Used Toyota Highlander for Sale nearBig Pine Key, FL
31 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,481
- Stock #:
- 498951A
- VIN:
- 5TDKDRBH5TS607176
Sponsored by South Dade Toyota
2026 Toyota Highlander
XLE AWD
3,481 mi
Homestead, FL
78 mi away
Good Deal
$47,396
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 25,498
- Stock #:
- 629402A
- VIN:
- 5TDKDRBH6TS598584
New arrival
Sponsored Listing
2026 Toyota Highlander
XLE AWD
25,498 mi
Miami, FL
97 mi away
Fair Deal
$46,931
- 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:
- 3,481
- Stock #:
- 498951A
- VIN:
- 5TDKDRBH5TS607176
2026 Toyota Highlander
XLE AWD
3,481 mi
Homestead, FL
78 mi away
Good Deal
$47,396
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 25,498
- Stock #:
- 629402A
- VIN:
- 5TDKDRBH6TS598584
New arrival
2026 Toyota Highlander
XLE AWD
25,498 mi
Miami, FL
97 mi away
Fair Deal
$46,931
- 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:
- 16,148
- Stock #:
- R98815
- VIN:
- 5TDKDRBHXTS598815
New arrival
2026 Toyota Highlander
XSE AWD
16,148 mi
Home delivery from St. Augustine, FL
Price includes $718 shipping
Fair Deal
$51,531
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 9,003
- Stock #:
- 28676351
- VIN:
- 5TDKDRBH3TS601084
New arrival
2026 Toyota Highlander
XLE AWD
9,003 mi
Store transfer to Miami, FL
Price includes $799 shipping
Fair Deal
$48,797
- 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:
- 2,760
- Stock #:
- K260812228T1
- VIN:
- 5TDKDRBH5TS609803
Price drop
-$994
2026 Toyota Highlander
XLE AWD
2,760 mi
Home delivery from Miami Lakes, FL
Price includes $312 shipping
Great Deal
$48,752
$47,758
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Softexfab
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- 614826
- VIN:
- 5TDKDRBH9TS614826
2026 Toyota Highlander
XLE AWD
Home delivery from Marina Del Rey, CA
Price includes $4,044 shipping
New car
TSRP $48,778
$51,944
- 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:
- 5
- Stock #:
- W417441
- VIN:
- 5TDKDRBH7TS619474
2026 Toyota Highlander
XLE AWD
Miami, FL
87 mi away
New car
TSRP $48,942
$50,514
- 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:
- 1
- Stock #:
- 617819
- VIN:
- 5TDKDRBH5TS617819
2026 Toyota Highlander
XSE AWD
Home delivery from Marina Del Rey, CA
Price includes $4,044 shipping
New car
TSRP $52,043
$56,209
- 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:
- Wind Chill Pearl 1
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDKDRBH7TS618258
2026 Toyota Highlander
XLE AWD
Homestead, FL
78 mi away
New car
TSRP $50,352
$52,090
- 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 #:
- W417416
- VIN:
- 5TDKDRBH6TS619515
2026 Toyota Highlander
XLE AWD
Miami, FL
87 mi away
New car
TSRP $50,152
$51,724
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 621702
- VIN:
- 5TDKDRBH4TS621702
New arrival
2026 Toyota Highlander
Limited AWD
Miami, FL
87 mi away
New car
TSRP $54,722
$56,294
- 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:
- 5TDKDRBH7TS39A637
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/09/17/01/26/2026_toyota_highlander-pic-5831388596973533110-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2026 Toyota Highlander
XSE AWD
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $53,382
$54,967
- 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:
- 5TDKDRBH0TS39A138
2026 Toyota Highlander
XSE AWD
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $51,460
$53,045
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS617850
- VIN:
- 5TDKDRBHXTS617850
2026 Toyota Highlander
XLE AWD
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $48,600
$49,919
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Stock #:
- 2614866
- VIN:
- 5TDKDRBHXTS614866
2026 Toyota Highlander
Platinum AWD
Home delivery from St. Augustine, FL
Price includes $718 shipping
New car
TSRP $56,427
$62,854
- 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 #:
- TS618421
- VIN:
- 5TDKDRBH3TS618421
2026 Toyota Highlander
XLE AWD
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $49,075
$50,394
- 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 #:
- 621424
- VIN:
- 5TDKDRBH2TS621424
2026 Toyota Highlander
XLE AWD
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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS620567
- VIN:
- 5TDKDRBH8TS620567
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from Miami, FL
Price includes $158 shipping
New car
TSRP $48,340
$49,659
- 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:
- Gray (Graphite Softex® Trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH2TS40A202
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $49,798
$51,383
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 621120
- VIN:
- 5TDKDRBH4TS621120
New arrival
2026 Toyota Highlander
XLE AWD
Miami, FL
87 mi away
New car
TSRP $50,258
$51,830
- 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:
- 5TDKDRBH4TS621330
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/09/24/13/57/2026_toyota_highlander-pic-5432116963977211822-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from Delray Beach, FL
Price includes $288 shipping
New car
TSRP $49,538
$51,123
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- W417552
- VIN:
- 5TDKDRBH3TS620332
New arrival
2026 Toyota Highlander
Limited AWD
Miami, FL
87 mi away
New car
TSRP $54,496
$56,068
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
$28,747
1.1%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year has an average price of $50,505, reflecting a 9.2% premium over its starting MSRP of $46,270.
- Steepest Depreciation: The 2016 model year exhibits the steepest depreciation at -40.0%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2024 model year is priced at an average of $39,224, which is only -0.1% below its starting MSRP, suggesting it may offer the best value for budget-conscious shoppers.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 | $50,505 | +9.2% |
| 2025 | $40,320 | $42,255 | +4.8% |
| 2024 | $39,270 | $39,224 | -0.1% |
| 2023 | $36,620 | $35,133 | -4.1% |
| 2022 | $35,855 | $32,474 | -9.4% |
| 2021 | $35,085 | $30,151 | -14.1% |
| 2020 | $34,600 | $28,111 | -18.8% |
| 2019 | $31,830 | $23,922 | -24.8% |
| 2018 | $31,230 | $21,837 | -30.1% |
| 2017 | $30,630 | $20,563 | -32.9% |
| 2016 | $30,490 | $18,303 | -40.0% |
These recommendations are based on CarGurus' proprietary market data from September 30, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Highlander vehicles in Big Pine Key, FL have no reported accidents or damage?
2 out of 2 for sale near Big Pine Key, FL have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Highlander?
Depending on the engine and options, the 2027 Toyota Highlander gets between 24 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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