Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearEastham, MA
150 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,663
- Stock #:
- 91624TM
- VIN:
- 3GCPYCEF0LG156190
Price drop
-$1,184
Sponsored by Bourne's Auto Center
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,663 mi
South Easton, MA
58 mi away
Good Deal
$29,574
$28,974
- 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:
- 79,567
- Stock #:
- U1200390B
- VIN:
- 1GCPYCEFXMZ315251
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,567 mi
Norwood, MA
67 mi away
Good Deal
$30,029
- 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:
- 33,269
- Stock #:
- CW61124A
- VIN:
- 3GCUDCED7RG321948
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,269 mi
Warwick, RI
75 mi away
Fair Deal
$43,898
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,506
- Stock #:
- P1822
- VIN:
- 3GCPKCEK0SG333141
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,506 mi
Home delivery from Brodheadsville, PA
Price includes $576 shipping
Fair Deal
$44,731
- 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 $2,304 shipping
Good Deal
$42,304
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,847
- Stock #:
- 101543C
- VIN:
- 1GCPYCEK7NZ101543
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,847 mi
Framingham, MA
82 mi away
Great Deal
$34,995
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 22,873
- Stock #:
- 402210
- VIN:
- 3GCPDCEK4RG402210
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,873 mi
Home delivery from Orlando, FL
Price includes $1,116 shipping
Fair Deal
$43,503
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,654
- Stock #:
- 48735
- VIN:
- 3GCPDCEK7RG190483
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,654 mi
Mendon, MA
82 mi away
Good Deal
$38,467
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Home delivery from Belford, NJ
Price includes $495 shipping
Fair Deal
$29,658
- 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:
- 12,621
- Stock #:
- P10485
- VIN:
- 3GCUDCED5RG332205
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,621 mi
Norwood, MA
67 mi away
Fair Deal
$45,024
- 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)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,665
- Stock #:
- U2000791
- VIN:
- 1GCPYCEF2KZ173152
Price drop
-$867
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,665 mi
Home delivery from Plymouth, NH
Price includes $316 shipping
Good Deal
$28,619
$27,752
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 111,895
- Stock #:
- MZ266851
- VIN:
- 1GCPYCEF7MZ266851
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,895 mi
Hanover, MA
48 mi away
Good Deal
$25,875
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Blue Metallic
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,097
- Stock #:
- U228460
- VIN:
- 1GCPYCEK8NZ168460
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,097 mi
South Yarmouth, MA
16 mi away
Good Deal
$37,084
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $702 shipping
Great Deal
$29,602
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,532
- Stock #:
- TP6940
- VIN:
- 3GCPKCEK4SG347138
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,532 mi
Milford, MA
81 mi away
Fair Deal
$41,467
- Year:
- 2021
- 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:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 65,300
- Stock #:
- S3971B
- VIN:
- 3GCPYCEH3MG246873
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,300 mi
Woonsocket, RI
78 mi away
Good Deal
$31,172
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,926
- Stock #:
- SS6434A
- VIN:
- 1GCPYCEH4KZ399601
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,926 mi
Raynham, MA
54 mi away
Good Deal
$31,355
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,828
- Stock #:
- HM761
- VIN:
- 3GCPDCEK0PG240055
Price drop
-$700
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,828 mi
Milford, MA
82 mi away
Good Deal
$34,495
$33,795
- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,716
- Stock #:
- 565877
- VIN:
- 1GCRYCEF4KZ283306
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
107,716 mi
Whitman, MA
53 mi away
Fair Deal
$24,294
- 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 $1,443 shipping
Good Deal
$43,510
- 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:
- 79,567
- Stock #:
- U1200390B
- VIN:
- 1GCPYCEFXMZ315251
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,567 mi
Norwood, MA
67 mi away
Good Deal
$30,029
- 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 $952 shipping
Great Deal
$31,598
- 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:
- Glacier Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,870
- Stock #:
- T1916X
- VIN:
- 3GCPDCEK7RG192735
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,870 mi
Westborough, MA
89 mi away
Good Deal
$41,495
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,483
- Stock #:
- B8326
- VIN:
- 3GCPDCEK0RG331300
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,483 mi
Raynham, MA
54 mi away
Fair Deal
$40,522
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Eastham, MA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,788.28. The average price has decreased by -0.7% since last year. The 111 for sale near Eastham, MA on CarGurus, range from $23,154 to $68,319 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Eastham, MA have no reported accidents or damage?
95 out of 111 for sale near Eastham, MA 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 23 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 Eastham MAChevrolet Silverado 1500 RST in Eastham MAChevrolet Silverado 1500 LTZ in Eastham MAChevrolet Silverado 1500 LT Trail Boss in Eastham MAChevrolet Silverado 1500 LT1 in Eastham MAChevrolet Silverado 1500 Custom in Eastham MAChevrolet Silverado 1500 High Country in Eastham MAChevrolet Silverado 1500 Custom Trail Boss in Eastham MAChevrolet Silverado 1500 Work Truck in Eastham MA
Chevrolet Silverado 1500 in Plymouth MAChevrolet Silverado 1500 in New Bedford MAChevrolet Silverado 1500 in Boston MAChevrolet Silverado 1500 in Providence RIChevrolet Silverado 1500 in Portsmouth NHChevrolet Silverado 1500 in Groton MAChevrolet Silverado 1500 in Worcester MAChevrolet Silverado 1500 in Manchester NHChevrolet Silverado 1500 in Portland ME
Chevrolet Silverado 1500 in Eastham MAOld Chevy Trucks for Sale in Eastham MAClassic Muscle Cars for Sale in Eastham MAChevrolet Trucks For Sale in Eastham MACheap Muscle Cars for Sale in Eastham MAWork Trucks for Sale in Eastham MAReliable Cars For Sale in Eastham MAAmerican Made Trucks For Sale in Eastham MABest Pickup Trucks For Sale in Eastham MABest Cars Under $5,000 For Sale in Eastham MA
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 EasthamUsed SUVs / Crossovers for Sale with Low Mileage in EasthamUsed Hatchbacks for Sale with Low Mileage in EasthamUsed Convertibles for Sale with Low Mileage in EasthamUsed Vans for Sale with Low Mileage in EasthamUsed Minivans for Sale with Low Mileage in EasthamUsed Pickup Trucks for Sale with Low Mileage in EasthamUsed Coupes for Sale with Low Mileage in EasthamUsed Wagons for Sale with Low Mileage in Eastham
