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 LT Trail Boss for Sale near Pomfret, CT

273 results
Pomfret, CT
2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD McKay Chevrolet of Raynham

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,648 miles

$39,924

Fair Deal
Raynham, MA
49 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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
24,648
Stock number:
B7883
VIN:
1GCPYFED2LZ121358

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

34,998 miles

$48,236

Fair Deal
Certified Pre-Owned
Norwich, CT
29 mi away
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:
Slate Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,998
Stock number:
L9134A
VIN:
3GCUDFED8RG202713

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

11,105 miles

$48,997

Great Deal
Acton, MA
46 mi away
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:
Dark Ash Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
11,105
Stock number:
FD2803X
VIN:
3GCUDFED5RG185806

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

11,105 miles

$48,997

Great Deal
Acton, MA
46 mi away
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:
Dark Ash Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
11,105
Stock number:
FD2803X
VIN:
3GCUDFED5RG185806

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

49,262 miles

$36,977

Good Deal
Mendon, MA
25 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,262
Stock number:
C47629
VIN:
1GCPYFEL2MZ442311

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

68,685 miles

$34,400

Fair Deal
Shrewsbury, MA
31 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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
68,685
Stock number:
AU3290
VIN:
3GCPYFED9LG288705

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,130 miles

$44,997

Fair Deal
Store transfer to Cranston, RI
1,249 mi away • Price includes $999 shipping Price includes $999 shipping
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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
54,130
Stock number:
27860462
VIN:
3GCUDFED5RG281189

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

124,735 miles

$24,995

Good Deal
Cranston, RI
27 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
124,735
Stock number:
13438
VIN:
1GCPYCEF0KZ378338

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,790 miles

$30,924

Good Deal
Raynham, MA
49 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Shadow Gray Metallic
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
92,790
Stock number:
M0531A
VIN:
1GCPYFED6NZ189276

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

148,636 miles

$21,745

Great Deal
Manchester, CT
32 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:
18 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atm
Transmission:
Automatic
Mileage:
148,636
Stock number:
352116
VIN:
1GCPYFED4LZ352116

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

89,007 miles

$28,899

Good Deal
Manchester, CT
32 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:
Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
89,007
Stock number:
CT11732
VIN:
1GCPYFED0KZ402363

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

15,585 miles

$44,968

Great Deal
Seekonk, MA
33 mi away
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:
White (Iridescent Pearl Tricoat)
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
15,585
Stock number:
O76004XX
VIN:
3GCPDFEK5RG131983

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

32,176 miles

$37,998

Great Deal
Warwick, RI
28 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
32,176
Stock number:
413011BB
VIN:
1GCPYFED8NZ154495

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,624 miles

$29,977

Good Deal
Mendon, MA
29 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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
83,624
Stock number:
48106A
VIN:
1GCPYFED3KZ339775

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

76,717 miles

$31,900

Good Deal
Avon, CT
45 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
76,717
Stock number:
26059A
VIN:
1GCPYFEDXLZ203855

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

81,869 miles

$29,997

Great Deal
Certified Pre-Owned
Framingham, MA
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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
81,869
Stock number:
CTZ154201A
VIN:
1GCPYFED0MZ213022

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

34,246 miles

$39,995

Good Deal
Raynham, MA
47 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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,246
Stock number:
G6141A
VIN:
3GCPYFEL4MG102917

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

89,007 miles

$28,899

Good Deal
Manchester, CT
32 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:
Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
89,007
Stock number:
CT11732
VIN:
1GCPYFED0KZ402363

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Connecticut
  6. / Pomfret
  • Chevrolet Silverado 1500 LT in Pomfret CT

  • Chevrolet Silverado 1500 RST in Pomfret CT

  • Chevrolet Silverado 1500 LTZ in Pomfret CT

  • Chevrolet Silverado 1500 LT Trail Boss in Pomfret CT

  • Chevrolet Silverado 1500 LT1 in Pomfret CT

  • Chevrolet Silverado 1500 Custom in Pomfret CT

  • Chevrolet Silverado 1500 High Country in Pomfret CT

  • Chevrolet Silverado 1500 Custom Trail Boss in Pomfret CT

  • Chevrolet Silverado 1500 Work Truck in Pomfret CT

  • Chevrolet Silverado 1500 in Worcester MA

  • Chevrolet Silverado 1500 in Providence RI

  • Chevrolet Silverado 1500 in Hartford CT

  • Chevrolet Silverado 1500 in Chicopee MA

  • Chevrolet Silverado 1500 in Groton MA

  • Chevrolet Silverado 1500 in New Bedford MA

  • Chevrolet Silverado 1500 in Boston MA

  • Chevrolet Silverado 1500 in New Haven CT

  • Chevrolet Silverado 1500 in Plymouth MA

  • Chevrolet Silverado 1500 in Pomfret CT

  • Old Chevy Trucks for Sale in Pomfret CT

  • Classic Muscle Cars for Sale in Pomfret CT

  • Chevrolet Trucks For Sale in Pomfret CT

  • Cheap Muscle Cars for Sale in Pomfret CT

  • Work Trucks for Sale in Pomfret CT

  • Reliable Cars For Sale in Pomfret CT

  • American Made Trucks For Sale in Pomfret CT

  • Best Pickup Trucks For Sale in Pomfret CT

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

  • 2019 Chevrolet Silverado 1500 LT Trail Boss in Pomfret 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

  • Herb Connolly Chevrolet

  • Hurd Auto Mall

  • Copeland Chevrolet

  • Central Chevrolet Inc

  • Grossman Chevrolet

  • Key Chevrolet

  • Balise Chevrolet GMC

  • Colonial West Chevrolet

  • Scranton Chevrolet of Norwich

  • Copeland Chevrolet Hudson

  • Colonial Chevrolet

  • Diamond Auto Group

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.