Used Chevrolet Silverado 1500 Custom Trail Boss for sale 

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2022 Chevrolet Silverado 1500 Custom Trail Boss
27 Photos

2022 Chevrolet Silverado 1500 Custom Trail Boss

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

$36,500
Est. $495/mo
$5,281 Below market
RMV: $41,781
Price Drop, $500
Earlier Price: $37,000 (19 Nov 2024)
Mileage 15,925 mi.
Home Delivery
1 Owner
137 Days in market
BLUE
Pickup Truck
V8
Automatic
Five Star Chevrolet GMC
Warner Robins, GA
4.0
(Based 4303 Review)
(833) 57*****
Check Availability
2021 Chevrolet Silverado 1500 Custom Trail Boss
18 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$32,995
Est. $447/mo
$4,621 Below market
RMV: $37,616
Price Drop, $1,000
Earlier Price: $33,995 (12 Nov 2024)
Mileage 35,186 mi.
Home Delivery
3 Accident, 1 Owner
153 Days in market
RED
Pickup Truck
V8
Automatic
Lightning Motorsports
Grand Prairie, TX
4.0
(Based 166 Review)
(972) 23*****
Check Availability
2021 Chevrolet Silverado 1500 Custom Trail Boss
26 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (4.3L 6cyl 6A)

$30,000
Est. $407/mo
$4,426 Below market
RMV: $34,426
Price Drop, $2,000
Earlier Price: $32,000 (20 Oct 2024)
Mileage 54,039 mi.
Home Delivery
1 Accident, 2 Owner
52 Days in market
BLACK
Pickup Truck
V6
Automatic
Diamond Jim's
Milwaukee, WI
Check Availability
31 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$27,989
Est. $380/mo
$4,162 Below market
RMV: $32,151
Price Drop, $470
Earlier Price: $28,459 (19 Nov 2024)
Mileage 89,400 mi.
Home Delivery
1 Owner
75 Days in market
RED
Pickup Truck
V8
Automatic
Raymond Chevrolet Kia
Antioch, IL
4.0
(Based 1876 Review)
(224) 55*****
Check Availability

Chevrolet Silverado 1500 User Reviews


3.4

Overall Rating

(11 reviews)

I absolutely loved my 2010 Chevy Silverado it was my 3rd vehicle and it has lasted a very long time

Alan Rooks May 23, 2024

3.0

The truck overall was a great truck. The miles per gallon I got around 37. I use to take it mudding and every really put that thing to work. Still has not let me down not one time. The interior looks like it just drove off the showroom floor...Read More


My black chevy betsy

Angela pugh May 21, 2024

4.0

It all around performance is amazing it gets 17 mpg and the leather Interior is like butter so soft the safety features are great antilock brakes turns on a dime seat belts airbags and u can haul almost anything I love my Ole betsy...Read More


16 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$23,795
Est. $323/mo
$4,313 Below market
RMV: $28,108
Mileage 119,409 mi.
Home Delivery
1 Owner
168 Days in market
WHITE
Pickup Truck
V8
Automatic
East Coast Auto Source
Bedford, VA
4.0
(Based 330 Review)
(540) 58*****
Check Availability
49 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$25,995
Est. $352/mo
$4,337 Below market
RMV: $30,332
Price Drop, $2,000
Earlier Price: $27,995 (14 Nov 2024)
Mileage 88,577 mi.
Home Delivery
1 Owner
36 Days in market
WHITE
Pickup Truck
V8
Automatic
International Auto Sales
Garland, TX
3.0
(Based 266 Review)
(972) 90*****
Check Availability
6 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (6.2L 8cyl 420 hp 6A)

$31,899
Est. $433/mo
$4,522 Below market
RMV: $36,421
Price Drop, $3,100
Earlier Price: $34,999 (17 Nov 2024)
Mileage 71,430 mi.
Home Delivery
1 Accident, 1 Owner
172 Days in market
WHITE
Pickup Truck
V8
Automatic
Volvo Cars of Fort Myers
Fort Myers, FL
4.0
(Based 685 Review)
(239) 31*****
Check Availability
6 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$25,999
Est. $352/mo
$3,983 Below market
RMV: $29,982
Mileage 95,161 mi.
Home Delivery
1 Owner
Pickup Truck
V8
Automatic
Ace Auto Utah
Orem, UT
4.0
(Based 417 Review)
(385) 88*****
Check Availability
15 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$28,999
Est. $393/mo
$3,897 Below market
RMV: $32,896
Price Rise, $1,000
Earlier Price: $27,999 (17 Nov 2024)
Mileage 68,202 mi.
Home Delivery
1 Owner
21 Days in market
BLACK
Pickup Truck
V8
Automatic
Tim Short Chrysler Dodge Jeep RAM of Maysville
Maysville, KY
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26 Photos

