Used Chevrolet Silverado 1500 Custom Trail Boss in Florida (FL) For Sale (104 results)
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Price
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(9)under $30,000
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(64)under $40,000
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(102)under $50,000
Mileage
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(70)0 - 50000
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(26)50000 - 100000
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(6)100000 - 150000
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(2)150000 - 200000
Make
Model
Trim
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(557)lt
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(374)custom
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(352)rst
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(318)ltz
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(183)lt trail boss
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(182)high country
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(129)1lt
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custom trail boss
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(63)wt
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(56)work truck
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(37)2lt
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(35)limited
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(33)zr2
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(21)ls
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(6)lt lt1
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(6)w/t
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(4)lt lt2
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(4)silverado
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(3)lt z71
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(3)lt1
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(2)1lz
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(2)2lz
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(2)all-star edition
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(2)base
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(2)lt 2lt
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(2)lt w/1lt
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(2)ltz 1lz
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(2)work truck 1wt
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(1)all star edition
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(1)c10 chevy stepside pickup truck
Transmission type
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(99)automatic
Color
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(28)Black
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(13)White
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(12)Blue
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(8)Silver
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(3)Red
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(2)Brown
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(2)Gray
Body
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(11)
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Pickup truck -
(9)
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Crew cab -
(1)
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Truck
Drive
Fuel
State
City
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(13)Orlando, FL
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(9)Miami, FL
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(7)Jacksonville, FL
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(7)Tampa, FL
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(5)Lake City, FL
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(5)Tallahassee, FL
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(4)Bradenton, FL
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(4)Estero, FL
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(4)Lake Wales, FL
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(4)West Palm Beach, FL
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(3)Fort Myers, FL
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(3)Fort Pierce, FL
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(3)New Smyrna Beach, FL
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(3)Saint Cloud, FL
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(3)Sanford, FL
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(2)Brandon, FL
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(2)Marianna, FL
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(2)Palm Coast, FL
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(2)Punta Gorda, FL
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(1)Atlantic Beach, FL
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(1)Brooksville, FL
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(1)Clearwater, FL
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(1)Cocoa, FL
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(1)Daytona Beach, FL
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(1)Fort Lauderdale, FL
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(1)Lakeland, FL
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(1)Leesburg, FL
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(1)Mount Dora, FL
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(1)Ocala, FL
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(1)Orange Park, FL
Features
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(24)Backup camera
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(23)Bluetooth
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(16)Alloy wheels
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(14)Cruise control
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(14)Remote keyless entry
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(13)Clean Carfax
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(13)Electronic stability control
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(12)Air conditioning
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(12)Keyless entry
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(12)Satellite radio
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(10)Power windows
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(9)AM/FM radio
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(8)Power locks
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(7)Remote start
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(6)Door locks power
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(6)Heated mirrors
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(6)Running boards
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(6)Tachometer
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(4)Android auto
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(4)Apple CarPlay
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(4)Apple CarPlay/Android auto
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(4)Brake assist
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(4)Heated door mirrors
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(3)Advanced safety features
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(3)Aluminum wheels
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(3)Auto high-beam headlights
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(3)Passenger airbag
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(3)Privacy Glass
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(3)Security system
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(2)ABS brakes
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in sleek black features a powerful 3.0L I6 engine, 4WD, and a comfortable jet black interior. With only 7,024 miles, it’s equipped with modern technology and robust performance features
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4d crew cab
Lake Wales, FL
7,024 mi.
Black
4d crew cab
automatic
diesel
Lake Wales, FL
$49,999
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss is a one-owner truck featuring a sleek black exterior and a robust jet black interior. With just over 55,000 miles, it combines rugged capability with luxurious comfort
Sarasota, FL
55,213 mi.
Black
automatic
gasoline
Sarasota, FL
$39,995
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a powerful and stylish pickup with just under 4,000 miles. It features 4x4 capability, a turbocharged engine, and a suite of modern tech including a back-up camera and satellite radio
Panama City, FL
3,956 mi.
White
automatic
gasoline
Panama City, FL
$51,733
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a recent arrival with only 2,207 miles. It's equipped with a powerful 10-Speed Automatic transmission and features four-wheel drive, all in a striking Slate Gray Metallic finish
Lake City, FL
2,207 mi.
Slate gray metallic
automatic
gasoline
Lake City, FL
$49,341
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss combines rugged capability with modern tech. Experience the thrill of 4x4 driving, enhanced by features like Lane Keeping Assist, a Back-Up Camera, and WiFi Hotspot for connectivity on the go
Tallahassee, FL
9,392 mi.
Red
automatic
gasoline
Tallahassee, FL
$46,755
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a one-owner truck showcasing a bold black exterior and a comfortable interior with cloth seat trim. It's equipped with advanced features and still under factory warranty
Miami, FL
25,125 mi.
