Used Harley Davidson – The Ultimate Buyer's Guide
Everything you need to know before getting the iron horse of your dreams.
Why a Harley – and why used?
When someone asks, “Why Harley?”, the classic answer is: “If I have to explain it to you, you wouldn’t understand.” But let’s give it a try.
A Harley-Davidson isn’t just a motorcycle.
It’s a lifestyle. A philosophy. A sound. A vibration. A passion. And a pure piece of American heritage. ..
For many riders, a brand-new Harley might be out of reach financially, but a well-chosen used one can bring you into the world of Harley with style and substance... as long as you know what you're doing.
Used Harley Davidson
Let's start with the basics.
1. Know Yourself – and Your Riding Style
There’s no such thing as a “one-size-fits-all” Harley.
Before browsing listings, ask yourself:
What kind of riding speaks to you?
Coastal cruising? Long-distance touring? Daily urban rides?
Are you comfortable with the weight and size of a Harley?
A Street 750 or Softail Slim is a very different beast from an Electra Glide.
Mechanical know-how & maintenance budget: A vintage Shovelhead might be your dream... or your nightmare, depending on your skills (unless you've got Two Wheel Brothers' mechanics backing you – then you're good to go)!
Which Harleys Make Great Used Buys? Harley-Davidson has decades of history, and many models have earned their place as ideal used buys, whether you’re new to the scene or a road-seasoned vet.
Sportster (883 & 1200)
Harley’s most compact line, but never to be underestimated. With 883 or 1200cc engines, Sportsters offer simplicity, agility, and a great base for customization. Perfect for Harley newcomers.
Be mindful of older carbureted models, they’ve got character, but require more maintenance.
Dyna (e.g., Street Bob, Wide Glide)
A cult classic. Known for its raw road feel and solid frame, the Dyna line is beloved by custom builders. If you find one in good shape with tasteful mods, it’s a gem.
Bonus: Now out of production – a future classic.
Softail (e.g., Fat Boy, Heritage, Slim)
Softails offer a more refined ride without losing Harley’s classic soul. From low-and-slow cruisers (Fat Boy) to light tourers (Heritage), it’s a versatile platform.
Post-2018 models feature a new frame for better handling, but older versions still hold strong value.
Touring (e.g., Road King, Street Glide, Ultra Classic)
Built for comfort and long hauls. Big, heavy, and road-stable — these machines eat miles for breakfast.
Perfect for riders who dream of crossing Greece or Europe without feeling it in their spine.
V-Rod:
The rebel of the Harley family. Water-cooled, Porsche-designed, with a street-muscle attitude.
If performance and speed matter to you, this one’s a beast.
Pan America (1250 & 1250 Special):
Harley entered the adventure touring game with the Pan America — and did it in its own unique way. This is a radically different Harley: liquid-cooled, with advanced electronics, variable valve timing (VVT), off-road capabilities, and a dynamic that competes head-to-head with the top names in the category.
If you're looking for a Harley that “does it all”, from daily commuting to asphalt or dirt road trips the Pan America is an exciting option.
Pro Tip: A well-maintained Dyna or Softail is often the best starting point for a used Harley in Greece today.
Used Harley Davidson
2. Technical Tricks & Tips for the Savvy Buyer
Here are the points many overlook, but a well-informed Harley-Davidson buyer should always keep in mind:
Check for the “Harley Shake”
All Harleys vibrate characteristically, but excessive shaking at idle or during acceleration may mean:
Worn silent blocks or engine mounts
Uneven combustion from a faulty sensor or fuel injection tuning
Broken engine mount (especially in Dyna models)
Minor leaks, major clues
Oil around the valve covers or oil pump could signal old gaskets or seal failure.
Sellers often clean the engine thoroughly, so inspect the bottom of the crankcase for “old” oil residue or signs of patchy repairs. (Two drops of oil? Normal. Niagara Falls? Walk away.)
Exhaust Rhythm & Engine Sound
Listen for:
Rhythmic firing — no misfires
Backfire when downshifting = bad mapping or tuning
Metal knocking = potential cam or timing chain issues
Touch the swingarm and handlebars
Push, pull, and feel for play.
If you sense looseness, it could be worn bearings or ball joints.
If you hear creaking when turning the bars while stationary, check the front end and steering.
ECU Module or Power Commander
If it’s fuel-injected and modded (e.g., open pipes), it must have a proper remapping device: Power Commander, Screamin’ Eagle, etc.
No tuning + open pipes = lean combustion = shorter engine life.
