2021 Chevrolet Silverado 1500 LT Trail Boss
$6,840 more than this car
- 88,267 mi
- 4WD
- Automatic
- Gasoline
- Truck
Zimbrick Chevrolet · Sun Prairie, WI · 33 mi away
186,586 miles · truck · Price dropped $1,003

This 2021 Chevrolet Silverado 1500 LT Trail Boss delivers rugged capability wrapped in refined comfort. Finished in Brown with a striking Jet Black Leather interior, this Crew Cab Short Bed 4WD powerhouse combines the EcoTec3 5.3L V8 engine with 10-speed automatic transmission for confident performance. Originally owned by one customer and locally traded, it's equipped to handle work, adventure, and everyday demands with ease. - Android Auto and Apple CarPlay integration - Heated leather seats and multi-zone climate control - Power sunroof and navigation system - Integrated trailer brake controller with tow package - 20 high gloss black aluminum wheels - Remote start and backup camera - Bed protection and assist steps package - Bluetooth connectivity and SiriusXM satellite radio - Dual exhaust with LED cargo lighting - Off-road suspension with 2 lift This Trail Boss is ready for your driveway. Visit us today to experience its blend of capability, comfort, and style firsthand.
Dealer-provided information may change. Confirm availability, price, vehicle condition, taxes and fees with the selling dealership.
Among the lowest-priced · 100% of 5 similar listings ask more than this car.
How we calculate market value: comparable cars for sale now plus their last listed prices.
Price tracked by AutosXchange since Nov 5, 2026. 1 price change at this dealership: $26,680 → $25,677 (−$1,003).
Market activity: Don Larson Chevrolet cut prices on 4 Chevrolet Silverado 1500 by an average of $892
AutosXchange Intel Hub: Price changes for this model in Wisconsin · This model in the Intel Hub · Market movers in Wisconsin
Dealer-advertised asking prices as observed by AutosXchange (data as of Nov 13); earlier listings at other dealerships are shown by state only. Source: AutosXchange Intel Hub, autos-xchange.com/market.
Same 2021 Silverado 1500 LT Trail Boss · used · any miles · within 100 miles of Baraboo, Wisconsin. All 5 comparable cars for sale, nearest first.
$6,840 more than this car
Zimbrick Chevrolet · Sun Prairie, WI · 33 mi away
$9,322 more than this car
Homan Chevrolet of Ripon · Ripon, WI · 51 mi away
$10,822 more than this car
Homan Chevrolet of Ripon · Ripon, WI · 51 mi away
$4,642 more than this car
Barkau Automotive Stockton · Stockton, IL · 81 mi away
$13,820 more than this car
R. W. PLADSEN, INC. · Waukon, IA · 89 mi away
2021 Chevrolet Silverado 1500 LT Trail Boss88,267 miles · Zimbrick Chevrolet · Sun Prairie, WI · 33 mi away$32,517$6,840 more than this car
2021 Chevrolet Silverado 1500 LT Trail Boss80,637 miles · Homan Chevrolet of Ripon · Ripon, WI · 51 mi away$34,999$9,322 more than this car
2021 Chevrolet Silverado 1500 LT Trail Boss64,591 miles · Homan Chevrolet of Ripon · Ripon, WI · 51 mi away$36,499$10,822 more than this car
2021 Chevrolet Silverado 1500 LT Trail Boss104,995 miles · Barkau Automotive Stockton · Stockton, IL · 81 mi away$30,319$4,642 more than this car
2021 Chevrolet Silverado 1500 LT Trail Boss48,190 miles · R. W. PLADSEN, INC. · Waukon, IA · 89 mi away$39,497$13,820 more than this carAll years and trims. Nearest first.
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Don Larson Ford · Baraboo, WI · 0 mi away
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Don Larson Chevrolet · Baraboo, WI · 0 mi away
Baraboo Auto Sales INC · Baraboo, WI · 0 mi away
2021 Chevrolet Silverado 1500 LT81,068 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$29,267
2021 Chevrolet Silverado 1500 RST106,555 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$31,513
2020 Chevrolet Silverado 1500 Custom60,023 miles · Don Larson Ford · Baraboo, WI · 0 mi away$27,912
2022 Chevrolet Silverado 1500 High Country39,884 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$41,528
2022 Chevrolet Silverado 1500 RST97,249 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$30,397
2020 Chevrolet Silverado 2500 HD High Country93,529 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$44,770
2023 Chevrolet Silverado 1500 LT22,815 miles · Don Larson Chevrolet · Baraboo, WI · 0 mi away$37,155
2019 Chevrolet Silverado 1500108,678 miles · Baraboo Auto Sales INC · Baraboo, WI · 0 mi away$25,164