Used Toyota Highlander for Sale nearLongboat Key, FL
34 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:
- 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 Bradenton, FL
Price includes $599 shipping
Fair Deal
$50,597
- 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
2026 Toyota Highlander
XLE AWD
8,444 mi
Store transfer to Bradenton, FL
Free shipping to Bradenton, FL
Fair Deal
$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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,495
- Stock #:
- 27152554
- VIN:
- 5TDKDRBH2TS603957
2026 Toyota Highlander
Platinum AWD
4,495 mi
Store transfer to Bradenton, FL
Price includes $899 shipping
Fair Deal
$52,897
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS29J098
- VIN:
- 5TDKDRBH7TS29J098
New arrival
2026 Toyota Highlander
XLE AWD
Pinellas Park, FL
32 mi away
New car
TSRP $49,506
$48,176
- 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:
- Bluprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Blk Lth)
- Transmission:
- 8-Speed Automatic
- Stock #:
- 1611376
- VIN:
- 5TDKDRBH0TS611376
2026 Toyota Highlander
Limited AWD
Bradenton, FL
5 mi away
New car
TSRP $54,047
$53,161
- 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 #:
- TS610787
- VIN:
- 5TDKDRBH5TS610787
2026 Toyota Highlander
Platinum AWD
Sarasota, FL
12 mi away
New car
TSRP $57,721
$59,116
- 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:
- 1
- Stock #:
- CTBTS612698
- VIN:
- 5TDKDRBH5TS612698
2026 Toyota Highlander
XLE AWD
Tampa, FL
43 mi away
New car
TSRP $50,152
$51,150
- 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
Home delivery from Miami, FL
Price includes $262 shipping
New car
TSRP $55,595
$57,019
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 32A444
- VIN:
- 5TDKDRBH9TS32A444
2026 Toyota Highlander
Platinum AWD
Clearwater, FL
41 mi away
New car
TSRP $56,547
$57,844
- 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
2026 Toyota Highlander
Limited AWD
Home delivery from St. Augustine, FL
Price includes $380 shipping
New car
TSRP $53,999
$55,440
- 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:
- 8-Speed Automatic
- Stock #:
- 30J684
- VIN:
- 5TDKDRBH6TS30J684
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
Platinum AWD
Bradenton, FL
12 mi away
New car
TSRP $56,926
$58,810
- 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
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH6TS29J125
New arrival
2026 Toyota Highlander
XSE AWD
Home delivery from Cumming, GA
Price includes $717 shipping
New car
TSRP $52,986
$57,903
- 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)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Graph
- Transmission:
- 8-Speed Automatic
- Stock #:
- 1612018
- VIN:
- 5TDKDRBH1TS612018
2026 Toyota Highlander
XLE AWD
Bradenton, FL
5 mi away
New car
TSRP $49,752
$51,636
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS32A479
- VIN:
- 5TDKDRBH6TS32A479
2026 Toyota Highlander
Limited AWD
Pinellas Park, FL
32 mi away
New car
TSRP $53,486
$51,822
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS33A666
- VIN:
- 5TDKDRBH0TS33A666
2026 Toyota Highlander
Platinum AWD
Pinellas Park, FL
32 mi away
New car
TSRP $58,284
$56,142
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS31A980
- VIN:
- 5TDKDRBH5TS31A980
2026 Toyota Highlander
Limited AWD
Pinellas Park, FL
32 mi away
New car
TSRP $55,310
$53,441
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS33A700
- VIN:
- 5TDKDRBH7TS33A700
2026 Toyota Highlander
Limited AWD
Pinellas Park, FL
32 mi away
New car
TSRP $54,811
$53,002
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS31A475
- VIN:
- 5TDKDRBH3TS31A475
2026 Toyota Highlander
Platinum AWD
Pinellas Park, FL
32 mi away
New car
TSRP $57,634
$55,567
- 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:
- 8-Speed Automatic
- Stock #:
- 29J433
- VIN:
- 5TDKDRBH6TS29J433
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Bradenton, FL
5 mi away
New car
TSRP $49,118
$51,002
- 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
- Mileage:
- 0
- VIN:
- 5TDKDRBH5TS613611
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $717 shipping
New car
TSRP $58,413
$63,330
- 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
- Mileage:
- 0
- VIN:
- 5TDKDRBH1TS30J852
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from Cumming, GA
Price includes $717 shipping
New car
TSRP $52,382
$57,299
- 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:
- Brown
- Transmission:
- 8-Speed Automatic
- Stock #:
- 30J484
- VIN:
- 5TDKDRBH9TS30J484
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
Platinum AWD
Bradenton, FL
5 mi away
New car
TSRP $56,773
$58,657
- 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:
- 5TDKDRBH8TS613778
New arrival
2026 Toyota Highlander
Limited AWD
Home delivery from Delray Beach, FL
Price includes $344 shipping
New car
TSRP $53,846
$55,487
- 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
- Stock #:
- 30K007
- VIN:
- 5TDKDRBH2TS30K007
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Tampa, FL
43 mi away
New car
TSRP $52,183
$54,067
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
$29,118
0.6%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $52,195, reflecting a 12.6% 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 $24,243, representing a -23.5% depreciation from its MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,752, which is -6.1% 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 | $52,195 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,395 | +2.7% |
| 2024 Toyota Highlander | $39,270 | $39,217 | -0.1% |
| 2023 Toyota Highlander | $36,620 | $36,118 | -1.4% |
| 2022 Toyota Highlander | $35,855 | $33,752 | -6.1% |
| 2021 Toyota Highlander | $35,085 | $30,794 | -12.2% |
| 2020 Toyota Highlander | $34,600 | $28,502 | -17.7% |
| 2019 Toyota Highlander | $31,830 | $24,243 | -23.5% |
| 2018 Toyota Highlander | $31,230 | $22,413 | -28.2% |
| 2017 Toyota Highlander | $30,630 | $21,000 | -31.7% |
| 2016 Toyota Highlander | $30,490 | $18,750 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,256 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in Longboat Key, FL have no reported accidents or damage?
5 out of 5 for sale near Longboat 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 (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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