Used 2023 Chevrolet Silverado 2500HD for Sale nearWindsor, ON

How much does the 2023 Chevrolet Silverado 2500HD cost?

Prices have softened 5.95% compared to this time last year, making it a favourable time to shop this model year.

There are 293 listings available, which gives you a solid amount of inventory to compare.

Is the 2023 Chevrolet Silverado 2500HD a good car?

Yes — the 4.8/5 user rating suggests you’re looking at a truck that satisfies owners, and the overview backs that up with a strong mix of capability, configurations, and equipment. You get a heavy-duty pickup that can be configured with regular, extended, or crew cab layouts, plus useful trailering hardware and technology that make it easier to live with day to day. It also suits buyers who want serious towing ability without giving up modern connectivity and driver aids. With 29.4% of listings marked as good or great deals, you have a decent chance of finding a competitive offer.

Is the 2023 Chevrolet Silverado 2500HD reliable?

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

The overview points to a truck built around durability-minded capability, with substantial towing hardware, a standard hitch setup, and available trailering-focused technology. For used buyers, the main long-term ownership risk is that heavy-duty trucks can be costly to run if you regularly use their full capability.

Is now a good time to buy a used 2023 Chevrolet Silverado 2500HD?

This looks like a moderate, selective buyer’s market, so you can shop patiently without expecting every listing to be a bargain.

• Deal availability: 29.4% of listings are priced as good or great deals.
• Inventory: There are 293 listings available.
• Price trend: Prices have softened 5.95% compared with last year.

If you find a listing below $58,885 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2023 Chevrolet Silverado 2500HD's resale value?

The current average of $61,096 CAD sits slightly below last year's $64,963 CAD.

That softer pricing can help you buy more truck for the money today, but it also means future sellers may face a more competitive resale environment if prices stay under pressure. The current range still suggests healthy demand for well-priced examples, especially if they’re equipped with desirable towing and convenience features. Strong condition and the right configuration should matter more when you eventually 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 2023 Chevrolet Silverado 2500HD or consider a different year?

If you're weighing the 2023 against nearby model years, here's how to think about it:

Choose the 2023 if:

• 29.4% of listings are priced as good or great deals.
• Price trend: Prices have softened 5.95% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

Consider the 2024 if:

• At $68,200 CAD, the 2024 costs more than the current year's $61,096 CAD average.
• It adds a refreshed look and a new off-road trim.

The bottom line: The 2023 is the better value if you want strong capability and a lower entry price, while the 2024 makes sense if you want the newer styling and can stretch your budget. If price matters most, the 2023 is the smarter starting point; if you want the latest update, look to the 2024.

How does the 2023 Chevrolet Silverado 2500HD compare to the 2023 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.