New & Used 2026 Toyota Highlander for Sale nearWinchester, VA
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- Automatic
- Mileage:
- 2,917
- Stock #:
- SS595146
- VIN:
- 5TDKDRBH2SS595146
Sponsored by AutoNation Toyota White Marsh
2025 Toyota Highlander
Platinum AWD
2,917 mi
$53,299
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,753
- Stock #:
- R578893
- VIN:
- 5TDKDRBH9SS578893
Sponsored Listing
2025 Toyota Highlander
XLE AWD
15,753 mi
$44,000
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,325
- Stock #:
- 25853A
- VIN:
- 5TDKDRBHXTS598538
Sponsored Listing
2026 Toyota Highlander
Platinum AWD
8,325 mi
$50,895
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,753
- Stock #:
- R578893
- VIN:
- 5TDKDRBH9SS578893
2025 Toyota Highlander
XLE AWD
15,753 mi
$44,000
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,572
- Stock #:
- 577767
- VIN:
- 5TDKDRBHXSS577767
-$1,000
2025 Toyota Highlander
XSE AWD
19,572 mi
$44,100
$43,100
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,325
- Stock #:
- 25853A
- VIN:
- 5TDKDRBHXTS598538
2026 Toyota Highlander
Platinum AWD
8,325 mi
$50,895
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 29,868
- Stock #:
- 59679
- VIN:
- 5TDKDRAH4SS550792
2025 Toyota Highlander
LE FWD
29,868 mi
$33,499
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,539
- Stock #:
- CVW382
- VIN:
- 5TDKDRAH7SS550382
2025 Toyota Highlander
LE FWD
38,539 mi
$33,990
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,510
- Stock #:
- RV8087P
- VIN:
- 5TDKDRBH7SS588824
2025 Toyota Highlander
LE AWD
34,510 mi
$38,607
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,338
- Stock #:
- 0TS00051
- VIN:
- 5TDKDRBH7TS599954
2026 Toyota Highlander
XLE AWD
9,338 mi
$48,598
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 23,086
- Stock #:
- KTTLSS578407
- VIN:
- 5TDKDRBH7SS578407
Preparing for a close up...
Photos coming soon
2025 Toyota Highlander
XLE AWD
23,086 mi
$45,995
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,222
- Stock #:
- 28355
- VIN:
- 5TDKDRBH9SS576321
2025 Toyota Highlander
XLE AWD
38,222 mi
$39,709
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,878
- Stock #:
- S26679A
- VIN:
- 5TDKDRBH6SS594999
2025 Toyota Highlander
XLE AWD
11,878 mi
$44,310
CarGurus Analysis:
2026 Toyota Highlander
With 787 currently listed for sale and an average price of $49,733.00, 31.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.8% of 2026 Highlander models on CarGurus are accident free.
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,463
- Stock #:
- 0TA00072
- VIN:
- 5TDKDRBH8SS585723
2025 Toyota Highlander
XLE AWD
22,463 mi
$45,799
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,103
- Stock #:
- SS586269
- VIN:
- 5TDKDRBH6SS586269
-$980
2025 Toyota Highlander
XLE AWD
31,103 mi
$42,797
$41,817
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,139
- Stock #:
- SS591385
- VIN:
- 5TDKDRBH0SS591385
2025 Toyota Highlander
Platinum AWD
5,139 mi
$53,319
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,688
- Stock #:
- KRTPSS589088
- VIN:
- 5TDKDRBH6SS589088
2025 Toyota Highlander
XLE AWD
25,688 mi
$44,824
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,913
- Stock #:
- 0N40759A
- VIN:
- 5TDKDRBH3TS595450
2026 Toyota Highlander
Limited AWD
15,913 mi
$49,994
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,130
- Stock #:
- 28356
- VIN:
- 5TDKDRBHXSS576473
2025 Toyota Highlander
XLE AWD
36,130 mi
$39,754
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,880
- Stock #:
- 59097
- VIN:
- 5TDKDRAH3SS552033
2025 Toyota Highlander
LE FWD
33,880 mi
$32,995
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- Automatic
- Mileage:
- 2,917
- Stock #:
- SS595146
- VIN:
- 5TDKDRBH2SS595146
2025 Toyota Highlander
Platinum AWD
2,917 mi
$53,299
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,457
- Stock #:
- S9178
- VIN:
- 5TDKDRBH7SS591965
2025 Toyota Highlander
XSE AWD
4,457 mi
$45,573
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,103
- Stock #:
- SS586269
- VIN:
- 5TDKDRBH6SS586269
-$980
Sponsored Listing
2025 Toyota Highlander
XLE AWD
31,103 mi
$42,797
$41,817
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 787 currently listed for sale and an average price of $49,733.00, 31.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.8% of 2026 Highlander models on CarGurus are accident free.
