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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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New and used
2025 Chevrolet Silverado 1500 Custom Trail Boss trucks
for sale
near
Cypress Gardens, FL
25 matches
30 miles from 33882
Be the first to know!
Est.
$400
/mo*
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$46,542
MSRP $55,480
$3,438 price drop
Regal Chevrolet Kia Lakeland
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: 25C626
VIN: 3GCPKCEK1SG338882
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Regal Chevrolet Kia Lakeland review
Jeremy was perfectly kind and professional.
Jeremy was perfectly kind and professional. Had to wait many weeks for the parts to come in for the repairs to be done on my car . He was able to get me a loaner vehicle for so many weeks was truly a blessing. This dealership represents their commitment to the customer to experience great service 👍 Jeremy thanks 😊 I will be back
2025 Chevrolet Silverado 1500 Custom Trail Boss review
When I first drove this truck I fell in love with it.
When I first drove this truck I fell in love with it. I am recommending this truck to everyone I know. It’s got great power and it is comfortable. It rides surprisingly smooth.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$55,370
MSRP $58,620
$3,250 price drop
Stingray Chevrolet Bartow
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
15-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: SG376169STK
VIN: 3GCUKCED0SG376169
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Stingray Chevrolet Bartow review
Courteous salesman who responded quickly!
Very courteous salesman who responded quickly to my wife to get us in a new Chevy Trax. Fantastic selection of cars and trucks. Absolutely the largest dealership we have ever been to.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$53,115
MSRP $60,365
Stingray Chevrolet
Vehicle information
Ext. color: Cypress
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: SG363200
VIN: 3GCUKCED2SG363200
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Stingray Chevrolet review
The dealership contact me promptly and set an appointment
The dealership contact me promptly and set an appointment which the salesman was very nice and accommodating.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$46,270
MSRP $55,185
$3,415 price drop
Regal Chevrolet Kia Lakeland
Vehicle information
Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: 25C676
VIN: 3GCPKCEK1SG338896
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Regal Chevrolet Kia Lakeland review
This is our third time purchasing from regal Kia of
This is our third time purchasing from regal Kia of Lakeland. Second time purchasing with Amy C. HIGHLY recommend. She has been the absolute best at getting us in the car we want. Couldn’t recommend her enough. Go to Regal Kia see Amy and get yourself a new vehicle
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
Not Priced
Stingray Chevrolet
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: SG304843
VIN: 3GCPKCEK8SG304843
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Stingray Chevrolet review
Ray is an excellent service adviser.
Ray is an excellent service adviser. Friendly, knowledgeable and works to make your experience as good as possible. i avoided making two trips to the dealership for this repair due to Ray's help with this matter. You need more people like him.
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
Chevrolet Certified
2025 Chevrolet Silverado 1500 Custom Trail Boss
2,968 mi.
$47,988
Ferman Chevrolet of Tampa
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: C252894A
VIN: 3GCPKCEK0SG143601
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Chevrolet Certified
2025 Chevrolet Silverado 1500 Custom Trail Boss
8,300 mi.
$48,000
Don Mealey Chevrolet
Vehicle information
Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: TSG119450
VIN: 3GCUKCED0SG119450
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$55,819
MSRP $58,819
Register Chevrolet
Vehicle information
Ext. color: Cypress
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: T25520
VIN: 3GCUKCED0SG360098
Features
Convenience:
Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$47,175
MSRP $56,675
Ferman Chevrolet of Tampa
Vehicle information
Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: C253340
VIN: 3GCPKCEKXSG329727
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$47,485
Carroll Chevrolet
Vehicle information
Ext. color: Summit White
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: SG154263
VIN: 3GCPKCEK6SG154263
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$50,595
MSRP $57,845
Palm Chevrolet Ocala
Vehicle information
Ext. color: Gray
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: TT10290
VIN: 3GCUKCED5SG278173
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$47,026
$6,000 price drop
Love Chevrolet
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: CT25352
VIN: 3GCPKCEK0SG370545
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$51,983
Gettel Chevrolet Buick GMC of Charlotte County
Vehicle information
Ext. color: Red Hot
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
15-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: G339194
VIN: 3GCUKCED1SG339194
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$51,174
MSRP $58,924
Ferman Chevrolet of Tarpon Springs
Vehicle information
Ext. color: Summit White
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 25T1032
VIN: 3GCUKCED1SG345643
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$44,155
MSRP $53,655
Ferman Chevrolet of Tampa
Vehicle information
Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: C253343
VIN: 3GCPKCEK0SG331793
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
25 matches
Clear
Chevrolet Silverado 1500 trims
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Chevrolet Silverado 1500 2025 Custom
58 listings starting at $38,078
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Chevrolet Silverado 1500 2025 LT
4 Great Deals out of 56 listings starting at $42,999
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46 listings starting at $35,390
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Chevrolet Silverado 1500 2025 RST
42 listings starting at $46,255
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29 listings starting at $55,185
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Chevrolet Silverado 1500 2025 Custom Trail Boss
1 Great Deal out of 25 listings starting at $46,270
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This car is likely to sell soon based on the price, features, and condition.
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