Refine results
New & Used Harley-Davidson Heritage Softail Classic for sale in Oakville
right in your inbox!
AutoTrader will notify you when there is a new listing for this search.
By clicking 'Subscribe', you consent to receiving emails from Trader Corporation. You also agree to our Privacy Policy and Terms of Use.
By clicking 'Subscribe', you consent to receiving emails from Trader Corporation. You also agree to our Privacy Policy and Terms of Use.
Sort:
Display:
Buy online
Priority Listings
https://pubads.g.doubleclick.net/gampad/live/ads?iu=/8544/autoTRADER/Cars/Results&description_url=https%3A%2F%2Fwww.autotrader.ca%2F&env=vp&impl=s&correlator=&tfcd=0&npa=0&gdfp_req=1&output=vast&sz=640x481&cust_params=year%3D%26make%3D%26model%3D%26siteenvironment=www%26position%3Datf&unviewed_position_start=1&position=atf
https://tdreditorialsapi.azureedge.net/api/Videos/GetVideosByQuery/
False
True
1994 Harley-Davidson Heritage Softail Classic
"Are you ready to ride off into the sunset on a truly one-of-a-kind motorcycle? Look no further! This 1994 Harley-Davidson Heritage Classic has been meticulously customized with over $15,000 in upgrades, including a wide wheel conversion, PM foot controls, chrome front end, an...
Mileage 30,000 km
Hamilton ∙ 30 km
$18,999
All Listings
2022 Harley-Davidson Heritage Softail Classic ~ HERITAGE SOFTAIL ~ BIG WHEEL ~ 114CU ~ EXHAUST ~
Check out this 2022 Harley-Davidson Heritage Softail 114cu with only 2,406 miles. Be sure to follow us on Instagram @primelineautoinc to see a short video of the awesome looking 114cu Softy. Ask about a three year warranty protection plan for your next ride. Price includes c...
Mileage 2,406 km
$22,900
Concord ∙ 40 km
2022 Harley-Davidson Heritage Softail Classic ~ CANADIAN BIKE ~ 114CU ~ HERITAGE SOFTAIL ~
Check out this 2022 CANADIAN Harley-Davidson Heritage Softail 114cu with only 5,973kms. Be sure to follow us on Instagram @primelineautoinc to see a short video of this ONE owner Softy. Ask about a three year warranty protection plan for your next ride. Price includes certif...
Mileage 5,973 km
$21,900
Concord ∙ 40 km
Advertisement
2019 Harley-Davidson Heritage Softail Classic 114 **CANADIAN BIKE** **VANCE & HINES PIPES**
WOW! Only 8,000 KM on this beautiful CANADIAN Heritage Softail, Vance & Hines pipes, Heated grips, blacked-out, two-tone, adjustable backrest can be used for both rider or passenger, engine guard, bag guard, detachable windshield, Harley hard leather bags, LED light, 114ci Mil...
Mileage 8,000 km
$19,900
Concord ∙ 44 km
1994 Harley-Davidson Heritage Softail Classic
"Are you ready to ride off into the sunset on a truly one-of-a-kind motorcycle? Look no further! This 1994 Harley-Davidson Heritage Classic has been meticulously customized with over $15,000 in upgrades, including a wide wheel conversion, PM foot controls, chrome front end, an...
Mileage 30,000 km
Hamilton ∙ 30 km
$18,999
2005 Harley-Davidson Heritage Softail Classic
2005 HARLEY DAVIDSON, HERITAGE SOFTAIL, BLACK CHERRY MINT CONDITION, LIKE NEW, APPRX. 23,000 KM QUADZILLA FAIRING WITH 4, 5 INCH MARINE SPEAKERS, SYRIUS SATELITE AM, FM, AND CD PLAYER, MUSTANG SEAT, TRUE DUALS, FRONT & REAR CRASH BARS PLUS WAY TOO MANY OTHER EXTRAS TO LIST. MU...
Mileage 23,000 km
Maple ∙ 47 km
$18,000
2018 Harley-Davidson Heritage Softail Classic 114ci **CANADIAN BIKE** **VANCE & HINES**
WOW! All blacked out Canadian Heritage Softail with Vance & Hines sweep down pipes, 114ci Milwaukee-eight, passenger backrest, speakers, custom grips, engine guard, bag guards, LED lights, only 22,000 KM, looks, rides and sounds AMAZING! ***ALL OUR MOTORCYCLES ARE INSPECTED A...
