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Indian Cruiser Motorcycles for sale in Connecticut

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Find 52 Indian cruiser motorcycles for sale in Connecticut from dealers and private sellers on Cycle Trader. There are currently 41 new and 11 used Indian cruiser motorcycles for sale with an average price of $19,999, ranging from $10,249 to $36,999.

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42

2023 Indian Motorcycle Challenger® Dark Horse® DARK HORSE in Norwich, CT

Used 2023 Indian Motorcycle Cruiser

Challenger® Dark Horse® DARK HORSE

Stock # U417963

<p>ADDED ACCESSORIES, KST HANDLEBARS, ENGINE BAR CLOSEOUTS WITH FOG LIGHTS, TAB SLIP ON'S, PATHFINDER HEADLIGHT AND FOG LIGHTS</p><p style="margin-bot

Street Stuff Inc

2016 Indian Motorcycle Springfield™ in Enfield, CT

Used 2016 Indian Motorcycle Cruiser

<p>INDIAN STAGE 1 EXHAUST WITH HIGH FLOW AIR CLEANER AND PASSENGER BACKREST COMPLETES THIS ICONIC MOTORCYCLE.RIDE IN STYLE !</p><p style="margin-botto

2025 Indian Motorcycle CHIEFTAIN POWERPLUS DARK HORSE 112 Rider Assist DARK HORSE in Vernon, CT

Used 2025 Indian Motorcycle Cruiser

CHIEFTAIN POWERPLUS DARK HORSE 112 Rider Assist DARK HORSE

Stock # 3434637A

2025 Indian Motorcycle CHIEFTAIN POWERPLUS DARK HORSE 112 Rider Assist, Featuring a new fork-mounted fairing, blacked-out finishes, and the PowerPlus

Scranton Powersports

2026 Indian Motorcycle Scout® Sixty Bobber BOBBER SIXTY in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Sixty Bobber BOBBER SIXTY

Stock # I034242

Featuring a 60 cu-in liquid cooled engine, the Scout Sixty Bobber is a minimalist, blacked out cruiser that is fun for any rider.

Street Stuff Inc

2026 Indian Motorcycle 101 SCOUT BASE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

Stock # T3033399

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle 101 SCOUT.</p> <p>This new motorcycle, finished in Onyx Black Crystal with

Scranton Powersports

2023 Indian Motorcycle® Scout Bobber 60 ABS BOBBER in Danbury, CT

Used 2023 Indian Motorcycle® Cruiser

Scout Bobber 60 ABS BOBBER

2023 Indian Motorcycle® Scout Bobber 60 ABS, <b>THIS INDIAN SCOUT BOBBER 60 WITH ABS HAS ONLY 228 MILES: CALL US @ 203-730-2453</b><br /> <br /> <b>Th

Harley-Davidson of Danbury

2026 Indian Motorcycle Challenger® Dark Horse® 112 with PowerBand Audio Packa DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Dark Horse® 112 with PowerBand Audio Packa DARK HORSE

Stock # I443932

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">Featuring a chassis mounted fairing, blacked-out fin

Street Stuff Inc

2026 Indian Motorcycle Sport Scout® in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Stock # I027787

The Sport Scout gives a more aggressive spirit to the Scout lineup. Featuring an Analog Gauge, Keyed Ignition, LED Headlight, ABS, and fuel level gaug

Street Stuff Inc

2026 Indian Motorcycle Scout® Bobber BOBBER in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Bobber BOBBER

Stock # I028812

Stripped down with an aggressive stance and raw power, the Scout Bobber is the perfect expression of iconic bobber style.

Street Stuff Inc

2026 Indian Motorcycle Sport Chief in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Stock # I033551

For the rider who wants to let loose and ride hard, Sport Chief is packed with premium components that enhance performance and style.

Street Stuff Inc

2026 Indian Motorcycle Challenger® Limited 112 with PowerBand Audio Package LIMITED WITH POWERBAND AUDIO PACKAGE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Limited 112 with PowerBand Audio Package LIMITED WITH POWERBAND AUDIO PACKAGE

Stock # I444457

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">A chassis-mounted fairing, bold, distinctive styling

Street Stuff Inc

2026 Indian Motorcycle Springfield® Dark Horse® DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Springfield® Dark Horse® DARK HORSE

Stock # I445692

<p>4.99% for 36 Months OR No Interest/No Payment for 6 Months</p><p style="margin-bottom: 1em;">Inspired by the look of custom bikes, the Springfield

Street Stuff Inc

2026 Indian Motorcycle Challenger® Limited 112 LIMITED in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Limited 112 LIMITED

Stock # I444849

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">A chassis-mounted fairing, bold, distinctive styling

Street Stuff Inc

2026 Indian Motorcycle Scout® Bobber Limited +Tech LIMITED + TECH in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Bobber Limited +Tech LIMITED + TECH

Stock # I029942

<p style="margin-bottom: 1em;">Stripped down with an aggressive stance and raw power, the Scout Bobber is the perfect expression of iconic bobber styl

Street Stuff Inc

2026 Indian Motorcycle Super Scout in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Stock # WF-56KSHD767T3034615

When the goal is to hit the open road, you must ensure no corners are cut or details overlooked.

