Used Toyota Highlander for Sale nearWinfred, SD
824 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,902
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
New arrival
Sponsored by Toyota of Brookfield
2026 Toyota Highlander
XLE AWD
11,902 mi
Brookfield, WI
463 mi away
Good Deal
$47,617
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,823
- Stock #:
- PFHT604215
- VIN:
- 5TDKDRBH7TS604215
Sponsored Listing
2026 Toyota Highlander
XLE AWD
3,823 mi
Sandusky, OH
762 mi away
Good Deal
$46,993
- 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:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
Sponsored Listing
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
471 mi away
Great Deal
$44,254
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,293
- Stock #:
- TS599362R
- VIN:
- 5TDKDRBH4TS599362
2026 Toyota Highlander
XSE AWD
5,293 mi
Medford, OR
1,287 mi away
Good Deal
$47,878
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,759
- Stock #:
- TS600827R
- VIN:
- 5TDKDRBH7TS600827
New arrival
2026 Toyota Highlander
XLE AWD
8,759 mi
Dallas, TX
774 mi away
Great Deal
$41,241
- 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:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
471 mi away
Great Deal
$44,254
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,823
- Stock #:
- PFHT604215
- VIN:
- 5TDKDRBH7TS604215
2026 Toyota Highlander
XLE AWD
3,823 mi
Sandusky, OH
762 mi away
Good Deal
$46,993
- 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 (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,470
- Stock #:
- N610610A
- VIN:
- 5TDKDRBH9TS606564
2026 Toyota Highlander
XLE AWD
3,470 mi
Orange, TX
978 mi away
Great Deal
$45,649
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,433
- Stock #:
- TS600207R
- VIN:
- 5TDKDRBHXTS600207
2026 Toyota Highlander
XSE AWD
11,433 mi
Capitola, CA
1,375 mi away
Good Deal
$47,572
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,905
- Stock #:
- 261306A
- VIN:
- 5TDKDRBH1TS603688
2026 Toyota Highlander
Platinum AWD
4,905 mi
Stuart, FL
1,504 mi away
Fair Deal
$54,172
- 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:
- 6,751
- Stock #:
- 14053A
- VIN:
- 5TDKDRBH1TS600354
New arrival
2026 Toyota Highlander
XLE AWD
6,751 mi
Houston, TX
986 mi away
Good Deal
$47,357
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,201
- Stock #:
- TS595780
- VIN:
- 5TDKDRBH2TS595780
2026 Toyota Highlander
XLE AWD
10,201 mi
Leander, TX
929 mi away
Great Deal
$45,650
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 807
- Stock #:
- 16913T
- VIN:
- 5TDKDRBHXTS607643
2026 Toyota Highlander
Platinum AWD
807 mi
Woburn, MA
1,318 mi away
Good Deal
$54,534
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,763
- Stock #:
- S2590
- VIN:
- 5TDKDRBH5TS604312
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New arrival
2026 Toyota Highlander
XLE AWD
14,763 mi
Humble, TX
973 mi away
Fair Deal
$45,996
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,745
- Stock #:
- 26087A
- VIN:
- 5TDKDRBH2TS601013
2026 Toyota Highlander
Platinum AWD
3,745 mi
Stratham, NH
1,320 mi away
Good Deal
$51,987
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,049
- Stock #:
- TS604335
- VIN:
- 5TDKDRBH6TS604335
2026 Toyota Highlander
XSE AWD
3,049 mi
Lilburn, GA
998 mi away
Fair Deal
$49,996
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 343
- Stock #:
- 0P334054
- VIN:
- 5TDKDRBH0TS604590
Price drop
-$2,360
2026 Toyota Highlander
XLE AWD
343 mi
Claremont, CA
1,285 mi away
Great Deal
$47,345
$44,985
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,039
- Stock #:
- TS595358
- VIN:
- 5TDKDRBH4TS595358
2026 Toyota Highlander
XLE AWD
8,039 mi
Leander, TX
929 mi away
Great Deal
$46,069
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,118
- Stock #:
- PRN00388
- VIN:
- 5TDKDRBH1TS600905
Price drop
-$1,749
2026 Toyota Highlander
XLE AWD
10,118 mi
Norman, OK
602 mi away
Good Deal
$49,427
$47,678
- 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:
- 13,401
- Stock #:
- TS595290
- VIN:
- 5TDKDRBH7TS595290
2026 Toyota Highlander
Limited AWD
13,401 mi
Orlando, FL
1,386 mi away
Good Deal
$50,345
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,409
- Stock #:
- S598824A
- VIN:
- 5TDKDRBH0TS598824
2026 Toyota Highlander
XLE AWD
9,409 mi
Ontario, CA
1,278 mi away
Great Deal
$45,060
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,598
- Stock #:
- S598915A
- VIN:
- 5TDKDRBH3TS598915
2026 Toyota Highlander
XLE AWD
9,598 mi
Ontario, CA
1,278 mi away
Great Deal
$45,060
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,476
- Stock #:
- K56540A
- VIN:
- 5TDKDRBH5TS603788
2026 Toyota Highlander
XLE AWD
7,476 mi
Katy, TX
985 mi away
Good Deal
$47,495
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,636
- Stock #:
- TS599626T
- VIN:
- 5TDKDRBH1TS599626
New arrival
Sponsored Listing
2026 Toyota Highlander
XLE AWD
4,636 mi
West Roxbury, MA
1,319 mi away
Fair Deal
$48,147
2027 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Highlander
Index Price
$29,158
0.4%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $52,518, reflecting a 13.5% increase over its original MSRP, indicating strong demand for the latest model.
- Steep Depreciation for Older Models: The 2019 Highlander shows a significant drop, with an average price of $24,400, representing a -23.5% depreciation from its MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,872, which is -5.5% below MSRP, making it a competitive option for buyers seeking value without sacrificing recency.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $52,518 | +13.5% |
| 2025 Toyota Highlander | $40,320 | $41,288 | +2.4% |
| 2024 Toyota Highlander | $39,270 | $39,387 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,349 | -0.7% |
| 2022 Toyota Highlander | $35,855 | $33,872 | -5.5% |
| 2021 Toyota Highlander | $35,085 | $30,878 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,579 | -17.5% |
| 2019 Toyota Highlander | $31,830 | $24,400 | -23.5% |
| 2018 Toyota Highlander | $31,230 | $22,487 | -28.0% |
| 2017 Toyota Highlander | $30,630 | $20,990 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,777 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,262 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
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