Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Islamorada, FL
134 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 45,076
- Stock #:
- RG113414
- VIN:
- 3GCUDCE80RG113414
Price drop
-$790
Sponsored by AutoNation Chevrolet Pembroke Pines
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,076 mi
Pembroke Pines, FL
89 mi away
Great Deal
$37,281
$36,491
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,528
- Stock #:
- G126153A
- VIN:
- 3GCUDCED8RG289754
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,528 mi
Miami, FL
68 mi away
Great Deal
$36,488
- 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
Price drop
-$1,000
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,327 mi
Miami, FL
68 mi away
Fair Deal
$43,488
$42,488
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,035
- Stock #:
- WOP2030
- VIN:
- 3GCPKCEK8SG332030
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,035 mi
Home delivery from Jacksonville, FL
Price includes $382 shipping
Good Deal
$43,393
- 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
72 mi away
Great Deal
$40,988
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,528
- Stock #:
- G126153A
- VIN:
- 3GCUDCED8RG289754
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,528 mi
Miami, FL
68 mi away
Great Deal
$36,488
- 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
73 mi away
Great Deal
$34,895
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,235
- Stock #:
- 1480101A
- VIN:
- 3GCUDCED3RG121052
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,235 mi
Miami, FL
68 mi away
Good Deal
$39,488
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,088
- Stock #:
- F354666A
- VIN:
- 3GCUKCE86SG336889
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,088 mi
Miami, FL
68 mi away
Fair Deal
$40,988
- 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:
- Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 112,557
- Stock #:
- 1213648A
- VIN:
- 3GCPYCEF7MG292818
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,557 mi
Miami, FL
68 mi away
Good Deal
$23,488
- 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
68 mi away
Fair Deal
$34,488
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,056
- Stock #:
- Z455957A
- VIN:
- 3GCPDCEK4RG331543
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,056 mi
Miami, FL
62 mi away
Fair Deal
$36,488
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,037
- Stock #:
- TR410776B
- VIN:
- 3GCPDCEK7RG211817
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,037 mi
Fort Lauderdale, FL
99 mi away
Fair Deal
$37,842
- 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:
- 44,458
- Stock #:
- G200216A
- VIN:
- 3GCPDCEK0PG193982
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,458 mi
Homestead, FL
49 mi away
Fair Deal
$34,989
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $1,087 shipping
Good Deal
$34,869
$33,869
- 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 $256 shipping
Fair Deal
$24,955
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 13,957
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,957 mi
Home delivery from Irving, TX
Price includes $2,244 shipping
Fair Deal
$44,945
- Year:
- 2022
- 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:
- 129,857
- Stock #:
- 119868
- VIN:
- 1GCPYCEL3NZ119868
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
129,857 mi
Home delivery from Orlando, FL
Price includes $381 shipping
Good Deal
$25,278
- 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:
- 40,254
- Stock #:
- G476909A
- VIN:
- 3GCUDCED7RG339124
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,254 mi
Miami, FL
68 mi away
Fair Deal
$38,488
- Year:
- 2022
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,820
- Stock #:
- 123460C01
- VIN:
- 1GCPYCEL2NZ123460
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,820 mi
Miami, FL
87 mi away
Good Deal
$32,830
- Year:
- 2019
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,550
- Stock #:
- KZ370333T
- VIN:
- 1GCRYCEF4KZ370333
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,550 mi
Home delivery from Egg Harbor Township, NJ
Price includes $1,604 shipping
Fair Deal
$29,842
- 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:
- 25,465
- Stock #:
- P53073
- VIN:
- 3GCUKCED4SG212858
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,465 mi
Miami, FL
68 mi away
Fair Deal
$41,488
- Year:
- 2024
- 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:
- 39,868
- Stock #:
- RG331349
- VIN:
- 3GCPDCEK8RG331349
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,868 mi
Pembroke Pines, FL
87 mi away
Good Deal
$35,045
- 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
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,412 mi
Miami, FL
68 mi away
Fair Deal
$43,988
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Islamorada, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,096.69. The average price has decreased by -4.5% since last year. The 121 for sale near Islamorada, FL on CarGurus, range from $19,481 to $63,610 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Islamorada, FL have no reported accidents or damage?
98 out of 121 for sale near Islamorada, 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Islamorada FLChevrolet Silverado 1500 RST in Islamorada FLChevrolet Silverado 1500 LTZ in Islamorada FLChevrolet Silverado 1500 LT Trail Boss in Islamorada FLChevrolet Silverado 1500 LT1 in Islamorada FLChevrolet Silverado 1500 Custom in Islamorada FLChevrolet Silverado 1500 High Country in Islamorada FLChevrolet Silverado 1500 Custom Trail Boss in Islamorada FLChevrolet Silverado 1500 Work Truck in Islamorada FL
Chevrolet Silverado 1500 in Homestead FLChevrolet Silverado 1500 in Key West FLChevrolet Silverado 1500 in Miami FLChevrolet Silverado 1500 in Fort Lauderdale FLChevrolet Silverado 1500 in Naples FLChevrolet Silverado 1500 in West Palm Beach FLChevrolet Silverado 1500 in Fort Myers FLChevrolet Silverado 1500 in Okeechobee FLChevrolet Silverado 1500 in North Port FL
Chevrolet Silverado 1500 in Islamorada FLOld Chevy Trucks for Sale in Islamorada FLClassic Muscle Cars for Sale in Islamorada FLChevrolet Trucks For Sale in Islamorada FLCheap Muscle Cars for Sale in Islamorada FLWork Trucks for Sale in Islamorada FLReliable Cars For Sale in Islamorada FLAmerican Made Trucks For Sale in Islamorada FLBest Pickup Trucks For Sale in Islamorada FLBest Cars Under $5,000 For Sale in Islamorada 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 IslamoradaUsed SUVs / Crossovers for Sale with Low Mileage in IslamoradaUsed Hatchbacks for Sale with Low Mileage in IslamoradaUsed Convertibles for Sale with Low Mileage in IslamoradaUsed Vans for Sale with Low Mileage in IslamoradaUsed Minivans for Sale with Low Mileage in IslamoradaUsed Pickup Trucks for Sale with Low Mileage in IslamoradaUsed Coupes for Sale with Low Mileage in IslamoradaUsed Wagons for Sale with Low Mileage in Islamorada
