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Chevrolet
Silverado 1500
Custom Trail Boss
Chevrolet Silverado 1500 Custom Trail Boss for Sale in Baltimore, MD
21202
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1992 and newer
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Silverado 1500 Trims
Custom Trail Boss
454 SS
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(84)
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(62)
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(29)
LD
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LT
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ST
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W/T
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XFE
Z71
ZR2
(27)
Custom Trail Boss Package
Any
LPO, Assist Step and Tonneau Package
Infotainment Package
(3)
Midnight Edition
(2)
LPO, Assist Step And Truck Bed Cover Value Package III
Turbomax Blackout Package
(6)
LPO, Assist Step and Tonneau Value Package I
2.7L Blackout Package
LPO, Assist Step And Truck Bed Cover Value Package II
Custom Convenience Package
(5)
LPO, Performance Upgrade Package
LPO, Dark Essentials Package
(4)
Seat, Cloth Rear With Storage Package
(1)
Safety Confidence Package
(2)
LPO, Realtree Appearance Package
LPO, Assist Step and Tonneau Value Package
Realtree Special Edition
(2)
LPO, Assist Step and Tonneau Value Package III
LPO, Off-Road Appearance Package
Lpo, Assist Step And Tonneau Value Package II
LPO, Utility Wall Package
Dark Appearance Package
(1)
Add Another Make
Chevrolet
Models
Silverado 1500
Astro
Avalanche
(3)
Aveo
(2)
Aveo5
(1)
Beretta
Blazer
(104)
Blazer EV
(58)
Bolt
(146)
Bolt EUV
(3)
Brightdrop
(3)
C/K Truck
Camaro
(54)
Caprice
(1)
Captiva Sport
Cavalier
(1)
Celebrity
Chevette
Citation
City Express
(1)
Cobalt
(1)
Colorado
(248)
Corsica
Corvette
(207)
Cruze
(35)
El Camino
Equinox
(648)
Equinox EV
(104)
Express 1500
(1)
Express 2500
(129)
Express 3500
(123)
Express 4500
(5)
G10
G20
G30
HHR
(1)
Impala
(20)
Kodiak C4500
Kodiak C5500
Low Cab Forward
(14)
Lumina
Lumina APV
LUV
Malibu
(119)
Metro
Monte Carlo
(2)
Nova
Other Chevrolet Models
Prizm
S10 Blazer
S10 Pickup
(2)
Silverado 1500
(844)
Silverado 2500
(289)
Silverado 3500
(90)
Silverado EV
(13)
Sonic
(9)
Spark
(6)
Spark EV
Spectrum
Sprint
SS
(1)
SSR
(1)
Suburban
(246)
Tahoe
(282)
Tracker
TrailBlazer
(204)
TrailBlazer EXT
Traverse
(404)
Trax
(466)
Uplander
Venture
Volt
(4)
Silverado 1500 Trims
Custom Trail Boss
454 SS
C/K Truck
Classic LS
Classic LT
Classic W/T
Custom
(84)
Custom Trail Boss
(62)
EV W/T
High Country
(29)
LD
LD Custom
LD LT
LD W/T
Limited Custom
Limited Custom Trail Boss
Limited High Country
Limited LT
Limited LT Trail Boss
Limited LTZ
Limited RST
Limited W/T
LS
LT
(210)
LT Trail Boss
(88)
LT Z71
LTZ
(60)
LTZ Z71
(6)
RST
(186)
SLE
SS
SSV
ST
Unlimited Sahara 4xe
W/T
(89)
XFE
Z71
ZR2
(27)
Custom Trail Boss Package
Any
LPO, Assist Step and Tonneau Package
Infotainment Package
(3)
Midnight Edition
(2)
LPO, Assist Step And Truck Bed Cover Value Package III
Turbomax Blackout Package
(6)
LPO, Assist Step and Tonneau Value Package I
2.7L Blackout Package
LPO, Assist Step And Truck Bed Cover Value Package II
Custom Convenience Package
(5)
LPO, Performance Upgrade Package
LPO, Dark Essentials Package
(4)
Seat, Cloth Rear With Storage Package
(1)
Safety Confidence Package
(2)
LPO, Realtree Appearance Package
LPO, Assist Step and Tonneau Value Package
Realtree Special Edition
(2)
LPO, Assist Step and Tonneau Value Package III
LPO, Off-Road Appearance Package
Lpo, Assist Step And Tonneau Value Package II
LPO, Utility Wall Package
Dark Appearance Package
(1)
Add Another Make
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Mileage
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Condition
New
(45)
Used
(17)
Manufacturer Certified
(0)
Third-Party Certified
(2)
Certified Program Details
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(45)
Used
(17)
Manufacturer Certified
(0)
Third-Party Certified
(2)
Certified Program Details
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Crew Cab
(4)
Extended Cab
(0)
Regular Cab
(0)
Crew Cab
(4)
Extended Cab
(0)
Regular Cab
(0)
Truck Bed Length
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(53)
Medium
(5)
Long
(0)
Include unspecified lengths
(4)
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Medium
(5)
Long
(0)
Include unspecified lengths
(4)
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62 Matches
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Ford Blue Certified
2025 Chevrolet Silverado 1500
Custom Trail Boss
5K mi
47,895
See payment
Good Price
Dealer Fees Included
No Accidents
Used
2024 Chevrolet Silverado 1500
Custom Trail Boss
14K mi
45,996
See payment
Good Price
No Accidents
High Demand
360°
Used
2019 Chevrolet Silverado 1500
Custom Trail Boss
89K mi
26,687
See payment
No Accidents
My Wallet
by Kelley Blue Book
®
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Keep it Affordable.
