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 Bantam, CT

143 results
Bantam, CT
2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Ruge's Automotive

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,544 miles

$26,753

Fair Deal
Rhinebeck, NY
37 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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
95,544
Stock number:
M4743
VIN:
3GCPYCEF2KG152981

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

67,081 miles

$25,990

Fair Deal
Ansonia, CT
28 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
67,081
Stock number:
17522
VIN:
1GCRYCEH8KZ407983

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

115,265 miles

$21,778

Good Deal
Lake Katrine, NY
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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
115,265
Stock number:
26287A
VIN:
1GCRYCEF8KZ194421

Sponsored

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

115,265 miles

$21,778

Good Deal
Lake Katrine, NY
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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
115,265
Stock number:
26287A
VIN:
1GCRYCEF8KZ194421

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,439 miles

$26,998

Great Deal
Lake Katrine, NY
40 mi away
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:
Red
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
81,439
Stock number:
26228A
VIN:
1GCPYCEF8MZ154091

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

73,086 miles

$30,999

Good Deal
Hudson, NY
45 mi away
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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
73,086
Stock number:
2200P
VIN:
1GCPYCEF7MZ408339

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

66,598 miles

$30,999

Great Deal
Lake Katrine, NY
40 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
66,598
Stock number:
TR25530
VIN:
1GCPYCEL8MZ280179

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,544 miles

$26,753

Fair Deal
Rhinebeck, NY
37 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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
95,544
Stock number:
M4743
VIN:
3GCPYCEF2KG152981

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,888 miles

$26,899

Good Deal
Hamden, CT
30 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
81,888
Stock number:
C25355A
VIN:
3GCPYCEH9LG226500

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,267 miles

$27,495

Good Deal
Naugatuck, CT
19 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

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Connecticut
  6. / Bantam

  • Chevrolet Silverado 1500 LT in Bantam CT

  • Chevrolet Silverado 1500 RST in Bantam CT

  • Chevrolet Silverado 1500 LTZ in Bantam CT

  • Chevrolet Silverado 1500 LT Trail Boss in Bantam CT

  • Chevrolet Silverado 1500 LT1 in Bantam CT

  • Chevrolet Silverado 1500 Custom in Bantam CT

  • Chevrolet Silverado 1500 High Country in Bantam CT

  • Chevrolet Silverado 1500 Custom Trail Boss in Bantam CT

  • Chevrolet Silverado 1500 Work Truck in Bantam CT

  • Chevrolet Silverado 1500 in Hartford CT

  • Chevrolet Silverado 1500 in New Haven CT

  • Chevrolet Silverado 1500 in Newburgh NY

  • Chevrolet Silverado 1500 in Chicopee MA

  • Chevrolet Silverado 1500 in Stamford CT

  • Chevrolet Silverado 1500 in Pittsfield MA

  • Chevrolet Silverado 1500 in Holtsville NY

  • Chevrolet Silverado 1500 in Albany NY

  • Chevrolet Silverado 1500 in New York NY

  • Chevrolet Silverado 1500 in Bantam CT

  • Old Chevy Trucks for Sale in Bantam CT

  • Classic Muscle Cars for Sale in Bantam CT

  • Chevrolet Trucks For Sale in Bantam CT

  • Cheap Muscle Cars for Sale in Bantam CT

  • Work Trucks for Sale in Bantam CT

  • Reliable Cars For Sale in Bantam CT

  • American Made Trucks For Sale in Bantam CT

  • Best Pickup Trucks For Sale in Bantam CT

  • Best Cars Under $5,000 For Sale in Bantam CT

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Bantam CT

  • 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

  • Ingersoll Auto of Pawling

  • Central Chevrolet Inc

  • Sullivan's Northwest Hills Chevy Cadillac Buick GMC

  • Balise Chevrolet GMC

  • Key Chevrolet

  • Ruge's Automotive

  • Maritime Chevrolet

  • Karl Chevrolet

  • Hudson Buick GMC

  • O'Neills Chevrolet

  • H & L Chevrolet Inc

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.