Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near 32909
150 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:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,079
- Stock #:
- 338349P
- VIN:
- 3GCPKCEK5SG338349
Sponsored by Starling Chevrolet GMC
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,079 mi
Saint Cloud, FL
43 mi away
Fair Deal
$43,671
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 72,167
- Stock #:
- P13994
- VIN:
- 3GCPYCEF5KG238723
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,167 mi
Orlando, FL
59 mi away
Fair Deal
$29,770
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,775
- Stock #:
- 1T26573A
- VIN:
- 3GCUKCE80SG174743
Price drop
-$1,000
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,775 mi
Vero Beach, FL
26 mi away
Fair Deal
$45,394
$44,394
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 28,264
- Stock #:
- G243223T
- VIN:
- 3GCUKCE82SG243223
Price drop
-$3,641
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
28,264 mi
Daytona Beach, FL
92 mi away
Great Deal
$43,040
$41,187
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,249
- Stock #:
- COF260754A
- VIN:
- 3GCPDCEK5PG312349
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,249 mi
Fort Pierce, FL
42 mi away
Good Deal
$35,802
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 7,655
- Stock #:
- U34637A
- VIN:
- 3GCPKCEK7TG137716
Price drop
-$3,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,655 mi
Daytona Beach, FL
93 mi away
Great Deal
$46,379
$43,379
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,893
- Stock #:
- C630228A
- VIN:
- 1GCPYCEH5LZ139161
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,893 mi
Dade City, FL
97 mi away
Fair Deal
$29,448
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Home delivery from Seffner, FL
Price includes $106 shipping
Great Deal
$34,098
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,876
- Stock #:
- FT0945A
- VIN:
- 3GCPKCEK0SG330269
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,876 mi
Daytona Beach, FL
94 mi away
Great Deal
$40,467
- 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
Orlando, FL
57 mi away
Great Deal
$24,988
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 72,167
- Stock #:
- P13994
- VIN:
- 3GCPYCEF5KG238723
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,167 mi
Orlando, FL
59 mi away
Fair Deal
$29,770
- 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:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,155
- Stock #:
- 1T26421A
- VIN:
- 3GCPDCEKXRG445742
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,155 mi
Lake Wales, FL
58 mi away
Fair Deal
$41,994
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,389
- Stock #:
- 103642
- VIN:
- 3GCPDCEK6RG103642
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,389 mi
Home delivery from Mobile, AL
Price includes $998 shipping
Fair Deal
$35,193
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,775
- Stock #:
- 1T26573A
- VIN:
- 3GCUKCE80SG174743
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,775 mi
Vero Beach, FL
26 mi away
Fair Deal
$45,394
$44,394
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $1,993 shipping
Good Deal
$41,943
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,522
- Stock #:
- 41261875A
- VIN:
- 3GCPDCEK1RG438923
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,522 mi
Orlando, FL
57 mi away
Fair Deal
$42,982
- 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 $1,192 shipping
Good Deal
$31,532
- 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:
- Gray (Satin Steel Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 108,864
- Stock #:
- KZ265479
- VIN:
- 1GCPYCEF1KZ265479
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,864 mi
Winter Park, FL
63 mi away
Great Deal
$23,294
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,652
- Stock #:
- 44518
- VIN:
- 3GCUKCED4SG222077
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,652 mi
Home delivery from Lubbock, TX
Price includes $3,960 shipping
Fair Deal
$45,735
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,079
- Stock #:
- 338349P
- VIN:
- 3GCPKCEK5SG338349
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,079 mi
Saint Cloud, FL
43 mi away
Fair Deal
$43,671
- 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:
- Silver
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 133,123
- Stock #:
- 374625
- VIN:
- 1GCRYCEF4KZ374625
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
133,123 mi
Brandon, FL
99 mi away
Great Deal
$19,985
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,097
- Stock #:
- MZ290635
- VIN:
- 1GCPYCEF0MZ290635
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,097 mi
Kissimmee, FL
53 mi away
Fair Deal
$35,868
- 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:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $712 shipping
Fair Deal
$42,780
- 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
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,802 mi
Orlando, FL
60 mi away
Fair Deal
$25,399
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in 32909?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,769.15. The average price has decreased by -0.8% since last year. The 139 for sale near 32909 on CarGurus, range from $20,136 to $66,977 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in 32909 have no reported accidents or damage?
136 out of 139 for sale near 32909 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
Best Truck Lease Deals in August 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
Car Deals with 0% APR in August 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 Car Deals in August 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 32909Chevrolet Silverado 1500 RST in 32909Chevrolet Silverado 1500 LTZ in 32909Chevrolet Silverado 1500 LT Trail Boss in 32909Chevrolet Silverado 1500 LT1 in 32909Chevrolet Silverado 1500 Custom in 32909Chevrolet Silverado 1500 High Country in 32909Chevrolet Silverado 1500 Custom Trail Boss in 32909Chevrolet Silverado 1500 Work Truck in 32909
Chevrolet Silverado 1500 in Melbourne FLChevrolet Silverado 1500 in Fort Pierce FLChevrolet Silverado 1500 in Okeechobee FLChevrolet Silverado 1500 in Titusville FLChevrolet Silverado 1500 in Sebring FLChevrolet Silverado 1500 in Orlando FLChevrolet Silverado 1500 in Lakeland FLChevrolet Silverado 1500 in West Palm Beach FLChevrolet Silverado 1500 in Daytona Beach FL
Chevrolet Silverado 1500 in 32909Old Chevy Trucks for Sale in 32909Classic Muscle Cars for Sale in 32909Chevrolet Trucks For Sale in 32909Cheap Muscle Cars for Sale in 32909Work Trucks for Sale in 32909Reliable Cars For Sale in 32909American Made Trucks For Sale in 32909Best Pickup Trucks For Sale in 32909Best Cars Under $5,000 For Sale in 32909
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 32909Used SUVs / Crossovers for Sale with Low Mileage in 32909Used Hatchbacks for Sale with Low Mileage in 32909Used Convertibles for Sale with Low Mileage in 32909Used Vans for Sale with Low Mileage in 32909Used Minivans for Sale with Low Mileage in 32909Used Pickup Trucks for Sale with Low Mileage in 32909Used Coupes for Sale with Low Mileage in 32909Used Wagons for Sale with Low Mileage in 32909
