Used Chevrolet Silverado 1500 Custom Trail Boss for Sale
iSeeCars
4,628
Other Listings
571
Showing 1-20 of 4,628 Listings
Sort by:
Featured
$26,977
FAIR DEAL
2019 Chevrolet Silverado 1500 Custom Trail Boss
- 101,560 Miles
- Stafford, VA
- Remaining Lifespan: 7.9 yrs
- $971 Above market value of $26,005
- Listed Today
Additional info close
Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for Sale
101,560 Miles
Stafford, VA
| Category | Used Cars |
| Price | $26,977 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEF5KZ381283 |
| Location | Stafford, VA |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 101,560 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Black |
| MPG | 16 combined |
| Drivetrain | 4X4 |
Featured
$28,262
GOOD DEAL
2020 Chevrolet Silverado 1500 Custom Trail Boss
- 61,986 Miles
- Carson, CA
- Remaining Lifespan: 8.3 yrs
- $2,112 Below market value of $30,374
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2020 Chevrolet Silverado 1500 Custom Trail Boss for Sale
61,986 Miles
Carson, CA
| Category | Used Cars |
| Price | $28,262 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCRYCEF3LZ163059 |
| Location | Carson, CA |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 61,986 mi. |
| Transmission | Automatic |
| Exterior Color | Northsky blue metallic |
| Interior Color | Black |
| MPG | 16 combined |
| Drivetrain | 4X4 |
$55,975
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Washington, NC
- Average Price: $51,750
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
0 Miles
Washington, NC
| Category | New Cars |
| Price | $55,975 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPKCEK3TG267461 |
| Location | Washington, NC |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 0 mi. |
| Transmission | Automatic |
| Exterior Color | Summit white |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$55,975
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Washington, NC
- Average Price: $51,750
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
0 Miles
Washington, NC
| Category | New Cars |
| Price | $55,975 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPKCEK5TG267669 |
| Location | Washington, NC |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 0 mi. |
| Transmission | Automatic |
| Exterior Color | Summit white |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 57,543 Miles
- Warner Robins, GA
- Remaining Lifespan: 8.8 yrs
- Market Price: $36,113
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
57,543 Miles
Warner Robins, GA
| Category | Used Cars |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEF4MZ257136 |
| Location | Warner Robins, GA |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 57,543 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
| Positives | warranty |
$37,999
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 50,481 Miles
- Roseville, CA
- Remaining Lifespan: 8.8 yrs
- Market Price: $33,394
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
50,481 Miles
Roseville, CA
| Category | Used Cars |
| Price | $37,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEFXMZ289010 |
| Location | Roseville, CA |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 50,481 mi. |
| Transmission | Automatic |
| Exterior Color | Shadow gray metallic |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
| Positives | clean history |
$57,490
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Schertz, TX
- Average Price: $52,111
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
0 Miles
Schertz, TX
| Category | New Cars |
| Price | $57,490 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCUKCED4TG267053 |
| Location | Schertz, TX |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 0 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$33,638
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 56,336 Miles
- Winnie, TX
- Remaining Lifespan: 8.8 yrs
- $2,667 Below market value of $36,305
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
56,336 Miles
Winnie, TX
| Category | Used Cars |
| Price | $33,638 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEF5MZ371291 |
| Location | Winnie, TX |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 56,336 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
$36,548
GOOD DEAL
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 33,541 Miles
- Austin, TX
- Remaining Lifespan: 8.8 yrs
- $2,177 Below market value of $38,725
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
33,541 Miles
Austin, TX
| Category | Used Cars |
| Price | $36,548 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPYCEF8MG450874 |
| Location | Austin, TX |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 33,541 mi. |
| Transmission | Automatic |
| Exterior Color | Summit white |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
| Positives | certified pre-owned car |
$51,084
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Baxley, GA
- $4,726 Below similar cars
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
25 Miles
Baxley, GA
| Category | New Cars |
| Price | $51,084 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCUKCED5TG215303 |
| Location | Baxley, GA |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 25 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$39,979
2023 Chevrolet Silverado 1500 Custom Trail Boss
- 32,315 Miles
- New Richmond, WI
- Remaining Lifespan: 10.1 yrs
- $3,575 Above market value of $36,403
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2023 Chevrolet Silverado 1500 Custom Trail Boss for Sale
32,315 Miles
New Richmond, WI
| Category | Used Cars |
| Price | $39,979 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCUDCED9PG361378 |