Monthly Payment
Credit Rating
Excellent (740-900)
Credit Rating
Excellent (740-900)
Very Good (700-739)
Good (670-699)
Fair (630-669)
Rebuilding (580-629)
Down Payment
Trade-In Value
$0
Trade-In Value
Est. Trade-In Value
Get My Kelley Blue Book® CarValue
Amount Owed on Trade-In
Get My Payoff Quote
Get My Kelley Blue Book® Car Value
$
Based on 4.5% APR for mos.
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Search Available Cars
Used
2021 Chevrolet Silverado 1500
Custom Trail Boss
47K mi
35,739
See payment
No Accidents
Price Drop
Used
2019 Chevrolet Silverado 1500
Custom Trail Boss
100K mi
27,500
See payment
No Accidents
Newly Listed
Used
2022 Chevrolet Silverado 1500
Custom Trail Boss
55K mi
38,485
See payment
No Accidents
High Demand
Ford Blue Certified
2021 Chevrolet Silverado 1500
Custom Trail Boss
98K mi
28,000
See payment
Great Price
No Accidents
Item 1 of 10.
How many passenger seats do you need in your truck?
Any
3 or less
4
5
6
Do you want
Backup Camera?
See behind your vehicle while reversing with a live video feed to avoid obstacles.
Yes, Update Filter
No Preference
Do you want
Bluetooth, Hands-Free?
Make and receive calls safely through your car's audio system without touching your phone.
Yes, Update Filter
No Preference
Do you want
Keyless Start?
Start your car with the push of a button while the key fob stays in your pocket or bag.
Yes, Update Filter
No Preference
Do you want
Lane Departure Warning?
Alerts you if your car begins to drift out of its lane without signaling.
Yes, Update Filter
No Preference
Do you want
Premium Audio?
Enjoy high-quality sound with advanced speakers for a better listening experience.
Yes, Update Filter
No Preference
Do you want
Remote Engine Start?
Start your car from a distance to preheat or cool the cabin before you get in.
Yes, Update Filter
No Preference
Do you want
Security System?
Alerts you with a loud alarm if someone tries to break into your vehicle.
Yes, Update Filter
No Preference
Do you want
WiFi Hotspot?
Keep passengers connected with in-car internet powered by a paid data plan.
Yes, Update Filter
No Preference
Only interested in vehicles that are
1992 and newer?
Yes, Update Filter
No Preference
Used
2023 Chevrolet Silverado 1500
Custom Trail Boss
35K mi
40,998
See payment
No Accidents
Used
2022 Chevrolet Silverado 1500
Custom Trail Boss
72K mi
31,895
See payment
Good Price
Used
2024 Chevrolet Silverado 1500
Custom Trail Boss
20K mi
41,995
See payment
Good Price
Dealer Fees Included
No Accidents
Used
2019 Chevrolet Silverado 1500
Custom Trail Boss
108K mi
26,216
See payment
Dealer Fees Included
Price Drop
Used
2019 Chevrolet Silverado 1500
Custom Trail Boss
50K mi
34,218
See payment
Good Price
No Accidents
Newly Listed
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
52,615
MSRP
$58,615
See payment
Incentive
Newly Listed
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
52,615
MSRP
$58,615
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
11 mi
49,835
MSRP
$56,635
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
10 mi
51,632
MSRP
$56,455
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
5 mi
46,204
MSRP
$56,155
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
54,445
See payment
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
46,971
MSRP
$54,045
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
47,569
MSRP
$56,190
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
46,285
MSRP
$55,035
See payment
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
5 mi
46,680
MSRP
$55,430
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
47,885
MSRP
$56,635
See payment
Newly Listed
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
49,335
MSRP
$59,335
See payment
Incentive
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
0 mi
54,050
See payment
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
5 mi
45,776
MSRP
$58,330
See payment
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
5 mi
48,426
MSRP
$58,285
See payment
High Demand
New
2026 Chevrolet Silverado 1500
Custom Trail Boss
1 mi
48,238
MSRP
$55,600
See payment
Incentive
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Chevrolet Silverado 1500 Custom Trail Boss in Nearby Cities
Chevrolet Silverado 1500 Custom Trail Boss For Sale in Frederick
41 for sale
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