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Used HERITAGE SOFTAIL Classic / Vintage Motorcycles for Sale

Looking to buy a Heritage Softail classic / vintage? Browse our extensive inventory of new and used Heritage Softail classic / vintage from local dealers and private sellers. Compare prices, models, trims, options and specifications between different classic / vintages on Cycle Trader.
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23 Used HERITAGE SOFTAIL Motorcycles For Sale

1994 Harley-Davidson HERITAGE SOFTAIL NOSTALGIA in South Lyon, MI
$6,200

Used 1994 Harley-Davidson Classic / Vintage

HERITAGE SOFTAIL NOSTALGIA
The 1994 Harley-Davidson Heritage Softail Nostalgia is a classic and vintage motorcycle that exudes timeless style and charm. With a mileage of 33,072, this bike has been well-loved and well-ridden over the years. One owner. Runs great!Limited edition - only 2700 manufactured with 700 going to Europe. It is estimated that less than 1000 are still on the road. The Heritage Softail Nostalgia features a unique trim that sets it apart from other motorcycles in its class. The design elements harken back to a bygone era, with retro touches that appeal to riders who appreciate classic aesthetics. The bike's make and model, combined with its classic/vintage category, make it a sought-after collectible for motorcycle enthusiasts.With its classic design, reliable performance, and nostalgic appeal, the 1994 Harley-Davidson Heritage Softail Nostalgia is a motorcycle that stands the test of time. Whether you're a seasoned rider or a collector looking to add to your collection, this bike is sure to turn heads wherever you go.
Private Seller
South Lyon, MI
2003 Harley-Davidson HERITAGE SOFTAIL SPECIAL in Richmond, VA
$8,500

Used 2003 Harley-Davidson Classic / Vintage

HERITAGE SOFTAIL SPECIAL
The 2003 Harley-Davidson Heritage Softail (100th Anniversary) is a classic motorcycle that exudes style, power, and craftsmanship. With only 6,855 miles on the odometer, this well-maintained bike is in excellent condition and ready to hit the open road. The Heritage Softail is known for its timeless design and iconic Harley-Davidson heritage, making it a sought-after choice for motorcycle enthusiasts and collectors alike. It’s powered by a 1450CC fuel injected engine and 5 speed transmission. Upgrades include Vance & Hines exhaust, wheels, lights, saddle bags, and highway bars. The bike comes with two keys. The comfortable seating position and smooth ride make long journeys a breeze, while the powerful engine provides plenty of torque for quick acceleration and exhilarating performance. Whether you're cruising down the highway or exploring scenic back roads, this Heritage Softail delivers a memorable riding experience every time. With its classic styling and modern amenities, this Harley-Davidson model strikes the perfect balance between nostalgia and innovation. The reliable engine and durable construction ensure that this bike will provide years of enjoyment for its lucky owner. Don't miss your chance to own a piece of motorcycle history with the 2003 Harley-Davidson Heritage Softail. Ride in style and experience the thrill of the open road with this iconic classic motorcycle. It’s been kept in a garage its entire life. There are no dents or dings, but there is some wear on the forks and wheels from garage humidity.
Private Seller
Richmond, VA
1996 Harley-Davidson HERITAGE SOFTAIL NOSTALGIA in Dallas, TX
$8,500

Used 1996 Harley-Davidson Classic / Vintage

HERITAGE SOFTAIL NOSTALGIA
<p>No Time to ride and it breaks my heart to let it sit in the garage. For sale by owner, clean title.1996 Heritage Softail Nostalgia Green Silver and Gold. EVOLUTION ENGINEThe tires are new, Battery is new, fluids changed, Lowered 1.5 inch, Grips, Pegs, Mirrors, Gas Caps are all Solid Brass, the rest been brass plated in Carrollton, S&S Carburator, 14 " Carlini Gangster apes, with Carlini risers and braided cables, Corbin leather seat , Supertrapp exhaust.and a bunch of chrome!!!Bike has been always garaged, no leaks or problem of any kind!Price is 8500 CASH O.B.O. CASH ONLY!!! NO CHECKS!!!Please don't waste your time trying to scam, buying it for someone else, no test rides without Cash in hand!!!Please call me or TXT me your name and number, No blocked numbers.Thank you!</p>
Private Seller
Dallas, TX
1994 Harley-Davidson HERITAGE SOFTAIL NOSTALGIA NOSTALGIA in Independence, OR
$6,800

