Used 2019 Chevrolet Silverado 2500HD for Sale near Connecticut

How much does the 2019 Chevrolet Silverado 2500HD cost?

Prices have softened 5.15% compared to this time last year, making it a favorable time to shop this model year.

There are 1,920 listings available, which suggests you have a meaningful amount of inventory to compare.

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 towing and hauling capability. The truck also appeals if you want a heavy-duty pickup that feels more modern and tech-forward than older versions while still staying work-focused. With 27.4% of listings marked as good or great deals, you have some room to shop selectively.

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, especially for towing and hauling, and they also highlight the truck’s trouble-free, long-term appeal. That combination matters if you want a used heavy-duty pickup you can count on for regular work.

For used buyers, the main long-term ownership risk is less about the truck’s core capability and more about how hard previous owners used it.

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

At 73.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report so you can separate clean trucks from those with prior damage. After that, prioritize a thorough pre-purchase inspection, especially if the truck was used for towing, hauling, or other heavy-duty work. Focus on overall condition, maintenance evidence, and signs of wear that can come from hard use.

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 carefully and still find value.

• Deal availability: 27.4% of listings are priced as good or great deals.
• Inventory: There are 1,920 listings available.
• Price trend: Prices have softened 5.15% compared with last year.
• Clean inventory: 73.1% of listings are accident-free.

If you find a listing below $33,835, 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 $33,835 sits slightly below last year's $35,672.

That price movement suggests the market has cooled a bit, which can help you buy more confidently now but may also limit short-term upside if you plan to resell soon. For future sellers, the softer pricing means condition and documentation matter even more if you want to stand out. Trucks with strong owner satisfaction tend to hold buyer interest better, especially when they have a reputation for capability and dependability.

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:

• 27.4% of listings are priced as good or great deals.
• At 73.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 5.15% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $38,735, the 2020 costs more than the current year's $33,835 average.
• It broadens the truck’s role as both a worksite tool and a family commuter.

The bottom line: If you want the better value play, 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 the next model year’s broader role and don’t mind the higher asking price, the 2020 is the secondary path for buyers who want to compare beyond pure affordability.

These recommendations are based on CarGurus' proprietary market data from September 11, 2026, CarGurus experts' opinions, and generative AI.