Used 2021 Chevrolet Silverado 1500 LT Trail Boss for sale 

SELECTED FILTER
LT Trail Boss
✕
Filter found 2,146 carsRESET
Showing 1 - 30 from 2,146 listings
Save Search
Sort By : Deal Type
Deal Type
Price - Low to High
Price - High to Low
Mileage - Low to High
Mileage - High to Low
Year - Newest First
Year - Oldest First
Most Recent
Fuel Economy - Low to High
Fuel Economy - High to Low
Certified Pre-Owned
2022 Chevrolet Silverado 1500 LT Trail Boss
6 Photos

Certified 2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (2.7L 4cyl 310 hp 8A)

$33,750
Est. $458/mo
$6,175 Below market
RMV: $39,925
Price Drop, $475
Earlier Price: $34,225 (13 Nov 2024)
Mileage 45,917 mi.
Home Delivery
1 Owner
7 Days in market
BLUE
Pickup Truck
Automatic
McDonald Chevrolet
Millington, MI
4.0
(Based 714 Review)
(989) 87*****
Check Availability
2021 Chevrolet Silverado 1500 LT Trail Boss
17 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$35,721
Est. $484/mo
$5,952 Below market
RMV: $41,673
Price Drop, $5,774
Earlier Price: $41,495 (17 Nov 2024)
Mileage 28,344 mi.
Home Delivery
11 Days in market
BLACK
Pickup Truck
V8
Automatic
Freedom Chevrolet
Fort Montgomery, NY
4.0
(Based 307 Review)
(845) 44*****
Check Availability
2022 Chevrolet Silverado 1500 LT Trail Boss
38 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 8A)

$36,495
Est. $495/mo
$5,822 Below market
RMV: $42,317
Price Drop, $200
Earlier Price: $36,695 (19 Nov 2024)
Mileage 85,819 mi.
Home Delivery
1 Owner
43 Days in market
GRAY
Pickup Truck
V8
Automatic
Northlake Auto
Covington, LA
5.0
(Based 80 Review)
(985) 88*****
Check Availability
68 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$33,900
Est. $460/mo
$4,249 Below market
RMV: $38,149
Earlier Price: $33,900 (20 Nov 2024)
Mileage 67,498 mi.
Home Delivery
2 Owner
24 Days in market
BLACK
Pickup Truck
V8
Automatic
Arizona Best Cars
Phoenix, AZ
4.0
(Based 492 Review)
(602) 87*****
Check Availability
6 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (2.7L 4cyl 310 hp 8A)

$37,888
Est. $514/mo
$5,829 Below market
RMV: $43,717
Price Drop, $2,100
Earlier Price: $39,988 (17 Nov 2024)
Mileage 32,975 mi.
Home Delivery
1 Owner
148 Days in market
BLUE
Pickup Truck
Automatic
Steve Marsh Ford
Milan, TN
4.0
(Based 775 Review)
(731) 68*****
Check Availability
1 Photo

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$33,652
Est. $456/mo
$5,034 Below market
RMV: $38,686
Price Rise, $30,152
Earlier Price: $3,500 (19 Nov 2024)
Mileage 60,934 mi.
Home Delivery
1 Owner
BLACK
Pickup Truck
V8
Automatic
South Shore Mitsubishi
Freeport, NY
4.0
(Based 1339 Review)
(516) 20*****
Check Availability
38 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$39,000
Est. $529/mo
$4,430 Below market
RMV: $43,430
Price Drop, $1,000
Earlier Price: $40,000 (26 Oct 2024)
Mileage 17,013 mi.
Home Delivery
1 Owner
209 Days in market
RED
Pickup Truck
V8
Automatic
Don Wood Chevrolet
Logan, OH
4.0
(Based 603 Review)
(740) 38*****
Check Availability
6 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$40,447
Est. $549/mo
$4,929 Below market
RMV: $45,376
Price Drop, $915
Earlier Price: $41,362 (12 Nov 2024)
Mileage 27,190 mi.
Home Delivery
1 Owner
64 Days in market
RED
Pickup Truck
V8
Automatic
Berlin City Chevrolet GMC Buick
Gorham, NH
4.0
(Based 396 Review)
(603) 29*****
Check Availability
6 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$39,999
Est. $543/mo
$4,445 Below market
RMV: $44,444
Price Drop, $1,556
Earlier Price: $41,555 (20 Nov 2024)
Mileage 36,043 mi.
Home Delivery
2 Owner
149 Days in market
BLACK
Pickup Truck
V8
Automatic
Rocky Mountain Yeti Evanston
Evanston, WY
4.0
(Based 335 Review)
(307) 78*****
Check Availability
43 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$42,470
Est. $576/mo
$5,005 Below market
RMV: $47,475
Price Drop, $200
Earlier Price: $42,670 (12 Nov 2024)
Mileage 15,426 mi.
Home Delivery
1 Owner
910 Days in market
RED
Pickup Truck
V8
Automatic
ALM Chevrolet South
Union City, GA
4.0
(Based 2849 Review)
(770) 96*****
Check Availability
6 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 8A)

$34,900
Est. $473/mo
$5,149 Below market
RMV: $40,049
Price Drop, $5,000
Earlier Price: $39,900 (5 Nov 2024)
Mileage 112,122 mi.
Home Delivery
1 Accident, 1 Owner
25 Days in market
Pickup Truck
V8
Automatic
Green Buick GMC
Davenport, IA
4.0
(Based 1647 Review)
(563) 48*****
Check Availability
22 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$26,995
Est. $366/mo
$4,151 Below market
RMV: $31,146
Price Drop, $5,000
Earlier Price: $31,995 (13 Nov 2024)
Mileage 119,391 mi.
Home Delivery
48 Days in market
BLUE
Pickup Truck
V8
Montana Motor Mall
Missoula, MT
Check Availability
64 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (3.0L 6cyl Turbodiesel 277 hp 8A)

$39,499
Est. $536/mo
$4,358 Below market
RMV: $43,857
Price Drop, $100
Earlier Price: $39,599 (15 Nov 2024)
Mileage 57,490 mi.
Home Delivery
1 Owner
153 Days in market
BLACK
Pickup Truck
I6
Automatic
North Coast Mitsubishi West Cleveland
Middleburg Heights, OH
4.0
(Based 497 Review)
(440) 24*****
Check Availability
60 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$35,798
Est. $486/mo
$4,198 Below market
RMV: $39,996
Price Rise, $66
Earlier Price: $35,732 (17 Nov 2024)
Mileage 53,825 mi.
Home Delivery
1 Owner
98 Days in market
BLUE
Pickup Truck
V8
Automatic
Sullivan Auto Trading
Norfolk, VA
4.0
(Based 608 Review)
(855) 965*****
Check Availability

Don’t want to go far?

Find all cars near me?
16 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$32,498
Est. $441/mo
$4,374 Below market
RMV: $36,872
Price Drop, $997
Earlier Price: $33,495 (17 Nov 2024)
Mileage 75,982 mi.
Home Delivery
1 Owner
29 Days in market
GRAY
Pickup Truck
V8
Automatic
Tim Dahle Nissan Southtowne
South Jordan, UT
4.0
(Based 4421 Review)
(385) 44*****
Check Availability
30 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$31,484
Est. $427/mo
$4,559 Below market
RMV: $36,043
Price Drop, $510
Earlier Price: $31,994 (18 Nov 2024)
Mileage 80,408 mi.
Home Delivery
43 Days in market
WHITE
Pickup Truck
V8
Automatic
CarHeroes
Seffner, FL
4.0
(Based 799 Review)
(813) 94*****
Check Availability
6 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 10A)

$29,534
Est. $400/mo
$4,261 Below market
RMV: $33,795
Price Drop, $2,327
Earlier Price: $31,861 (7 Nov 2024)
Mileage 107,153 mi.
Home Delivery
1 Accident, 1 Owner
140 Days in market
GRAY
Pickup Truck
V8
Automatic
Randy Marion Chevrolet Cadillac
Mooresville, NC
4.0
(Based 2354 Review)

Vehicle History

  • Accident reported: very minor damage
  • Driven an estimated 43,165 miles/year.
  • Purchased on 10/16/21 and owned in NC until 04/20/24
  • Last serviced at 108,300 miles in Statesville, NC on 05/01/24
More
(704) 23*****
Check Availability
31 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 8A)

$36,500
Est. $495/mo
$4,194 Below market
RMV: $40,694
Price Drop, $1,388
Earlier Price: $37,888 (7 Nov 2024)
Mileage 71,624 mi.
Home Delivery
1 Owner
210 Days in market
RED
Pickup Truck
V8
Automatic
Loehmann Blasius Chevrolet Cadillac
Waterbury, CT
4.0
(Based 2494 Review)
(203) 43*****
Check Availability
Certified Pre-Owned
34 Photos

Certified 2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 8A)

$40,900
Est. $555/mo
$3,994 Below market
RMV: $44,894
Price Drop, $600
Earlier Price: $41,500 (18 Nov 2024)
Mileage 32,133 mi.
Home Delivery
1 Owner
31 Days in market
WHITE
Pickup Truck
V8
Automatic
LaFontaine Chevrolet, Buick GMC of St. Clair
China, MI
4.0
(Based 1313 Review)
(810) 25*****
Check Availability
6 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (3.0L 6cyl Turbodiesel 277 hp 8A)