Magnetic Stick Test
Use a telescopic magnetic stick in the fuel tank.
Metal shavings = fuel pump issues or rust inside the tank.
Used Harley Davidson
3. Used Harley Inspection Checklist
Here’s where the real game begins.
A Harley isn’t a small scooter, a hidden flaw can cost you big. Use your eyes, ears, brain, and gut.
General Condition
Frame: Rust, dents, or signs of repairs?
Paint: Factory paint adds value. Custom paint?
Make sure it’s well done.
Saddle & accessories: Reflect overall care.
B. Engine & Transmission
Sound: Should be classic Harley, not confused or “whiny.”
Smoke: Blue smoke = oil burning = possible issue.
Leaks: A drop or two is normal. Steady leaks aren’t.
Shifting: Gears should engage smoothly, especially 1st and 5th/6th.
Electrical & Wiring
Test lights, horn, turn signals, controls, gauges.
Messy wiring = poor mods or sloppy maintenance.
D. Service / History / Mileage
Ask where and when the last service was done.
If receipts are available, even better.
Don’t obsess over mileage. A 50,000km well-serviced bike is better than a 10,000km bike stored in a humid garage.
Custom Mods
Ask what’s been changed: exhaust, bars, seat, ECU, brakes.
Custom bikes can be showstoppers — or fragile. Depends on who built them.
ECU reflashing should be done by a pro.
Used Harley Davidson
4. Smart Questions to Ask the Seller
Why are you selling it? (Ask politely. The tone says a lot.)
Was it ridden regularly or just stored?
City use only or long rides too?
Any accidents or drops?
Anything that needs replacing soon (belt, tires, battery, etc.)?
Are the papers in order? Taxes, roadworthiness, service book?
Pro Tip: If the seller dodges questions or answers vaguely, stay cautious. A Harley needs a clear history, not a blurry fairytale.
Used Harley Davidson
5. Test Ride or Mechanical Inspection – A Must
If you’re unsure, get a Harley-specialized mechanic to inspect it.
Two Wheel Brothers offers full used Harley inspections — so you can buy with confidence.
After all, it's no coincidence that at TWB we offer a 6-month warranty on our own pre-owned Harley-Davidson motorcycles.
Better yet:
Test ride it.
Feel the bike. It should speak to you. If it doesn’t — it’s not the right one.
Used Harley Davidson
6. Legal & Transfer Process
Ensure proper power of attorney or notary document for transfer
Title must be clear (not under seizure or lacking import papers)
Check VIN number on the chassis vs. the registration
Final transfer at the Ministry of Transport or via KEP (Citizens’ Service Center)
Used Harley Davidson
7. Price Points & Pitfalls
Prices vary by model, year, engine size, rarity, and condition.
Too cheap? Could be trouble... or a golden opportunity
Too expensive? Cross-check with similar listings
Compare prices via:
Biker classifieds / forums
Facebook groups
Or contact Two Wheel Brothers and tell us about your dream bike.
Used Harley Davidson
8. Bonus Tips from Two Wheel Brothers
Don’t buy with your eyes, buy with your brain.
If possible, choose Harleys maintained by a trusted workshop or custom shop, or with warranty, like the ones we offer.
Don’t underestimate “older” models. Many Evo and Twin Cam engines are just as reliable as modern tech-heavy EFI machines.
Set aside budget for a helmet, service, tires… and beers (after the ride!).
Used Harley Davidson
Used Harley-Davidson – Final Thoughts
Buying a used Harley-Davidson is a process full of passion, anticipation and responsibility.
Don’t let the shine of a custom exhaust blind you.
Do your homework, ask the right questions, inspect carefully and follow your heart, with your mind switched on.
For any advice, inspection, or help finding your dream Harley, Two Wheel Brothers is here, with respect for bikers, deep knowledge of Harley-Davidson history, and real passion for the road. ., με γνώση της ιστορίας της Harley Davidson.
Ready to Ride the Dream?
A Harley-Davidson isn’t just a motorcycle. It’s a way of life.
If you’re standing at the threshold — make the choice wisely.
Talk to the specialized team at Two Wheel Brothers, we’re here to guide you with honesty, experience, and true passion for the steel that writes history.
See our available used Harleys here:
Two Wheel Brothers @Car.gr
Book a FREE technical inspection before buying:
Two Wheel Brothers: +30 210 97 66 206
A Harley isn’t bought. It’s chosen. Choose it with your mind. Ride it with your heart.
Two Wheel Brothers: Because We Can!