Used 1994 Harley-Davidson Classic / Vintage

HERITAGE SOFTAIL NOSTALGIA NOSTALGIA
<p>Clean nostalgia, well maintained and dependable scooter. Everything works as it should. Adult ridden. No joy rides. The 1994 Harley-Davidson Heritage Softail Nostalgia is a classic vintage motorcycle that exudes timeless style and charm. With only 45,893 miles on the odometer, this bike has plenty of life left to offer its next rider. The Heritage Softail Nostalgia is a rare and sought-after model, known for its retro design elements and superior craftsmanship. with intricate detailing throughout that pays. luxurious custom seat, creating a striking visual. With its classic styling and dependable performance. Don't miss your chance to own a piece of motorcycle history with the 1994 Harley-Davidson Heritage Softail Nostalgia. This bike is ready to hit the open road and turn heads wherever it goes.</p>
Private Seller
Independence, OR
2017 Harley-Davidson Heritage Softail NOSTALGIA in Minooka, IL
$14,500

Used 2017 Harley-Davidson Classic / Vintage

Heritage Softail NOSTALGIA
Born to stand out, show stopper, olds school glam.<br>Two-tone, Ice pearl/Frosted teal blue.<br>One person owner.<br>8,000 miles<br>103 V Engine<br>Added Stage 1 with Vance & Hines pipes<br>Chrome lace wheels<br>White wall tires<br>Engine Guard (front & back)<br>Windshield<br>Saddlebags<br>OPTIONS:<br>Air cooled, Anti-lock breaks<br>Cruse control, Fort lock, Helmet lock.<br>Retro style lighting.<br>LED headlights & running lights.
Private Seller
Minooka, IL
2020 Harley-Davidson FLHCS HERITAGE CLASSIC 114 CLASSIC in Leesburg, FL
$15,995

Used 2020 Harley-Davidson Classic / Vintage

FLHCS HERITAGE CLASSIC 114 CLASSIC
Stock # 052492
<p>***PRICE REDUCED!*** 2020 HARLEY-DAVIDSON FLHCS HERITAGE CLASSIC 114, Black Heritage Classic with the Milwaukee Eight 114 cubic inch engine! It has a set of Rinehart mufflers, lockable leather saddlebags, detachable windshield and Bluetooth Speakers mounted on the handlebars! We take trades and offer test rides! Family owned and operated for 30 years! Open 7 days a week for all your needs! #GetItAtGator</p>
Gator Harley-Davidson
Leesburg, FL
2020 Harley-Davidson FLHCS HERTAGE CLASSIC 114 CLASSIC in Leesburg, FL
$19,995

Used 2020 Harley-Davidson Classic / Vintage

FLHCS HERTAGE CLASSIC 114 CLASSIC
Stock # 017676
2020 HARLEY-DAVIDSON FLHCS HERTAGE CLASSIC 114, Beautiful Two-Tone color option for 2020! It has a black engine guard installed along with a detachable passenger backrest and a windshield storage pouch! The refined gloss-black finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place. It starts with the performance of the Milwaukee-Eight® 107 or 114 engine and the re-invented Softail® frame and suspension. The ride will put a big smile on your face. On top of that, you get a look that drips with gangster-era style. And practical features like a windshield and hard saddlebags for light touring. Tradition is good, but it doesn t mean sitting still. We give TOP value for trades and offer FREE test rides! Family owned and operated for 30 years! Open 7 days a week for all your needs! #GetItAtGator
Gator Harley-Davidson
Leesburg, FL
2019 Harley-Davidson FLHCS HERITAGE CLASSIC 114 CLASSIC in Leesburg, FL
$15,995

Used 2019 Harley-Davidson Classic / Vintage

FLHCS HERITAGE CLASSIC 114 CLASSIC
Stock # 025070A
2019 HARLEY-DAVIDSON FLHCS HERITAGE CLASSIC 114, The refined gloss-black finishes, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place. It starts with the performance of the Milwaukee-Eight® 107 or 114 engine and the re-invented Softail® frame and suspension. The ride will put a big smile on your face. On top of that, you get a look that drips with gangster-era style. And practical features like a windshield and hard saddlebags for light touring. Tradition is good, but it doesn t mean sitting still. We give TOP value for trades and offer FREE test rides! Family owned and operated for 30 years! Open 7 days a week for all your needs! #GetItAtGator
Gator Harley-Davidson
Leesburg, FL
2015 Harley-Davidson FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC in Leesburg, FL
$10,995

Used 2015 Harley-Davidson Classic / Vintage

FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC
Stock # 022525
2015 HARLEY-DAVIDSON FLSTC HERITAGE SOFTAIL CLASSIC, CUSTOM COLOR OPTION FOR 2015! D&D chrome 2-into-1 exhaust installed! Also has chrome engine guard, detachable windshield with storage pouch, leather saddlebags and passenger backrest! We give TOP value for trades and offer FREE test rides! Family owned and operated for 30 years! Open 7 days a week for all your needs! #GetItAtGator
Gator Harley-Davidson
Leesburg, FL
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