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
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
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
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
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
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
2021 chevrolet silverado 1500 custom trail boss
Discover the 2021 Chevrolet Silverado 1500 Custom Trail Boss in sleek black. This powerful truck features a robust 5.3L V8 engine and comes equipped with modern tech like Android Auto, Apple CarPlay, and a rear back-up camera
West Bend, WI
88,737 mi.
Black
automatic
gasoline
West Bend, WI
$32,027
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
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a powerful EcoTec3 V8 engine, 4WD, and a suite of tech features including Android Auto and Apple CarPlay. Perfect for off-road adventures!
Milwaukee, WI
100,586 mi.
Black
automatic
gasoline
Milwaukee, WI
$28,995
2021 chevrolet silverado 1500 custom trail boss
Discover the 2021 Chevrolet Silverado 1500 Custom Trail Boss in a stunning Oxford Brown Metallic finish. This rugged truck features four-wheel drive, automatic transmission, and comfortable black cloth interior, perfect for any adventure!
Beloit, WI
43,174 mi.
Oxford brown metallic
automatic
gasoline
Beloit, WI
$35,988
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is equipped with a powerful 4WD system, a lift kit, and features like a back-up camera and Bluetooth, ensuring both capability and convenience for its next owner
Fond Du Lac, WI
44,966 mi.
White
automatic
gasoline
Fond Du Lac, WI
$40,998
2021 chevrolet silverado 1500 custom trail boss
Discover the rugged performance of this 2021 Chevrolet Silverado 1500 Custom Trail Boss, equipped with features like a powerful 170 Amp alternator and all-weather floor liners, ready for both work and play
Watertown, WI
59,050 mi.
White
automatic
gasoline
Watertown, WI
$35,596
2021 chevrolet silverado 1500 custom trail boss
This stunning 2021 Chevrolet Silverado 1500 Custom Trail Boss features a sleek black exterior, a powerful EcoTec3 5.3L V8 engine, and has been upgraded with a 6' lift and new wheels and tires, perfect for all terrains
Milwaukee, WI
36,286 mi.
Black
automatic
gasoline
Milwaukee, WI
$38,370
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
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is a rugged truck designed for adventure, showcasing a powerful 4WD system and a reliable 6-speed automatic transmission. Perfect for both city and highway drives
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Truck
Monroe, WI
88,250 mi.
White
Truck
automatic
gasoline
Monroe, WI
2021 chevrolet silverado 1500 custom trail boss
The 2021 Chevrolet Silverado 1500 Custom Trail Boss combines rugged power with modern technology. Featuring a robust V8 engine and 4WD capability, it's ready for adventures. Equipped with Apple CarPlay, Android Auto, and a rear camera, this truck is both stylish and functional
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Truck
Kenosha, WI
58,635 mi.
Black
Truck
automatic
gasoline
Kenosha, WI
$37,944
2019 chevrolet silverado 1500 custom trail boss
This 2019 Chevrolet Silverado 1500 Custom Trail Boss is a rugged pickup with a powerful 4.3L V6 engine, off-road capabilities, and equipped with modern conveniences like Apple CarPlay and a backup camera, perfect for any adventure
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Pickup truck
Fond Du Lac, WI
61,446 mi.
White
Pickup truck
automatic
gasoline
Fond Du Lac, WI
$32,998
2019 chevrolet silverado 1500 custom trail boss
This 2019 Chevrolet Silverado 1500 Custom Trail Boss offers a robust four-wheel drive system and a clean CARFAX report with one owner. Its black exterior and jet black interior complement its numerous features, perfect for both work and play
Menomonie, WI
96,348 mi.
Black
automatic
gasoline
Menomonie, WI
$27,983
2021 chevrolet silverado 1500 custom trail boss
Experience the rugged reliability of the one-owner 2021 Chevrolet Silverado 1500 Custom Trail Boss in Satin Steel Metallic, complete with new tires and brakes, and a fresh GM transmission under warranty
Lake Mills, WI
102,334 mi.
Satin steel metallic
automatic
gasoline
Lake Mills, WI
$31,537
2021 chevrolet silverado 1500 custom trail boss
Explore the rugged 2021 Chevrolet Silverado 1500 Custom Trail Boss, featuring a 5.3L V8 engine, off-road tires, and a touchscreen infotainment system, perfect for both work and adventure!
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Pickup truck
Milwaukee, WI
84,538 mi.
Black
Pickup truck
automatic
gasoline
Milwaukee, WI
$32,256
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