Harley Davidson

Harley Davidson is probably the most well-known name in motorcycles. The company has been around since 1903 when it was founded in Milwaukee, Wisconsin. It was only one of two American motorcycle brands to make it past the Great Depression. The other was Indian. The company has gone through a number of changes since its beginnings and gone on to become one of the world's most popular and largest motorcycle manufacturers. You'll be hard pressed to find a more loyal following than Harley fans. There's a museum that's owned by the company, and owner clubs get together to share their love of this bike manufacturer. You'll also find Harley-themed events all around the world.

Harley Davidson was the first to introduce the chopper style motorcycle with extensive customization options. It offers a wide variety in its motorcycle lines. You'll find heavy-weight cruiser, contemporary and middle-weight styles among its lineup these days.

This global giant has multiple manufacturing plants. You'll find them in York, Pennsylvania; Milwaukee, Wisconsin; Manaus, Brazil; Bawal, India; and its newest plant in Thailand. Popular Harley Davidson model families include the Touring, Softtail, Dyna, Sportster, VRSC, and Street. There's a Harley style to fit every rider.

COVID 19 has caused some inventory shortages. Be sure to contact our sellers to confirm availability!

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Harley-Davidson Motorcycles for Sale in Massachusetts

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2020 Harley-Davidson ROAD GLIDE in West Springfield, MA 2020 Harley-Davidson ROAD GLIDE in West Springfield, MA
 13

$45,000

 13
Firm
2020 CVO RG 3,900 miles (still under factory warranty) H-D fused bars Super trapp exhaust cores Legends front & rear suspension  Aftermarket cus...
Private Seller
West Springfield, MA - 331 mi. away
Private Seller
West Springfield, MA - 331 mi. away
Premium
2014 Harley-Davidson SPORTSTER 1200 CUSTOM in Webster, MA 2014 Harley-Davidson SPORTSTER 1200 CUSTOM in Webster, MA
 4

$6,500

 4
Firm
2014 HD XL1200 743 milespassenger footpegs,chrome engine guard,detachable windscreen,Viking bags,Amber Whiskey color,Lexan bluetooth handlebar speaker...
Private Seller
Webster, MA - 362 mi. away
Private Seller
Webster, MA - 362 mi. away
Premium
2019 Harley-Davidson Street 500 XG500 in N. Billerica, MA 2019 Harley-Davidson Street 500 XG500 in N. Billerica, MA
 12
Stock Number: U501551

$5,877

 12
Make an Offer
5 miles
2019 Harley-Davidson Street 500 XG500 , , Take on the urban grid with 500cc of easy-handling, authentic Harley-Davidson(R) Dark Custom style.Great opp...
High Octane Harley-Davidson
N. Billerica, MA - 405 mi. away
High Octane Harley-Davidson Video chat with this dealer
N. Billerica, MA - 405 mi. away
2019 Harley-Davidson Fat Boy® 114 in Springfield, MA
 6
Stock Number: N/A

$18,490*

 6

$18,490*

319 miles
MIDNIGHT BLUE, ONLY 319 MILES, RUNS AND DRIVES PERFECT, BIG 114 M8 ENGINE,1 OWNER, STILL UNDER FACTORY WARRANTY, SHOWROOM CONDITION AND ONLY $18490The...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*MIDNIGHT BLUE; ONLY 319 MILES; RUNS AND DRIVES PERFECT; BIG 114 M8 ENGINE;1 OWNER; STILL UNDER FACTORY WARRANTY; SHOWROOM CONDITION AND ONLY $18490
2019 Harley-Davidson Road Glide® Ultra in Springfield, MA
 11
Stock Number: N/A

$26,990*

 11

$26,990*

5,985 miles
TWISTED CHERRY,ONLY 5985 MILES, RUNS AND DRIVES PERFECT,LATEST HD SCREEN WITH NAVIGATION,ABS,CRUISE,EXHAUST,SHOWROOM CONDITION AND ONLY $26990The ulti...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*TWISTED CHERRY;ONLY 5985 MILES; RUNS AND DRIVES PERFECT;LATEST HD SCREEN WITH NAVIGATION;ABS;CRUISE;EXHAUST;SHOWROOM CONDITION AND ONLY $26990
2019 Harley-Davidson Street Glide® Special in Springfield, MA
 8
Stock Number: N/A