Street Stuff Inc

2026 Indian Motorcycle Chief Dark Horse® DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Chief Dark Horse® DARK HORSE

Stock # WF-56KDMDBH0T3034470

For riders wanting a mean, tough expression of their style, Chief models offer an old school custom look.

Street Stuff Inc

2026 Indian Motorcycle 101 Scout® BASE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

101 Scout® BASE

Stock # I032425

Rooted in history as one of the greatest motorcycles ever made, the 101 Scout is purpose built to be the highest performance Scout we've ever offered.

Street Stuff Inc

2026 Indian Motorcycle Chief Bobber Dark Horse® BOBBER DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Chief Bobber Dark Horse® BOBBER DARK HORSE

Stock # I032779

Get out and turn heads with this iconic Bobber styled bike. With blacked out finishes, the 116 cu-in Thunderstroke Engine and more ride-enhancing tech

Street Stuff Inc

2026 Indian Motorcycle Scout® Sixty Bobber BOBBER SIXTY in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Sixty Bobber BOBBER SIXTY

Stock # WF-56KSBV619T3034242

Featuring a 60 cu-in liquid cooled engine, the Scout Sixty Bobber is a minimalist, blacked out cruiser that is fun for any rider.

Street Stuff Inc

2026 Indian Motorcycle Challenger® Dark Horse® DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Dark Horse® DARK HORSE

Stock # I442213

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">Featuring a chassis-mounted fairing, blacked-out fin

Street Stuff Inc

2026 Indian Motorcycle Scout® Bobber Limited +Tech LIMITED + TECH in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Bobber Limited +Tech LIMITED + TECH

Stock # I034515

Stripped down with an aggressive stance and raw power, the Scout Bobber is the perfect expression of iconic bobber style.

Street Stuff Inc

2026 Indian Motorcycle Super Scout in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Stock # I034615

When the goal is to hit the open road, you must ensure no corners are cut or details overlooked.

Street Stuff Inc

2026 Indian Motorcycle Challenger® Limited 112 LIMITED in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Limited 112 LIMITED

Stock # I442758

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">Featuring a chassis mounted fairing, premium chrome

Street Stuff Inc

2026 Indian Motorcycle Chief® Vintage VINTAGE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Chief® Vintage VINTAGE

Stock # I032933

A heritage inspired cruiser with valanced fenders and iconic lit headdress, silver engine finishes, vintage floating seat and handlebars.

Street Stuff Inc

2026 Indian Motorcycle Sport Chief RT RT in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Sport Chief RT RT

Stock # I030389

For the rider who wants to let loose and ride hard, Sport Chief is packed with premium components that enhance performance and style.

Street Stuff Inc

2026 Indian Motorcycle Challenger® Dark Horse® 112 with PowerBand Audio Packa DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Challenger® Dark Horse® 112 with PowerBand Audio Packa DARK HORSE

Stock # I444970

<p>4.99% FOR 36 MONTHS OR NO INTEREST/ NO PAYMENTS FOR 6 MONTHS</p><p style="margin-bottom: 1em;">A chassis-mounted fairing, bold, distinctive styling

Street Stuff Inc

2026 Indian Motorcycle Scout® Bobber Limited +Tech LIMITED + TECH in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Scout® Bobber Limited +Tech LIMITED + TECH

Stock # WF-56KSBD761T3034515

Stripped down with an aggressive stance and raw power, the Scout Bobber is the perfect expression of iconic bobber style.

Street Stuff Inc

2026 Indian Motorcycle Chief Dark Horse® DARK HORSE in Norwich, CT

New 2026 Indian Motorcycle Cruiser

Chief Dark Horse® DARK HORSE

Stock # I034470

For riders wanting a mean, tough expression of their style, Chief models offer an old school custom look.