Why it stands out
The 2026 Toyota Highlander stands out as a practical, comfort-focused midsize SUV that emphasizes everyday usability over excitement. Toyota’s current-generation Highlander is described as one of the most comfortable and practical vehicles on the market, with upscale styling and interior features, and it remains a strong choice for buyers who value a smooth ride, good cargo capacity, and a reputation for reliability and safety. It is also available with both gas and hybrid powertrains, giving shoppers a choice between conventional performance and better efficiency.
For 2026, all-wheel drive is standard across the lineup. The Highlander also comes with an 8-inch touchscreen, USB inputs, Apple CarPlay, Android Auto, and Amazon Alexa, along with Toyota Safety Sense. Cargo space is a major strength, with up to 84.3 cubic feet available with the seats folded down, and the model’s hybrid version can deliver 35 mpg combined. Those strengths help explain why the Highlander appeals to families looking for a well-rounded SUV that can handle daily duties with ease.
The tradeoff is that the Highlander is still not especially engaging to drive. The source describes it as lacking vigor, with soft suspension tuning and numb, uncommunicative steering, and it also notes that the third row is tiny. Even so, the 2026 Highlander’s blend of comfort, practicality, efficiency, and strong safety credentials makes it distinctive in a segment where many rivals try to be more adventurous but not necessarily more useful.
Other model years to consider
- Average price: $39,269.00
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 3,508
- Average price: $35,701.00
- Good/great deal percentage: 34.0%
- User rating: 4.75 / 5
- Total listings: 4,191
- Average price: $33,146.00
- Good/great deal percentage: 33.8%
- User rating: 4.5 / 5
- Total listings: 4,629
This analysis is based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.
2026 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
2026 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Highlander prices has changed over time.
See more price trends2026 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Philadelphia: The city commands the highest average price at $51,859, likely due to higher demand and limited inventory.
- Lowest Prices in Dallas: With an average price of $49,558, Dallas offers the most competitive pricing among major cities, suggesting a more price-sensitive market.
- Inventory Variation: Cities like Houston (54 listings) and Boston (73 listings) have higher inventory levels, which may contribute to more stable pricing compared to cities with fewer listings.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Philadelphia, PA | 41 | $51,859 |
| Chicago, IL | 43 | $48,521 |
| New York, NY | 50 | $48,995 |
| Miami, FL | 23 | $49,890 |
| Dallas, TX | 39 | $49,558 |
| Houston, TX | 54 | $46,699 |
| Atlanta, GA | 48 | $50,049 |
| Washington, DC | 35 | $49,812 |
| Los Angeles, CA | 40 | $41,153 |
| Boston, MA | 73 | $50,994 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,110 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725 MSRP, reflects a significant markup due to its luxury features and higher demand.
- Balanced Offerings Across Trims: The XSE AWD and Platinum AWD trims also show healthy inventory levels, suggesting a diverse market catering to various consumer preferences.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3110 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1205 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 650 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 520 | $53,925 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2025 Toyota Highlander is priced at $41,848, approximately 3.3% above MSRP, indicating strong demand for the latest model.
