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HERITAGE SOFTAIL Motorcycles for Sale

Looking to buy a 1999 Heritage Softail motorcycle? Browse our extensive inventory of new and used 1999 Heritage Softail motorcycles from local dealers and private sellers. Compare prices, models, trims, options and specifications between different motorcycles on Cycle Trader.
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9 HERITAGE SOFTAIL Motorcycles For Sale

1999 Harley-Davidson HERITAGE SOFTAIL CLASSIC in Carson, WA
$5,900

Used 1999 Harley-Davidson Cruiser

HERITAGE SOFTAIL CLASSIC
<p>1999 Heritage Softail (flstc)</p><p></p><p>Fun bike to ride, easy starting, sounds awesome. This was the last year they used the Evo engine. Unlike previous Evo Softails, this model has the primary case that would pair with the new Twin-cam engine. This gives it a cool, low-profile look, and has an electric speedometer. The engine is a 1340 with a carburetor, for that unmistakable Harley rumble. The Screaming Eagle slip-on mufflers make it just a little louder than stock.</p><p></p><p>The bike came with a speedo that was bleeding out the numbers, and has been replaced, but I had to guess at the mileage, I think it was 80,000-89,000. The speed unit in the primary case should track the mileage and a Harley dealer can sync that to the new speedo.</p><p></p><p>Has new tires. Love this bike, never gave me any problems.</p><p></p><p>Bike is located in Carson, Washington.</p>
Private Seller
Carson, WA
1999 Harley-Davidson FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC in Ross, OH
$9,995

Used 1999 Harley-Davidson Cruiser

FLSTC HERITAGE SOFTAIL CLASSIC CLASSIC
Stock # XY036838
1999 HARLEY-DAVIDSON FLSTC HERITAGE SOFTAIL CLASSIC, Incredibly clean and very original final year Evolution 1340 80" Carbureted classic Harley. Beautiful original Harley 2-tone Lazer Red/Vivid Black paint in amazing condition. Numbers matching engine. Original leather bags in very good condition. Upgraded Mikuni Carb and runs amazing. Upgraded Vance & Hines exhaust sounds amazing. The very last of the Evo motors in the softail, and a super original and low mileage garage kept bike with no corrosion or pitted chrome issues I could find. Brand new tire, fully serviced, turn key ready to ride home TODAY!!
Auto Livery
Ross, OH
1999 Harley-Davidson FLSTC Heritage Softail® Classic CLASSIC in Monroe, MI
$6,999

Used 1999 Harley-Davidson Cruiser

FLSTC Heritage Softail® Classic CLASSIC
Stock # HD050411
<p>FLSTC Heritage Softail® Classic</p><p style="margin-bottom: 1em;">The Heritage Softail® Classic is the motorcycle that, maybe more than any other machine past or present, embodies the American love affair with the open road. It has all the style of the original dressers that roamed the nation’s early highways. The beefy fork tubes and massive chrome headlight with passing lamps look just like they did on a ’49 Hydra Glide™. The studded seat and saddlebags are vintage Harley®. Carrying it all down the road are the hidden Softail® suspension and eighty cubic inch Evolution® engine. Modern function that makes the lure of the open road more powerful than ever.</p><p></p>
Monroe Motorsports
Monroe, MI
1999 Harley-Davidson HERITAGE SOFTAIL CLASSIC in Huntington Woods, MI
$5,500

Used 1999 Harley-Davidson Cruiser

HERITAGE SOFTAIL CLASSIC
The 1999 Harley-Davidson Heritage Softail Classic is a timeless cruiser motorcycle that exudes style and class. With its iconic design and rich history, this bike is sure to turn heads wherever it goes. The Classic trim offers a nostalgic look with modern comforts, making it a perfect blend of old-school charm and contemporary performance. The 44100 miles on this bike show that it has been well-loved and enjoyed, adding to its character and story.The bike has LED headlamps, and rear lamps. As well as heated handle grips. Comes with quick release "sissy" bar, and a windshield not seen in the picture. Many of the accessories have been changed out for Skull items.There are two small dents on the under side of the tank not seen in vehicle riding position, but can be seen when looking up at the tank from below (see pictures for details, paint is not scratched).
Private Seller
Huntington Woods, MI
1999 Harley-Davidson Heritage Softail Classic CLASSIC in Manheim, PA
$5,995

Used 1999 Harley-Davidson Cruiser

Heritage Softail Classic CLASSIC
Stock # 059119
1999 Harley-Davidson® Heritage Softail Classic, <strong> Old School Heritage ready for a new home! </strong> <p>The 1999 Harley-Davidson Heritage Softail Classic model is a Custom / cruiser bike manufactured by Harley-Davidson. The dry weight is 698.4 pounds and it is equipped with a V2, four-stroke motor. The engine produces a maximum peak output power of 56.00 HP @ 5000 RPM. With this drive-train, the Harley-Davidson Heritage Softail Classic is capable of reaching a maximum top speed of 93.2 mph.</p>
Iron Valley Harley-Davidson
Manheim, PA
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