Used Toyota Highlander for Sale near Webster, FL
42 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,401
- Stock #:
- TS595290
- VIN:
- 5TDKDRBH7TS595290
Price drop
-$2,548
Sponsored Listing
2026 Toyota Highlander
Limited AWD
13,401 mi
Orlando, FL
45 mi away
Great Deal
$49,548
$48,549
- 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
Price drop
-$2,548
2026 Toyota Highlander
Limited AWD
13,401 mi
Orlando, FL
45 mi away
Great Deal
$49,548
$48,549
- 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 Ocala, FL
Price includes $749 shipping
Fair Deal
$50,747
- 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
Home delivery from Bradenton, FL
Free home delivery
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:
- 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 Ocala, FL
Price includes $999 shipping
Fair Deal
$52,997
- 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
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $602 shipping
New car
TSRP $59,987
$64,788
- 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
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from Cumming, GA
Price includes $602 shipping
New car
TSRP $59,512
$64,314
- 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 $324 shipping
New car
TSRP $55,595
$57,081
- 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 #:
- TS30J726
- VIN:
- 5TDKDRBH7TS30J726
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
43 mi away
New car
TSRP $56,494
$56,207
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 01B637
- VIN:
- 5TDKDRBH9TS01B637
2026 Toyota Highlander
XLE AWD
Leesburg, FL
18 mi away
New car
TSRP $47,944
$47,944
- 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 #:
- TS614112
- VIN:
- 5TDKDRBH3TS614112
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from Miami, FL
Price includes $324 shipping
New car
TSRP $49,075
$50,561
- 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:
- Glazed Caramel Leather Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 29J171
- VIN:
- 5TDKDRBH2TS29J171
2026 Toyota Highlander
Platinum AWD
Ocala, FL
38 mi away
New car
TSRP $56,847
$58,731
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Leather Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 30J535
- VIN:
- 5TDKDRBH0TS30J535
![Wind Chill Pearl [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/02/13/17/2026_toyota_highlander-pic-4709414991804311757-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
Limited AWD
Ocala, FL
38 mi away
New car
TSRP $56,071
$57,955
- 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 #:
- TS30J682
- VIN:
- 5TDKDRBH2TS30J682
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
43 mi away
New car
TSRP $57,118
$56,743
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH9TS33A357
![Wind Chill Pearl [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/16/02/05/2026_toyota_highlander-pic-6624743752501272814-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2026 Toyota Highlander
XLE AWD
Lakeland, FL
40 mi away
New car
TSRP $49,903
$50,901
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS614188
- VIN:
- 5TDKDRBH3TS614188
New arrival
2026 Toyota Highlander
XLE AWD
Winter Park, FL
43 mi away
New car
TSRP $48,364
$48,793
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS31A628
- VIN:
- 5TDKDRBH2TS31A628
New arrival
2026 Toyota Highlander
XLE AWD
Winter Park, FL
43 mi away
New car
TSRP $50,198
$50,406
- 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 #:
- TS30J092
- VIN:
- 5TDKDRBH3TS30J092
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
43 mi away
New car
TSRP $57,118
$56,743
- 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 [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH9TS30J761
![Wind Chill Pearl [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/16/13/36/2026_toyota_highlander-pic-8683840455311720770-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XLE AWD
Lakeland, FL
40 mi away
New car
TSRP $49,903
$50,901
- 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:
- 5TDKDRBH7TS30J368
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/07/03/13/03/2026_toyota_highlander-pic-4285621018181122270-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XLE AWD
Lakeland, FL
40 mi away
New car
TSRP $49,903
$50,901
- 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 #:
- TS613660
- VIN:
- 5TDKDRBH7TS613660
2026 Toyota Highlander
Limited AWD
Winter Park, FL
43 mi away
New car
TSRP $54,144
$54,042
- 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:
- Gray (Graphite Softex® Trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- A612263
- VIN:
- 5TDKDRBH3TS612263
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/06/26/01/22/2026_toyota_highlander-pic-4028299777182947836-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2026 Toyota Highlander
XLE AWD
Ocala, FL
38 mi away
New car
TSRP $50,201
$52,085
- 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:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TS612158
- VIN:
- 5TDKDRBH6TS612158
Preparing for a close up...
Photos coming soon
2026 Toyota Highlander
XLE AWD
Wesley Chapel, FL
35 mi away
New car
TSRP $53,551
$53,551
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
$29,080
0.6%
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 $51,233, reflecting a 10.7% premium over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,274, which is -23.5% compared to its original MSRP.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,678, representing a -6.5% depreciation, making it a competitive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,233 | +10.7% |
| 2025 Toyota Highlander | $40,320 | $41,574 | +3.1% |
| 2024 Toyota Highlander | $39,270 | $39,110 | -0.4% |
| 2023 Toyota Highlander | $36,620 | $36,044 | -1.6% |
| 2022 Toyota Highlander | $35,855 | $33,678 | -6.5% |
| 2021 Toyota Highlander | $35,085 | $30,588 | -12.9% |
| 2020 Toyota Highlander | $34,600 | $28,472 | -17.8% |
| 2019 Toyota Highlander | $31,830 | $24,274 | -23.5% |
| 2018 Toyota Highlander | $31,230 | $22,376 | -28.4% |
| 2017 Toyota Highlander | $30,630 | $20,947 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $18,565 | -39.1% |
| 2015 Toyota Highlander | $29,765 | $17,137 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from July 23, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in Webster, FL have no reported accidents or damage?
6 out of 6 for sale near Webster, 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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