Used 2021 Chevrolet Silverado 1500 Custom Trail Boss For Sale (502 results)
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(15)under $30,000
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(451)under $40,000
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(493)under $50,000
Mileage
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(271)0 - 50000
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(203)50000 - 100000
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(26)100000 - 150000
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(2)150000 - 200000
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Chevrolet
Model
Trim
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(1,744)lt
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(1,527)rst
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(1,170)lt trail boss
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(885)custom
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(604)ltz
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custom trail boss
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(386)high country
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(67)wt
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(27)work truck
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(7)lt lt1
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(6)notdoor
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(5)rst 4x4 crew cab
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(4)front
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(4)high country deluxe
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(4)not listed
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(3)1lt
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(3)all star edition plus
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(3)custom 4wd crew cab 147
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(3)rst 4wd crew cab 147
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(2)all-star edition
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(2)crew cab
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(2)custom pickup 4d 5 3/4 ft
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(2)lt trail boss 4wd crew cab 147
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(2)lt trail boss 4wd crew cab 157
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(1)1500
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(1)base
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(1)custom 4x2 crew cab
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(1)custom double cab standard bed
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(1)custom trail boss 4x4 crew cab
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(1)custom trail boss crew cab short bed
Transmission type
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(418)automatic
Color
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(118)Black
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(110)White
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(56)Red
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(37)Silver
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(33)Blue
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(13)Gray
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(2)Brown
Body
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(60)
Pickup truck
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(44)
Crew cab
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(12)
Truck
Drive
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(432)4wd
Fuel
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(437)gasoline
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City
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(9)Concord, NH
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(5)Bellflower, CA
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(5)Milford, OH
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(4)Albuquerque, NM
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(4)Brockton, MA
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(4)Houston, TX
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(3)Fargo, ND
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(3)Fort Wayne, IN
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(3)Henderson, NV
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(2)Bentonville, AR
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(2)Brandon, FL
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(2)Canoga Park, CA
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(2)Centralia, MO
Features
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(125)Bluetooth
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(104)Backup camera
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(85)Cruise control
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(78)Air conditioning
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(70)Power windows
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(69)Power locks
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(61)AM/FM radio
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(56)Alloy wheels
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(55)Remote keyless entry
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(53)Electronic stability control
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(39)Clean Carfax
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(39)Keyless entry
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(39)Tachometer
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(37)Remote start
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(36)Aluminum wheels
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(33)Satellite radio
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(30)Passenger airbag
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(29)Door locks power
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(26)Apple CarPlay/Android auto
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(25)ABS brakes
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(21)Compass
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(21)Heated door mirrors
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(19)Heated mirrors
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(18)Apple CarPlay
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(17)Android auto
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(15)Privacy Glass
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(14)AM/FM radio: SiriusXM
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(14)Engine remote start
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(13)Traction control
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(12)MP3 player

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a rugged design with advanced technology. Enjoy features like a 4G LTE Wi-Fi hotspot, heated mirrors, and off-road suspension for an unparalleled driving experience
Concord, NH
28,076 mi.
Shadow gray metallic
automatic
gasoline
$39,487
$2,627 above
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is a one-owner truck with a clean CARFAX, featuring a robust EcoTec3 V8 engine, advanced infotainment, and off-road capabilities. Perfect for both work and play!
Naperville, IL
77,599 mi.
Black
automatic
gasoline
$32,259
$4,601 below
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is equipped with a robust EcoTec3 4.3L V6 engine, a sleek black exterior, and features a comfortable black cloth interior, all backed by its capable four-wheel drive system
Greenwood, IN
66,340 mi.
Black
automatic
gasoline
$34,580
$2,280 below
average

2021 chevrolet silverado 1500 custom trail boss
Discover this 2021 Chevrolet Silverado 1500 Custom Trail Boss featuring a robust 4x4 drive system, sleek Silver Ice Metallic finish, and a range of modern amenities including a Back-Up Camera and Onboard Communications System, perfect for adventure and comfort
Woburn, MA
29,482 mi.
Silver
automatic
gasoline
$38,777
$1,917 above
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss comes equipped with 4WD, Remote Start, and a Performance Package, making it the perfect blend of power and technology for any adventure
Little Falls, MN
79,185 mi.
Black
automatic
gasoline
$36,990
$130 above
average

