Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearKey Biscayne, FL
120 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Cherry Red
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,690
- Stock #:
- G333813A
- VIN:
- 1GCPYCEF3MZ168545
Sponsored by Bomnin Chevrolet West Kendall
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,690 mi
Miami, FL
15 mi away
Fair Deal
$28,489
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Ash
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,237
- Stock #:
- N331344A
- VIN:
- 3GCUDCE83RG121829
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,237 mi
Miami, FL
13 mi away
Good Deal
$38,989
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,327
- Stock #:
- 5111035B
- VIN:
- 3GCUKCED4SG129527
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,327 mi
Miami, FL
9 mi away
Fair Deal
$45,489
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 88,681
- Stock #:
- G199121T
- VIN:
- 3GCPYCEF9LG199121
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,681 mi
Home delivery from Deland, FL
Price includes $430 shipping
Good Deal
$26,206
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,818
- Stock #:
- G399240A
- VIN:
- 3GCUDCEDXRG445180
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,818 mi
Home delivery from Jacksonville, FL
Price includes $328 shipping
Fair Deal
$44,618
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $225 shipping
Fair Deal
$35,714
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,480
- Stock #:
- 4164132A
- VIN:
- 1GCPYCEF0LZ179663
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,480 mi
Miami, FL
13 mi away
Good Deal
$24,489
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,021
- Stock #:
- S5221
- VIN:
- 3GCUDCE80RG406004
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,021 mi
Home delivery from Palm Coast, FL
Price includes $749 shipping
Fair Deal
$44,391
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $1,385 shipping
Fair Deal
$33,620
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 24,430
- Stock #:
- PS184688
- VIN:
- 3GCUDCE80RG314620
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,430 mi
Miami, FL
11 mi away
Good Deal
$40,050
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,945
- Stock #:
- J260520329T1
- VIN:
- 3GCUDCED8RG329671
Price drop
-$2,197
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,945 mi
Miami Lakes, FL
17 mi away
Good Deal
$44,445
$42,248
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,584
- Stock #:
- 180209T
- VIN:
- 3GCPKCEK9SG180209
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,584 mi
Home delivery from Orlando, FL
Price includes $500 shipping
Fair Deal
$43,668
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,733
- Stock #:
- G400001A
- VIN:
- 3GCUDCEDXRG133053
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,733 mi
Miami, FL
15 mi away
Good Deal
$40,489
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,874
- Stock #:
- PG172884
- VIN:
- 3GCPDCEK5PG172884
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,874 mi
Miami, FL
12 mi away
Fair Deal
$39,220
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 99,802
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,802 mi
Home delivery from Orlando, FL
Price includes $206 shipping
Fair Deal
$25,903
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Brown
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 141,315
- Stock #:
- 435347C
- VIN:
- 3GCPYCEF9MG435347
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
141,315 mi
Home delivery from Orlando, FL
Price includes $260 shipping
Great Deal
$21,145
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Ash
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,237
- Stock #:
- N331344A
- VIN:
- 3GCUDCE83RG121829
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,237 mi
Miami, FL
13 mi away
Good Deal
$38,989
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 119,092
- Stock #:
- F073
- VIN:
- 1GCPYCEF0MZ173587
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
119,092 mi
Home delivery from Painesville, OH
Price includes $2,212 shipping
Good Deal
$24,087
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,550
- Stock #:
- C26042565T1
- VIN:
- 3GCPYCEF3MG482423
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,550 mi
Miami Lakes, FL
17 mi away
Fair Deal
$34,249
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,291
- Stock #:
- NG192944
- VIN:
- 3GCPYCEK7NG192944
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,291 mi
Home delivery from Nokomis, FL
Price includes $256 shipping
Fair Deal
$29,192
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 100,306
- Stock #:
- TG275074A
- VIN:
- 3GCUDCET6NG547741
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
100,306 mi
Delray Beach, FL
50 mi away
Fair Deal
$30,819
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,860
- Stock #:
- G478752
- VIN:
- 3GCPYCEH0MG478752
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,860 mi
Home delivery from Houston, TX
Price includes $1,466 shipping
Fair Deal
$33,188
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 53,172
- Stock #:
- R199948A
- VIN:
- 1GCPYCEL1MZ253762
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,172 mi
Miami, FL
9 mi away
Fair Deal
$34,989
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,733
- Stock #:
- G400001A
- VIN:
- 3GCUDCEDXRG133053
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,733 mi
Miami, FL
15 mi away
Good Deal
$40,489
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Key Biscayne, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,073.80. The average price has decreased by -0.7% since last year. The 119 for sale near Key Biscayne, FL on CarGurus, range from $21,145 to $64,283 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Key Biscayne, FL have no reported accidents or damage?
119 out of 119 for sale near Key Biscayne, FL have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
CarGurus Editorial Team
Best Truck Lease Deals in July 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Best Car Deals in July 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
Chevrolet Silverado 1500 LT in Key Biscayne FLChevrolet Silverado 1500 RST in Key Biscayne FLChevrolet Silverado 1500 LTZ in Key Biscayne FLChevrolet Silverado 1500 LT Trail Boss in Key Biscayne FLChevrolet Silverado 1500 LT1 in Key Biscayne FLChevrolet Silverado 1500 Custom in Key Biscayne FLChevrolet Silverado 1500 High Country in Key Biscayne FLChevrolet Silverado 1500 Custom Trail Boss in Key Biscayne FLChevrolet Silverado 1500 Work Truck in Key Biscayne FL
Chevrolet Silverado 1500 in Miami FLChevrolet Silverado 1500 in Homestead FLChevrolet Silverado 1500 in Fort Lauderdale FLChevrolet Silverado 1500 in West Palm Beach FLChevrolet Silverado 1500 in Naples FLChevrolet Silverado 1500 in Okeechobee FLChevrolet Silverado 1500 in Fort Pierce FLChevrolet Silverado 1500 in Fort Myers FLChevrolet Silverado 1500 in Key West FL
Chevrolet Silverado 1500 in Key Biscayne FLOld Chevy Trucks for Sale in Key Biscayne FLClassic Muscle Cars for Sale in Key Biscayne FLChevrolet Trucks For Sale in Key Biscayne FLCheap Muscle Cars for Sale in Key Biscayne FLWork Trucks for Sale in Key Biscayne FLReliable Cars For Sale in Key Biscayne FLAmerican Made Trucks For Sale in Key Biscayne FLBest Pickup Trucks For Sale in Key Biscayne FLBest Cars Under $5,000 For Sale in Key Biscayne FL
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in Key BiscayneUsed SUVs / Crossovers for Sale with Low Mileage in Key BiscayneUsed Hatchbacks for Sale with Low Mileage in Key BiscayneUsed Convertibles for Sale with Low Mileage in Key BiscayneUsed Vans for Sale with Low Mileage in Key BiscayneUsed Minivans for Sale with Low Mileage in Key BiscayneUsed Pickup Trucks for Sale with Low Mileage in Key BiscayneUsed Coupes for Sale with Low Mileage in Key BiscayneUsed Wagons for Sale with Low Mileage in Key Biscayne
