New motorcycles can be pricey, not least the Harley-Davidson Motor Company, which is not exactly known for its bargain-basement prices. As such, the used market is the go-to choice for many who are interested in American-style motorcycles. Today, we’re going to look at a double fistful of machines that retain decent value for the average used price. The waiting-list days are long gone, so H-Ds depreciate just like anything else now, just as soon as you ride it off the lot, and this creates some opportunities to own notable models at an affordable price point.
To give you the most up-to-date and accurate information possible, the data used to compile this article was sourced from Harley-Davidson, Kelly Blue Book, Harley-Davidson Marketplace, and from my experience as a certified Harley-Davidson mechanic. The year range shown represents the years giving the best balance of features and depreciation. The information given is current as of the time of this writing.
Iron 883
Years: 2015-2021
The Iron 883 had a decent run, which ultimately led to the sunset of the Evolution engine, a proven powerplant at that point, and an absolutely bulletproof one at its peak of development. Initial cost was relatively low at $9,749 in 2021, which was the last update year for the model, and with depreciation factored in, you can find these bikes for a song between $5,000-$8,000 in good condition, with an average asking price of $7,200. The fact that it’s a discontinued model adds an element of rarity to the mix, along with piqued desirability. Frequently, these can be found with low mileage because people buy them, then either outgrow them or decide to get out of motorcycling altogether.
Iron 883 Performance Specifications
|
Engine |
Evolution®, air-cooled |
|
Displacement |
883 cc (53.9 ci) |
|
Max Power |
N/A |
|
Max Torque |
54 LB-FT @ 3,750 RPM |
|
Transmission |
5-speed |
|
Claimed Fuel Economy |
51 MPG |
|
Top Speed |
105 MPH |
Street Bob
Years: 2018-2020
Previously built around the Dyna platform, the Street Bob made the jump from that retiring frame design to the new, second-generation Softail frame that brought improved comfort and handling to the masses. For the first few years, this bike carried the Milwaukee-Eight 107 engine, but that would change in 2021 with the M-8 114 that picked up the torch, and it’s this three-year span where we find the best deals. It’s old enough to have significant depreciation, plus the M-8 107 is slightly less desirable, which combines to pull the price down. Typically, used listings range from $7,000 to $11,500, with most falling at the upper end of that range. This model marks an inexpensive entry point to the then-next-gen Softail frame and Milwaukee-Eight powerplant.
Street Bob Performance Specifications
|
Engine |
Milwaukee-Eight® 107 |
|
Displacement |
1,746 cc |
|
Max Power |
N/A |
|
Max Torque |
110 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive® |
|
Claimed Fuel Economy |
47 MPG |
|
Top Speed |
125 MPH, governed |
Fat Bob
Years: 2018-2023
The Fat Bob also made the jump from Dyna to Softail in 2018, and was buffed up with a tier-two, 114 cubic-inch version of the then-new Milwaukee-Eight engine with production ending at MY23. While there is an M-8 107 version, The MoCo led off with it in addition to the 114 version in its inaugural year as a Softail model. This model appears to be depreciating faster than it should, considering the engine, with an average resale value of $11,340 for the 2018 models. Higher mileage or less-than-good condition drives the price as low as eight grand. Folks interested in this bike are interested in V-Twin performance, so it makes a good candidate for some Screamin’ Eagle performance mods, which can drive the price up a bit.
Fat Bob Performance Specifications
|
Engine |
Milwaukee-Eight® 114 |
|
Displacement |
1,868 cc |
|
Max Power |
95 HP @ 4,750 RPM |
|
Max Torque |
118 LB-FT @ 3,500 RPM |
|
Transmission |
6-Speed Cruise Drive®, slipper clutch |
|
Claimed Fuel Economy |
47 MPG |
|
Top Speed |
110 MPH |
Heritage Classic
Years: 2018-2021
The Heritage Classic has long been a fan favorite since it first rolled way back in the ’80s, when the Softail frame was new and the Evolution engine powered it. Part of its longevity is due to its historical significance, but even more impressive is that it’s a practical design from a time before large front fairings and touring bags were standard, which still performs well today. You could get it with either the 107 or 114 cubic-inch engine, but for our purposes, the 107 is the more affordable of the two, with resale prices between $8,000 and $18,000, with many MY18 and MY19 models somewhere around the $12,000 mark.
Heritage Classic Performance Specifications
|
Engine |
Milwaukee-Eight® 107 |
|
Displacement |
1,746 cc |
|
Max Power |
N/A |
|
Max Torque |
110 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive® |
|
Claimed Fuel Economy |
47 MPG |
|
Top Speed |
125 MPH, governed |
Low Rider S
Years: 2020-2024
The Low Rider S served as a bit of a stoplight burner with its Milwaukee-Eight 114 engine and West Coast style. Inverted forks and a café-style bullet fairing join with short handlebar risers to set the tone. While this model is still available in 2025, there were some design changes this year, so if you want a deal, you’ll have to get one from 2020-’21 with a few scratches on it already. In its progression, the engine was increased to tier-three with 117 cubic inches, and those models really aren’t old enough to make this list just yet, but they do drive the price down on the models with smaller engines. The market offers these models in the appropriate year range, with prices ranging from as low as $9,000 to as high as $23,999, with many models priced around $13,000.
