2026 Ram 2500 Big Horn Truck Crew Cab
$43,950est. $757/mo
- 22,962 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Used Cars for Sale in Winona, MN
Browse 152 used cars, trucks and SUVs for sale in Winona, MN from 1 local dealership. Median asking price $42,964, median 15,653 miles.
152vehicles
1dealerships
$8,340–$93,905price range
$42,964median price
15,653median miles
152 vehicles · page 2 of 4
Fair price
40 photos2026 Jeep Grand Cherokee L LIMITED 4X4 Sport Utility
$44,435est. $765/mo
- 12 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
38 photos2026 Jeep Gladiator SPORT 4X4 Pickup
$44,936est. $774/mo
- 16 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
28 photosCARFAX2026 Ram 2500 Big Horn Truck Crew Cab
$44,950est. $774/mo
- 15,653 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
7 photosCARFAX2026 Dodge Durango GT HEMI V8 SUV
$44,950est. $774/mo
- 8,824 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Price drop −$1,000
9 photosCARFAX2026 Ram 1500 Laramie Truck Crew Cab
$45,950$46,950est. $791/mo
- 17,518 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
40 photos2026 Dodge Durango GT HEMI AWD Sport Utility
$46,678est. $804/mo
- 14 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
33 photosCARFAX2026 Ram 2500 Big Horn Truck Crew Cab
$46,950est. $808/mo
- 5,426 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Ram 1500 Laramie Truck Crew Cab
$46,950est. $808/mo
- 19,611 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
9 photosCARFAX2026 Ram 2500 Big Horn Truck Crew Cab
$46,950est. $808/mo
- 15,401 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
35 photos2026 Jeep Grand Cherokee LIMITED 4X4 Sport Utility
$47,414est. $816/mo
- 21 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Dodge Durango GT HEMI AWD Sport Utility
$49,311est. $849/mo
- 35 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Dodge Durango GT HEMI AWD Sport Utility
$49,820est. $858/mo
- 10 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
39 photos2026 Jeep Wrangler 4-DOOR SPORT Sport Utility
$49,875est. $859/mo
- 15 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
29 photos2026 Jeep Wrangler 4-DOOR SPORT Sport Utility
$50,275est. $866/mo
- 14 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Ram 1500 TRADESMAN CREW CAB 4X4 Pickup
$50,949est. $877/mo
- 18 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
37 photos2026 Dodge Charger RT 4-DOOR AWD Sedan
$51,125est. $880/mo
- 24 mi
- AWD
- 8-Speed Automatic
- Gasoline
- Car
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Great deal
30 photos2026 Jeep Wrangler 4-DOOR RUBICON Sport Utility
$51,436est. $886/mo
- 11 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Jeep Wrangler 4-DOOR SPORT Sport Utility
$51,669est. $890/mo
- 15 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
40 photos2026 Ram 1500 BIGHORN/LONESTAR CREW 4X4 Pickup
$53,017est. $913/mo
- 17 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Good dealPrice drop −$4,400
40 photos2026 Ram 2500 TRADESMAN CREW CAB 4X4 Pickup
$54,375$58,775est. $936/mo
- 16 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
36 photos2026 Ram 1500 BIGHORN/LONESTAR CREW 4X4 Pickup
$55,313est. $952/mo
- 14 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Good dealPrice drop −$4,400
40 photos2026 Ram 2500 TRADESMAN CREW CAB 4X4 Pickup
$55,580$59,980est. $957/mo
- 20 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair pricePrice drop −$5,000
39 photos2026 Ram 2500 TRADESMAN CREW CAB 4X4 Pickup
$57,130$62,130est. $984/mo
- 14 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
22 photos2026 Ram 1500 LARAMIE CREW CAB 4X4 Pickup
$64,076est. $1,103/mo
- 172 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair pricePrice drop −$6,000
39 photos2026 Ram 2500 LARAMIE CREW CAB 4X4 Pickup
$68,970$74,970est. $1,188/mo
- 19 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Jeep Grand Wagoneer 4X4 Sport Utility
