Used Toyota Highlander for Sale near Big Pine Key, FL
25 results
- 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 Miami, FL
Free shipping to Miami, FL
Fair Deal
$48,998
$46,998
- 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 Miami, FL
Price includes $1,199 shipping
Fair Deal
$51,197
- 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 Miami, FL
Price includes $1,499 shipping
Fair Deal
$53,497
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 11
- Stock #:
- TS611402
- VIN:
- 5TDKDRBH8TS611402
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/06/11/16/50/2026_toyota_highlander-pic-1825350103227211954-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XSE AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $53,061
$54,646
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 11
- Stock #:
- TS611786
- VIN:
- 5TDKDRBH8TS611786
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/06/20/01/55/2026_toyota_highlander-pic-3863410889010367331-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XSE AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $53,061
$54,646
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- 011806
- VIN:
- 5TDKDRBHXTS611806
New arrival
2026 Toyota Highlander
XSE AWD
New car
Miami, FL
97 mi away
New car
TSRP $54,338
$55,675
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS610612
- VIN:
- 5TDKDRBH3TS610612
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $55,120
$56,439
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS610530
- VIN:
- 5TDKDRBH1TS610530
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $55,120
$56,439
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH8TS27J751
New arrival
2026 Toyota Highlander
XSE AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $52,586
$54,171
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS610078
- VIN:
- 5TDKDRBH9TS610078
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $55,595
$56,914
- 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
- Mileage:
- 0
- VIN:
- 5TDKDRBH2TS611623
2026 Toyota Highlander
Platinum AWD
New car
Homestead, FL
78 mi away
New car
TSRP $56,397
$57,141
- 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:
- 0
- Stock #:
- 612480
- VIN:
- 5TDKDRBH0TS612480
New arrival
2026 Toyota Highlander
XLE AWD
New car
Miami, FL
87 mi away
New car
TSRP $50,851
$52,423
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH3TS25A729
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/06/09/13/27/2026_toyota_highlander-pic-4699317424522591578-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XSE AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $53,061
$54,646
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTex®/fabric mixed media trim
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 612157
- VIN:
- 5TDKDRBH4TS612157
New arrival
2026 Toyota Highlander
XLE AWD
New car
Miami, FL
92 mi away
New car
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- W416274
- VIN:
- 5TDKDRBH5TS611759
2026 Toyota Highlander
XLE AWD
New car
Miami, FL
87 mi away
New car
TSRP $49,503
$51,075
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- 009894
- VIN:
- 5TDKDRBH1TS609894
Preparing for a close up...
Photos coming soon
2026 Toyota Highlander
Limited AWD
New car
Miami, FL
97 mi away
New car
TSRP $55,799
$57,136
- 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:
- Glazed Caramel Lth
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- 2609257
- VIN:
- 5TDKDRBH4TS609257
Preparing for a close up...
Photos coming soon
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from St. Augustine, FL
Price includes $718 shipping
New car
TSRP $57,500
$52,652
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTex®/fabric mixed media trim
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 612254
- VIN:
- 5TDKDRBH2TS612254
New arrival
2026 Toyota Highlander
XLE AWD
New car
Miami, FL
92 mi away
New car
No Price Listed
- 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:
- Glazed Caramel Lth
- Transmission:
- 8-Speed Automatic
- Stock #:
- 2611885
- VIN:
- 5TDKDRBHXTS611885
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from St. Augustine, FL
Price includes $718 shipping
New car
TSRP $56,502
$53,855
- 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 1)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDKDRBH4TS608108
2026 Toyota Highlander
Limited AWD
New car
Homestead, FL
78 mi away
New car
TSRP $53,577
$54,321
- 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:
- Graph Lth
- Transmission:
- 8-Speed Automatic
- Stock #:
- 2611272
- VIN:
- 5TDKDRBHXTS611272
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
Limited AWD
New car
Home delivery from St. Augustine, FL
Price includes $718 shipping
New car
TSRP $53,999
$51,387
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- 0119609
- VIN:
- 5TDKDRBH9TS611960
2026 Toyota Highlander
Limited AWD
New car
Miami, FL
97 mi away
New car
TSRP $53,245
$54,582
- 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
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite Leather Trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH7TS27J529
New arrival
2026 Toyota Highlander
Platinum AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $56,646
$58,231
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black Leather Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH9TS27J595
New arrival
2026 Toyota Highlander
Limited AWD
New car
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $53,446
$55,031
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
$29,218
0.4%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Strong New-Car Premium: The 2026 Toyota Highlander commands an average price of $51,668, which is approximately 12.6% above its MSRP, indicating robust demand for the most recent model.
- Accelerated Depreciation Post-Three Years: There is a notable depreciation trend with older models. For instance, the 2019 Highlander reflects a significant drop of -22.9% from its MSRP.
- Best Value Found in 2022 Model: The 2022 Highlander is priced at $34,186, representing around -4.7% below its MSRP, highlighting it as a prime candidate for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,668 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,691 | +3.4% |
| 2024 Toyota Highlander | $39,270 | $39,368 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $36,497 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,186 | -4.7% |
| 2021 Toyota Highlander | $35,085 | $30,885 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,989 | -16.4% |
| 2019 Toyota Highlander | $31,830 | $24,529 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,686 | -27.4% |
| 2017 Toyota Highlander | $30,630 | $20,960 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $19,184 | -37.1% |
| 2015 Toyota Highlander | $29,765 | $17,240 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.
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