Used Chevrolet Silverado 1500 Custom Trail Boss in Wisconsin (WI) For Sale (53 results)
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Price
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(5)under $30,000
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(43)under $40,000
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(52)under $50,000
Mileage
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(34)0 - 50000
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(16)50000 - 100000
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(3)100000 - 150000
Make
Model
Trim
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(411)lt
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(236)rst
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(187)ltz
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(129)lt trail boss
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(106)high country
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(81)2lt
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(69)1lt
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(68)custom
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custom trail boss
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(24)zr2
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(23)limited
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(17)wt
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(13)ls
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(10)lt 2lt
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(8)work truck
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(4)lt lt1
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(4)w/t
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(3)lt lt2
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(2)1lz
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(2)base
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(2)lt z71
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(2)t mulliner
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(1)1wt
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(1)custom pickup 4d 5 3/4 ft
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(1)extended cab
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(1)high country crew cab 4x2
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(1)lt 4x4 extended cab
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(1)lt w/ z71
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(1)lt1
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(1)lt2 extended cab
Transmission type
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(52)automatic
Color
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(22)Black
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(7)White
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(5)Blue
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(3)Red
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(1)Silver
Body
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(5)
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Crew cab -
(5)
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Pickup truck -
(3)
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Truck
Drive
Fuel
State
City
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(10)Milwaukee, WI
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(4)Fond Du Lac, WI
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(3)Chippewa Falls, WI
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(3)Green Bay, WI
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(2)Kenosha, WI
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(2)Madison, WI
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(2)Middleton, WI
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(2)Monroe, WI
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(2)Waukesha, WI
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(2)Wausau, WI
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(2)West Bend, WI
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(1)Beloit, WI
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(1)Brookfield, WI
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(1)Burlington, WI
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(1)Eagle River, WI
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(1)Evansville, WI
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(1)Janesville, WI
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(1)Johnson Creek, WI
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(1)Lake Mills, WI
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(1)Medford, WI
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(1)Menomonie, WI
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(1)Platteville, WI
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(1)Plymouth, WI
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(1)Richland Center, WI
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(1)Saukville, WI
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(1)Sheboygan, WI
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(1)Sparta, WI
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(1)Sturgeon Bay, WI
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(1)Sturtevant, WI
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(1)Watertown, WI
Features
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(18)Bluetooth
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(17)Backup camera
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(12)Remote start
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(9)Clean Carfax
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(8)Alloy wheels
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(8)Cruise control
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(8)Electronic stability control
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(7)Power locks
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(7)Power windows
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(6)AM/FM radio
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(6)Air conditioning
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(6)Keyless entry
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(6)Remote keyless entry
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(5)Heated door mirrors
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(4)Apple CarPlay
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(4)Power driver seat
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(3)ABS brakes
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(3)Android auto
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(3)Brake assist
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(3)Clean title
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(3)Fully automatic headlights
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(2)Aluminum wheels
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(2)Apple CarPlay/Android auto
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(2)Door locks power
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(2)Engine remote start
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(2)Heated mirrors
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(2)MP3 player
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(2)Passenger airbag
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(2)Rear defrost
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(2)Running boards
2022 chevrolet silverado 1500 custom trail boss
Experience the power of the 2022 Chevrolet Silverado 1500 Custom Trail Boss with its V8 engine, advanced safety features, and sleek black design. Enjoy modern comforts like Android Auto and a superb backup camera
Green Bay, WI
23,908 mi.
Black
automatic
gasoline
Green Bay, WI
$43,495
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss in sleek black features four-wheel drive and an 8-speed automatic transmission, making it perfect for any adventure. Equipped with a bed liner, tonneau cover, and a trailer hitch, it also comes with Apple Carplay and Android Auto. Clean CARFAX and one owner!
Chippewa Falls, WI
77,635 mi.
Black
automatic
gasoline
Chippewa Falls, WI
$31,999
2024 chevrolet silverado 1500 custom trail boss
Step into the rugged elegance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss. With its powerful 5.3L V8 engine and four-wheel drive capabilities, this crew cab offers versatility and style. Features include a spray-on bedliner, all-weather floor liners, and striking black accents
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Crew cab
Saukville, WI
5,849 mi.
Black
Crew cab
automatic
gasoline
Saukville, WI
$49,999
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss features a powerful four-wheel drive system, fresh oil change, and includes a 12-month warranty. It’s equipped with new tires and modern tech features for a seamless drive
Milwaukee, WI
60,957 mi.
Black
automatic
gasoline
Milwaukee, WI
$37,987
2022 chevrolet silverado 1500 custom trail boss
This fully detailed 2022 Chevrolet Silverado 1500 Custom Trail Boss is in excellent condition with just 35,232 miles. It features a powerful 4WD system, an 8-speed automatic transmission, and is fuel efficient with 18 MPG on the highway
Milwaukee, WI
35,232 mi.