2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 8A)

$46,100
Est. $625/mo
$5,083 Below market
RMV: $51,183
Price Drop, $1,000
Earlier Price: $47,100 (13 Nov 2024)
Mileage 1,422 mi.
Home Delivery
1 Owner
96 Days in market
GRAY
Pickup Truck
V8
Automatic
Steve Landers Toyota of Northwest Arkansas
Rogers, AR
4.0
(Based 4039 Review)
(479) 84*****
Check Availability
1 Photo

2022 Chevrolet Silverado 1500 Custom Trail Boss

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

$29,969
Est. $406/mo
$3,573 Below market
RMV: $33,542
Price Drop, $1,000
Earlier Price: $30,969 (18 Nov 2024)
Mileage 70,839 mi.
Home Delivery
1 Owner
111 Days in market
WHITE
Pickup Truck
I4
Automatic
Low Book Sales of Lindon
Lindon, UT
4.0
(Based 1647 Review)
(801) 92*****
Check Availability
Certified Pre-Owned
34 Photos

Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 8A)

$45,543
Est. $618/mo
$4,976 Below market
RMV: $50,519
Price Drop, $2,145
Earlier Price: $47,688 (13 Nov 2024)
Mileage 6,925 mi.
Home Delivery
1 Owner
17 Days in market
WHITE
Pickup Truck
V8
Automatic
Landers McLarty Chevrolet
Huntsville, AL
4.0
(Based 3304 Review)
(888) 53*****
Check Availability
79 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$32,600
Est. $442/mo
$4,657 Below market
RMV: $37,257
Price Drop, $200
Earlier Price: $32,800 (24 Oct 2024)
Mileage 38,411 mi.
Home Delivery
1 Accident, 1 Owner
61 Days in market
BLACK
Pickup Truck
V8
Automatic
Power Motors East
Massapequa, NY
3.0
(Based 124 Review)
(516) 59*****
Check Availability
28 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$34,500
Est. $468/mo
$2,983 Below market
RMV: $37,483
Price Drop, $600
Earlier Price: $35,100 (14 Nov 2024)
Mileage 31,086 mi.
Home Delivery
1 Accident, 2 Owner
83 Days in market
WHITE
Pickup Truck
V8
Automatic
Jerry Hunt Supercenter of Salisbury
Salisbury, NC
4.0
(Based 582 Review)

Vehicle History

  • Other damage reported
  • 1st owner drove an estimated 16,150 miles/year
  • 1st owner purchased on 04/30/20 and owned in NC until 03/13/22
  • Last serviced at 65,450 miles in Kannapolis, NC on 08/20/24
More
(704) 32*****
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6 Photos

2022 Chevrolet Silverado 1500 Custom Trail Boss

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

$35,555
Est. $482/mo
$3,364 Below market
RMV: $38,919
Mileage 34,414 mi.
Home Delivery
1 Accident, 1 Owner
47 Days in market
GRAY
Pickup Truck
V8
Automatic
Ace Auto Utah
Orem, UT
4.0
(Based 417 Review)
(385) 88*****
Check Availability
35 Photos

2022 Chevrolet Silverado 1500 Custom Trail Boss

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

$37,904
Est. $514/mo
$2,985 Below market
RMV: $40,889
Price Drop, $93
Earlier Price: $37,997 (16 Nov 2024)
Mileage 23,996 mi.
Home Delivery
1 Owner
25 Days in market
BLACK
Pickup Truck
V8
Automatic
Noller Automotive Supercenter
Kalispell, MT
4.0
(Based 113 Review)
(406) 668*****
Check Availability
36 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$29,999
Est. $407/mo
$3,924 Below market
RMV: $33,923
Price Drop, $1,454
Earlier Price: $31,453 (16 Nov 2024)
Mileage 80,371 mi.
Home Delivery
2 Accident, 1 Owner
38 Days in market
BLUE
Pickup Truck
V8
Automatic
Van Chevrolet Cadillac
Kansas City, MO
3.0
(Based 11 Review)
(816) 53*****
Check Availability
6 Photos

