Used 2023 Toyota Highlander for Sale nearMilwaukee, WI

How much does the 2023 Toyota Highlander cost?

Prices have softened 4.22% compared to this time last year, making it a favorable time to shop this model year.

There are 3,793 listings available, which suggests solid inventory for comparison shopping.

If you find a listing below $34,325.46, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2023 Toyota Highlander a good car?

Yes — the 4.75/5 user rating points to strong owner satisfaction. The 2023 Highlander is positioned as a practical, comfort-focused midsize SUV that emphasizes everyday usefulness over excitement, and it offers both gas and hybrid powertrains with available all-wheel drive. It also brings up to 84.3 cubic feet of cargo space with the seats folded down, which makes it a strong fit if you want a roomy family hauler that is easy to live with. 29.5% of listings are priced as good or great deals, which gives you some room to shop selectively.

Is the 2023 Toyota Highlander reliable?

Owners rate it 4.75/5, a strong signal of long-term satisfaction. The Highlander’s appeal comes from being an easy vehicle to live with, and it is described as a practical, comfort-focused SUV with a reputation for reliability and strong resale value. Its straightforward mission and family-hauler focus make it a sensible choice if you want something built around everyday usefulness.

For used buyers, the main long-term risk is ending up with a neglected example, so condition and maintenance history matter more than chasing the lowest sticker price.

What should I look for when buying a used 2023 Toyota Highlander?

Accident-free inventory is solid at 84.6% — always verify the vehicle history report.

You should still check the report carefully and confirm the vehicle’s maintenance history before you buy. Put inspection priority on overall condition, especially signs of prior damage, uneven wear, or deferred upkeep. Focus on how well the SUV has been cared for, since a clean history and consistent maintenance are the best indicators of a trouble-free ownership experience.

Is now a good time to buy a used 2023 Toyota Highlander?

This looks like a moderate market where selective buyers can still find value if they shop carefully.

• Deal availability: 29.5% of listings are priced as good or great deals.
• Inventory: There are 3,793 listings available.
• Price trend: Prices have softened 4.22% compared with last year.
• Clean inventory: 84.6% of listings are accident-free.

If you find a listing below $34,325.46, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2023 Toyota Highlander's resale value?

The current average of $35,432 sits slightly below last year's $36,993.

That softer pricing can help you buy with less risk of overpaying, especially if you plan to keep the SUV for several years. The Highlander’s practical layout and comfort-first appeal should help it stay attractive to family buyers, even if the market has eased a bit. If you buy well and keep the vehicle in good condition, you should have a solid foundation for future resale.

Vehicles with strong owner satisfaction ratings, like this model year's 4.75/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2023 Toyota Highlander 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:

• 29.5% of listings are priced as good or great deals.
• Accident-free inventory is solid at 84.6% — always verify the vehicle history report.
• Price trend: Prices have softened 4.22% compared with last year.
• Owners rate it 4.75/5 — a strong satisfaction signal.

Consider the 2022 if:

• At $32,848, the 2022 costs less than the current year's $35,432 average.
• It emphasizes the basics buyers care about most.

The bottom line: You should lean toward the 2023 if you want the newer model year with strong satisfaction, good inventory, and a softer price trend. If your priority is saving money upfront, the 2022 is the better value path, especially if you find one in excellent condition and the lower price matters more than the newer-year advantages.

These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.