Skip to main content
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Filters
  • Granite Crystal Metallic Clearcoat 2026 RAM 2500 LaramieGranite Crystal Metallic Clearcoat 2026 RAM 2500 LaramieGranite Crystal Metallic Clearcoat 2026 RAM 2500 LaramieGranite Crystal Metallic Clearcoat 2026 RAM 2500 LaramieGranite Crystal Metallic Clearcoat 2026 RAM 2500 LaramieGranite Crystal Metallic Clearcoat 2026 RAM 2500 Laramie

    $83,310

    MSRP $90,960

    Est. $1,529/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L LimitedBaltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L LimitedBaltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L LimitedBaltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L LimitedBaltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L LimitedBaltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L Limited

    $51,749

    MSRP $57,220

    Est. $950/mo

    Arcadia Motors Chrysler Dodge Jeep Ram

    Check Availability
    Arcadia, WI (17 mi)
    Quick view
  • Velvet Red Pearlcoat 2026 Jeep Grand Cherokee L AltitudeVelvet Red Pearlcoat 2026 Jeep Grand Cherokee L AltitudeVelvet Red Pearlcoat 2026 Jeep Grand Cherokee L AltitudeVelvet Red Pearlcoat 2026 Jeep Grand Cherokee L AltitudeVelvet Red Pearlcoat 2026 Jeep Grand Cherokee L AltitudeVelvet Red Pearlcoat 2026 Jeep Grand Cherokee L Altitude

    $45,749

    MSRP $51,070

    Est. $839/mo

    Arcadia Motors Chrysler Dodge Jeep Ram

    Check Availability
    Arcadia, WI (17 mi)
    Quick view
  • Goldilocks 2026 Jeep Wrangler WillysGoldilocks 2026 Jeep Wrangler WillysGoldilocks 2026 Jeep Wrangler WillysGoldilocks 2026 Jeep Wrangler WillysGoldilocks 2026 Jeep Wrangler WillysGoldilocks 2026 Jeep Wrangler Willys

    $48,530

    $4.5K

    MSRP $52,680

    Est. $890/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Diamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' BoxDiamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' BoxDiamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' BoxDiamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' BoxDiamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' BoxDiamond Black Crystal Pearlcoat 2026 RAM 1500 Warlock Crew Cab 4x4 5'7' Box

    $52,715

    MSRP $59,365

    Est. $967/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Bright White Clearcoat 2025 Jeep Grand Cherokee L AltitudeBright White Clearcoat 2025 Jeep Grand Cherokee L AltitudeBright White Clearcoat 2025 Jeep Grand Cherokee L AltitudeBright White Clearcoat 2025 Jeep Grand Cherokee L AltitudeBright White Clearcoat 2025 Jeep Grand Cherokee L AltitudeBright White Clearcoat 2025 Jeep Grand Cherokee L Altitude

    $49,049

    MSRP $49,382

    Est. $900/mo

    Arcadia Motors Chrysler Dodge Jeep Ram

    Check Availability
    Arcadia, WI (17 mi)
    Quick view
  • Diamond Black Crystal Pearlcoat 2026 RAM 1500 STDiamond Black Crystal Pearlcoat 2026 RAM 1500 STDiamond Black Crystal Pearlcoat 2026 RAM 1500 STDiamond Black Crystal Pearlcoat 2026 RAM 1500 STDiamond Black Crystal Pearlcoat 2026 RAM 1500 STDiamond Black Crystal Pearlcoat 2026 RAM 1500 ST

    $82,180

    MSRP $91,830

    Est. $1,508/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Forged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxForged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxForged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxForged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxForged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxForged Blue Metallic 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' Box

    $64,198

    MSRP $69,420

    Est. $1,178/mo

    Arcadia Motors Chrysler Dodge Jeep Ram

    Check Availability
    Arcadia, WI (17 mi)
    Quick view
  • 41 2026 Jeep Wrangler Rubicon41 2026 Jeep Wrangler Rubicon41 2026 Jeep Wrangler Rubicon41 2026 Jeep Wrangler Rubicon41 2026 Jeep Wrangler Rubicon41 2026 Jeep Wrangler Rubicon

    $55,590

    MSRP $60,740

    Est. $1,020/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Granite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxGranite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxGranite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxGranite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxGranite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxGranite Crystal Metallic Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' Box

    $55,025

    MSRP $61,175

    Est. $1,010/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • 41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys

    $54,345

    MSRP $57,995

    Est. $997/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • 41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys41 2026 Jeep Wrangler Willys

    $54,645

    MSRP $58,295

    Est. $1,003/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Granite Crystal Metallic Clearcoat 2026 Jeep Wrangler WillysGranite Crystal Metallic Clearcoat 2026 Jeep Wrangler WillysGranite Crystal Metallic Clearcoat 2026 Jeep Wrangler WillysGranite Crystal Metallic Clearcoat 2026 Jeep Wrangler WillysGranite Crystal Metallic Clearcoat 2026 Jeep Wrangler WillysGranite Crystal Metallic Clearcoat 2026 Jeep Wrangler Willys

    $51,250

    MSRP $55,400

    Est. $940/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Lakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LTLakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LTLakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LTLakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LTLakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LTLakeshore Blue Metallic 2026 Chevrolet Silverado 3500 LT

    $72,080

    MSRP $76,330

    Est. $1,323/mo

    Lewiston Auto Co., Inc.

