Used Toyota Highlander for Sale nearWaterman, IL
53 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,902
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
Sponsored by Toyota of Brookfield
2026 Toyota Highlander
XLE AWD
11,902 mi
Brookfield, WI
97 mi away
Good Deal
$48,389
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,975
- Stock #:
- T0073
- VIN:
- 5TDKDRBH7TS605008
New arrival
Sponsored Listing
2026 Toyota Highlander
XLE AWD
13,975 mi
Lincolnwood, IL
56 mi away
Fair Deal
$48,935
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,898
- Stock #:
- T0061
- VIN:
- 5TDKDRBH0TS604413
New arrival
Sponsored Listing
2026 Toyota Highlander
XLE AWD
13,898 mi
Lincolnwood, IL
56 mi away
Fair Deal
$48,660
- 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:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
40 mi away
Great Deal
$44,254
- 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:
- 11,902
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
2026 Toyota Highlander
XLE AWD
11,902 mi
Brookfield, WI
97 mi away
Good Deal
$48,389
- 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:
- 15,790
- Stock #:
- G94495
- VIN:
- 5TDKDRBH0TS601897
New arrival
2026 Toyota Highlander
XLE AWD
15,790 mi
West Allis, WI
93 mi away
Fair Deal
$49,394
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,437
- Stock #:
- 70134644
- VIN:
- 5TDKDRBH9TS600473
New arrival
2026 Toyota Highlander
XLE AWD
6,437 mi
Store transfer to Naperville, IL
Price includes $499 shipping
Fair Deal
$49,497
- 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:
- 242
- Stock #:
- 10C0006P
- VIN:
- 5TDKDRBH0TS605299
2026 Toyota Highlander
XSE AWD
242 mi
Home delivery from Baxter, MN
Price includes $418 shipping
Fair Deal
$52,567
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,975
- Stock #:
- T0073
- VIN:
- 5TDKDRBH7TS605008
New arrival
2026 Toyota Highlander
XLE AWD
13,975 mi
Lincolnwood, IL
56 mi away
Fair Deal
$48,935
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,898
- Stock #:
- T0061
- VIN:
- 5TDKDRBH0TS604413
New arrival
2026 Toyota Highlander
XLE AWD
13,898 mi
Lincolnwood, IL
56 mi away
Fair Deal
$48,660
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,195
- Stock #:
- R5346
- VIN:
- 5TDKDRBH2TS598808
2026 Toyota Highlander
Platinum AWD
15,195 mi
Naperville, IL
31 mi away
Good Deal
$52,313
- 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
- Transmission:
- Automatic
- Mileage:
- 4,043
- Stock #:
- 28689703
- VIN:
- 5TDKDRBH8TS596836
2026 Toyota Highlander
Platinum AWD
4,043 mi
Store transfer to Naperville, IL
Price includes $749 shipping
Fair Deal
$55,747
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,909
- Stock #:
- 6065
- VIN:
- 5TDKDRBHXTS596014
2026 Toyota Highlander
XLE AWD
9,909 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Fair Deal
$48,730
- 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:
- 7,478
- Stock #:
- 6063
- VIN:
- 5TDKDRBH1TS595706
2026 Toyota Highlander
XLE AWD
7,478 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Fair Deal
$48,730
- 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:
- 8-Speed Automatic
- Mileage:
- 7,980
- Stock #:
- 6222
- VIN:
- 5TDKDRBH9TS602515
New arrival
2026 Toyota Highlander
XLE AWD
7,980 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Good Deal
$47,710
- 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:
- 7,193
- Stock #:
- 6225
- VIN:
- 5TDKDRBH9TS595677
New arrival
2026 Toyota Highlander
XLE AWD
7,193 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Good Deal
$47,710
- 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:
- 6,599
- Stock #:
- 6224
- VIN:
- 5TDKDRBH5TS601393
New arrival
2026 Toyota Highlander
XLE AWD
6,599 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Great Deal
$46,710
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,697
- Stock #:
- S14041
- VIN:
- 5TDKDRBH7TS610032
2026 Toyota Highlander
Limited AWD
7,697 mi
Home delivery from Jefferson City, MO
Price includes $430 shipping
Fair Deal
$52,816
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6
- Stock #:
- T8621
- VIN:
- 5TDKDRBH1TS614853
New arrival
2026 Toyota Highlander
Home delivery from Warsaw, IN
Free home delivery
New car
TSRP $51,097
$51,395
- 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:
- 4
- Stock #:
- N260717
- VIN:
- 5TDKDRBH8TS613179
2026 Toyota Highlander
Platinum AWD
Hodgkins, IL
47 mi away
New car
$55,591
- 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 #:
- T26547
- VIN:
- 5TDKDRBH4TS615768
New arrival
2026 Toyota Highlander
XLE AWD
Chicago, IL
56 mi away
New car
TSRP $48,328
$48,696
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- A69360
- VIN:
- 5TDKDRBHXTS32A534
2026 Toyota Highlander
XSE AWD
Streamwood, IL
34 mi away
New car
TSRP $52,173
$52,954
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 34A450
- VIN:
- 5TDKDRBH5TS34A450
2026 Toyota Highlander
Platinum AWD
Chicago, IL
58 mi away
New car
TSRP $56,507
$56,885
- 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:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
Sponsored Listing
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
40 mi away
Great Deal
$44,254
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
$29,106
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 $51,861, reflecting a 12.1% 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 $24,156, 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 $33,530, 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 | $51,861 | +12.1% |
| 2025 Toyota Highlander | $40,320 | $41,848 | +3.8% |
| 2024 Toyota Highlander | $39,270 | $39,362 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $35,791 | -2.3% |
| 2022 Toyota Highlander | $35,855 | $33,530 | -6.9% |
| 2021 Toyota Highlander | $35,085 | $30,397 | -13.3% |
| 2020 Toyota Highlander | $34,600 | $28,436 | -17.8% |
| 2019 Toyota Highlander | $31,830 | $24,156 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $22,097 | -29.3% |
| 2017 Toyota Highlander | $30,630 | $21,023 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,590 | -38.9% |
| 2015 Toyota Highlander | $29,765 | $17,118 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in Waterman, IL have no reported accidents or damage?
11 out of 11 for sale near Waterman, IL 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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