Used 2019 Chevrolet Silverado 2500HD for Sale nearWindsor, ON

How much does the 2019 Chevrolet Silverado 2500HD cost?

Prices are up 8.81% year-over-year — a sign of continued demand for this model year.

There are 55 listings available, which gives you a modest amount of inventory to compare.

Is the 2019 Chevrolet Silverado 2500HD a good car?

Yes — the 2019 Chevrolet Silverado 2500HD earns a 4.8/5 user rating, which points to strong owner satisfaction. Drivers consistently praise its performance, especially the Duramax Diesel engine, and they also highlight its dependable, capable nature for towing and hauling. That fits well if you want a heavy-duty truck that still offers a more polished daily-driving experience and a tech-rich cabin. With 30.9% of listings marked as good or great deals, you still 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.

User feedback repeatedly describes this truck as dependable and capable, with owners saying they can count on it for towing and hauling. The same review summary also points to strong performance as a key strength, which supports the idea that this is a truck built for long-term use. For used buyers, the main ownership risk is making sure the specific truck you choose has been maintained well, since heavy-duty use can magnify wear over time.

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 without expecting a deep bargain on every listing.

• Deal availability: 30.9% of listings are priced as good or great deals.
• Inventory: There are 55 listings available.
• Price trend: Prices are up 8.81% year-over-year.

If you find a listing below $34,375 CAD, 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 $39,435 CAD sits slightly above last year's $36,242 CAD.

That upward move suggests the market has been willing to pay more for this model year, which can help support resale value if you decide to sell later. The current pricing also sits within a fairly defined year-round range, which gives you a useful benchmark for timing your exit. Strong owner satisfaction can help keep demand steady, especially for a heavy-duty truck that buyers trust for work use.

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:

• 30.9% of listings are priced as good or great deals.
• Price trend: Prices are up 8.81% year-over-year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

The bottom line: The 2019 is a sensible choice if you want a heavy-duty Silverado with strong owner approval, a modern-feeling cabin, and a market that still shows some deal opportunities. If your priority is stretching your budget, you may want to compare nearby years and focus on the best-priced examples rather than buying the first clean truck you see.

How does the 2019 Chevrolet Silverado 2500HD compare to the 2019 Ford F-250 Super Duty?

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from November 4, 2026, CarGurus experts' opinions, and generative AI.