Harley-Davidson Sportster S Motorcycles for sale Near Pittsfield, MA

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Find 17 Harley-davidson Sportster S motorcycles for sale near Pittsfield, MA from dealers and private sellers on Cycle Trader. There are currently 7 new and 10 used Harley-davidson Sportster S motorcycles for sale with an average price of $13,947, ranging from $9,999 to $16,519.

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42

2025 Harley-Davidson Sportster® S in New London, CT

New 2025 Harley-Davidson Standard

<p>IN STOCK</p><p style="margin-bottom: 1em;">Engineered to thrill, the Sportster® S is built around the big and powerful Revolution® Max 1250T engine

2023 Harley-Davidson Sportster S in Bellingham, MA

Used 2023 Harley-Davidson Cruiser

2023 Harley-Davidson Sportster S, <br /> 1252cc 2,185 Miles Grey Haze Fuel Injection TBR 2-into-1 Exhaust Saddlemen Seat Custom Brake Pedal Custom Shi

Todd's Motorcycles

2021 Harley-Davidson® RH1250S - Sportster® S in Andover, NJ

Used 2021 Harley-Davidson® Sportbike

RH1250S - Sportster® S

2021 Harley-Davidson® RH1250S - Sportster® S, More Pictures, Videos or Facetime Us, Upon Request<br>One Fob and ONLY 3,000 Miles!!!<br>30-Day Unlimite

The Cycle Exchange LLC

2023 Harley-Davidson Sportster® S in Pittsfield, MA

Used 2023 Harley-Davidson Standard

<p>Born to outperform.</p><p style="margin-bottom: 1em;"> <strong>Used 2023 Harley-Davidson Sportster S Motorcycle For Sale In Pittsfield, MA</strong>

Ronnie's Harley-Davidson

2024 Harley-Davidson Sportster® S in Springfield, MA

Used 2024 Harley-Davidson Standard

<p>BLACK, 3837 MILES, ALL STOCK, SUPER CLEAN, RUNS AND DRIVES GREAT, AND ONLY $10990</p><p style="margin-bottom: 1em;">Building on a legacy born in 19

Mutual Enterprises Inc.

Springfield, MA

2021 Harley-Davidson Sportster® S in New Haven, CT

Used 2021 Harley-Davidson Standard

<p style="margin-bottom: 1em;">Sportster® S 1 is the first chapter of an entirely new book in the Sportster legend. A legacy born in 1957 that immedia

Libby's MotoWorld

2023 Harley-Davidson Sportster S in Oakdale, NY

Used 2023 Harley-Davidson Cruiser

Stock # 23-020280

2023 Harley-Davidson Sportster S, <p>A new chapter opens in H-D s longest running family, powered by the all-new Revolution ® Max 1250T. To call it th

Suffolk County Harley-Davidson

2026 Harley-Davidson Sportster S in Scranton, PA

New 2026 Harley-Davidson Cruiser

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Electric City Harley-Davidson

2022 Harley-Davidson Sportster S in Rahway, NJ

Used 2022 Harley-Davidson Cruiser

Stock # 326572UHA

2022 Harley-Davidson Sportster S, <p>A new chapter opens in H-D s longest running family, powered by the all-new Revolution ® Max 1250T. To call it th

Liberty Harley-Davidson

2024 Harley-Davidson Sportster S in Lebanon, NJ

Used 2024 Harley-Davidson Cruiser

Stock # MARCELLO/CONSIGN

<p>Experience the thrill of the open road with the 2024 Harley-Davidson Sportster S. This used motorcycle embodies the spirit of freedom and adventure

Williams Harley-Davidson

2021 Harley-Davidson Sportster® S in New York, NY

Used 2021 Harley-Davidson Standard

Stock # BN-30159

<p>Sportster® S 1 is the first chapter of an entirely new book in the Sportster legend. A legacy born in 1957 that immediately outperformed the compet

ABC Cycle Dealer(Demo Dealer)

2026 Harley-Davidson Sportster S in Oakdale, NY

New 2026 Harley-Davidson Cruiser

Stock # 26-34702710

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Suffolk County Harley-Davidson

2026 Harley-Davidson Sportster S in Rahway, NJ

New 2026 Harley-Davidson Cruiser

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Liberty Harley-Davidson

2026 Harley-Davidson Sportster S in Rahway, NJ

New 2026 Harley-Davidson Cruiser

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Liberty Harley-Davidson

2024 Harley-Davidson Sportster S in Rahway, NJ

Used 2024 Harley-Davidson Cruiser

Stock # 302889UH

2024 Harley-Davidson Sportster S, <p>Building on a legacy born in 1957, the sophisticatedly brutish Harley-Davidson® Sportster S advances traits that

Liberty Harley-Davidson

2026 Harley-Davidson Sportster S in Pawtucket, RI

New 2026 Harley-Davidson Cruiser

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Precision Harley-Davidson

2026 Harley-Davidson Sportster S in Lebanon, NJ

New 2026 Harley-Davidson Cruiser

Stock # 34625254VE6

2026 Harley-Davidson Sportster S, <p>With 121 hp from the liquid-cooled Revolution Max® 1250T motor, a wide front tire, 2-1-2 scrambler-style exhaust,

Williams Harley-Davidson

Available Years

2026 Harley-Davidson SPORTSTER S - 6 motorcycles
2021 Harley-Davidson SPORTSTER S - 3 motorcycles

2023 Harley-Davidson SPORTSTER S - 3 motorcycles
2024 Harley-Davidson SPORTSTER S - 3 motorcycles

2022 Harley-Davidson SPORTSTER S - 1 motorcycle
2025 Harley-Davidson SPORTSTER S - 1 motorcycle

Disclaimers

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