$25,990*

 8

$25,990*

1,918 miles
VIVID BLACK, ONLY 1918 MILES, RUNS AND DRIVES PERFECT, 1 OWNER, RHINEHART BLACK EXHAUST, 114 MOTOR, NAVIGATION, SHOWROOM CONDITION AND ONLY $25990The ...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VIVID BLACK; ONLY 1918 MILES; RUNS AND DRIVES PERFECT; 1 OWNER; RHINEHART BLACK EXHAUST; 114 MOTOR; NIVIGATION; SHOWROOM CONDITION AND ONLY $25990
2019 Harley-Davidson Breakout® 107 in Springfield, MA
 8
Stock Number: N/A

$17,990*

 8

$17,990*

1,863 miles
VIVID BLACK, ONLY 1863 MILES, RUNS AND DRIVES PERFECT, 1 OWNER, EXHAUST,AIR CLEANER, SHOWROOM CONDITION, ONLY $17990The Breakout is a muscular modern ...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VIVID BLACK; ONLY 1863 MILES; RUNS AND DRIVES PERFECT; 1 OWNER; EXHAUST;AIR CLEANER; SHOWROOM CONDITION; ONLY $17990
2018 Harley-Davidson 115th Anniversary Breakout® 114 in Springfield, MA
 8
Stock Number: N/A

$17,990*

 8

$17,990*

1,417 miles
LEGEND BLUE DENIM, ONLY 1417 MILES, RUNS AND DRIVES PERFECT, 1 OWNER, VERY HARD TO FIND, SHOWROOM CONDITION AND ONLY $17990The all-new Breakout® mode...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*LEGEND BLUE DENIM; ONLY 1417 MILES; RUNS AND DRIVES PERFECT; 1 OWNER; VERY HARD TO FIND; SHOWROOM CONDITION AND ONLY $17990
2017 Harley-Davidson Street Glide® Special in Springfield, MA
 8
Stock Number: N/A

$19,990*

 8

$19,990*

7,147 miles
VELOCITY RED SUNGLO, 7147 MILES, RUNS AND DRIVES PERFECT, ABS,CRUISE CONTROL,NAVIGATION,SECURITY,SHOWROOM CONDITION, $19990Made better than ever.Rocki...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VELOCITY RED SUNGLO; 7147 MILES; RUNS AND DRIVES PERFECT; ABS;CRUISE CONTROL;NAVIGATION;SECURITY;SHOWROOM CONDITION; $19990
2017 Harley-Davidson Street Bob® in Springfield, MA
 7
Stock Number: N/A

$12,990*

 7

$12,990*

3,730 miles
VIVID BLACK, ONLY 3730 MILES, RUNS AND DRIVES PERFET, CUSTOM BARS, SHOWROOM CONDITION AND ONLY $12990The time-honored art of getting rid of everything...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VIVID BLACK; ONLY 3730 MILES; RUNS AND DRIVES PERFET; CUSTOM BARS; SHOWROOM CONDITION AND ONLY $12990
2017 Harley-Davidson CVO™ Street Glide® in Springfield, MA
 12
Stock Number: N/A

$29,990*

 12

$29,990*

7,030 miles
SUNBURST ORANGE AND STARFIRE BLACK, ONLY 7030 MILES RUNS AND DRIVES PERFECT, FULL EXHAUST SOUNDS AWESOME,NAVI,ABS,CRUISE,SHOWROOM CONDITION $29990This...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*SUNBURST ORANGE AND STARFIRE BLACK; ONLY 7030 MILES RUNS AND DRIVES PERFECT; FULL EXHAUST SOUNDS AWESOME;NAVI;ABS;CRUISE;SHOWROOM CONDITION $29990
2017 Harley-Davidson Street Glide® in Springfield, MA
 8
Stock Number: N/A

$16,990*

 8

$16,990*

6,451 miles
VIVID BLACK, 6451 MILES, RUNS AND DRIVES PERFECT, ALL RECALLS DONE WITH RECIEPTS,COBRA EXHAUST,CRUISE CONTROL,EXCELLENT CONDITION AND ONLY $16990This ...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VIVID BLACK; 6451 MILES; RUNS AND DRIVES PERFECT; ALL RECALLS DONE WITH RECIEPTS;COBRA EXHAUST;CRUISE CONTROL;EXCELLENT CONDITION AND ONLY $16990
2016 Harley-Davidson Softail Slim® in Springfield, MA
 7
Stock Number: N/A

