finishes, custom builds featuring distinct handlebars, bespoke seats, and black powder-coated chrome can significantly differentiate individual examples. The Fat Boy’s reputation for reliability, solid engineering, and deep, characteristic exhaust note are pillars of its desirability.

Technical data

Special Editions and Collectible Models

Among the most notable collectible Fat Boys are the early ‘Silver’ or ‘Grey Ghost’ editions, also called the ‘Hiroshima’ due to their unique livery and the mythic origins surrounding their name. Only about 1,400 units were reportedly produced, and none were officially introduced to Europe due to political controversy over the design’s inspiration. These special editions stand out thanks to their silver finish and historic significance.

Weak Spots and Common Issues

No major recurring weak spots are reported for the FLSTF Fat Boy, provided regular maintenance is carried out. Models are known for their robustness, smooth running character and relatively straightforward upkeep. Customised examples may come with unique requirements, especially when alternative parts or tuning elements are involved, so checking documentation and service history is recommended.

Engine and Performance, Transmission and Handling

The Fat Boy delivers authentic cruiser performance courtesy of its Evolution V2 engine. Depending on model year and tuning, output ranges from 47 to 65 hp, delivering ample torque and ride comfort particularly suited for relaxed highway cruising. The 5-speed gearbox in combination with the belt drive ensures smooth and reliable power delivery. Modifications to suspension, performance exhausts, and brakes are common, allowing owners to further fine-tune handling to their preferences. - 1999 FLSTF: Last year for the Evo engine, appreciated for original specification

  • Early ‘Grey Ghost’ editions: Sought after for rarity and unique finish
  • Professionally customised Fat Boys: Different seats, handlebars, and exhaust systems highlight the model’s flexibility

Interior, Comfort, Exterior and Design

The FLSTF Fat Boy breaks the mould with its stout, clean silhouette featuring solid disc wheels that evoke the look of B-29 bomber landing gear—a nod to its designers’ aviation inspiration. Customisation is ubiquitous; from factory metallic paints like satin black or silver, to bespoke stitched saddles with golden seams, and broad 21”/18” wheels. Handlebars, grips, and even most chromed parts are often swapped for individual setups. Accessories can include LED tail lights, Mikuni carburettors, and specialist exhausts from brands like Supertrapp or Vance&Hines, allowing nearly infinite personalisation for any rider.

Other Relevant Features

Fat Boys regularly come with extensive paperwork, such as original keys, vehicle documents, and TUV certificates. Sound videos and detailed exposés are sometimes offered by sellers, and many owners take care to document upgrades and custom builds. The bike’s straightforward electro-mechanical layout means upgrades and servicing stay within reach for dedicated hobbyists.

Summary

The Harley-Davidson FLSTF Fat Boy is one of the most easily recognised and most customisable classic motorcycles ever produced. With a strong following—reflected both in the listings and viewing statistics—the Fat Boy is a mainstay of the custom and collector Harley scene. Early series and special editions are particularly valued, offering a blend of striking design, mechanical honesty, and potential for creative personalisation that appeals to both collectors and riders alike.