Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Stillwater, NY
198 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 71,786
- Stock #:
- M5080
- VIN:
- 3GCUDCED8PG122758
Sponsored by Ruge's Automotive
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,786 mi
Rhinebeck, NY
69 mi away
Good Deal
$34,944
- 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:
- 32,120
- Stock #:
- N5400535A
- VIN:
- 3GCUKCED6SG309964
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,120 mi
Lebanon, NH
84 mi away
Good Deal
$39,529
- Year:
- 2022
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,175
- Stock #:
- 31029A
- VIN:
- 1GCPYCEK1NZ137731
Price drop
-$796
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,175 mi
Glens Falls, NY
25 mi away
Good Deal
$31,771
$30,975
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 81,609
- Stock #:
- TR26219B
- VIN:
- 1GCPYCEFXLZ207484
Price drop
-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,609 mi
Glens Falls, NY
26 mi away
Great Deal
$27,200
$26,200
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,885
- Stock #:
- 260706B
- VIN:
- 3GCPDCEKXRG256007
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,885 mi
Claremont, NH
69 mi away
Good Deal
$36,685
- 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:
- 91,842
- Stock #:
- 43999
- VIN:
- 3GCPYCEF3MG435456
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,842 mi
Albany, NY
18 mi away
Good Deal
$26,262
- 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:
- 21,525
- Stock #:
- BU2554A
- VIN:
- 3GCUDCED7PG364215
Price drop
-$900
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,525 mi
Poughkeepsie, NY
92 mi away
Good Deal
$40,575
$39,675
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,602
- Stock #:
- S1560A
- VIN:
- 3GCUKCED1TG144617
Price drop
-$1,560
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,602 mi
Stafford Springs, CT
93 mi away
Good Deal
$46,360
$44,800
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 97,071
- Stock #:
- 5564
- VIN:
- 3GCPYCEF2LG198182
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,071 mi
Feeding Hills, MA
77 mi away
Great Deal
$24,394
- 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:
- 40,906
- Stock #:
- 261566A
- VIN:
- 3GCUDCE86RG140469
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,906 mi
Claremont, NH
69 mi away
Good Deal
$38,531
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,831
- Stock #:
- T262923A
- VIN:
- 1GCPYCEF8MZ212281
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,831 mi
Ballston Spa, NY
10 mi away
Fair Deal
$27,101
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 77,626
- Stock #:
- UV4841
- VIN:
- 3GCPDCEK1NG604609
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,626 mi
Bennington, VT
20 mi away
Good Deal
$29,897
- 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:
- 27,649
- Stock #:
- T263088B
- VIN:
- 3GCPDCEK1PG305429
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,649 mi
Ballston Spa, NY
10 mi away
Fair Deal
$38,901
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 37,730
- Stock #:
- GP1268
- VIN:
- 1GCRYCEF3LZ104528
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
37,730 mi
Greenwich, NY
12 mi away
Fair Deal
$32,497
- 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:
- 112,673
- Stock #:
- 330377
- VIN:
- 1GCPYCEF1KZ330377
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,673 mi
Suffield, CT
82 mi away
Good Deal
$21,339
- Year:
- 2026
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5,034
- Stock #:
- T262862A
- VIN:
- 3GCUKCED2TG176363
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,034 mi
Ballston Spa, NY
10 mi away
Great Deal
$42,126
- 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:
- 76,212
- Stock #:
- D3744A
- VIN:
- 3GCPYCEF3LG388704
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,212 mi
Utica, NY
82 mi away
Good Deal
$27,575
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 89,178
- Stock #:
- C9068209A
- VIN:
- 3GCPYCEF1MG344184
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,178 mi
Thomaston, CT
93 mi away
Good Deal
$28,283
- Year:
- 2022
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 62,428
- Stock #:
- 201656
- VIN:
- 3GCPYCEK5NG201656
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,428 mi
Rome, NY
97 mi away
Good Deal
$31,175
- 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:
- Shadow Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 41,350
- Stock #:
- 21180-03
- VIN:
- 1GCRYCEF4LZ286594
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
41,350 mi
Vernon, CT
96 mi away
Fair Deal
$32,441
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 58,794
- Stock #:
- 46327P
- VIN:
- 1GCPYCEF0KZ254487
Price drop
-$1,175
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,794 mi
Utica, NY
82 mi away
Great Deal
$27,000
$26,000
- 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:
- 43,753
- Stock #:
- 2450GE
- VIN:
- 3GCPDCEKXRG182264
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,753 mi
Boonville, NY
88 mi away
Fair Deal
$36,736
- 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:
- 62,250
- Stock #:
- G26162A
- VIN:
- 3GCPDCEK1RG249043
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,250 mi
Brattleboro, VT
53 mi away
Good Deal
$34,504
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,831
- Stock #:
- T262923A
- VIN:
- 1GCPYCEF8MZ212281
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,831 mi
Ballston Spa, NY
10 mi away
Fair Deal
$27,101
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Stillwater, NY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,665.67. The average price has decreased by -5.6% since last year. The 159 for sale near Stillwater, NY on CarGurus, range from $18,510 to $56,844 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Stillwater, NY have no reported accidents or damage?
135 out of 159 for sale near Stillwater, NY 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.
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