Used 2019 Chevrolet Silverado 1500 for Sale nearBoston, MA

How much does the 2019 Chevrolet Silverado 1500 cost?

Prices have softened 7.99% compared to this time last year, making it a favorable time to shop this model year.

There are 9,563 listings available, which suggests solid inventory for comparison shopping.

If you find a listing below $26,757.95, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Chevrolet Silverado 1500 a good car?

Generally — the 2019 Chevrolet Silverado 1500 earns a 4.47/5 user rating and a 7.33/10 expert rating. The standout strength is Technology at 9/10.

Owners repeatedly praise the comfortable ride, solid performance, and spacious interior. They also highlight the quiet cabin, strong power, impressive acceleration, and confident handling.

That lines up well with the Silverado’s role as a redesigned full-size pickup that should appeal to you if you want a familiar truck nameplate with meaningful updates and a practical, roomy cabin. The market also shows 26.1% good or great deals, which gives you some room to shop selectively.

Is the 2019 Chevrolet Silverado 1500 reliable?

Owners rate it 4.47/5, a solid signal of long-term satisfaction.

The owner feedback points to a truck that feels comfortable, powerful, and spacious, while also being quiet and satisfying to drive. That kind of recurring praise usually matters most when you want a used truck you can count on day after day.

The expert drive notes also describe it as satisfying to drive, with a stiffer structure and confidence-inspiring steering and braking. On the ownership side, the main risk for used buyers is making sure the truck’s condition and maintenance history are clean, especially if you’re looking at higher-mileage examples.

What should I look for when buying a used 2019 Chevrolet Silverado 1500?

At 68.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and then prioritize a pre-purchase inspection, especially on trucks that have been used hard or modified. Focus on body condition, signs of prior repair, and whether the truck’s equipment matches the trim you expect.

Key things to evaluate:

• Trim level: The lineup includes WT (Work Truck), Custom, LT, RST, LTZ, High Country, and Trail Boss versions of the Custom and LT. Base-trim trucks can feel sparse, while Trail Boss models add a lifted off-road suspension and rugged appearance.
• Powertrain: Engine choices include a turbocharged 2.7-liter 4-cylinder, a turbocharged 3.0-liter 6-cylinder diesel, a 4.3-liter V6, two versions of a 5.3-liter V8, and a 6.2-liter V8. The truck can tow up to 12,200 pounds and haul as much as 2,250 pounds, depending on configuration.
• Safety package: Standard safety equipment includes pedestrian braking, blind-spot monitoring, rear cross-traffic alert, a following-distance monitor, forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, Rear Seat Reminder, and OnStar Safety & Security. The optional Safety Package adds front and rear parking sensors, blind-spot monitoring with lane-change alert, and rear cross-traffic alert.
• Infotainment: Chevrolet Infotainment 3 includes Apple CarPlay, Android Auto, a 4G LTE Wi-Fi hotspot, and Teen Driver. A high-definition reversing camera is available with three views and guidance lines, and embedded navigation is limited to LTZ and High Country.
• Fuel efficiency: The test truck returned 13.8 mpg on one loop and never broke an average of 15 mpg on another highway-heavy drive.

Which 2019 Chevrolet Silverado 1500 trim should I buy?

The 2019 Chevrolet Silverado 1500 is offered in 8 trim levels: WT (Work Truck), Custom, LT, RST, LTZ, High Country, Trail Boss versions of the Custom, and Trail Boss versions of the LT.

Here's the short version:

• WT (Work Truck): This is the most basic route into the Silverado lineup, so it makes sense if you want the truck first and the extras second. It is the trim most likely to leave you wanting more standard features.
• Custom: This is the value-minded step up if you want a little more personality without chasing luxury pricing. It also serves as the starting point for the Trail Boss version if you want the lifted, rugged look.
• LT: This is the best-value trim for most shoppers because it balances equipment, comfort, and price better than the lower trims. If you want a well-rounded used Silverado, this is the one to focus on first.
• RST: Choose this if you want a more style-forward truck with a cleaner, more modern appearance. It fits buyers who care about looks as much as everyday usability.
• LTZ: This is the better pick if you want a more upscale feel and plan to add more convenience and tech. It also unlocks embedded navigation.
• High Country: This is the top-end choice if you want the most premium Silverado experience in this lineup. It is the trim to target if comfort and features matter more than price.
• Trail Boss Custom: Pick this if you want the lifted off-road suspension and rugged appearance from the Custom side of the lineup. It is the more adventurous choice for buyers who like the look and stance.
• Trail Boss LT: This is the most capable-feeling and most fully featured Trail Boss path, especially if you want the off-road-ready setup with more available equipment. It is the one to consider if you want the strongest blend of capability and presence.

The Safety Package is worth seeking out if you want the added parking sensors and lane-change alert feature.

Is now a good time to buy a used 2019 Chevrolet Silverado 1500?

This is a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile deals.

• Deal availability: 26.1% of listings are priced as good or great deals.
• Inventory: There are 9,563 listings available.
• Price trend: Prices have softened 7.99% compared with last year.
• Clean inventory: 68.9% of listings are accident-free.

If you find a listing below $26,757.95, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chevrolet Silverado 1500's resale value?

The current average of $26,757 sits slightly below last year's $29,080.

That softer pricing suggests the truck has already absorbed some of its recent depreciation, which can help future resale stability if you buy at the right price. For you, that means the biggest resale advantage comes from choosing a clean, well-kept example rather than stretching for a higher-priced truck with more wear.

Because the market still shows meaningful inventory and a decent share of good deals, a disciplined purchase can help protect your exit value later. Trucks with strong owner satisfaction tend to stay easier to move when it’s time to sell.

Vehicles with solid owner satisfaction ratings, like this model year's 4.47/5, tend to retain buyer demand, which supports resale value over time.

Is the 2019 Chevrolet Silverado 1500 safe?

It earns a 8/10 safety score from our experts.

Safety is improved with pedestrian braking, blind-spot monitoring, rear cross-traffic alert, a following-distance monitor, forward-collision warning, automatic emergency braking, lane-departure warning, and lane-keeping assist. A Rear Seat Reminder is standard, and OnStar Safety & Security adds automatic crash response.

The optional Safety Package adds front and rear parking sensors, blind-spot monitoring with lane-change alert, and rear cross-traffic alert. That package is the one to look for if you want the most complete driver-assistance setup.

Should I buy a 2019 Chevrolet Silverado 1500 or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 26.1% of listings are priced as good or great deals.
• At 68.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 7.99% compared with last year.
• Owners rate it 4.47/5 — a solid satisfaction signal.
• The redesign brings a quieter cabin, stronger structure, and better tech than the outgoing truck.

Consider the 2020 if:

• At $28,858, the 2020 costs more than the current year's $26,757 average.
• It adds a 3.0-liter turbodiesel, a bed-view camera, and camera-based adaptive cruise control.

The bottom line: If you want the better value, the 2019 is the smarter starting point because prices have eased and inventory is healthy. If you can spend more and want the added camera and powertrain choices, the 2020 is the better upgrade path.

These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.