Used 2021 Chevrolet Silverado 1500 Custom Trail Boss in Florida (FL) For Sale (21 results)
Sort by:
Refine search
Sort by:
Zip
Price
-
(20)under $40,000
-
(21)under $50,000
Mileage
-
(7)0 - 50000
-
(13)50000 - 100000
-
(1)100000 - 150000
Make
-
Chevrolet
Model
Trim
-
(100)rst
-
(92)custom
-
(67)lt trail boss
-
(64)lt
-
(42)high country
-
(38)ltz
-
custom trail boss
-
(6)wt
-
(5)work truck
-
(2)lt lt1
-
(1)high country deluxe
Transmission type
-
(20)automatic
Color
-
(5)Black
-
(4)White
-
(2)Silver
-
(1)Blue
-
(1)Brown
-
(1)Red
Body
-
(3)
![]()
Pickup truck -
(1)
![]()
Truck
Drive
-
(21)4wd
Fuel
-
(21)gasoline
State
City
-
(2)Brandon, FL
-
(2)Estero, FL
-
(2)Lake City, FL
-
(2)Orlando, FL
-
(1)Atlantic Beach, FL
-
(1)Brooksville, FL
-
(1)Clearwater, FL
-
(1)Fort Lauderdale, FL
-
(1)Fort Myers, FL
-
(1)Jacksonville, FL
-
(1)Marianna, FL
-
(1)Miami, FL
-
(1)Orange Park, FL
-
(1)Pompano Beach, FL
-
(1)Sanford, FL
-
(1)Tampa, FL
-
(1)West Palm Beach, FL
Features
-
(5)Backup camera
-
(4)Air conditioning
-
(4)Bluetooth
-
(3)Cruise control
-
(3)Remote keyless entry
-
(2)AM/FM radio
-
(2)AM/FM radio: SiriusXM
-
(2)Alloy wheels
-
(2)Apple CarPlay/Android auto
-
(2)Clean Carfax
-
(2)Power locks
-
(2)Power windows
-
(2)Satellite radio
-
(1)Aluminum wheels
-
(1)Android auto
-
(1)Apple CarPlay
-
(1)Driver vanity mirror
-
(1)Electronic stability control
-
(1)Keyless entry
-
(1)MP3 player
-
(1)Passenger airbag
-
(1)Remote start
-
(1)Tachometer
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
Pickup truck
gasoline
Lake City, FL
$30,790
$5,208 below
average
2021 chevrolet silverado 1500 custom trail boss
This one-owner 2021 Chevrolet Silverado 1500 Custom Trail Boss in Satin Steel Metallic is ready to conquer the roads with its robust four-wheel drive and comes with a clean CARFAX
Pompano Beach, FL
46,630 mi.
Satin steel metallic
automatic
gasoline
Pompano Beach, FL
$35,853
$145 below
average
2021 chevrolet silverado 1500 custom trail boss
This Summit White 2021 Chevrolet Silverado 1500 Custom Trail Boss offers robust off-road capabilities with its four-wheel drive and a powerful EcoTec3 6.2L V8 engine, complemented by a comfortable jet black cloth interior
Jacksonville, FL
69,610 mi.
White
automatic
gasoline
Jacksonville, FL
$38,000
$2,002 above
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss features a powerful 5.3L V8 engine, 4x4 capability, and a spacious interior with modern tech including Chevrolet infotainment. Perfect for both work and play!
Estero, FL
38,449 mi.
Black
automatic
gasoline
Estero, FL
$39,950
$3,952 above
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss features a sleek black exterior and a comfortable jet black interior. With low mileage, it comes equipped with state-of-the-art tech like a 7" touchscreen, Apple CarPlay, and advanced safety features for a smooth and safe ride
Atlantic Beach, FL
27,723 mi.
Black
automatic
gasoline
Atlantic Beach, FL
$40,990
$4,992 above
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss, with its striking Summit White exterior and comfortable black cloth interior, combines off-road capability with modern technology. Features include Apple CarPlay, Bluetooth, and a rear backup camera
Orange Park, FL
52,758 mi.
White
automatic
gasoline
Orange Park, FL
$37,550
$1,552 above
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is powered by a 6.2L V8 engine with 4WD. It features a rear-view back up camera and a 7-inch touchscreen, making it both powerful and convenient. Low mileage and well-equipped for adventure!
Fort Myers, FL
71,430 mi.
White
automatic
gasoline
Fort Myers, FL
$31,899
$4,099 below
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is designed for adventure with its rugged features and comfortable interior. With a powerful EcoTec3 4.3L V6 engine and a clean one-owner Carfax, it's ready for any job
![]()
Pickup truck
Orlando, FL
71,005 mi.
