New & Used 2026 Toyota Highlander for Sale near Freeland, MD
69 vehicles found
- 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:
- 10,422
- Stock #:
- 557989
- VIN:
- 5TDKDRBHXSS589949


Sponsored by Cramer Car Sales
2025 Toyota Highlander
XSE AWD
10,422 mi
$46,985
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,101
- Stock #:
- KWMTSS590406
- VIN:
- 5TDKDRBHXSS590406

Sponsored Listing
2025 Toyota Highlander
LE AWD
16,101 mi
$40,800
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6,606
- Stock #:
- D4014
- VIN:
- 5TDKDRBH8TS596898

Sponsored Listing
2026 Toyota Highlander
Limited AWD
6,606 mi
$51,790
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,233
- Stock #:
- 557435
- VIN:
- 5TDKDRBH4SS587405

2025 Toyota Highlander
XLE AWD
13,233 mi
$42,985
- 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:
- 19,457
- Stock #:
- G18585
- VIN:
- 5TDKDRBH7SS588029

2025 Toyota Highlander
XSE AWD
19,457 mi
$37,762
- 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:
- 19,938
- Stock #:
- MVPG1843585
- VIN:
- 5TDKDRBH7SS602582

2025 Toyota Highlander
XSE AWD
19,938 mi
$38,536
- 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
$33,995
- 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:
- Black
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,623
- Stock #:
- 16657708
- VIN:
- 5TDKDRAH6SS553886
2025 Toyota Highlander
LE FWD
24,623 mi
$34,995
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,876
- Stock #:
- M18674
- VIN:
- 5TDKDRAH2SS551147

2025 Toyota Highlander
LE FWD
29,876 mi
$32,157
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,101
- Stock #:
- KWMTSS590406
- VIN:
- 5TDKDRBHXSS590406

2025 Toyota Highlander
LE AWD
16,101 mi
$40,800
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,201
- Stock #:
- MVPG1895531
- VIN:
- 5TDKDRAH0SS723542

2025 Toyota Highlander
LE FWD
30,201 mi
$32,074
- 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:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,271
- Stock #:
- M18755
- VIN:
- 5TDKDRAH2SS554730

-$5,065
2025 Toyota Highlander
LE FWD
26,271 mi
$37,222
$32,157
- 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:
- 9,502
- Stock #:
- 557436
- VIN:
- 5TDKDRBH9SS587349

2025 Toyota Highlander
XLE AWD
9,502 mi
$43,485
CarGurus Analysis:
2026 Toyota Highlander
- With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- 94.5% 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:
- Cement
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,369
- Stock #:
- PM589245
- VIN:
- 5TDKDRBH7SS589245

2025 Toyota Highlander
XSE AWD
11,369 mi
$44,622
- 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:
- 10,422
- Stock #:
- 557989
- VIN:
- 5TDKDRBHXSS589949

2025 Toyota Highlander
XSE AWD
10,422 mi
$46,985
- 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:
- 12,534
- Stock #:
- A4059
- VIN:
- 5TDKDRBH8SS575578

2025 Toyota Highlander
XLE AWD
12,534 mi
$44,300
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,070
- Stock #:
- G18531
- VIN:
- 5TDKDRAH0SS551888

2025 Toyota Highlander
LE FWD
30,070 mi
$31,762
- 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:
- 27,825
- Stock #:
- S576363
- VIN:
- 5TDKDRBH3SS576363

2025 Toyota Highlander
XSE AWD
27,825 mi
$42,492
- 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:
- 7,895
- Stock #:
- I30008V
- VIN:
- 5TDKDRBHXSS581320

-$2,400
2025 Toyota Highlander
XLE AWD
7,895 mi
$46,786
$44,386
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,528
- Stock #:
- 28734437
- VIN:
- 5TDKDRAHXSS553891

2025 Toyota Highlander
LE FWD
32,528 mi
$34,997
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,026
- Stock #:
- AUTOM1678674
- VIN:
- 5TDKDRAH2SS174249

2025 Toyota Highlander
LE FWD
30,026 mi
$32,282
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,468
- Stock #:
- EA83598
- VIN:
- 5TDKDRBHXSS583598

2025 Toyota Highlander
XLE AWD
37,468 mi
$42,294
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,468
- Stock #:
- EA83598
- VIN:
- 5TDKDRBHXSS583598

Sponsored Listing
2025 Toyota Highlander
XLE AWD
37,468 mi
$42,294
CarGurus Analysis: 2026 Toyota Highlander

Summary
- With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- 94.5% of 2026 Highlander models on CarGurus are accident free.
Why it stands out
The 2026 Toyota Highlander continues to be a top choice in the crossover segment, thanks to its blend of spaciousness, comfort, and reliability. Having pioneered the midsize crossover market, the Highlander offers a smooth, car-like driving experience aided by its unibody construction, which enhances fuel efficiency and handling compared to traditional body-on-frame SUVs. This model year, with an average price of $50,200, features a thoughtful design that emphasizes interior versatility, making it an ideal family vehicle. While its performance may not excite driving enthusiasts, the Highlander's ample cargo space, advanced safety features, and reputation for reliability make it appealing to practical buyers. The 2026 model also benefits from a high accident-free percentage, reinforcing its standing as a reliable and safe option for families.
Other model years to consider
- Average price: $39,141.00
- Good/great deal percentage: 36.5%
- User rating: 5 / 5
- Total listings: 4,139
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
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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 Houston: The market in Houston, TX ($54,991) exhibits the highest average price, potentially influenced by demand factors unique to the area.
- Lowest Prices in Dallas: Conversely, Dallas, TX ($46,991) offers the lowest average pricing among the listed cities, suggesting it may be more competitive or have different inventory dynamics.
- Moderate Inventory Across Cities: Most cities show a moderate number of listings, with Philadelphia (52 listings) and Dallas (52 listings) maintaining solid inventory levels, contributing to price stability.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Houston, TX | 78 | $54,991 |
| Philadelphia, PA | 52 | $53,923 |
| New York, NY | 49 | $53,887 |
| Boston, MA | 82 | $53,987 |
| Los Angeles, CA | 75 | $51,025 |
| Miami, FL | 29 | $50,591 |
| Atlanta, GA | 53 | $51,265 |
| Chicago, IL | 43 | $49,880 |
| Washington, DC | 40 | $49,900 |
| Dallas, TX | 52 | $46,991 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Abundant: The XLE AWD trim leads inventory with 3,124 listings, reflecting strong demand for this variant.
- Price Range Among Trims: The trims exhibit a range of prices, with the Limited AWD ($50,325 MSRP) being the highest, indicating the premium features it offers compared to lower-end trims like XLE AWD ($45,870 MSRP).
- AWD Appeal: The high inventory of AWD trims underscores a strong market preference for enhanced traction and performance.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,124 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,239 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 728 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 559 | $53,525 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- Minimal Depreciation in New Models: The 2025 Highlander currently averages $41,521, roughly 0.5% higher than MSRP, reflecting high demand for new vehicles.
- Steep Declines for Older Models: Notably, the 2015 Highlander shows significant depreciation, with its average price at $17,323, down ~41% from its original MSRP.
- Value Retention for Recent Years: The 2021 Highlander holds relatively well at -12%, indicating it may be a good value option for shoppers looking for a balance of price and modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $41,521 | +3.0% |
| 2024 Toyota Highlander | $39,270 | $39,398 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,512 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,011 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,884 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,914 | -16.5% |
| 2019 Toyota Highlander | $31,830 | $24,667 | -22.7% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,971 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $19,010 | -37.6% |
| 2015 Toyota Highlander | $29,765 | $17,323 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.