Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLong Key, FL
115 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by Bomnin Chevrolet Dadeland
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,088 mi
Miami, FL
68 mi away
Good Deal
$40,988
- Year:
- 2019
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,363
- Stock #:
- KZ371256
- VIN:
- 1GCRYCEH4KZ371256
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
87,363 mi
Palmetto Bay, FL
62 mi away
Great Deal
$22,599
- 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:
- 37,562
- Stock #:
- C260915398T1
- VIN:
- 3GCUKCE8XSG242370
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,562 mi
Miami Lakes, FL
83 mi away
Fair Deal
$40,440
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,178
- Stock #:
- Z240465
- VIN:
- 1GCPYCEF4MZ240465
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,178 mi
Home delivery from Port Richey, FL
Price includes $599 shipping
Good Deal
$31,686
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $863 shipping
Fair Deal
$31,348
- 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
Good Deal
$24,955
- 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:
- 23,020
- Stock #:
- TR410776B
- VIN:
- 3GCPDCEK7RG211817
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,020 mi
Fort Lauderdale, FL
99 mi away
Good Deal
$37,744
- 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
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,868 mi
Pembroke Pines, FL
87 mi away
Good Deal
$35,045
- 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
Price drop
-$500
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,557 mi
Miami, FL
68 mi away
Great Deal
$23,488
$22,988
- 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
Price drop
-$1,869
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,035 mi
Home delivery from Jacksonville, FL
Price includes $382 shipping
Good Deal
$45,458
$43,589
- 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:
- 44,915
- Stock #:
- RG113414
- VIN:
- 3GCUDCE80RG113414
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,915 mi
Pembroke Pines, FL
89 mi away
Good Deal
$37,995
- 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:
- 63,718
- Stock #:
- T655610A
- VIN:
- 3GCUDCET5NG655610
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,718 mi
Home delivery from West Palm Beach, FL
Free home delivery
Fair Deal
$34,794
- 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
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,043 mi
Miami, FL
68 mi away
Great Deal
$41,488
$40,488
- 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:
- 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
$25,369
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,297
- Stock #:
- WNV5556C
- VIN:
- 3GCPKCEK6TG192058
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,297 mi
Home delivery from Jacksonville, FL
Price includes $382 shipping
Fair Deal
$47,672
- 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
-$1,096
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,874 mi
Miami, FL
73 mi away
Good Deal
$36,394
$35,298
- 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
$38,988
- 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
Good Deal
$37,488
- 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
Good Deal
$40,988
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $1,087 shipping
Fair Deal
$35,669
- 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:
- 80,244
- Stock #:
- 140812B
- VIN:
- 1GCPYCEF5LZ140812
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,244 mi
Home delivery from Dallas, TX
Price includes $1,113 shipping
Fair Deal
$29,238
- 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
Photos coming soon
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,820 mi
Miami, FL
87 mi away
Fair Deal
$34,730
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,458
- Stock #:
- G200216A
- VIN:
- 3GCPDCEK0PG193982
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,458 mi
Miami, FL
62 mi away
Fair Deal
$35,488
- 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:
- 87,291
- Stock #:
- MZ297345
- VIN:
- 1GCPYCEF4MZ297345
Price drop
-$500
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,291 mi
Palmetto Bay, FL
62 mi away
Great Deal
$23,999
$23,499
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Long Key, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,270.08. The average price has decreased by -3.6% since last year. The 108 for sale near Long Key, FL on CarGurus, range from $21,324 to $65,110 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Long Key, FL have no reported accidents or damage?
91 out of 108 for sale near Long Key, 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
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.
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
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 Long Key FLChevrolet Silverado 1500 RST in Long Key FLChevrolet Silverado 1500 LTZ in Long Key FLChevrolet Silverado 1500 LT Trail Boss in Long Key FLChevrolet Silverado 1500 LT1 in Long Key FLChevrolet Silverado 1500 Custom in Long Key FLChevrolet Silverado 1500 High Country in Long Key FLChevrolet Silverado 1500 Custom Trail Boss in Long Key FLChevrolet Silverado 1500 Work Truck in Long Key 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 Long Key FLOld Chevy Trucks for Sale in Long Key FLClassic Muscle Cars for Sale in Long Key FLChevrolet Trucks For Sale in Long Key FLCheap Muscle Cars for Sale in Long Key FLWork Trucks for Sale in Long Key FLReliable Cars For Sale in Long Key FLAmerican Made Trucks For Sale in Long Key FLBest Pickup Trucks For Sale in Long Key FLBest Cars Under $5,000 For Sale in Long Key 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 Long KeyUsed SUVs / Crossovers for Sale with Low Mileage in Long KeyUsed Hatchbacks for Sale with Low Mileage in Long KeyUsed Convertibles for Sale with Low Mileage in Long KeyUsed Vans for Sale with Low Mileage in Long KeyUsed Minivans for Sale with Low Mileage in Long KeyUsed Pickup Trucks for Sale with Low Mileage in Long KeyUsed Coupes for Sale with Low Mileage in Long KeyUsed Wagons for Sale with Low Mileage in Long Key