2021 chevrolet silverado 1500 custom trail boss
Explore the rugged 2021 Chevrolet Silverado 1500 Custom Trail Boss, equipped with advanced off-road capabilities, a powerful EcoTec3 V8 engine, and a stylish summit white exterior. Perfect for those who love adventure
Crew cab
Fontana, CA
73,468 mi.
White

automatic
gasoline
$32,995
$3,865 below
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss offers a robust 4-wheel drive system, stylish summit white exterior, and comes loaded with off-road features and high-tech conveniences for an adventurous drive
Crew cab
Brockton, MA
36,402 mi.
White

automatic
gasoline
$37,868
$1,008 above
average

2021 chevrolet silverado 1500 custom trail boss
This stunning 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a powerful EcoTec3 5.3L V8 engine and a 6-speed automatic transmission, perfect for tackling any terrain with its four-wheel drive capability. With just over 34,000 miles and a clean CARFAX, it's ready for a new owner!
Cedar Knolls, NJ
34,385 mi.
Black
automatic
gasoline
$38,596
$1,736 above
average

2021 chevrolet silverado 1500 custom trail boss
This stunning 2021 Chevrolet Silverado 1500 Custom Trail Boss in Cherry Red Tintcoat boasts a powerful four-wheel drive system, a spacious interior with a 40/20/40 front split bench seat, and modern tech features like Apple CarPlay and Bluetooth
Concord, NH
44,581 mi.
Red
automatic
gasoline
$36,987
$127 above
average

2021 chevrolet silverado 1500 custom trail boss
Experience the rugged charm of the 2021 Chevrolet Silverado 1500 Custom Trail Boss in Northsky Blue Metallic, boasting a mileage of 31,937 miles. Perfect for adventurers!
Nampa
31,937 mi.
Blue

2021 Chevrolet Silverado 1500 custom trail boss
Experience the power and versatility of this 2021 Chevrolet Silverado 1500 Custom Trail Boss. Equipped with a robust 5.3L V8 engine, it features the Midnight Edition package and a rugged bedliner, perfect for both work and play
Pickup truck
Rutherford College, NC
76,352 mi.

gasoline
$35,055
$1,805 below
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is designed for adventure with its powerful V8 engine and rugged four-wheel drive. It features high gloss black wheels and a spacious interior with a split-bench seat
Colorado Springs, CO
79,287 mi.
Satin steel metallic
automatic
gasoline
$40,998
$4,138 above
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a powerful 6-speed automatic transmission and four-wheel drive, perfect for both daily use and off-road adventures. With a mileage of just 29,722, it's a local trade with no accidents, and comes with a clean CARFAX
Willowbrook, IL
29,722 mi.
Black
automatic
gasoline
$38,588
$1,728 above
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss in striking Red Hot features a robust design ideal for off-road adventures, combined with a sleek Jet Black interior for a touch of elegance
Pickup truck
Englewood, CO
83,733 mi.
Red

$32,988
$3,872 below
average

2021 chevrolet silverado 1500 4wd crew cab short bed custom trail boss
Explore the rugged capabilities of this 2021 Chevrolet Silverado 1500 Custom Trail Boss. With a bold Cherry Red exterior and a comfortable Jet Black interior, this truck is ready for any adventure with its 4WD system
Truck
Greenville, SC
19,273 mi.
Red

automatic
$38,988
$2,128 above
average

2021 Chevrolet Silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a Shadow Gray Metallic finish and is equipped for off-roading with a robust lift and suspension systems, plus a range of tech features for convenience and entertainment
Pickup truck
Lake City, FL
110,000 mi.
Shadow gray metallic

gasoline
$30,790
$6,070 below
average

2021 chevrolet silverado 1500 custom trail boss
Introducing the 2021 Chevrolet Silverado 1500 Custom Trail Boss in striking black with a clean CARFAX and only one previous owner. This powerful truck offers superior four-wheel drive capability and a smooth 6-speed automatic transmission, perfect for any adventures
Albany, NY
23,703 mi.
Black
automatic
gasoline
$39,340
$2,480 above
average

2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is in excellent condition and features a stylish Satin Steel Metallic exterior. Enjoy its powerful 5.3L V8 engine, advanced infotainment system, and off-road capabilities
Houston, TX
120,373 mi.
Satin steel metallic
automatic
gasoline
$30,222
$6,638 below
average

2021 chevrolet silverado 1500
This 2021 Chevrolet Silverado 1500 Custom Trail Boss comes in a stunning silver color, featuring an automatic transmission and black interior. Enjoy modern conveniences like a back-up camera and Bluetooth connection
Bellflower, CA
Silver
automatic
$36,888
$28 above
average

2021 chevrolet silverado 1500 custom trail boss in ardmore, oklahoma
This 2021 Chevrolet Silverado 1500 Custom Trail Boss combines rugged performance with modern convenience. It features a 5.3L V8 engine, 4WD capabilities, and a comfortable 40/20/40 front split bench seat
Pickup truck
Ardmore, OK

gasoline
$36,500
$360 below
average
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