New & Used 2026 Toyota Highlander for Sale near Winterset, IA
35 results
- 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
Home delivery from Pleasantville, NJ
Price includes $1,954 shipping
Good Deal
$46,844
- 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:
- 15,050
- Stock #:
- C20313
- VIN:
- 5TDKDRBH9SS586279
Price drop
-$3,972
2025 Toyota Highlander
XSE AWD
15,050 mi
Home delivery from Cedar Rapids, IA
Free home delivery
Good Deal
$49,372
$45,400
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,115
- Stock #:
- 13GB0138P
- VIN:
- 5TDKDRBH4SS578025
2025 Toyota Highlander
XSE AWD
36,115 mi
Home delivery from Burnsville, MN
Price includes $357 shipping
Great Deal
$41,406
- 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:
- 31,217
- Stock #:
- 10SC0059P
- VIN:
- 5TDKDRBH4SS585749
2025 Toyota Highlander
XSE AWD
31,217 mi
Home delivery from Baxter, MN
Price includes $347 shipping
Fair Deal
$46,695
- 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
Home delivery from Defiance, OH
Price includes $1,006 shipping
Great Deal
$42,660
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,374
- Stock #:
- 13GB0124P
- VIN:
- 5TDKDRBH2SS583448
2025 Toyota Highlander
XSE AWD
32,374 mi
Home delivery from Burnsville, MN
Price includes $357 shipping
Great Deal
$42,106
- 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:
- White (Wind Chill Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,515
- Stock #:
- 6071
- VIN:
- 5TDKDRAH1SS555156
2025 Toyota Highlander
XLE FWD
14,515 mi
Home delivery from Jefferson City, MO
Price includes $332 shipping
Fair Deal
$45,610
- 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:
- 32,151
- Stock #:
- EJ00652
- VIN:
- 5TDKDRBH9SS581681
2025 Toyota Highlander
XSE AWD
32,151 mi
Home delivery from Sedalia, MO
Free home delivery
Fair Deal
$46,063
- 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:
- 23,464
- Stock #:
- 3583563
- VIN:
- 5TDKDRBH2SS583563
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New arrival
2025 Toyota Highlander
XSE AWD
23,464 mi
Bellevue, NE
99 mi away
Great Deal
$43,199
- 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:
- 10,042
- Stock #:
- 1TT89976
- VIN:
- 5TDKDRBH2SS589976
2025 Toyota Highlander
XSE AWD
10,042 mi
Home delivery from Greensboro, NC
Price includes $1,186 shipping
Good Deal
$46,980
- 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:
- 24,968
- Stock #:
- 44151
- VIN:
- 5TDKDRAH9SS551968
2025 Toyota Highlander
LE FWD
24,968 mi
Home delivery from Lubbock, TX
Price includes $2,082 shipping
Fair Deal
$37,224
- 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
Store transfer to Urbandale, IA
Price includes $1,599 shipping
Good Deal
$34,597
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 8,444
- Stock #:
- 29008088
- VIN:
- 5TDKDRBH8TS597906
Price drop
-$2,000
2026 Toyota Highlander
XLE AWD
8,444 mi
Store transfer to Urbandale, IA
Price includes $1,399 shipping
Fair Deal
$50,397
$48,397
CarGurus Analysis:
2026 Toyota Highlander
With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
95.3% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,223
- Stock #:
- 55494
- VIN:
- 5TDKDRBH5SS579507
2025 Toyota Highlander
XSE AWD
22,223 mi
Home delivery from Denver, CO
Price includes $730 shipping
Fair Deal
$46,920
- 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:
- 39,785
- Stock #:
- 13GB0137P
- VIN:
- 5TDKDRBH4SS583631
2025 Toyota Highlander
XSE AWD
39,785 mi
Home delivery from Burnsville, MN
Price includes $357 shipping
Good Deal
$42,006
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,867
- Stock #:
- 28062597
- VIN:
- 5TDKDRBH0TS595339
2026 Toyota Highlander
Limited AWD
6,867 mi
Store transfer to Urbandale, IA
Price includes $549 shipping
Good Deal
$50,547
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,923