$74,930est. $1,290/mo
- 20 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
39 photos2026 Ram 1500 RHO / TRX CREW CAB 4X4 Pickup
$79,845est. $1,375/mo
- 30 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Jeep Grand Wagoneer 4X4 Sport Utility
$80,055est. $1,378/mo
- 23 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Jeep Grand Wagoneer L LIMITED 4X4 Sport Utility
$86,330est. $1,486/mo
- 13 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Ram 1500 RHO / TRX CREW CAB 4X4 Pickup
$91,435est. $1,574/mo
- 32 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Ram 1500 RHO / TRX CREW CAB 4X4 Pickup
$93,525est. $1,610/mo
- 36 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2026 Ram 1500 RHO / TRX CREW CAB 4X4 Pickup
$93,905est. $1,617/mo
- 30 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
8 photosCARFAX2025 Jeep Compass Limited SUV
$22,340est. $385/mo
- 44,160 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
36 photosCARFAX2025 Jeep Compass Limited SUV
$22,700est. $391/mo
- 30,162 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
38 photosCARFAX2025 Jeep Compass Limited SUV
$22,700est. $391/mo
- 34,680 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2025 Jeep Compass Limited SUV
$24,650est. $424/mo
- 16,631 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
9 photosCARFAX2025 Chrysler Pacifica Limited Van Passenger Van
$27,950est. $481/mo
- 65,091 mi
- FWD
- 9-Speed Automatic
- Gasoline
- Van
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Great deal
10 photosCARFAX2025 Jeep Grand Cherokee Limited SUV
$32,950est. $567/mo
- 29,288 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
39 photosCARFAX2025 Jeep Grand Cherokee Laredo SUV
$33,200est. $572/mo
- 15,365 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2025 Jeep Wrangler Sport SUV
$36,950est. $636/mo
- 12,184 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
40 photosCARFAX2025 Jeep Grand Cherokee Limited SUV
$37,900est. $653/mo
- 28,561 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2025 Jeep Grand Cherokee L Limited SUV
$37,950est. $653/mo
- 20,625 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
40 photosCARFAX2025 Jeep Grand Cherokee Limited SUV
$38,250est. $659/mo
- 21,411 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
35 photosCARFAX2025 Jeep Gladiator Sport Truck Crew Cab
$38,950est. $671/mo
- 12,567 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- Truck
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
6 photosCARFAX2025 Dodge Durango R/T SUV
$38,950est. $671/mo
- 37,609 mi
- AWD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Fair price
7 photosCARFAX2025 Jeep Grand Cherokee Summit SUV
$41,800est. $720/mo
- 24,439 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
2025 Jeep Grand Cherokee L Overland SUV
$41,950est. $722/mo
- 25,161 mi
- 4WD
- 8-Speed Automatic
- Gasoline
- SUV
Sugar Loaf Chrysler Dodge Jeep Ram · Winona, MN
Frequently asked questions
- How many used cars are for sale in Winona, MN?
- AutosXchange currently lists 152 vehicles in Winona, MN from 1 dealership.
- What is the average price of a used car in Winona, MN?
- The median dealer-advertised price is $42,964, ranging from $8,340 to $93,905.
- Are there used cars under $20,000 in Winona, MN?
- Yes. 16 of the 152 vehicles listed in Winona, MN are priced under $20,000.
- What are the most common makes for sale in Winona, MN?
- The most-listed makes are Jeep (71), Ram (41), Chrysler (13).
Dealer listings are supplied by each dealership from its own website and refreshed as inventory changes; prices are dealer-advertised asking prices, so confirm availability, fees and final price with the selling dealer. Listings marked "Private seller" are submitted by the car's owner and reviewed by AutosXchange; AutosXchange does not inspect private-party vehicles.