2024 Chevrolet Silverado 1500 Custom Trail Boss
$1,883 less than this car
- 55,652 mi
- 4WD
- Automatic
- Gasoline
- Truck
WOW! Chevrolet of Woodbury · Woodbury, CT · 15 mi away
2023 Chevrolet Silverado 1500 Custom Trail Boss Truck
25,960 miles · truck

Meet the 2023 Chevrolet Silverado 1500 Custom Trail Boss—a capable pickup truck designed to handle your work and weekend adventures with confidence and reliability. - EcoTec3 5.3L V8 Engine with Dynamic Fuel Management - 4WD with Auto-Locking Rear Differential - Integrated Trailer Brake Controller - CheyTec Spray-On Black Bedliner - EZ Lift Power Lock & Release Tailgate - 10-Way Power Driver Seat with Lumbar Support - Chevrolet Infotainment 3 System with Apple CarPlay and Android Auto - Wireless Phone Projection and Bluetooth Connectivity - SiriusXM Satellite Radio - Remote Vehicle Starter System - Hill Descent Control - Lane Keep Assist with Lane Departure Warning - Automatic Emergency Braking with Front Pedestrian Braking - Dual Rear USB Ports for Device Charging - 120-Volt Bed-Mounted Power Outlet This truck arrives with an accident-free CARFAX report and one-owner history, along with available service records for your peace of mind. The Blue exterior presents a clean, professional appearance that stands out on the road or at the job site. Under the hood, the EcoTec3 5.3L V8 delivers 355 horsepower and 383 lb-ft of torque through a smooth 10-speed automatic transmission. The Dynamic Fuel Management system intelligently adjusts engine operation across seventeen different patterns, optimizing power and efficiency based on driving demands. This intelligent design means you get the strength you need when you need it. The Trail Boss package brings genuine capability with a suspension system engineered for rough terrain, while the trailering package ensures you can handle heavy loads safely. The integrated trailer brake controller simplifies towing operations, and the auto-locking rear differential provides traction when conditions demand it. Inside, the cab combines functionality with comfort. The 10-way power driver seat with lumbar support keeps you positioned right during long drives, while the Chevrolet Infotainment 3 system with wireless phone projection keeps you connected. Dual rear USB ports, the 120-volt bed-mounted outlet, and the remote vehicle starter add practical convenience. The CheyTec spray-on black bedliner protects your investment, while the molded black splash guards, wheelhouse liners, and performance red recovery hooks complete the ready-to-work appearance. With an available extended warranty option and our team ready to assist with credit considerations, we're here to help you drive home with confidence.
Dealer-provided information may change. Confirm availability, price, vehicle condition, taxes and fees with the selling dealership.
Among the highest-priced · 13% of 8 similar listings ask more than this car.
How we calculate market value: comparable cars for sale now plus their last listed prices.
Price tracked by AutosXchange since Nov 6, 2026. No price change at this dealership since Nov 6 ($39,999).0 price changes at this dealership: $39,999 → $39,999.
AutosXchange Intel Hub: Price changes for this model in Connecticut · This model in the Intel Hub · Market movers in Connecticut
Dealer-advertised asking prices as observed by AutosXchange (data as of Nov 11); earlier listings at other dealerships are shown by state only. Source: AutosXchange Intel Hub, autos-xchange.com/market.
Same 2022–2024 Silverado 1500 Custom Trail Boss · used · any miles · within 100 miles of Bethany, Connecticut. All 8 comparable cars for sale, nearest first.
$1,883 less than this car
WOW! Chevrolet of Woodbury · Woodbury, CT · 15 mi away
$8,705 less than this car
Meadowland GMC · Carmel, NY · 37 mi away
$599 less than this car
Atlantic Chevrolet · Bay Shore, NY · 51 mi away
$501 more than this car
Central Chevrolet · West Springfield, MA · 52 mi away
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Healey Brothers Chevrolet · Newburgh, NY · 56 mi away
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Vachon Chevrolet · Brooklyn, CT · 60 mi away
$8,009 less than this car
Quality Chevrolet of Englewood · Englewood, NJ · 63 mi away
$9,704 less than this car
McGovern Hyundai of Milford · Milford, MA · 91 mi away
2024 Chevrolet Silverado 1500 Custom Trail Boss55,652 miles · WOW! Chevrolet of Woodbury · Woodbury, CT · 15 mi away$38,116$1,883 less than this car
2022 Chevrolet Silverado 1500 Custom Trail Boss59,400 miles · Meadowland GMC · Carmel, NY · 37 mi away$31,294$8,705 less than this car
2024 Chevrolet Silverado 1500 Custom Trail Boss35,644 miles · Atlantic Chevrolet · Bay Shore, NY · 51 mi away$39,400$599 less than this car
2024 Chevrolet Silverado 1500 Custom Trail Boss17,155 miles · Central Chevrolet · West Springfield, MA · 52 mi away$40,500$501 more than this car
2023 Chevrolet Silverado 1500 Custom Trail Boss47,761 miles · Healey Brothers Chevrolet · Newburgh, NY · 56 mi away$39,375$624 less than this car
2023 Chevrolet Silverado 1500 Custom Trail Boss42,434 miles · Vachon Chevrolet · Brooklyn, CT · 60 mi away$38,988$1,011 less than this car
2024 Chevrolet Silverado 1500 Custom Trail Boss68,302 miles · Quality Chevrolet of Englewood · Englewood, NJ · 63 mi away$31,990$8,009 less than this car
2023 Chevrolet Silverado 1500 Custom Trail Boss72,828 miles · McGovern Hyundai of Milford · Milford, MA · 91 mi away$30,295$9,704 less than this carAll Chevrolet models, all years and trims. Nearest first.
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
Green Light Auto Sales · Bethany, CT · 0 mi away
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