2019 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 355 hp 6AM)

$19,995
Est. $271/mo
$3,547 Below market
RMV: $23,542
Mileage 148,470 mi.
Home Delivery
1 Owner
15 Days in market
WHITE
Pickup Truck
V8
Automatic
Toyota of Clermont
Clermont, FL
4.0
(Based 11305 Review)
(352) 40*****
Check Availability
Certified Pre-Owned
30 Photos

Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 8A)

$45,000
Est. $610/mo
$4,199 Below market
RMV: $49,199
Price Drop, $1
Earlier Price: $45,001 (18 Nov 2024)
Mileage 4,972 mi.
Home Delivery
1 Owner
174 Days in market
BLACK
Pickup Truck
V8
Automatic
Jeff Schmitt Chevrolet East
Beavercreek Township, OH
4.0
(Based 1155 Review)

Vehicle History

  • No accident or damage reported to Carindigo
  • Driven an estimated 0 miles/year.
  • Purchased on 02/27/24 and owned in OH until 05/28/24
  • Last serviced at 4,972 miles in Beavercreek Township, OH on 06/06/24
More
(937) 34*****
Check Availability
30 Photos

2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.75 ft. box 147.4 in. WB 4WD (2.7L 4cyl 8A)

$39,000
Est. $529/mo
$4,766 Below market
RMV: $43,766
Price Drop, $500
Earlier Price: $39,500 (18 Nov 2024)
Mileage 23,285 mi.
Home Delivery
1 Owner
60 Days in market
WHITE
Pickup Truck
I4
Automatic
Koons Tysons Chevrolet GMC
Vienna, VA
4.0
(Based 2494 Review)
(571) 48*****
Check Availability
Certified Pre-Owned
13 Photos

Certified 2019 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 355 hp 6AM)

$34,500
Est. $468/mo
$3,332 Below market
RMV: $37,832
Mileage 25,904 mi.
Home Delivery
1 Accident, 1 Owner
11 Days in market
GRAY
Pickup Truck
V8
Automatic
Winner Ford Hyundai
Dover, DE
4.0
(Based 943 Review)
(302) 87*****
Check Availability
57 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$31,885
Est. $432/mo
$3,245 Below market
RMV: $35,130
Price Drop, $110
Earlier Price: $31,995 (17 Nov 2024)
Mileage 57,618 mi.
Home Delivery
1 Owner
96 Days in market
BLACK
Pickup Truck
V8
Automatic
Olger Motors
Woodbridge, NJ
4.0
(Based 1303 Review)
(732) 54*****
Check Availability
40 Photos

2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.75 ft. box 147.4 in. WB 4WD (2.7L 4cyl 8A)

$42,476
Est. $576/mo
$4,707 Below market
RMV: $47,183
Price Drop, $1,412
Earlier Price: $43,888 (3 Nov 2024)
Mileage 11,566 mi.
Home Delivery
1 Owner
81 Days in market
BLACK
Pickup Truck
I4
Automatic
Folsom Chevrolet
Folsom, CA
4.0
(Based 738 Review)
(916) 79*****
Check Availability
35 Photos

2023 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab SB 4WD (2.7L 4cyl 8A)

$37,298
Est. $506/mo
$3,645 Below market
RMV: $40,943
Price Rise, $300
Earlier Price: $36,998 (13 Nov 2024)
Mileage 44,136 mi.
Home Delivery
1 Owner
138 Days in market
GRAY
Pickup Truck
I4
Automatic
Pierre Ford of Prosser
Prosser, WA
4.0
(Based 413 Review)
(509) 78*****
Check Availability
29 Photos

2024 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 8A)

$47,449
Est. $644/mo
$3,823 Below market
RMV: $51,272
Mileage 3,994 mi.
Home Delivery
1 Owner
25 Days in market
GRAY
Pickup Truck
V8
Automatic
Benton Nissan
Oxford, AL
4.0
(Based 1081 Review)
(256) 83*****
Check Availability
26 Photos