Mileage 22,000 km
$17,900
Concord ∙ 44 km
Advertisement
2017 Harley-Davidson Heritage Softail Classic ~ HERITAGE SOFTAIL ~ 103CU ~ LOW MILES ~
Check out this 2017 Harley-Davidson Heritage Softail 103cu with only 7,974 miles. Be sure to follow us on Instagram @primelineautoinc to see a short video of this low mileage 103cu Softail. Ask about a three year warranty protection plan for your next ride. Price includes ce...
Mileage 7,974 km
$16,900
Concord ∙ 40 km
2019 Harley-Davidson Heritage Softail Classic ~ 107CU ~ HERITAGE SOFTAIL ~ CRUISE ~ CLEAN BIKE ~
Check out this 2019 Harley-Davidson Heritage Softail with only 18,803 miles. Be sure to follow us on Instagram @primelineautoinc to see a short video of this 107cu Softail. Ask about a three year warranty protection plan for your next ride. Price includes certification and i...
Mileage 18,803 km
$16,900
Concord ∙ 40 km
2014 Harley-Davidson Heritage Softail Classic
2014 Harley Davidson Heritage Softail 18,000 kilometres, Sissy Bar and Rack Crashbar Removable Windshield, Screaming Eagle Pipes, $17,000 Like Brand New For All Inquires: Call John ********** or Text **********
Mileage 18,950 km
Hamilton ∙ 26 km
$16,000
2012 Harley-Davidson Heritage Softail Classic ~ TRUE DUAL FISHTAILS ~ 103CU ~ BIG WHEEL ~
Check out this 2012 Harley-Davidson Heritage Softail 103cu with only 24,898 miles. Be sure to follow us on Instagram @primelineautoinc to see a short video of this Cholo style Heritage. Price includes certification and is plus HST, $10 OMVIC registration and license. Financi...
Mileage 24,898 km
$13,900
Concord ∙ 40 km
2016 Harley-Davidson Heritage Softail Classic ~ HERITAGE SOFTAIL ~ 2 INTO 1 EXHAUST ~ LOW MILES
Check out this 2016 Harley-Davidson Heritage Softail 103cu with only 29,342 miles. Be sure to follow us on Instagram @primelineautoinc to see a short video of this cool Softy with 2 into 1 exhaust. Ask about a three year warranty protection plan for your next ride. Price in...
Mileage 29,342 km
$13,900
Concord ∙ 40 km
Advertisement
2012 Harley-Davidson Heritage Softail Classic ~ HERITAGE SOFTAIL ~ RINEHARTS ~ 103CU ~
Check out this 2012 Harley-Davidson 103cu Heritage Softail with only 23,485 miles. Be sure to follow us on Instagram @primelineautoinc to watch a short video of this Softy running at idle and to hear those Rinehart pipes. Price includes certification and is plus HST, $10 OMV...
Mileage 23,485 km
$12,900
Concord ∙ 40 km
2007 Harley-Davidson Heritage Softail Classic ~ HERITAGE SOFTAIL ~ 96CU ~ 6SPD ~ CANADIAN ~
Check out this 2007 CANADIAN Harley-Davidson Heritage Softail 96cu with only 58,720kms. Be sure to follow us on Instagram @primelineautoinc to see a short video of this nice Softail 96cu. Price includes certification and is plus HST, $10 OMVIC registration and license. Finan...
Mileage 58,720 km
$8,900
Concord ∙ 40 km
2004 Harley-Davidson FLSTC Heritage Softail Classic
Mint condition 2004 Heritage Softail. Super clean and all tuned up and levels changed for riding season. Hard to find a Harley under 10k that needs nothing but a rider. It is fuel injected with Vance & Hines long shot pipes, new tires, spoke rims, all fluids changed, back rest...
Mileage 74,000 km
Ancaster ∙ 34 km
$7,900
2024 Harley-Davidson Heritage Softail Classic
Price Includes PDI, OMVIC Fee and Dealer Admin Fee, Only HST and License are Extra! A quintessential American cruiser, the Harley-Davidson Heritage Classic 114 has showstopping vintage details and pure rock n roll style. *All of our Harley-Davidson motorcycles are inspected...
Mississauga ∙ 22 km