Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Lee, MA
151 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by Denooyer Chevrolet
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,842 mi
Albany, NY
39 mi away
Good Deal
$27,500
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,807
- Stock #:
- M5066
- VIN:
- 3GCPKCEK0SG108461
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,807 mi
Rhinebeck, NY
42 mi away
Fair Deal
$43,075
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 29,816
- Stock #:
- PV26115A
- VIN:
- 3GCUDCE87RG153960
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,816 mi
Chicopee, MA
36 mi away
Fair Deal
$43,017
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 76,626
- Stock #:
- 44518
- VIN:
- 1GCPYCEH0LZ316876
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,626 mi
Albany, NY
39 mi away
Great Deal
$26,500
- 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
39 mi away
Good Deal
$27,500
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,733
- Stock #:
- ZR64242A
- VIN:
- 1GCPYCEF7LZ123588
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,733 mi
East Hartford, CT
50 mi away
Good Deal
$30,498
- 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:
- 10,418
- Stock #:
- U20778T
- VIN:
- 3GCPKCEK4SG326516
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,418 mi
Home delivery from St James, NY
Free home delivery
Good Deal
$41,168
- 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
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,673 mi
Suffield, CT
39 mi away
Good Deal
$23,339
$22,339
- 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:
- 39,868
- Stock #:
- 28210392
- VIN:
- 3GCPDCEK2PG188511
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,868 mi
Store transfer to Albany, NY
Price includes $1,599 shipping
Fair Deal
$37,597
- 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
48 mi away
Good Deal
$29,064
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,943
- Stock #:
- 29517
- VIN:
- 1GCPYCEKXNZ109832
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,943 mi
Home delivery from Cambridge, OH
Price includes $692 shipping
Good Deal
$30,668
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 79,241
- Stock #:
- 9T3281
- VIN:
- 1GCPYCEF1MZ261340
Price drop
-$662
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,241 mi
Albany, NY
36 mi away
Fair Deal
$30,787
$30,125
- 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 $200 shipping
Good Deal
$33,982
$32,982
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $2,169 shipping
Fair Deal
$35,659
- 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:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 93,619
- Stock #:
- KZ188219
- VIN:
- 1GCRYCEF5KZ188219
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,619 mi
Home delivery from Tacoma, WA
Price includes $2,398 shipping
Fair Deal
$26,536
- 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:
- 82,851
- Stock #:
- MK3086
- VIN:
- 1GCPYCEF1MZ371756
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,851 mi
Home delivery from Epsom, NH
Price includes $114 shipping
Fair Deal
$30,812
- 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, Cloth seat trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,003
- Stock #:
- PV26086A
- VIN:
- 3GCPDCEKXRG398597
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,003 mi
Chicopee, MA
36 mi away
Fair Deal
$39,958
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,807
- Stock #:
- M5066
- VIN:
- 3GCPKCEK0SG108461
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,807 mi
Rhinebeck, NY
42 mi away
Fair Deal
$43,075
- 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:
- Automatic
- Mileage:
- 73,718
- Stock #:
- 47682C
- VIN:
- 1GCRYCEF8KZ178395
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
73,718 mi
Home delivery from St Albans, VT
Price includes $171 shipping
Great Deal
$24,898
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,299
- Stock #:
- G4453CB
- VIN:
- 1GCRYCEH0KZ256086
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
83,299 mi
Home delivery from Tallmadge, OH
Price includes $645 shipping
Good Deal
$25,045
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 29,816
- Stock #:
- PV26115A
- VIN:
- 3GCUDCE87RG153960
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,816 mi
Chicopee, MA
36 mi away
Fair Deal
$43,017
- 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 Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,046
- Stock #:
- 10T2450
- VIN:
- 3GCPDCEK7NG676916
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,046 mi
Albany, NY
36 mi away
Fair Deal
$32,250
- 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:
- 30,863
- Stock #:
- U301A
- VIN:
- 3GCPDCEKXPG273791
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,863 mi
Home delivery from Oswego, NY
Price includes $358 shipping
Fair Deal
$38,118
- 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
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,178 mi
Thomaston, CT
48 mi away
Good Deal
$29,064
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Lee, MA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,117.38. The average price has decreased by -4.4% since last year. The 153 for sale near Lee, MA on CarGurus, range from $19,259 to $64,010 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Lee, MA have no reported accidents or damage?
145 out of 153 for sale near Lee, 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 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 Lee MAChevrolet Silverado 1500 RST in Lee MAChevrolet Silverado 1500 LTZ in Lee MAChevrolet Silverado 1500 LT Trail Boss in Lee MAChevrolet Silverado 1500 LT1 in Lee MAChevrolet Silverado 1500 Custom in Lee MAChevrolet Silverado 1500 High Country in Lee MAChevrolet Silverado 1500 Custom Trail Boss in Lee MAChevrolet Silverado 1500 Work Truck in Lee MA
Chevrolet Silverado 1500 in Pittsfield MAChevrolet Silverado 1500 in Chicopee MAChevrolet Silverado 1500 in Albany NYChevrolet Silverado 1500 in Hartford CTChevrolet Silverado 1500 in Brattleboro VTChevrolet Silverado 1500 in Newburgh NYChevrolet Silverado 1500 in New Haven CTChevrolet Silverado 1500 in Worcester MAChevrolet Silverado 1500 in Stamford CT
Chevrolet Silverado 1500 in Lee MAOld Chevy Trucks for Sale in Lee MAClassic Muscle Cars for Sale in Lee MAChevrolet Trucks For Sale in Lee MACheap Muscle Cars for Sale in Lee MAWork Trucks for Sale in Lee MAReliable Cars For Sale in Lee MAAmerican Made Trucks For Sale in Lee MABest Pickup Trucks For Sale in Lee MABest Cars Under $5,000 For Sale in Lee 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 LeeUsed SUVs / Crossovers for Sale with Low Mileage in LeeUsed Hatchbacks for Sale with Low Mileage in LeeUsed Convertibles for Sale with Low Mileage in LeeUsed Vans for Sale with Low Mileage in LeeUsed Minivans for Sale with Low Mileage in LeeUsed Pickup Trucks for Sale with Low Mileage in LeeUsed Coupes for Sale with Low Mileage in LeeUsed Wagons for Sale with Low Mileage in Lee
