CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near West Springfield, MA

140 results
West Springfield, MA
2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD A Better Way Wholesale

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,267 miles

$24,995

Great Deal
Naugatuck, CT
47 mi away
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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
81,267
Stock number:
115249N
VIN:
3GCPYCEF2KG115249

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

119,644 miles

$24,995

Fair Deal
Manchester, CT
25 mi away
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:
Automatic
Mileage:
119,644
Stock number:
224999
VIN:
3GCPYCEF7LG224999

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,410 miles

$31,589

Fair Deal
Bristol, CT
33 mi away
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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,410
Stock number:
UA38236A
VIN:
3GCPDCEK4NG569791

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,412 miles

$37,995

Fair Deal
Certified Pre-Owned
Cheshire, MA
40 mi away
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:
White
Transmission:
Automatic
Mileage:
24,412
Stock number:
CT-6348A
VIN:
3GCPDCEKXNG583856

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

126,232 miles

$21,995

Fair Deal
Rochdale, MA
38 mi away
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
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
126,232
Stock number:
4432
VIN:
1GCRYCEF8KZ344432

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,410 miles

$31,589

Fair Deal
Bristol, CT
33 mi away
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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,410
Stock number:
UA38236A
VIN:
3GCPDCEK4NG569791

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,267 miles

$24,995

Great Deal
Naugatuck, CT
47 mi away
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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
81,267
Stock number:
115249N
VIN:
3GCPYCEF2KG115249

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

83,639 miles

$27,880

Fair Deal
Litchfield, CT
40 mi away
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:
83,639
Stock number:
U28091
VIN:
1GCRYCEF7LZ259731

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

56,240 miles

$29,977

Fair Deal
Auburn, MA
40 mi away
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
Transmission:
6-Speed Automatic Overdrive
Mileage:
56,240
Stock number:
LAW5957
VIN:
1GCRYCEF4KZ252606

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Massachusetts
  6. / West Springfield

  • Chevrolet Silverado 1500 LT in West Springfield MA

  • Chevrolet Silverado 1500 RST in West Springfield MA

  • Chevrolet Silverado 1500 LTZ in West Springfield MA

  • Chevrolet Silverado 1500 LT Trail Boss in West Springfield MA

  • Chevrolet Silverado 1500 LT1 in West Springfield MA

  • Chevrolet Silverado 1500 Custom in West Springfield MA

  • Chevrolet Silverado 1500 High Country in West Springfield MA

  • Chevrolet Silverado 1500 Custom Trail Boss in West Springfield MA

  • Chevrolet Silverado 1500 Work Truck in West Springfield MA

  • Chevrolet Silverado 1500 in Chicopee MA

  • Chevrolet Silverado 1500 in Hartford CT

  • Chevrolet Silverado 1500 in Pittsfield MA

  • Chevrolet Silverado 1500 in Worcester MA

  • Chevrolet Silverado 1500 in Brattleboro VT

  • Chevrolet Silverado 1500 in New Haven CT

  • Chevrolet Silverado 1500 in Groton MA

  • Chevrolet Silverado 1500 in Albany NY

  • Chevrolet Silverado 1500 in Providence RI

  • Chevrolet Silverado 1500 in West Springfield MA

  • Old Chevy Trucks for Sale in West Springfield MA

  • Classic Muscle Cars for Sale in West Springfield MA

  • Chevrolet Trucks For Sale in West Springfield MA

  • Cheap Muscle Cars for Sale in West Springfield MA

  • Work Trucks for Sale in West Springfield MA

  • Reliable Cars For Sale in West Springfield MA

  • American Made Trucks For Sale in West Springfield MA

  • Best Pickup Trucks For Sale in West Springfield MA

  • Best Cars Under $5,000 For Sale in West Springfield MA

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in West Springfield MA

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Richard Chevrolet

  • Central Chevrolet Inc

  • Diamond Auto Group

  • Balise Chevrolet GMC

  • Sullivan's Northwest Hills Chevy Cadillac Buick GMC

  • Key Chevrolet

  • Bedard Bros Auto Sales

  • O'Neills Chevrolet

  • Loehmann Blasius Chevrolet

  • East Hartford Chevrolet

  • Vachon Chevrolet

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.