Street Stuff Inc

2026 Indian Motorcycle CHALLENGER LIMITED 112 LIMITED in Vernon, CT

New 2026 Indian Motorcycle Cruiser

CHALLENGER LIMITED 112 LIMITED

Stock # T3444923

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle CHALLENGER LIMITED 112. This new cruiser is designed for those who seek adve

Scranton Powersports

2026 Indian Motorcycle CHALLENGER 112 Dark Horse® with PowerBand Audio DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

CHALLENGER 112 Dark Horse® with PowerBand Audio DARK HORSE

Stock # T3444612

2026 Indian Motorcycle CHALLENGER 112 Dark Horse® with PowerBand Audio, Featuring a chassis mounted fairing, blacked-out finishes, and the liquid-cool

Scranton Powersports

2026 Indian Motorcycle SCOUT BOBBER LT W/ TECH LIMITED + TECH in Vernon, CT

New 2026 Indian Motorcycle Cruiser

SCOUT BOBBER LT W/ TECH LIMITED + TECH

Stock # T3033662

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle SCOUT BOBBER LT W/ TECH. This new Cruiser combines classic styling with mode

Scranton Powersports

2026 Indian Motorcycle CHIEF BOBBER DARK HORSE BOBBER DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

CHIEF BOBBER DARK HORSE BOBBER DARK HORSE

Stock # T3032798

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle Chief Bobber Dark Horse. This new cruiser combines classic style with modern

Scranton Powersports

2026 Indian Motorcycle CHALLENGER DARK HORSE® DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

CHALLENGER DARK HORSE® DARK HORSE

Stock # T3443416

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle CHALLENGER DARK HORSE®. This new cruiser combines modern performance with ti

Scranton Powersports

2026 Indian Motorcycle 125TH ANNIVERSARY SCOUT BOBBER BOBBER in Vernon, CT

New 2026 Indian Motorcycle Cruiser

125TH ANNIVERSARY SCOUT BOBBER BOBBER

Stock # T3028558

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle 125TH ANNIVERSARY SCOUT BOBBER. This new motorcycle combines power and style

Scranton Powersports

2026 Indian Motorcycle SPRINGFIELD DARK HORSE DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

SPRINGFIELD DARK HORSE DARK HORSE

Stock # T3444946

<p>Experience the allure of the open road with the 2026 Indian Motorcycle Springfield Dark Horse. This new cruiser embodies classic styling and modern

Scranton Powersports

2026 Indian Motorcycle PURSUIT DARK HORSE 112 DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

PURSUIT DARK HORSE 112 DARK HORSE

Stock # T3444318

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle PURSUIT DARK HORSE 112.</p> <p>This new cruiser combines performance and s

Scranton Powersports

2026 Indian Motorcycle SPORT SCOUT RT RT in Vernon, CT

New 2026 Indian Motorcycle Cruiser

SPORT SCOUT RT RT

Stock # T3031861

<p>Experience the thrill of the open road with this striking machine.</p> <p>This new 2026 Indian Motorcycle SPORT SCOUT RT Cruiser is poised for ad

Scranton Powersports

2026 Indian Motorcycle ROADMASTER POWERPLUS DARK HORSE 112 DARK HORSE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

ROADMASTER POWERPLUS DARK HORSE 112 DARK HORSE

Stock # T3443829

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle ROADMASTER POWERPLUS DARK HORSE 112. This new motorcycle blends style and pe

Scranton Powersports

2026 Indian Motorcycle CHIEF VINTAGE VINTAGE in Vernon, CT

New 2026 Indian Motorcycle Cruiser

CHIEF VINTAGE VINTAGE

Stock # T3033672

<p>Experience the open road like never before with this striking machine.</p> <p>New 2026 Indian Motorcycle CHIEF VINTAGE VINTAGE Cruiser. This motor

Scranton Powersports

2026 Indian Motorcycle PURSUIT LIMITED 112 LIMITED in Vernon, CT

New 2026 Indian Motorcycle Cruiser

PURSUIT LIMITED 112 LIMITED

Stock # T3444380

<p>Experience the thrill of the open road with the 2026 Indian Motorcycle PURSUIT LIMITED 112. This new cruiser offers a perfect blend of style and pe

Scranton Powersports

2025 Indian Motorcycle Chieftain® Dark Horse® with PowerBand Audio Package DARK HORSE WITH POWERBAND AUDIO PACKAGE in Norwich, CT

New 2025 Indian Motorcycle Cruiser

Chieftain® Dark Horse® with PowerBand Audio Package DARK HORSE WITH POWERBAND AUDIO PACKAGE

Stock # I439549

<p>1.99% for 36 Month OR No Interest/No Payments for 6 months</p><p style="margin-bottom: 1em;">$1500.00 INDIAN CUSTOMER CASH </p><p style="margin-bot

Street Stuff Inc

2025 Indian Motorcycle Super Chief Dark Horse DARK HORSE in Norwich, CT

New 2025 Indian Motorcycle Cruiser

Super Chief Dark Horse DARK HORSE

Stock # I022153

<p>$1,500 INDIAN CUSTOMER CASH ANDUP TO $2000 TRADE-IN CREDITORZERO DOWN/1.99% FOR 36 MONTHS OR NO PAYMENT/INTEREST FOR 6 MONTHS</p><p style="margin-b

Street Stuff Inc

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