    4.8
    Check Availability
    Lewiston, MN (10 mi)
    Quick view
  • Ceramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxCeramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxCeramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxCeramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxCeramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxCeramic Gray Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' Box

    $62,755

    MSRP $69,405

    Est. $1,151/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Summit White 2026 Chevrolet Silverado 3500 LTZSummit White 2026 Chevrolet Silverado 3500 LTZSummit White 2026 Chevrolet Silverado 3500 LTZSummit White 2026 Chevrolet Silverado 3500 LTZSummit White 2026 Chevrolet Silverado 3500 LTZSummit White 2026 Chevrolet Silverado 3500 LTZ

    $84,785

    MSRP $89,035

    Est. $1,556/mo

    Lewiston Auto Co., Inc.

    4.8
    Check Availability
    Lewiston, MN (10 mi)
    Quick view
  • Diamond Black Crystal Pearlcoat 2026 RAM 1500 ExpressDiamond Black Crystal Pearlcoat 2026 RAM 1500 ExpressDiamond Black Crystal Pearlcoat 2026 RAM 1500 ExpressDiamond Black Crystal Pearlcoat 2026 RAM 1500 ExpressDiamond Black Crystal Pearlcoat 2026 RAM 1500 ExpressDiamond Black Crystal Pearlcoat 2026 RAM 1500 Express

    $55,105

    MSRP $54,755

    Est. $1,011/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Bright White Clearcoat 2026 RAM 1500 ExpressBright White Clearcoat 2026 RAM 1500 ExpressBright White Clearcoat 2026 RAM 1500 ExpressBright White Clearcoat 2026 RAM 1500 ExpressBright White Clearcoat 2026 RAM 1500 ExpressBright White Clearcoat 2026 RAM 1500 Express

    $45,115

    MSRP $53,265

    Est. $828/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Bright White Clearcoat 2025 RAM ProMaster 1500 Low Roof

    $48,512

    Est. $890/mo

    WHITEWATER CDJR

    Check Availability
    St Charles, MN (18 mi)
    Quick view
  • Agate Black Metallic 2026 Ford F-150 STXAgate Black Metallic 2026 Ford F-150 STXAgate Black Metallic 2026 Ford F-150 STXAgate Black Metallic 2026 Ford F-150 STXAgate Black Metallic 2026 Ford F-150 STXAgate Black Metallic 2026 Ford F-150 STX

    $47,304

    MSRP $50,865

    Est. $868/mo

    Sugar Loaf Ford Lincoln

    4.5
    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4Steel Blue 2026 Jeep Grand Wagoneer Upland 4x4

    $72,430

    MSRP $76,080

    Est. $1,329/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4Steel Blue 2026 Jeep Grand Wagoneer Limited Reserve 4x4

    $79,330

    $4K

    MSRP $82,980

    Est. $1,456/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Black Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxBlack Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxBlack Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxBlack Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxBlack Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' BoxBlack Clearcoat 2026 RAM 2500 Big Horn Crew Cab 4x4 6'4' Box

    $74,420

    MSRP $83,070

    Est. $1,366/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Bright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxBright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxBright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxBright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxBright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' BoxBright White Clearcoat 2026 RAM 2500 Tradesman Crew Cab 4x4 6'4' Box

    $55,230

    MSRP $60,880

    Est. $1,013/mo

    Sugar Loaf Chrysler Dodge Jeep RAM

    Check Availability
    Winona, MN (8 mi)
    Quick view
  • Slate Gray Metallic 2026 Chevrolet Silverado EV LTSlate Gray Metallic 2026 Chevrolet Silverado EV LTSlate Gray Metallic 2026 Chevrolet Silverado EV LTSlate Gray Metallic 2026 Chevrolet Silverado EV LTSlate Gray Metallic 2026 Chevrolet Silverado EV LTSlate Gray Metallic 2026 Chevrolet Silverado EV LT

    $69,995

    $4K

    MSRP $80,129

    Est. $1,284/mo

    Ewald Chevrolet, LLC

    4.6
    Check Availability
    $299 delivery from Oconomowoc, WI (180 mi)
    Quick view
  • Summit White 2026 Chevrolet Silverado EV WTSummit White 2026 Chevrolet Silverado EV WTSummit White 2026 Chevrolet Silverado EV WTSummit White 2026 Chevrolet Silverado EV WTSummit White 2026 Chevrolet Silverado EV WTSummit White 2026 Chevrolet Silverado EV WT

    $51,941

    MSRP $55,940

    Est. $953/mo

    Ewald Chevrolet, LLC

    4.6
    Check Availability
    $299 delivery from Oconomowoc, WI (180 mi)
    Quick view
Skip to Listings
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed