Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearHomestead, FL
126 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Price drop
-$500
Sponsored by Bomnin Doral Chrysler Dodge Jeep RAM
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,480 mi
Miami, FL
22 mi away
Good Deal
$24,489
$23,989
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,043
- Stock #:
- 1138849A
- VIN:
- 3GCUKCE86SG193605
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,043 mi
Miami, FL
17 mi away
Good Deal
$42,489
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,254
- Stock #:
- F289493A
- VIN:
- 3GCPYCEH8LG201085
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,254 mi
Miami, FL
17 mi away
Fair Deal
$23,989
- 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
Price drop
-$2,452
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,021 mi
Home delivery from Palm Coast, FL
Price includes $749 shipping
Good Deal
$44,391
$41,939
- 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 $228 shipping
Good Deal
$35,207
- 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
Price drop
-$500
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,480 mi
Miami, FL
22 mi away
Good Deal
$24,489
$23,989
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 79,482
- Stock #:
- TG417651A
- VIN:
- 3GCPYCEF9MG483026
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,482 mi
Miami, FL
22 mi away
Good Deal
$28,985
- 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
Price drop
-$776
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,874 mi
Miami, FL
22 mi away
Fair Deal
$39,220
$38,444
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,945 mi
Miami Lakes, FL
32 mi away
Good Deal
$42,248
- 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
30 mi away
Good Deal
$39,590
- 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
11 mi away
Fair Deal
$40,489
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,690 mi
Miami, FL
11 mi away
Fair Deal
$27,989
- 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 $1,401 shipping
Fair Deal
$33,311
- 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 $274 shipping
Great Deal
$21,159
- 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 $217 shipping
Fair Deal
$25,914
- 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
22 mi away
Good Deal
$38,489
- 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
17 mi away
Fair Deal
$34,489
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,554
- Stock #:
- L26T051A
- VIN:
- 3GCUKCED6SG129528
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,554 mi
Home delivery from Stuart, FL
Price includes $109 shipping
Fair Deal
$46,391
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,254
- Stock #:
- F289493A
- VIN:
- 3GCPYCEH8LG201085
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,254 mi
Miami, FL
17 mi away
Fair Deal
$23,989
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,043
- Stock #:
- 1138849A
- VIN:
- 3GCUKCE86SG193605
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,043 mi
Miami, FL
17 mi away
Good Deal
$42,489
- 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:
- 6,412
- Stock #:
- G330126A
- VIN:
- 3GCUKCED9SG197256
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,412 mi
Miami, FL
17 mi away
Good Deal
$44,989
- 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:
- 47,284
- Stock #:
- Z352445A
- VIN:
- 3GCPDCEK5PG172772
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,284 mi
Miami, FL
17 mi away
Fair Deal
$35,989
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,135
- Stock #:
- MG325895
- VIN:
- 3GCPYCEL8MG325895
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,135 mi
Home delivery from Plant City, FL
Price includes $308 shipping
Fair Deal
$35,894
- 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:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,790
- Stock #:
- AM349890
- VIN:
- 3GCPYCEF5MG349890
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,790 mi
Hollywood, FL
40 mi away
Good Deal
$25,034
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Homestead, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,054.95. The average price has decreased by -0.4% since last year. The 126 for sale near Homestead, FL on CarGurus, range from $21,159 to $64,274 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Homestead, FL have no reported accidents or damage?
124 out of 126 for sale near Homestead, 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
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
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.
Chevrolet Silverado 1500 LT in Homestead FLChevrolet Silverado 1500 RST in Homestead FLChevrolet Silverado 1500 LTZ in Homestead FLChevrolet Silverado 1500 LT Trail Boss in Homestead FLChevrolet Silverado 1500 LT1 in Homestead FLChevrolet Silverado 1500 Custom in Homestead FLChevrolet Silverado 1500 High Country in Homestead FLChevrolet Silverado 1500 Custom Trail Boss in Homestead FLChevrolet Silverado 1500 Work Truck in Homestead FL
Chevrolet Silverado 1500 in Miami FLChevrolet Silverado 1500 in Fort Lauderdale FLChevrolet Silverado 1500 in West Palm Beach FLChevrolet Silverado 1500 in Naples FLChevrolet Silverado 1500 in Key West FLChevrolet Silverado 1500 in Fort Myers FLChevrolet Silverado 1500 in Okeechobee FLChevrolet Silverado 1500 in Fort Pierce FLChevrolet Silverado 1500 in North Port FL
Chevrolet Silverado 1500 in Homestead FLOld Chevy Trucks for Sale in Homestead FLClassic Muscle Cars for Sale in Homestead FLChevrolet Trucks For Sale in Homestead FLCheap Muscle Cars for Sale in Homestead FLWork Trucks for Sale in Homestead FLReliable Cars For Sale in Homestead FLAmerican Made Trucks For Sale in Homestead FLBest Pickup Trucks For Sale in Homestead FLBest Cars Under $5,000 For Sale in Homestead 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 HomesteadUsed SUVs / Crossovers for Sale with Low Mileage in HomesteadUsed Hatchbacks for Sale with Low Mileage in HomesteadUsed Convertibles for Sale with Low Mileage in HomesteadUsed Vans for Sale with Low Mileage in HomesteadUsed Minivans for Sale with Low Mileage in HomesteadUsed Pickup Trucks for Sale with Low Mileage in HomesteadUsed Coupes for Sale with Low Mileage in HomesteadUsed Wagons for Sale with Low Mileage in Homestead
