Used Toyota Highlander for Sale nearWinter Springs, FL
60 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,533
- Stock #:
- J023660A
- VIN:
- 5TDKDRBH6TS612886
New arrival
Sponsored Listing
2026 Toyota Highlander
Limited AWD
1,533 mi
Daytona Beach, FL
39 mi away
Fair Deal
$52,699
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,533
- Stock #:
- J023660A
- VIN:
- 5TDKDRBH6TS612886
New arrival
2026 Toyota Highlander
Limited AWD
1,533 mi
Daytona Beach, FL
39 mi away
Fair Deal
$52,699
- 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
2026 Toyota Highlander
XLE AWD
2,760 mi
Home delivery from Miami Lakes, FL
Price includes $603 shipping
Fair Deal
$49,043
- 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 #:
- TS615562
- VIN:
- 5TDKDRBH6TS615562
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 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:
- 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 $3,871 shipping
New car
TSRP $48,778
$52,771
- 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 #:
- TS36A036
- VIN:
- 5TDKDRBH7TS36A036
2026 Toyota Highlander
XLE AWD
Winter Park, FL
5 mi away
New car
TSRP $48,839
$49,216
- 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:
- Automatic
- Mileage:
- 0
- Stock #:
- 601190
- VIN:
- 5TDKDRBH2TS601190
2026 Toyota Highlander
Limited AWD
Leesburg, FL
34 mi away
New car
TSRP $51,924
$51,924
- 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 #:
- TS37A319
- VIN:
- 5TDKDRBH3TS37A319
New arrival
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 mi away
New car
TSRP $57,593
$57,166
- 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 #:
- TS38A703
- VIN:
- 5TDKDRBHXTS38A703
New arrival
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 mi away
New car
TSRP $56,019
$55,784
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH2TS619348
New arrival
2026 Toyota Highlander
XLE AWD
Haines City, FL
44 mi away
New car
TSRP $49,982
$52,178
- 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 leather trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 616296
- VIN:
- 5TDKDRBH5TS616296
2026 Toyota Highlander
Limited AWD
Sanford, FL
9 mi away
New car
TSRP $54,168
$55,665
- 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
34 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
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS615613
- VIN:
- 5TDKDRBH8TS615613
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS615437
- VIN:
- 5TDKDRBH3TS615437
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS37A127
- VIN:
- 5TDKDRBH5TS37A127
New arrival
2026 Toyota Highlander
Limited AWD
Winter Park, FL
5 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH9TS619122
New arrival
2026 Toyota Highlander
Platinum AWD
Haines City, FL
44 mi away
New car
TSRP $56,902
$59,098
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS37A322
- VIN:
- 5TDKDRBH3TS37A322
New arrival
2026 Toyota Highlander
Platinum AWD
Winter Park, FL
5 mi away
New car
TSRP $57,593
$57,166
- 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:
- Automatic
- Mileage:
- 10
- Stock #:
- TS38A765
- VIN:
- 5TDKDRBHXTS38A765
New arrival
2026 Toyota Highlander
XLE AWD
Winter Park, FL
5 mi away
New car
TSRP $49,574
$49,870
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 261870
- VIN:
- 5TDKDRBH0TS617534
New arrival
2026 Toyota Highlander
XLE AWD
Leesburg, FL
34 mi away
New car
TSRP $49,774
$49,774
- 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
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TS617701
- VIN:
- 5TDKDRBH4TS617701
2026 Toyota Highlander
Limited AWD
Haines City, FL
44 mi away
New car
TSRP $53,702
$55,898
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 261871
- VIN:
- 5TDKDRBH6TS617683
New arrival
2026 Toyota Highlander
Limited AWD
Leesburg, FL
34 mi away
New car
TSRP $53,494
$53,494
- 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:
- 0
- Stock #:
- 261892
- VIN:
- 5TDKDRBHXTS618190
New arrival
2026 Toyota Highlander
Limited AWD
Leesburg, FL
34 mi away
New car
TSRP $53,494
$53,494
- 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 leather trim)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 617267
- VIN:
- 5TDKDRBH3TS617267
New arrival
2026 Toyota Highlander
Limited AWD
Sanford, FL
9 mi away
New car
TSRP $54,238
$55,735
- 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:
- Automatic
- Mileage:
- 0
- Stock #:
- 261893
- VIN:
- 5TDKDRBH6TS617974
New arrival
2026 Toyota Highlander
Limited AWD
Leesburg, FL
34 mi away
New car
TSRP $54,344
$54,344
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
$28,995
0.5%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $51,380, reflecting a 10.4% increase 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 $23,997, which is -24.5% compared to its original MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,135, representing a -7.5% 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 | $51,380 | +10.4% |
| 2025 Toyota Highlander | $40,320 | $41,965 | +4.1% |
| 2024 Toyota Highlander | $39,270 | $39,271 | +0.0% |
| 2023 Toyota Highlander | $36,620 | $35,398 | -3.3% |
| 2022 Toyota Highlander | $35,855 | $33,135 | -7.5% |
| 2021 Toyota Highlander | $35,085 | $30,496 | -13.1% |
| 2020 Toyota Highlander | $34,600 | $28,171 | -18.7% |
| 2019 Toyota Highlander | $31,830 | $23,997 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $21,925 | -29.8% |
| 2017 Toyota Highlander | $30,630 | $20,641 | -32.5% |
| 2016 Toyota Highlander | $30,490 | $18,568 | -39.1% |
| 2015 Toyota Highlander | $29,765 | $16,968 | -42.9% |
These recommendations are based on CarGurus' proprietary market data from September 3, 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 Winter Springs, FL have no reported accidents or damage?
4 out of 4 for sale near Winter Springs, 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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