- Stock #:
- 578534
- VIN:
- 5TDKDRBH3SS578534
2025 Toyota Highlander
XSE AWD
61,923 mi
Home delivery from Smyrna, TN
Price includes $550 shipping
Good Deal
$41,444
- 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:
- White (Wind Chill Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,246
- Stock #:
- 6070
- VIN:
- 5TDKDRAH8SS556613
2025 Toyota Highlander
XLE FWD
9,246 mi
Home delivery from Jefferson City, MO
Price includes $332 shipping
Fair Deal
$45,610
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,307
- Stock #:
- 28734436
- VIN:
- 5TDKDRBH3SS583376
2025 Toyota Highlander
XSE AWD
31,307 mi
Store transfer to Urbandale, IA
Price includes $1,599 shipping
Great Deal
$42,597
- 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:
- 11,796
- Stock #:
- 6072
- VIN:
- 5TDKDRAH2SS555876
2025 Toyota Highlander
XLE FWD
11,796 mi
Home delivery from Jefferson City, MO
Price includes $332 shipping
Fair Deal
$45,610
- 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:
- 14,778
- Stock #:
- 6069
- VIN:
- 5TDKDRAHXSS555141
2025 Toyota Highlander
XLE FWD
14,778 mi
Home delivery from Jefferson City, MO
Price includes $332 shipping
Fair Deal
$45,610
- 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:
- 20,292
- Stock #:
- 28949828
- VIN:
- 5TDKDRAH3SS552260
New arrival
2025 Toyota Highlander
XLE FWD
20,292 mi
Store transfer to Urbandale, IA
Price includes $699 shipping
Fair Deal
$43,697
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,495
- Stock #:
- 27152554
- VIN:
- 5TDKDRBH2TS603957
New arrival
2026 Toyota Highlander
Platinum AWD
4,495 mi
Store transfer to Urbandale, IA
Price includes $1,099 shipping
Good Deal
$53,097
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
95.3% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.
Why it stands out
The 2026 Toyota Highlander stands out in the competitive midsize SUV market through its blend of spaciousness, reliability, and a strong safety reputation. It has a solid record of comfort and practicality, with up to 84.3 cubic feet of cargo space available with the seats folded down. While its driving dynamics may not excite buyers, the Highlander's sedan-like ride, quiet interior, and efficient hybrid options have made it a favored choice for families. The introduction of more upscale features over the years, such as enhanced infotainment systems and robust safety protocols via Toyota Safety Sense, ensures that it remains a frontrunner. The Highlander has maintained its affordability and reliability, standing as a wise long-term investment for those in the market for a used SUV.
Other model years to consider
- Average price: $39,151.00
- Good/great deal percentage: 36.1%
- User rating: 5 / 5
- Total listings: 4,033
- Average price: $36,362.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,615
- Average price: $30,529.00
- Good/great deal percentage: 35.0%
- User rating: 4.86 / 5
- Total listings: 3,229
This analysis is based on CarGurus' proprietary market data from June 22, 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 trendsAVG Price
$50,108
0.7%
2026 Toyota Highlander
Index Price
$29,210
0.2%
All used vehicles
2026 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.
FAQs
How much does the 2026 Toyota Highlander cost in Winterset, IA?
The average 2026 Toyota Highlander costs about $50,107.59. The average price has decreased by -1.3% since last year. The 29 for sale near Winterset, IA on CarGurus, range from $32,198 to $51,998 in price.
How many 2026 Toyota Highlander vehicles in Winterset, IA have no reported accidents or damage?
29 out of 29 for sale near Winterset, IA have no reported accidents or damage.
What is the fuel economy of the 2026 Toyota Highlander?
Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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