| Location | New Richmond, WI |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 32,315 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$54,991
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Whiteville, NC
- $1,112 Above similar cars
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
12 Miles
Whiteville, NC
| Category | New Cars |
| Price | $54,991 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPKCEK1TG210997 |
| Location | Whiteville, NC |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 12 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$30,700
2022 Chevrolet Silverado 1500 Custom Trail Boss
- 68,909 Miles
- Greensboro, GA
- Remaining Lifespan: 9.4 yrs
- $4,221 Below market value of $34,921
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2022 Chevrolet Silverado 1500 Custom Trail Boss for Sale
68,909 Miles
Greensboro, GA
| Category | Used Cars |
| Price | $30,700 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPDCEK4NG675822 |
| Location | Greensboro, GA |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 68,909 mi. |
| Transmission | Automatic |
| Exterior Color | Unknown |
| Interior Color | Black |
| MPG | 18 combined |
| Drivetrain | 4X4 |
$30,859
2020 Chevrolet Silverado 1500 Custom Trail Boss
- 63,485 Miles
- Janesville, WI
- Remaining Lifespan: 8.3 yrs
- $2,578 Below market value of $33,437
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2020 Chevrolet Silverado 1500 Custom Trail Boss for Sale
63,485 Miles
Janesville, WI
| Category | Used Cars |
| Price | $30,859 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPYCEF4LG315633 |
| Location | Janesville, WI |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 63,485 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 16 combined |
| Drivetrain | 4X4 |
$38,998
GOOD DEAL
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 26,167 Miles
- Wilmington, NC
- Remaining Lifespan: 8.8 yrs
- $3,957 Below market value of $42,955
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
26,167 Miles
Wilmington, NC
| Category | Used Cars |
| Price | $38,998 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEF6MZ239124 |
| Location | Wilmington, NC |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 26,167 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
$31,739
FAIR DEAL
2021 Chevrolet Silverado 1500 Custom Trail Boss
- 90,103 Miles
- Delaware, OH
- Remaining Lifespan: 8.8 yrs
- $890 Above market value of $30,849
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2021 Chevrolet Silverado 1500 Custom Trail Boss for Sale
90,103 Miles
Delaware, OH
| Category | Used Cars |
| Price | $31,739 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1GCPYCEFXMZ290979 |
| Location | Delaware, OH |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 90,103 mi. |
| Transmission | Automatic |
| Exterior Color | Silver ice metallic |
| Interior Color | Black |
| MPG | 15 combined |
| Drivetrain | 4X4 |
$32,982
GOOD DEAL
2019 Chevrolet Silverado 1500 Custom Trail Boss
- 51,142 Miles
- Wichita, KS
- Remaining Lifespan: 7.9 yrs
- $2,267 Below market value of $35,249
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for Sale
51,142 Miles
Wichita, KS
| Category | Used Cars |
| Price | $32,982 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPYCEF9KG280389 |
| Location | Wichita, KS |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 51,142 mi. |
| Transmission | Automatic |
| Exterior Color | Satin steel metallic |
| Interior Color | Black |
| MPG | 16 combined |
| Drivetrain | 4X4 |
$59,795
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Fruitland, ID
- Average Price: $53,584
- Listed Today
●
iSeeCars Dealer Score
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
Miles
Fruitland, ID
| Category | New Cars |
| Price | $59,795 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Diesel |
| Seats | 6 Seats |
| VIN | 3GCUKCE84TG266648 |
| Location | Fruitland, ID |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | mi. |
| Transmission | Automatic |
| Exterior Color | Summit white |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | 4X4 |
$55,900
2026 Chevrolet Silverado 1500 Custom Trail Boss
- Marion, IN
- $384 Above similar cars
- Listed Today
Additional info close
New 2026 Chevrolet Silverado 1500 Custom Trail Boss for Sale
3 Miles
Marion, IN
| Category | New Cars |
| Price | $55,900 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 3GCPKCEK0TG247216 |
| Location | Marion, IN |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 3 mi. |
| Transmission | Automatic |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$42,996
2024 Chevrolet Silverado 1500 Custom Trail Boss
- 27,010 Miles
- Bowling Green, KY
- $2,683 Below market value of $45,679
- Certified used, Low annual miles
- Listed Today
●
iSeeCars Dealer Score
Additional info close
Used 2024 Chevrolet Silverado 1500 Custom Trail Boss for Sale
27,010 Miles
Bowling Green, KY
| Category | Certified Used Cars |
| Price | $42,996 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Diesel |
| Seats | 6 Seats |
| VIN | 3GCUDCE89RG408737 |
| Location | Bowling Green, KY |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 27,010 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | 4X4 |
| Positives | certified pre-owned car, one owner, inspected, warranty |
Page 1 of 232
Used Chevrolet Silverado 1500 Custom Trail Boss
How to save money when buying a used Chevrolet Silverado 1500 Custom Trail Boss?
| Cab Type | A Silverado 1500 Extended Cab is $3,729 less than a Crew Cab |
| Engine | A 6-Cylinder Silverado 1500 costs $2,267 less than a 8-Cylinder |
What colors are the best deals for a Chevrolet Silverado 1500 Custom Trail Boss?