2020 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 5.8 ft. SB 4WD (5.3L 8cyl 6A)

$28,690
Est. $389/mo
$3,375 Below market
RMV: $32,065
Price Drop, $3,274
Earlier Price: $31,964 (17 Nov 2024)
Mileage 83,346 mi.
Home Delivery
2 Owner
21 Days in market
GRAY
Pickup Truck
V8
Automatic
Genesis of Edmond
Oklahoma City, OK
4.0
(Based 208 Review)
(405) 276*****
Check Availability
13 Photos

2019 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Double Cab 6.6 ft. SB 4WD (4.3L 6cyl 6A)

$20,799
Est. $282/mo
$2,716 Below market
RMV: $23,515
Price Drop, $200
Earlier Price: $20,999 (25 Oct 2024)
Mileage 122,600 mi.
Home Delivery
1 Accident, 1 Owner
36 Days in market
BLACK
Pickup Truck
V6
Automatic
Deans Auto Sales
Flint, MI
4.0
(Based 106 Review)
(810) 40*****
Check Availability
Certified Pre-Owned
26 Photos

Certified 2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$32,500
Est. $441/mo
$2,535 Below market
RMV: $35,035
Price Rise, $250
Earlier Price: $32,250 (18 Nov 2024)
Mileage 63,618 mi.
Home Delivery
2 Owner
35 Days in market
WHITE
Pickup Truck
V8
Automatic
Drive HH.Com
Omaha, NE
(402) 921*****
Check Availability
6 Photos

2021 Chevrolet Silverado 1500 Custom Trail Boss

Custom Trail Boss 4dr Crew Cab 4WD (5.3L 8cyl 355 hp 6A)

$34,988
Est. $475/mo
$3,734 Below market
RMV: $38,722
Price Drop, $3,000
Earlier Price: $37,988 (19 Nov 2024)
Mileage 32,755 mi.
Home Delivery
1 Owner
48 Days in market
WHITE
Pickup Truck
V8
Automatic
David Stanley Chrysler Jeep Dodge Ram
Midwest City, OK
4.0
(Based 6189 Review)
(405) 73*****
Check Availability
78 Photos

2022 Chevrolet Silverado 1500 Custom Trail Boss

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

$35,885
Est. $487/mo
$2,827 Below market
RMV: $38,712
Price Drop, $110
Earlier Price: $35,995 (17 Nov 2024)
Mileage 29,266 mi.
Home Delivery
1 Owner
25 Days in market
BLACK
Pickup Truck
V8
Automatic
Olger Motors
Woodbridge, NJ
4.0
(Based 1303 Review)
(732) 54*****
Check Availability

Chevrolet Silverado 1500 User Reviews

Overall Rating: 3.4 (11 Reviews)

AR

Alan Rooks

2020 Chevrolet Silverado 1500

3.0

Posted On: May 23, 2024

I absolutely loved my 2010 Chevy Silverado it was my 3rd vehicle and it has lasted a very long time

Pros

The single cab, The long bed

Cons

The miles per gallon, The manual windows


The truck overall was a great truck. The miles per gallon I got around 37. I use to take it mudding and every really put that thing to work. Still has not let me down not one time. The interior looks like it just drove off the showroom floor


Ap

Angela pugh

2005 Chevrolet Silverado 1500

4.0

Posted On: May 21, 2024

My black chevy betsy

Pros

I love the power it has, I love I can haul almost anything

Cons

How it ticks, Tranmission goes out too quickly


It all around performance is amazing it gets 17 mpg and the leather Interior is like butter so soft the safety features are great antilock brakes turns on a dime seat belts airbags and u can haul almost anything I love my Ole betsy


DM

Deborah Middleton

2007 Chevrolet Silverado 1500

3.0

Posted On: May 18, 2024

My 2007 Chevy Silverado 4x4 truck

Pros

Comfortable seats, Cold Air Conditioning

Cons

Squealing brakes, and intense vibrations, Power everything in the doors is glitchy


When it comes to my 2007 Chevy Silverado 4x4 truck I have two lists a pros list and a cons list : Pros: Comfortable seats Refined and quiet ride Comprehensive safety equipment Improved cabin trim Improved build quality Cons : Four-speed transmission can sometimes blunt performance Hard door armrests Cheap interior surfacesVery stiff to drive with a rough suspension... Read more