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 Monticello, MN

300 results
Monticello, MN
2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Mauer Main Chevrolet

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

85,857 miles

$32,995

Fair Deal
Anoka, MN
21 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:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
85,857
Stock number:
M260544B
VIN:
3GCPYFED5MG106578

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

49,957 miles

$43,089

Fair Deal
Inver Grove Heights, MN
45 mi away
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:
Cherry Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,957
Stock number:
P261747
VIN:
3GCUDFED4NG590288

Sponsored

2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

39,600 miles

$42,500

Good Deal
Forest Lake, MN
38 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
39,600
Stock number:
Z80014
VIN:
3GCUDFED9PG114248

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

27,826 miles

$44,997

Great Deal
Golden Valley, MN
31 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,826
Stock number:
M5350PT
VIN:
3GCUDFED8RG236540

2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

86,262 miles

$29,995

Good Deal
Stillwater, MN
50 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
86,262
Stock number:
C260273A1
VIN:
3GCPYFED4KG267632

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

26,140 miles

$40,997

Good Deal
North Branch, MN
41 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Satin Steel Metallic)
Interior color:
Black
Transmission:
Automatic
Mileage:
26,140
Stock number:
C6128A
VIN:
1GCPYFED1NZ144410

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

77,179 miles

$33,995

Fair Deal
Buffalo, MN
10 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 Hot
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
77,179
VIN:
1GCPYFED8MZ228920

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

39,600 miles

$42,500

Good Deal
Forest Lake, MN
38 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
39,600
Stock number:
Z80014
VIN:
3GCUDFED9PG114248

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,303 miles

$39,700

Good Deal
Annandale, MN
16 mi away
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:
Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
57,303
Stock number:
45234-A
VIN:
3GCUDFED8NG595882

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,520 miles

$40,097

Great Deal
Store transfer to Minneapolis, MN
1,386 mi away • Price includes $1,099 shipping Price includes $1,099 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Blue
Interior color:
Black
Transmission:
Automatic
Mileage:
19,520
Stock number:
26433898
VIN:
1GCPYFEL0NZ228094

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

142,541 miles

$24,990

Good Deal
Cold Spring, MN
35 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:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
142,541
Stock number:
260372A
VIN:
1GCPYFED1KZ154365

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

111,797 miles

$26,980

Good Deal
Fridley, MN
30 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:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
111,797
Stock number:
Z232821
VIN:
1GCPYFED8KZ232821

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

124,592 miles

$26,999

Fair Deal
Cold Spring, MN
35 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:
124,592
Stock number:
260421A
VIN:
3GCPYFED3LG166213

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

27,742 miles

$51,996

Fair Deal
Brooklyn Center, MN
27 mi away
Year:
2025
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
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
27,742
Stock number:
T28141A
VIN:
3GCUKFED3SG116088

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Minnesota
  6. / Monticello
  • Chevrolet Silverado 1500 LT in Monticello MN

  • Chevrolet Silverado 1500 RST in Monticello MN

  • Chevrolet Silverado 1500 LTZ in Monticello MN

  • Chevrolet Silverado 1500 LT Trail Boss in Monticello MN

  • Chevrolet Silverado 1500 LT1 in Monticello MN

  • Chevrolet Silverado 1500 Custom in Monticello MN

  • Chevrolet Silverado 1500 High Country in Monticello MN

  • Chevrolet Silverado 1500 Custom Trail Boss in Monticello MN

  • Chevrolet Silverado 1500 Work Truck in Monticello MN

  • Chevrolet Silverado 1500 in Saint Cloud MN

  • Chevrolet Silverado 1500 in Minneapolis MN

  • Chevrolet Silverado 1500 in Young America MN

  • Chevrolet Silverado 1500 in Mankato MN

  • Chevrolet Silverado 1500 in Rochester MN

  • Chevrolet Silverado 1500 in Eau Claire WI

  • Chevrolet Silverado 1500 in Duluth MN

  • Chevrolet Silverado 1500 in Grand Rapids MN

  • Chevrolet Silverado 1500 in La Crosse WI

  • Chevrolet Silverado 1500 in Monticello MN

  • Old Chevy Trucks for Sale in Monticello MN

  • Classic Muscle Cars for Sale in Monticello MN

  • Chevrolet Trucks For Sale in Monticello MN

  • Cheap Muscle Cars for Sale in Monticello MN

  • Work Trucks for Sale in Monticello MN

  • Reliable Cars For Sale in Monticello MN

  • American Made Trucks For Sale in Monticello MN

  • Best Pickup Trucks For Sale in Monticello MN

  • Best Cars Under $5,000 For Sale in Monticello MN

  • 2019 Chevrolet Silverado 1500 LT Trail Boss in Monticello MN

  • 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

  • Friendly Chevrolet Incorporated

  • Luther Brookdale Chevrolet Buick GMC

  • Schwieters Chevrolet of Cold Spring

  • Morrie's Forest Lake Chevrolet

  • Suburban Chevrolet

  • Mauer Chevrolet

  • Mauer Main Chevrolet

  • Lupient Chevrolet

  • Princeton Auto Center

  • Olson Chevrolet of Hutchinson

  • John HirschCambridge Chevrolet

  • Matt Saxe 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.