Black
automatic
gasoline
Miami, FL
$40,990
2024 Chevrolet Silverado 1500 custom trail boss
Experience the rugged power of the 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring 4X4 capability, advanced safety features, and a stylish Sterling Gray Metallic exterior. Perfect for tough terrains and daily drives alike
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Pickup truck
Estero, FL
8,223 mi.
Sterling gray metallic
Pickup truck
automatic
gasoline
Estero, FL
$47,688
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Dark Ash Metallic is equipped with a 2.7L Turbo engine, offering robust performance. Enjoy features like a power driver seat, 10-way adjustment, and a suite of cutting-edge technologies for an exceptional driving experience
Cocoa, FL
37,640 mi.
Dark ash metallic
automatic
gasoline
Cocoa, FL
$39,840
2024 chevrolet silverado 1500 custom trail boss
Experience the rugged capabilities of the 2024 Chevrolet Silverado 1500 Custom Trail Boss in Lakeshore Blue Metallic. With only 11,413 miles and an automatic transmission, this powerful four-wheel drive truck is ready for any adventure
Daytona Beach, FL
11,413 mi.
Blue
automatic
gasoline
Daytona Beach, FL
$49,422
2022 chevrolet silverado 1500 custom trail boss
Experience the robust 2022 Chevrolet Silverado 1500 Custom Trail Boss. With only 25,133 miles, it combines off-road capability, premium comfort, and cutting-edge technology in a powerful gray finish
Seffner, FL
25,133 mi.
Gray
automatic
gasoline
Seffner, FL
$38,484
2024 chevrolet silverado 1500 custom trail boss
Experience the rugged performance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss with a powerful EcoTec3 5.3L V8 engine, a smooth 10-speed automatic transmission, and just 7,732 miles. Perfect for off-road adventures!
Lakeland, FL
7,732 mi.
Slate gray metallic
automatic
gasoline
Lakeland, FL
$47,256
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Summit White features a powerful EcoTec3 5.3L V8 engine, 10-speed automatic transmission, and advanced 4WD capabilities. With only 28,914 miles, it's ready for any adventure
Ocala, FL
28,914 mi.
White
automatic
gasoline
Ocala, FL
$43,600
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss features a robust 4WD system and is powered by an EcoTec3 5.3L V8 engine, paired with a smooth 10-Speed Automatic transmission. With just over 37,000 miles, this one-owner truck is ready for your next adventure!
Lake City, FL
37,382 mi.
Sand dune metallic
automatic
gasoline
Lake City, FL
$40,585
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a powerful 4x4 truck equipped with a 5.3L V8 engine and advanced features like a Back-Up Camera and Lane Keeping Assist, making it an optimal choice for both work and play
Tallahassee, FL
25,441 mi.
White
automatic
gasoline
Tallahassee, FL
$50,000
2022 chevrolet silverado 1500 custom trail boss
Experience the rugged power of the 2022 Chevrolet Silverado 1500 Custom Trail Boss featuring a robust diesel engine, 4WD capability, and a range of modern conveniences. With low mileage and impressive features, it's ready for any adventure
Tampa, FL
30,599 mi.
Black
automatic
diesel
Tampa, FL
$36,484
2024 chevrolet silverado 1500 custom trail boss
Discover the rugged elegance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful 10-speed automatic transmission and a reliable four-wheel drive system, all with a stylish black exterior and interior
Lake City, FL
6,346 mi.
Black
automatic
gasoline
Lake City, FL
$47,673
2023 chevrolet silverado 1500 custom trail boss
Introducing the 2023 Chevrolet Silverado 1500 Custom Trail Boss in stunning Glacier Blue Metallic. With only 19,774 miles, it features modern conveniences like Bluetooth, Backup Camera, and remote start for a seamless driving experience
Punta Gorda, FL
19,774 mi.
Blue
automatic
gasoline
Punta Gorda, FL
$41,987
2024 chevrolet silverado 1500 custom trail boss
This one-owner 2024 Chevrolet Silverado 1500 Custom Trail Boss in Slate Gray Metallic is equipped with advanced safety features like lane assist and blind spot alert. Enjoy the premium audio and the convenience of a tow package and Bluetooth connectivity
Saint Cloud, FL
7,951 mi.
Slate gray metallic
automatic
gasoline
Saint Cloud, FL
$47,158
2024 chevrolet silverado 1500 custom trail boss
This stunning 2024 Chevrolet Silverado 1500 Custom Trail Boss features a clean history with one owner. It boasts alloy wheels, running boards, a bed liner, and Bluetooth, making it the perfect rugged vehicle for any adventure
Miami, FL
10,530 mi.
White
automatic
gasoline
Miami, FL
$44,490
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss comes in an eye-catching Northsky Blue Metallic. With low mileage and a powerful 2.7L Turbo engine, it's ready for any adventure while keeping you comfortable with a black cloth interior
West Palm Beach, FL
27,153 mi.
Blue
automatic
gasoline
West Palm Beach, FL
$38,777
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