$12,990*

 7

$12,990*

5,329 miles
VELOCITY RED,ONLY 5329 MILES,RUNS AND DRIVES PERFECT, 103 MOTOR,WIDE WHITE WALLS, APES,TONS OF POWDER COATED PARTS,SHOWROOM CONDITION ,$12990The good ...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VELOCITY RED;ONLY 5329 MILES;RUNS AND DRIVES PERFECT; 103 MOTOR;WIDE WHITE WALLS; APES;TONS OF POWDER COATED PARTS;SHOWROOM CONDITION ;$12990
2016 Harley-Davidson Road Glide® Special in Springfield, MA
 8
Stock Number: N/A

$16,990*

 8

$16,990*

11,715 miles
SUPERIOR BLUE, ONLY 11715 MILES, RUNS AND DRIVES PERFECT, LOW MILES, RHINEHART EXHAUST, NAVIGATION, SHOWROOM CONDITION AND ONLY $16990Set your own bou...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*SUPERIOR BLUE; ONLY 11715 MILES; RUNS AND DRIVES PERFECT; LOW MILES; RHINEHART EXHAUST; NAVIGATION; SHOWROOM CONDITION AND ONLY $16990
2016 Harley-Davidson Street Glide® Special in Springfield, MA
 7
Stock Number: N/A

$17,990*

 7

$17,990*

8,549 miles
VIVID BLACK, ONLY 8549 MILES, RUNS AND DRIVES PERFECT, NAVIGATION,SECURITY,CRUISE CONTROL,LA CHOPPERS EXHAUST,EXCELLENT CONDITION, ONLY $17990Rockin...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VIVID BLACK; ONLY 8549 MILES; RUNS AND DRIVES PERFECT; NAVIGATION;SECURITY;CRUISE CONTROL;LA CHOPPERS EXHAUST;EXCELLENT CONDITION; ONLY $17990
2016 Harley-Davidson SuperLow® in Springfield, MA
 7
Stock Number: N/A

$6,990*

 7

$6,990*

2,383 miles
VELOCITY RED SUNGLO, ONLY 2383 MILES, RUNS AND DRIVES PERFECT, 1 OWNER, ALL STOCK, SHOWROOM CONDITION AND ONLY $6990How close do you want to get to th...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*VELOCITY RED SUNGLO; ONLY 2383 MILES; RUNS AND DRIVES PERFECT; 1 OWNER; ALL STOCK; SHOWROOM CONDITION AND ONLY $6990
2016 Harley-Davidson Street Glide® Special in Springfield, MA
 8
Stock Number: N/A

$17,990*

 8

$17,990*

4,293 miles
BLACK DENIM, ONLY 4293 MILES, RUNS AND DRIVES PERFECT,NAVI, GRIPS, HEATED GRIPS, FULL RHINEHART EXHAUST,BACKREST,EXCELLENT CONDITION AND ONLY $17990Ro...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*BLACK DENIM; ONLY 4293 MILES; RUNS AND DRIVES PERFECT;NAVI; GRIPS; HEATED GRIPS; FULL RHINEHART EXHAUST;BACKREST;EXCELLENT CONDITION AND ONLY $17990
2015 Harley-Davidson Softail Slim® in Springfield, MA
 7
Stock Number: N/A

$11,990*

 7

$11,990*

17,877 miles
CHARCOAL SATIN AND VIVID BLACK SATIN, 17877 MILES, RUNS AND DRIVES PERFECT, HARD COLOR COMBO TO FIND,APES,PIPES,SHOWROOM CONDITION, $11990The perfect ...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*CHARCOAL SATIN AND VIVID BLACK SATIN; 17877 MILES; RUNS AND DRIVES PERFECT; HARD COLOR COMBO TO FIND;APES;PIPES;SHOWROOM CONDITION; $11990
2015 Harley-Davidson Road King® in Springfield, MA
 7
Stock Number: N/A