Least Expensive Color
Silver
$232
Average Savings
Most Expensive Color
Gray
$211
Average Premium
Average car color pricing for a used Chevrolet Silverado 1500 Custom Trail Boss?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Silver | $232 Savings | |
| Blue | $190 Savings | |
| Red | $32 Savings | |
| White | $23 Savings | |
| Black | $45 Higher | |
| Brown | $129 Higher | |
| Gray | $211 Higher |
What Chevrolet Silverado 1500 Custom Trail Boss color has the best resale value?
Price differences by car color compared to the average price of a used Chevrolet Silverado 1500 Custom Trail Boss
Prices in Top Cities
| Average Price | Deals | Listings | |
|---|---|---|---|
| Chevrolet Silverado 1500 in Dallas | $45,534 | Save $10,231 on 871 deals | 3,861 listings |
| Chevrolet Silverado 1500 in Atlanta | $40,011 | Save $9,252 on 551 deals | 1,849 listings |
| Chevrolet Silverado 1500 in Phoenix | $45,212 | Save $11,638 on 368 deals | 1,788 listings |
| Chevrolet Silverado 1500 in Miami | $37,931 | Save $8,930 on 331 deals | 1,844 listings |
| Chevrolet Silverado 1500 in Charleston | $43,825 | Save $7,767 on 109 deals | 396 listings |
Others also viewed these Models...
| Average Price | Deals | Listings | |
|---|---|---|---|
| Ford F-150 for Sale | $47,194 | Save $23,387 on 27,512 deals | 118,567 listings |
| GMC Sierra 1500 for Sale | $51,899 | Save $12,843 on 13,422 deals | 58,375 listings |
| Ram Ram Pickup 1500 for Sale | $49,188 | Save $21,883 on 17,158 deals | 79,535 listings |
Used Chevrolet Silverado 1500 By Trim
| Trim | Average Price | Deals | Listings |
|---|---|---|---|
| Used Chevrolet Silverado 1500 LT | $36,553 | Save $10,312 on 7,486 deals | 24,916 listings |
| Used Chevrolet Silverado 1500 RST | $49,141 | Save $11,755 on 3,475 deals | 14,290 listings |
| Used Chevrolet Silverado 1500 Custom | $37,844 | Save $10,136 on 2,579 deals | 9,684 listings |
| Used Chevrolet Silverado 1500 LTZ | $43,095 | Save $11,647 on 2,682 deals | 7,842 listings |
| Used Chevrolet Silverado 1500 Work Truck | $35,117 | Save $10,548 on 1,268 deals | 7,797 listings |
| Used Chevrolet Silverado 1500 High Country | $52,013 | Save $10,707 on 1,384 deals | 4,146 listings |
| Used Chevrolet Silverado 1500 LS | $13,217 | Save $5,176 on 258 deals | 775 listings |
| Used Chevrolet Silverado 1500 LT Z71 | $20,406 | Save $5,309 on 237 deals | 507 listings |
| Used Chevrolet Silverado 1500 LTZ Z71 | $24,794 | Save $5,978 on 154 deals | 355 listings |
Popular Model Years For Chevrolet Custom Trail Boss
| Average Price | Deals | Listings | |
|---|---|---|---|
| 2023 Chevrolet Silverado 1500 Custom Trail Boss | $38,122 | Save $6,994 on 95 deals | 201 listings |
| 2024 Chevrolet Silverado 1500 Custom Trail Boss | $41,536 | Save $8,773 on 202 deals | 363 listings |
Average Price of Chevrolet Silverado 1500 Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
|
Chevrolet Silverado 1500 LT (1999-2005, 2009-2020) |
$27,091 | 19,254 Listings |
|
||||||||
|
Chevrolet Silverado 1500 RST (2019-2020) |
$39,388 | 7,394 Listings |
|
||||||||
|
Chevrolet Silverado 1500 LTZ (2007-2020) |
$33,248 | 6,046 Listings |
|
||||||||
|
Chevrolet Silverado 1500 Custom (2016-2020) |
$30,649 | 5,276 Listings |
|
||||||||
|
Chevrolet Silverado 1500 LT Trail Boss (2019-2020) |
$40,611 | 3,930 Listings |
|
||||||||
|
Chevrolet Silverado 1500 Work Truck (2002-2020) |
$22,461 | 3,704 Listings |
|
||||||||
|
Chevrolet Silverado 1500 High Country (2014-2020) |
$43,378 | 3,185 Listings |
|
||||||||
|
Chevrolet Silverado 1500 Custom Trail Boss (2019-2020) |
$35,680 | 1,983 Listings |
|
||||||||
|
Chevrolet Silverado 1500 ZR2 (2022) |
$55,020 | 1,244 Listings |
|
||||||||
|
Chevrolet Silverado 1500 LS (1999-2013, 2015-2018) |
$13,216 | 929 Listings |
|