Used 2019 Chevrolet Silverado 1500 for Sale nearWindsor, ON

How much does the 2019 Chevrolet Silverado 1500 cost?

Prices have softened 11.37% compared to this time last year, making it a favourable time to shop this model year.

There are 555 listings available, which gives you a decent amount of inventory to compare before you buy.

Is the 2019 Chevrolet Silverado 1500 a good car?

Yes — the 2019 Chevrolet Silverado 1500 earns a 4.5/5 user rating, which points to strong owner satisfaction. Owners consistently praise its comfortable ride, solid performance, and spacious interior, and many also highlight its quietness and power.

That fits well if you want a full-size pickup that can handle hard work while still offering a broad range of configurations. The trade-off is that some trims may feel short on standard features and less luxurious than some rivals, but the overall package remains appealing for used-truck shoppers. With 29.2% of listings marked as good or great deals, you still have room to shop selectively.

Is the 2019 Chevrolet Silverado 1500 reliable?

Owners rate it 4.5/5, a strong signal of long-term satisfaction.

The owner feedback points to a truck that feels dependable in daily use, with praise for its comfortable ride, solid performance, and quiet operation. That kind of feedback suggests you can count on it for regular driving and work duties, especially if the truck has been maintained properly.

For used buyers, the main long-term ownership risk is less about the overall ownership experience and more about making sure the specific truck you choose has been cared for consistently.

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

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

• Deal availability: 29.2% of listings are priced as good or great deals.
• Inventory: There are 555 listings available.
• Price trend: Prices have softened 11.37% compared with last year.

If you find a listing below $29,148 CAD, 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 $29,249 CAD sits slightly below last year's $33,002 CAD.

That price movement suggests the market has cooled a bit, which can be helpful if you're buying now but means future resale gains may be more limited in the near term. If you plan to sell later, the current softness could work against you unless the truck is in especially strong condition or has desirable equipment.

Vehicles with strong owner satisfaction ratings, like this model year's 4.5/5, tend to retain buyer demand, which supports resale value over time.

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:

• 29.2% of listings are priced as good or great deals.
• Price trend: Prices have softened 11.37% compared with last year.
• Owners rate it 4.5/5 — a strong satisfaction signal.

The bottom line: The 2019 Silverado 1500 is a strong primary choice if you want the first year of the fourth-generation truck with broad configuration variety, modern features, and solid owner approval. If your priority is stretching your budget further, a nearby older year may be worth a look, but the 2019 remains the better all-around pick if you want the newer-generation package and can find a well-priced example.

How does the 2019 Chevrolet Silverado 1500 compare to the 2019 Ford F-150?

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

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.