Black
Pickup truck
automatic
gasoline
Orlando, FL
$34,869
$1,129 below
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is a rugged pickup with a striking Red Hot exterior and Jet Black interior. It features a powerful 5.3L V8 engine, luxurious leather seats, and numerous off-road capabilities
Sanford, FL
55,265 mi.
Red
automatic
gasoline
Sanford, FL
$39,995
$3,997 above
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is an impressive four-wheel drive truck with a sleek Satin Steel Metallic exterior and a stylish Jet Black interior, perfect for adventure!
Tampa, FL
42,559 mi.
Satin steel metallic
automatic
gasoline
Tampa, FL
$36,950
$952 above
average
2021 chevrolet silverado 1500 custom trail boss
Get ready to tackle any terrain with the 2021 Chevrolet Silverado 1500 Custom Trail Boss. This rugged beauty combines a powerful 5.3L V8 engine with sophisticated safety features, making it perfect for both work and play
![]()
Crew cab pickup
Marianna, FL
59,265 mi.
Blue
Crew cab pickup
automatic
gasoline
Marianna, FL
$35,177
$821 below
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss offers robust performance with its 10-Speed Automatic transmission and Four-wheel Drive, perfect for adventure lovers. With 65k miles and a sleek Shadow Gray Metallic exterior, it's designed for both comfort and capability
Lake City, FL
65,765 mi.
Shadow gray metallic
automatic
gasoline
Lake City, FL
$39,495
$3,497 above
average
2021 chevrolet silverado 1500 custom trail boss
Experience the rugged durability of the 2021 Chevrolet Silverado 1500 Custom Trail Boss, equipped with a powerful 5.3L V8 engine, 4x4 capability, and a distinctive Realtree Special Edition design
Estero, FL
63,131 mi.
White
automatic
gasoline
Estero, FL
$35,950
$48 below
average
2021 chevrolet silverado 1500 custom trail boss
Explore the rugged capabilities of this 2021 Chevrolet Silverado 1500 Custom Trail Boss featuring Oxford Brown Metallic exterior and Jet Black interior. Just 55,341 miles and certified for your peace of mind
Brooksville, FL
55,341 mi.
Brown
automatic
gasoline
Brooksville, FL
$36,459
$461 above
average
2021 chevrolet silverado 1500 custom trail boss
Drive with confidence in this 2021 Chevrolet Silverado 1500 Custom Trail Boss, featuring new tires, a powerful V6 engine, and an array of modern tech and comfort options, all in a stunning Silver Ice Metallic finish
Clearwater, FL
65,543 mi.
Silver
automatic
gasoline
Clearwater, FL
$35,200
$798 below
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss in Black offers a powerful drive with four-wheel drive capabilities. Priced below market average, it's a fantastic deal for those looking for reliability and style
Orlando, FL
40,575 mi.
Black
automatic
gasoline
Orlando, FL
$37,989
$1,991 above
average
2021 chevrolet silverado 1500 custom trail boss
This one-owner 2021 Chevrolet Silverado 1500 Custom Trail Boss in Shadow Gray Metallic features a robust 6-speed automatic transmission and is designed for off-road capability with its four-wheel drive system
Miami, FL
58,536 mi.
Shadow gray metallic
automatic
gasoline
Miami, FL
$32,990
$3,008 below
average
2021 chevrolet silverado 1500 custom trail boss
Discover the powerful 2021 Chevrolet Silverado 1500 Custom Trail Boss with only 42,392 miles. This four-wheel drive truck features an automatic transmission and an eye-catching Oxford Brown Metallic exterior
Brandon, FL
42,392 mi.
Oxford brown metallic
automatic
gasoline
Brandon, FL
$35,998
$0 above
average
2021 chevrolet silverado 1500 custom trail boss
Experience the rugged capability of this 2021 Chevrolet Silverado 1500 Custom Trail Boss in black with jet black interior. Equipped with four-wheel drive and an automatic transmission, it's ready for any adventure
Brandon, FL
52,403 mi.
Black
automatic
gasoline
Brandon, FL
$32,998
$3,000 below
average
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss in Silver Ice Metallic is a great running truck with a powerful 5.3L ECOTEC3 V8 engine, loaded with features for off-road adventure
![]()
Truck
Fort Lauderdale, FL
29,949 mi.
Silver
Truck
automatic
gasoline
Fort Lauderdale, FL
$38,988
$2,990 above
average
- 1
- 2