Black
automatic
gasoline
Milwaukee, WI
$35,488
2023 chevrolet silverado 1500 custom trail boss
Explore this 2023 Chevrolet Silverado 1500 Custom Trail Boss equipped with a powerful 10-speed automatic transmission and four-wheel drive, perfect for any terrain. With low mileage and a striking blue exterior, this truck is ready for adventure
Platteville, WI
21,605 mi.
Blue
automatic
gasoline
Platteville, WI
$44,592
2022 chevrolet silverado 1500 custom trail boss
Explore the rugged elegance of this 2022 Chevrolet Silverado 1500 Custom Trail Boss. With a powerful four-wheel drive and a striking blue exterior, it's ready to tackle any adventure with style
Wausau, WI
30,371 mi.
Blue
automatic
gasoline
Wausau, WI
$38,201
2022 chevrolet silverado 1500 custom trail boss
Celebrate Dan Goben Cars' 15 year Anniversary Sale with this stylish 2022 Chevrolet Silverado 1500 Custom Trail Boss. Featuring four-wheel drive, automatic transmission, and a striking black exterior, it's ready for any adventure!
Green Bay, WI
43,323 mi.
Black
automatic
gasoline
Green Bay, WI
$39,995
2022 chevrolet silverado 1500 custom trail boss
Explore the robust 2022 Chevrolet Silverado 1500 Custom Trail Boss. This black beauty offers 4WD capability with advanced features, low mileage, and a powerful audio system, making it ideal for work or adventure
Wausau, WI
19,651 mi.
Black
automatic
gasoline
Wausau, WI
$36,385
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss comes with an impressive off-road suspension, back-up camera, and remote start, ensuring a thrilling driving experience. It features a lift kit and striking black aluminum wheels for a robust look
Fond Du Lac, WI
22,868 mi.
Black
automatic
gasoline
Fond Du Lac, WI
$38,998
2023 chevrolet silverado 1500 custom trail boss
Experience the rugged capability of the 2023 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful 5.3L V8 engine and stylish Harvest Bronze Metallic exterior. This one-owner truck is ready for your next adventure!
Eagle River, WI
16,292 mi.
Harvest bronze metallic
automatic
gasoline
Eagle River, WI
$44,990
2022 chevrolet silverado 1500 custom trail boss
Discover the rugged capabilities of this 2022 Chevrolet Silverado 1500 Custom Trail Boss in Northsky Blue Metallic, loaded with modern tech and a certified pre-owned warranty for peace of mind
Janesville, WI
31,380 mi.
Blue
automatic
gasoline
Janesville, WI
$36,569
2022 chevrolet silverado 1500 custom trail boss
Experience the luxury and performance of this 2022 Chevrolet Silverado 1500 Custom Trail Boss with only 21,892 miles. This 4WD truck is designed to tackle all terrains with confidence and elegance, making it perfect for any adventure
Richland Center, WI
21,892 mi.
Blue
automatic
gasoline
Richland Center, WI
$39,987
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a powerful crew cab truck in a stylish black finish, featuring a turbo engine, 4WD capability, and an array of comfort and convenience options for any journey
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Crew cab
Johnson Creek, WI
44,204 mi.
Black
Crew cab
automatic
gasoline
Johnson Creek, WI
$36,989
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss offers an impressive blend of luxury and off-road capability with advanced safety features and cutting-edge technology, including Lane Keep Assist and a powerful 4WD system
Sheboygan, WI
31,275 mi.
Black
automatic
gasoline
Sheboygan, WI
$34,238
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss offers an impressive range of features such as remote start, Bluetooth, backup camera, and a well-maintained service record, all complemented by a 4WD system and an 8-speed automatic transmission
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Crew cab
Monroe, WI
27,630 mi.
Notdoor
Crew cab
automatic
gasoline
Monroe, WI
$36,000
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss is a local trade with only 18,195 miles. Featuring a hard-to-find Indigo Blue color, it comes with a 5.3L V8 engine, Z71 package, and advanced safety features
Middleton, WI
18,195 mi.
Blue
automatic
gasoline
Middleton, WI
$43,700
2024 chevrolet silverado 1500 custom trail boss
Experience the robust 2024 Chevrolet Silverado 1500 Custom Trail Boss, a certified one-owner vehicle with low mileage. This rugged truck features 10-speed automatic transmission and 4WD for optimal performance on and off-road
Chippewa Falls, WI
16,466 mi.
Black
automatic
gasoline
Chippewa Falls, WI
$48,790
2022 Chevrolet Silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a rugged and capable pickup with 4WD and a turbocharged engine, equipped with modern features like Bluetooth, a back-up camera, and lane departure warning for a comfortable and safe drive
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Pickup truck
Middleton, WI
30,946 mi.
Pickup truck
automatic
gasoline
Middleton, WI
$35,969
2023 chevrolet silverado 1500 custom trail boss
Discover the thrilling 2023 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful V8 engine, lifted suspension, and modern tech like Bluetooth and Apple CarPlay, all designed for your driving adventure
Burlington, WI
27,071 mi.
Notdoor
automatic
gasoline
Burlington, WI
$46,190
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