- Steep Depreciation for Older Models: The 2019 Highlander shows a significant drop in value, with an average price of $24,156, reflecting a -24.5% depreciation from its original MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,530, which is -6.9% below MSRP, making it an attractive option for buyers seeking value without sacrificing modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $41,848 | +3.3% |
| 2024 Toyota Highlander | $39,270 | $39,362 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $35,791 | -2.3% |
| 2022 Toyota Highlander | $35,855 | $33,530 | -6.9% |
| 2021 Toyota Highlander | $35,085 | $30,397 | -13.3% |
| 2020 Toyota Highlander | $34,600 | $28,436 | -17.8% |
| 2019 Toyota Highlander | $31,830 | $24,156 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $22,097 | -29.3% |
| 2017 Toyota Highlander | $30,630 | $21,023 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,590 | -38.9% |
| 2015 Toyota Highlander | $29,765 | $17,118 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.
Is the 2026 Toyota Highlander a good car?
The 2026 Toyota Highlander stands out for its blend of comfort, reliability, and practicality. It offers a spacious interior that can accommodate up to seven passengers, making it a strong fit for families and shoppers who need extra room. It also has a smooth ride and a quiet cabin, and the hybrid models add better fuel efficiency without giving up performance. Overall, it’s a solid choice if you value dependable everyday use more than sporty driving dynamics, and 33.0% of listings are priced as good or great deals.
Is the 2026 Toyota Highlander reliable?
The 2026 Toyota Highlander is described as a dependable family vehicle with a strong reputation for reliability. Its comfort-focused setup, quiet cabin, and practical interior make it well suited to regular use, and its safety reputation adds to its appeal for long-term ownership. For used buyers, the main long-term risk is less about the vehicle’s core character and more about finding one that has been maintained well and hasn’t accumulated avoidable wear.
What should I look for when buying a used 2026 Toyota Highlander?
Accident-free inventory is excellent at 94.9% — clean inventory, standard diligence applies.
You should still run a vehicle history report and verify that the listing matches the seller’s claims. Prioritize a pre-purchase inspection so you can check for signs of prior damage, uneven wear, or neglected maintenance. Focus especially on overall condition, since a clean history does not replace a careful look at how the vehicle has actually been used.
Is now a good time to buy a used 2026 Toyota Highlander?
This looks like a moderate, selective buyer’s market, so you can shop with some leverage but should still move quickly on strong listings.
- Deal availability: 33.0% of listings are priced as good or great deals.
- Inventory: There are 788 listings available.
- Clean inventory: 94.9% of listings are accident-free.
If you find a listing below $49,661.01, that's toward the low end of the year-round range and worth acting on quickly.
Should I buy a 2026 Toyota Highlander or consider a different year?
If you're weighing the 2026 against nearby model years, here's how to think about it:
Choose the 2026 if:
- 33.0% of listings are priced as good or great deals.
- Accident-free inventory is excellent at 94.9% — clean inventory, standard diligence applies.
The bottom line: The 2026 Toyota Highlander makes sense if you want a comfortable, practical midsize SUV with strong clean-inventory availability and a market that still offers some deal opportunities. If you’re more price-sensitive, a nearby model year may give you a lower entry point, but the 2026 is the better path if you want to focus on condition and availability first.
These recommendations are based on CarGurus' proprietary market data from August 7, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
The Best Three-Row SUVs of 2026
There’s no escaping it: SUVs are everywhere. Minivans offer the space for the most passengers and gear, but big, three-row SUVs deliver on both while offering some level of performance, on and off the paved roads.
2026 Toyota Highlander Pricing, Specs, and Release Date
Now in its final year as a gas-powered model, the three-row 2026 Toyota Highlander crossover SUV is essentially a carryover with standard all-wheel drive and a turbocharged engine.
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
