Used 2019 Chevrolet Silverado 2500HD for Sale nearMadison, WI

How much does the 2019 Chevrolet Silverado 2500HD cost?

Prices have softened 4.64% compared to this time last year, making it a favorable time to shop this model year.

There are 1,947 listings available, which suggests solid inventory for shoppers comparing prices and trims.

Is the 2019 Chevrolet Silverado 2500HD a good car?

Yes — the 4.8/5 user rating points to strong owner satisfaction. Drivers consistently praise its performance, especially the Duramax diesel engine, along with its dependable, capable nature for towing and hauling. That fits well if you want a heavy-duty truck that can handle work duties while still offering a more modern cabin and useful tech features. With 29.0% of listings marked as good or great deals, you have a meaningful chance to find a competitive offer.

Is the 2019 Chevrolet Silverado 2500HD reliable?

Owners rate it 4.8/5, a strong signal of long-term satisfaction.

Reviewers describe it as dependable and capable, and they specifically call out its towing and hauling strength as a reason they trust it. The repeated praise for the Duramax diesel also suggests that many owners feel confident relying on this truck for demanding use over time. For used buyers, that kind of feedback is encouraging, but a heavy-duty truck still deserves careful maintenance and condition checks because hard work can accelerate wear.

What should I look for when buying a used 2019 Chevrolet Silverado 2500HD?

At 72.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

Start with a vehicle history report so you can confirm accident records, title status, and ownership patterns before you commit. Then prioritize a thorough inspection of the truck’s frame, suspension, brakes, and towing-related hardware, since those areas matter most on a heavy-duty pickup. You should also focus on overall condition and signs of hard use, because work-truck life can leave wear that isn’t obvious in photos.

Is now a good time to buy a used 2019 Chevrolet Silverado 2500HD?

This looks like a moderate, selective buyer’s market, so you can shop patiently and still find worthwhile options.

• Deal availability: 29.0% of listings are priced as good or great deals.
• Inventory: There are 1,947 listings available.
• Price trend: Prices have softened 4.64% compared with last year.
• Clean inventory: 72.2% of listings are accident-free.

If you find a listing below $33,803, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chevrolet Silverado 2500HD's resale value?

The current average of $33,822 sits slightly below last year's $35,469.

That softer pricing can help you buy more efficiently now, but it also means future resale gains may be more limited if the market stays under pressure. Even so, a truck with strong owner satisfaction and broad appeal in the heavy-duty segment can still hold buyer interest well. If you keep mileage, maintenance, and condition in good shape, you should be better positioned when it’s time to sell.

Vehicles with strong owner satisfaction ratings, like this model year's 4.8/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Chevrolet Silverado 2500HD 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:

• 29.0% of listings are priced as good or great deals.
• At 72.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 4.64% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $38,671, the 2020 costs more than the current year's $33,822 average.
• It broadens the truck’s role with more all-around capability and family-friendly versatility.

The bottom line: If you want the better value, the 2019 is the stronger starting point because it combines a lower average price with solid owner satisfaction and decent deal availability. If you’re willing to pay more for a newer model and want the next year’s broader versatility, the 2020 is the better secondary path for buyers who prioritize that upgrade over price.

These recommendations are based on CarGurus' proprietary market data from September 29, 2026, CarGurus experts' opinions, and generative AI.