Low Rider S Performance Specifications
|
Engine |
Milwaukee-Eight® 114 |
|
Displacement |
1,868 cc |
|
Max Power |
N/A |
|
Max Torque |
119 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive®, slipper clutch |
|
Claimed Fuel Economy |
47 MPG |
|
Top Speed |
121 MPH |
Street Glide Special
Years: 2017-2018
The Street Glide Special hit a bit of a sweet spot in 2017 and 2018. Bikes from this range could be had with the then-new M-8 107, but this was before the RDRS electronics, so you have neither that extra protection nor its associated cost. However, the Reflex ABS was already available. Infotainment goodies and Batwing fairing protection sweeten the deal with a stock sound system. In 2019, it would trade the M-8 107 for a 114, and that tier-two model is definitely an upgrade in performance, but you’ll pay for it, plus the safety electronics were expensive too, as it turns out. Low retail is around $12,500, with average resale prices ranging from $14,000 to $17,000. This is another candidate for Screamin’ Eagle yummygoodness, so you’ll find some tuned-up examples out there.
Street Glide Special Performance Specifications
|
Engine |
Milwaukee-Eight® 107 |
|
Displacement |
1,746 cc |
|
Max Power |
N/A |
|
Max Torque |
110 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive® |
|
Claimed Fuel Economy |
43 MPG |
|
Top Speed |
125 MPH, governed |
Road Glide Special
Years: 2017-2018
The 2017-2018 Road Glide Special is in the same boat as its Batwing-equipped stablemate, the Street Glide Special, just with the fixed, frame-mounted Sharknose instead. An M-8 114-powered version would roll out in 2019 to steal the wind from the 107’s sails a bit, leading to an unfair amount of depreciation, but as a consumer, you’ll benefit from that bit of overshadowing. The average retail price is right around the $17,000 mark, with a $13,000 low end and $21,000 top end. A Boom!™ Box 6.5GT infotainment system, complete with speakers, ensures you can share your jams with everyone around you. Reflex ABS comes standard equipped, but that’s it; the full RDRS package wouldn’t be available till 2019.
Road Glide Special Performance Specifications
|
Engine |
Milwaukee-Eight® 107 |
|
Displacement |
1,746 cc |
|
Max Power |
N/A |
|
Max Torque |
110 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive® |
|
Claimed Fuel Economy |
43 MPG |
|
Top Speed |
125 MPH, governed |
Fat Boy
Years: 2018-2024
The Fat Boy is a long-lived family, and the Fat Boy 114 just added to that legacy with a short production run from 2018 through 2024 before being dropped for 2025. This is one of H-D’s most iconic models, and the Fat Boy 114 takes it up a notch with the tier-two Milwaukee-Eight engine that turns it into a stoplight burner. MY18 saw the addition of the M-8 engine along with the then-new second-generation Softail skeleton, making it a current model even if it lacks infotainment support. While the earlier M-8 107-powered models are less expensive, the early-run M-8 114s can frequently be found at considerable discounts. Current listings show 2018 Fat Boy 114s for as little as $10,500 with some as high as $14,000.
Fat Boy Performance Specifications
|
Engine |
Milwaukee-Eight® 114 |
|
Displacement |
1,868 cc |
|
Max Power |
94 HP @ 4,750 RPM |
|
Max Torque |
119 LB-FT @ 3,000 RPM |
|
Transmission |
6-Speed Cruise Drive®, slipper clutch |
|
Claimed Fuel Economy |
47 MPG |
|
Top Speed |
121 MPH |
Pan America 1250
Years: 2021-2024
The Pan America was a real departure from the norm for The MoCo with its off-road chops, offset-cylinder, liquid-cooled V-Twin engine, and general adherence to ADV-bike design guidelines. The result is a proper adventure bike, and the PA 1250 is the first blush with a production run from 2021-2024 before being superseded by the PA 1250 Special and PA 1250 ST in MY25.
While it holds the distinction of being the first such machine to come out of Milwaukee, that seems to have done nothing to head off the brutal depreciation of around 50 percent that would hit, especially since it’s now a down-tier model to boot. Additionally, the ’21 and ’22 models had lots of little gremlins here and there that were chased off by the time the ’23 and ’24 models rolled, so that dings the price yet again. Low retail comes in at $9,000 and runs up to $22,800, though the average sale price is right around the $15,000 mark.
Pan America 1250 Performance Specifications
|
Engine |
Revolution® Max 1250 |
|
Displacement |
1,252 cc |
|
Max Power |
150 HP @ 8,750 RPM |
|
Max Torque |
95 LB-FT @ 6,750 RPM |
|
Transmission |
6-speed, slipper clutch |
|
Claimed Fuel Economy |
46 MPG |
|
Top Speed |
140 MPH |
Forty-Eight
Years: 2015-2021
If you want a Sportster 1200 with the proven Evolution engine, then your last best chance will be the Forty-Eight between 2015 and 2021. Not only was this engine as bulletproof as the 883 cc version, it boasted better performance figures. It really stretches your arms when it hits the powerband, making it a popular model for riders who really like some sport in their Sportsters.
Interest in this bike is growing since it was retired, so if you want one, get it soon. The overall price range for a used Forty-Eight of the vintage in question is between $5,000 and $9,000, with most going for around $7,500. Like the Iron 883, they can frequently be found in good condition with moderate mileage, or with dead-low mileage and a bent brake lever.
Sportster Forty-Eight Performance Specifications
|
Engine |
Evolution®, air-cooled |
|
Displacement |
1,202 cc |
|
Max Power |
N/A |
|
Max Torque |
73 LB-FT @ 3,500 RPM |
|
Transmission |
5-speed |
|
Claimed Fuel Economy |
48 MPG |
|
Top Speed |
105 MPH |