$44,487
Est. $603/mo
$4,353 Below market
RMV: $48,840
Price Drop, $500
Earlier Price: $44,987 (6 Nov 2024)
Mileage 35,830 mi.
Home Delivery
2 Owner
153 Days in market
BLUE
Pickup Truck
I6
Automatic
Bryan College Station Toyota
Bryan, TX
4.0
(Based 804 Review)
(979) 77*****
Check Availability
6 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$32,788
Est. $445/mo
$4,170 Below market
RMV: $36,958
Price Drop, $1,500
Earlier Price: $34,288 (2 Nov 2024)
Mileage 78,811 mi.
Home Delivery
2 Owner
106 Days in market
WHITE
Pickup Truck
V8
Automatic
Arizona Motors Snowflake
Snowflake, AZ
3.0
(Based 175 Review)
(928) 53*****
Check Availability
16 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$36,799
Est. $499/mo
$3,624 Below market
RMV: $40,423
Price Drop, $200
Earlier Price: $36,999 (5 Nov 2024)
Mileage 29,472 mi.
Home Delivery
1 Accident, 2 Owner
425 Days in market
WHITE
Pickup Truck
V8
Automatic
Apple Chevrolet Northfield
Northfield, MN
4.0
(Based 791 Review)
(507) 27*****
Check Availability
53 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$35,000
Est. $475/mo
$3,941 Below market
RMV: $38,941
Price Drop, $1,573
Earlier Price: $36,573 (19 Nov 2024)
Mileage 73,772 mi.
Home Delivery
1 Accident, 1 Owner
119 Days in market
BLUE
Pickup Truck
V8
Automatic
Bill Luke Santan
Gilbert, AZ
4.0
(Based 4603 Review)

Vehicle History

  • Other damage reported
  • Driven an estimated 24,768 miles/year.
  • Purchased on 08/04/21 and owned in AZ until 07/24/24
  • Last serviced at 73,694 miles in Gilbert, AZ on 07/29/24
More
(480) 67*****
Check Availability
3 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$41,449
Est. $562/mo
$3,776 Below market
RMV: $45,225
Mileage 28,216 mi.
Home Delivery
1 Accident, 1 Owner
13 Days in market
GRAY
Pickup Truck
V8
Automatic
Davidson Gebhardt Chevrolet
Loveland, CO
4.0
(Based 600 Review)
(970) 74*****
Check Availability
48 Photos

2022 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (2.7L 4cyl 310 hp 8A)

$34,980
Est. $474/mo
$4,507 Below market
RMV: $39,487
Price Rise, $3
Earlier Price: $34,977 (18 Nov 2024)
Mileage 59,373 mi.
Home Delivery
1 Owner
68 Days in market
BLACK
Pickup Truck
Automatic
Jack Hanania Chevrolet
Saint Augustine, FL
4.0
(Based 916 Review)
(904) 79*****
Check Availability
24 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$31,934
Est. $433/mo
$3,293 Below market
RMV: $35,227
Price Drop, $566
Earlier Price: $32,500 (19 Nov 2024)
Mileage 80,766 mi.
Home Delivery
1 Owner
88 Days in market
WHITE
Pickup Truck
V8
Automatic
DeFouw Chevrolet BMW
Lafayette, IN
4.0
(Based 1217 Review)

Vehicle History

  • No accident or damage reported to Carindigo
  • Driven an estimated 19,936 miles/year.
  • Purchased on 08/07/20 and owned in NH until 08/24/24
  • Last serviced at 68,745 miles in Yorkville, NY on 03/01/24
More
(765) 44*****
Check Availability
Certified Pre-Owned
22 Photos

Certified 2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (6.2L 8cyl Turbo 10A)

$34,987
Est. $475/mo
$3,912 Below market
RMV: $38,899
Price Drop, $7,008
Earlier Price: $41,995 (12 Nov 2024)
Mileage 58,464 mi.
Home Delivery
1 Owner
99 Days in market
GRAY
Pickup Truck
V8
Automatic
Ballas Buick GMC
Toledo, OH
4.0
(Based 2147 Review)
(419) 53*****
Check Availability
6 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl Turbo 10A)

$26,500
Est. $359/mo
$3,266 Below market
RMV: $29,766
Price Drop, $1,000
Earlier Price: $27,500 (17 Nov 2024)
Mileage 127,931 mi.
Home Delivery
1 Accident, 1 Owner
87 Days in market
WHITE
Pickup Truck
V8
Automatic
Midwest Superstore
Hutchinson, KS
4.0
(Based 1617 Review)
(620) 66*****
Check Availability
6 Photos

2020 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (6.2L 8cyl Turbo 10A)

$36,900
Est. $500/mo
$4,038 Below market
RMV: $40,938
Price Drop, $600
Earlier Price: $37,500 (18 Nov 2024)
Mileage 50,208 mi.
Home Delivery
1 Owner
52 Days in market
GRAY
Pickup Truck
V8
Automatic
Subaru of Troy
Troy, NY
4.0
(Based 2114 Review)
(518) 31*****
Check Availability
28 Photos

2021 Chevrolet Silverado 1500 LT Trail Boss

LT Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 10A)

$44,999
Est. $610/mo
$3,280 Below market
RMV: $48,279
Price Rise, $3,800
Earlier Price: $41,199 (6 Nov 2024)
Mileage 6,078 mi.
Home Delivery
1 Owner
59 Days in market
BLACK
Pickup Truck
V8
Automatic
Vaden Of Beaufort
Beaufort, SC
4.0
(Based 1213 Review)
(843) 40*****
Check Availability