Used Toyota Highlander for Sale nearAnna Maria, 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,532
- Stock #:
- 1P10923A
- VIN:
- 5TDKDRBH9TS602725
2026 Toyota Highlander
Limited AWD
2,532 mi
Bradenton, FL
12 mi away
Fair Deal
$52,751
- 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 #:
- TS614901
- VIN:
- 5TDKDRBH8TS614901
New arrival
2026 Toyota Highlander
XLE AWD
Pinellas Park, FL
22 mi away
New car
TSRP $49,257
$47,947
- 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
22 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Stock #:
- 2614690
- VIN:
- 5TDKDRBHXTS614690
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from St. Augustine, FL
Price includes $368 shipping
New car
TSRP $56,427
$57,842
- 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
22 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS614804
- VIN:
- 5TDKDRBHXTS614804
New arrival
2026 Toyota Highlander
Platinum AWD
Pinellas Park, FL
22 mi away
New car
TSRP $58,035
$55,913
- 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 (Blk Lth)
- Transmission:
- 8-Speed Automatic
- Stock #:
- 2614094
- VIN:
- 5TDKDRBH5TS614094
New arrival
2026 Toyota Highlander
Limited AWD
Home delivery from St. Augustine, FL
Price includes $368 shipping
New car
TSRP $54,711
$56,220
- 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
22 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS32A479
- VIN:
- 5TDKDRBH6TS32A479
2026 Toyota Highlander
Limited AWD
Pinellas Park, FL
22 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
- 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 $278 shipping
New car
TSRP $55,595
$57,034
- 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
22 mi away
New car
TSRP $58,009
$55,790
- 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:
- 5TDKDRBH1TS31A927
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $702 shipping
New car
TSRP $59,512
$64,414
- 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:
- 10
- Stock #:
- TS612765
- VIN:
- 5TDKDRBH5TS612765
2026 Toyota Highlander
XLE AWD
Home delivery from Albany, GA
Free home delivery
New car
TSRP $53,394
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
- Mileage:
- 0
- VIN:
- 5TDKDRBH0TS32A557
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $702 shipping
New car
TSRP $60,556
$65,458
- 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
31 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:
- Heavy Metal [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel Leather Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH3TS31A332
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/17/17/04/2026_toyota_highlander-pic-8822368060880675928-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
Platinum AWD
Home delivery from Delray Beach, FL
Price includes $360 shipping
New car
TSRP $57,970
$59,627
- 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:
- 1
- Stock #:
- CTB266282
- VIN:
- 5TDKDRBH3TS611517
2026 Toyota Highlander
Limited AWD
Tampa, FL
37 mi away
New car
TSRP $54,416
$55,414
- 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
- Stock #:
- 613611
- VIN:
- 5TDKDRBH5TS613611
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $702 shipping
New car
TSRP $58,413
$63,315
- 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:
- 5TDKDRBH6TS33A770
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/18/00/40/2026_toyota_highlander-pic-6864205923783174094-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XLE AWD
Home delivery from Delray Beach, FL
Price includes $360 shipping
New car
TSRP $49,866
$51,523
- 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:
- 0
- Stock #:
- TS29J031
- VIN:
- 5TDKDRBH9TS614731
2026 Toyota Highlander
XLE AWD
Venice, FL
36 mi away
New car
TSRP $49,247
$47,445
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Stock #:
- 615327
- VIN:
- 5TDKDRBH7TS615327
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
Platinum AWD
Bradenton, FL
12 mi away
New car
TSRP $58,807
$60,691
- 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:
- 5TDKDRBH7TS32A104
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $702 shipping
New car
TSRP $59,337
$64,239
- 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
- Stock #:
- 1614621
- VIN:
- 5TDKDRBH2TS614621
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Bradenton, FL
12 mi away
New car
TSRP $49,816
$51,700
- 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 #:
- 615355
- VIN:
- 5TDKDRBH1TS615355
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Tampa, FL
35 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
$29,075
0.5%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2026 Highlander is priced at $51,568, reflecting a 11.4% premium over its original MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,096, which is -24.5% compared to its original MSRP, highlighting the rapid depreciation typical of older vehicles.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,596, representing a -6.9% depreciation, making it a compelling option for buyers seeking a balance between price and modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,568 | +11.4% |
| 2025 Toyota Highlander | $40,320 | $41,401 | +2.7% |
| 2024 Toyota Highlander | $39,270 | $39,300 | +0.1% |
| 2023 Toyota Highlander | $36,620 | $35,869 | -2.0% |
| 2022 Toyota Highlander | $35,855 | $33,596 | -6.9% |
| 2021 Toyota Highlander | $35,085 | $30,458 | -13.2% |
| 2020 Toyota Highlander | $34,600 | $28,397 | -17.9% |
| 2019 Toyota Highlander | $31,830 | $24,096 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $22,318 | -28.5% |
| 2017 Toyota Highlander | $30,630 | $20,938 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $18,699 | -38.7% |
| 2015 Toyota Highlander | $29,765 | $17,096 | -42.8% |
These recommendations are based on CarGurus' proprietary market data from July 30, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in Anna Maria, FL have no reported accidents or damage?
4 out of 4 for sale near Anna Maria, 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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