$12,990*

 7

$12,990*

7,430 miles
MOROCCO GOLD PEARL, ONLY 7430 MILES, RUNS AND DRIVES PERFECT,WINDSHIELD,BAGS,BACKREST, SHOWROOM CONDITION AND ONLY $12990Timeless cruiser styling comb...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*MOROCCO GOLD PEARL; ONLY 7430 MILES; RUNS AND DRIVES PERFECT;WINDSHIELD;BAGS;BACKREST; SHOWROOM CONDITION AND ONLY $12990
2015 Harley-Davidson Forty-Eight® in Springfield, MA
 7
Stock Number: N/A

$7,990*

 7

$7,990*

2,756 miles
HARD CANDY CANCUN BLUE FLAKE, 2756 MILES, RUNS AND DRIVES PEREFECT, HARD COLOR TO FIND,MINI APES,EXCELLENT CONDITION,ONLY $7990With a fat front tire a...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*HARD CANDY CANCUN BLUE FLAKE; 2756 MILES; RUNS AND DRIVES PEREFECT; HARD COLOR TO FIND;MINI APES;EXCELLENT CONDITION;ONLY $7990
2015 Harley-Davidson Heritage Softail® Classic in Springfield, MA
 8
Stock Number: N/A

$12,990*

 8

$12,990*

10,114 miles
BRILLIANT SILVER PEARL, 10114 MILES, RUNS AND DRIVES PERFECT,WINDSHIELD,BAGS,BACKREST,SHOWROOM CONDITION AND ONLY $12990Blazing from the past with ori...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*BRILLIANT SILVER PEARL; 10114 MILES; RUNS AND DRIVES PERFECT;WINDSHIELD;BAGS;BACKREST;SHOWROOM CONDITION AND ONLY $12990
2014 Harley-Davidson 1200 Custom in Springfield, MA
 7
Stock Number: N/A

$6,490*

 7

$6,490*

30,316 miles
CHARCOAL PEARL AND VIVID BLACK, 30316 MILES, RUNS AND DRIVES PERFECT, DETACHABLE BACKREST, EXCELLENT CONDITION AND ONLY $6490Starting at $10,649 The u...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*CHARCOAL PEARL AND VIVID BLACK; 30316 MILES; RUNS AND DRIVES PERFECT; DETACHABLE BACKREST; EXCELLENT CONDITION AND ONLY $6490
2014 Harley-Davidson Street Glide® in Springfield, MA
 8
Stock Number: N/A

$13,990*

 8

$13,990*

26,345 miles
CHARCOAL GRAY, 26345 MILES, RUNS AND DRIVES PERFECT, TOURING SEAT, EXCELLENT CONDITION AND ONLY $13990Starting at $20,399 Pure street style and long h...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*CHARCOAL GRAY; 26345 MILES; RUNS AND DRIVES PERFECT; TOURING SEAT; EXCELLENT CONDITION AND ONLY $13990
2014 Harley-Davidson Ultra Limited in Springfield, MA
 7
Stock Number: N/A

$14,990*

 7

$14,990*

26,975 miles
AMBER WHISKEY AND VIVID BLACK, 26975 MILES, RUNS AND DRIVES PERFECT,ABS,NAVIGATION,CRUISE CONTROL,GREAT COLOR COMBO,EXCELLENT CONDITION ONLY $14990Sta...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*AMBER WHISKEY AND VIVID BLACK; 26975 MILES; RUNS AND DRIVES PERFECT;ABS;NAVIGATION;CRUISE CONTROL;GREAT COLOR COMBO;EXCELLENT CONDITION ONLY $14990
2013 Harley-Davidson Softail® Breakout® in Springfield, MA
 7
Stock Number: N/A

$11,990*

 7

$11,990*

11,379 miles
BIG BLUE PEARL, ONLY 11379 MILES, RUNS AND DRIVES PERFECT, BEST COLOR COMBO FOR 2013!! 2 INTO 1 EXHAUST,EXCELLENT CONDITION AND ONLY $11990Big wheels,...
Mutual Enterprises Inc.
Springfield, MA - 335 mi. away
*BIG BLUE PEARL; ONLY 11379 MILES; RUNS AND DRIVES PERFECT; BEST COLOR COMBO FOR 2013!! 2 INTO 1 EXHAUST;EXCELLENT CONDITION AND ONLY $11990
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