Used 2025 Toyota Highlander for Sale nearWinnetka, IL
106 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,293
- Stock #:
- 12950P
- VIN:
- 5TDKDRAH1RS535516
Price drop
-$1,790
Sponsored by McGrath Elmhurst Toyota
2024 Toyota Highlander
XLE FWD
21,293 mi
Elmhurst, IL
16 mi away
Good Deal
$42,166
$40,376
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,121
- Stock #:
- P21475
- VIN:
- 5TDKDRBH3RS550954
Sponsored Listing
2024 Toyota Highlander
LE AWD
50,121 mi
Streamwood, IL
24 mi away
Good Deal
$31,158
- 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
30 mi away
Great Deal
$44,254
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 61,338
- Stock #:
- LU1997
- VIN:
- 5TDKDRAH4RS533338
2024 Toyota Highlander
LE FWD
61,338 mi
Waukegan, IL
18 mi away
Great Deal
$28,221
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,171
- Stock #:
- 93F03513
- VIN:
- 5TDKDRBH6SS586062
2025 Toyota Highlander
XLE AWD
18,171 mi
Highland, IN
42 mi away
Great Deal
$40,258
- Year:
- 2024
- 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:
- 32,205
- Stock #:
- P21489
- VIN:
- 5TDKDRBHXRS554788
2024 Toyota Highlander
LE AWD
32,205 mi
Streamwood, IL
24 mi away
Good Deal
$33,358
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,411
- Stock #:
- 28867846
- VIN:
- 5TDKDRAH6RS527671
2024 Toyota Highlander
XSE FWD
53,411 mi
Store transfer to Glencoe, IL
Price includes $599 shipping
Fair Deal
$37,597
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,400
- Stock #:
- 939094
- VIN:
- 5TDKDRAHXRS539094
2024 Toyota Highlander
XLE FWD
29,400 mi
Home delivery from Bloomington, IL
Price includes $194 shipping
Good Deal
$38,584
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,931
- Stock #:
- P7352
- VIN:
- 5TDKDRBH5SS583265
2025 Toyota Highlander
XSE AWD
24,931 mi
Calumet City, IL
36 mi away
Great Deal
$42,010
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metal
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,861
- Stock #:
- 25052
- VIN:
- 5TDKDRAH9RS527745
2024 Toyota Highlander
XSE FWD
51,861 mi
Home delivery from Marietta, GA
Price includes $740 shipping
Fair Deal
$37,539
- 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
30 mi away
Great Deal
$44,254
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,494
- Stock #:
- 28923493
- VIN:
- 5TDKDRAH2RS538540
New arrival
2024 Toyota Highlander
Limited FWD
36,494 mi
Store transfer to Glencoe, IL
Price includes $199 shipping
Good Deal
$40,197
- Year:
- 2024
- 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:
- 54,509
- Stock #:
- P21654
- VIN:
- 5TDKDRBH3RS571903
2024 Toyota Highlander
XLE AWD
54,509 mi
Streamwood, IL
24 mi away
Good Deal
$36,358
CarGurus Analysis:
2025 Toyota Highlander
With 1,855 currently listed for sale and an average price of $41,800.00, 34.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
92.1% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,881
- Stock #:
- XX7602
- VIN:
- 5TDKDRBHXSS589434
2025 Toyota Highlander
XLE AWD
7,881 mi
Crystal Lake, IL
28 mi away
Good Deal
$45,777
- Year:
- 2024
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,579
- Stock #:
- H9722
- VIN:
- 5TDKDRBHXRS538235
Price drop
-$1,000
2024 Toyota Highlander
XLE AWD
48,579 mi
Downers Grove, IL
25 mi away
Good Deal
$37,256
$36,256
- Year:
- 2025
- 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:
- 15,000
- Stock #:
- 29058261
- VIN:
- 5TDKDRBH8SS588153
2025 Toyota Highlander
XLE AWD
15,000 mi
Store transfer to Glencoe, IL
Price includes $399 shipping
Fair Deal
$46,397
- Year:
- 2024
- 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:
- 39,106
- Stock #:
- P21705
- VIN:
- 5TDKDRBH4RS536304
2024 Toyota Highlander
XLE AWD
39,106 mi
Streamwood, IL
24 mi away
Good Deal
$38,858
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,562
- Stock #:
- P16990
- VIN:
- 5TDKDRAHXRS546210
2024 Toyota Highlander
XSE FWD
26,562 mi
Chicago, IL
9 mi away
Fair Deal
$41,368
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,496
- Stock #:
- P21482
- VIN:
- 5TDKDRBHXRS535688
2024 Toyota Highlander
LE AWD
55,496 mi
Streamwood, IL
24 mi away
Good Deal
$30,358
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,121
- Stock #:
- XP16914
- VIN:
- 5TDKDRBH6RS546512
2024 Toyota Highlander
LE AWD
49,121 mi
Chicago, IL
9 mi away
Good Deal
$31,868
- Year:
- 2024
- 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:
- 55,834
- Stock #:
- DT1354A
- VIN:
- 5TDKDRBH5RS575239
Price drop
-$1,400
2024 Toyota Highlander
XLE AWD
55,834 mi
Niles, IL
7 mi away
Fair Deal
$38,373
$36,973
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,673
- Stock #:
- XP21817
- VIN:
- 5TDKDRBH1RS551925
2024 Toyota Highlander
LE AWD
45,673 mi
Streamwood, IL
24 mi away
Fair Deal
$32,558
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,599
- Stock #:
- XP21799
- VIN:
- 5TDKDRAH6RS534037
Sponsored Listing
2024 Toyota Highlander
LE FWD
52,599 mi
Streamwood, IL
24 mi away
Fair Deal
$31,858
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,855 currently listed for sale and an average price of $41,800.00, 34.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
92.1% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
Why it stands out
The 2025 Toyota Highlander stands out in the crowded midsize SUV market due to its blend of reliability, comfort, and practicality. With a spacious interior that can accommodate up to seven passengers, it is designed for family use, offering ample cargo space and versatile seating configurations. The Highlander is also known for its strong safety record, consistently earning high marks from safety organizations. While it may not be the most exciting vehicle to drive, its smooth ride and quiet cabin make it a pleasant choice for daily commutes and long trips alike. The introduction of hybrid models further enhances its appeal, providing better fuel efficiency without sacrificing performance. Overall, the Highlander remains a solid option for those prioritizing reliability and family-friendly features.
Other model years to consider
- Average price: $39,108.00
- Good/great deal percentage: 34.9%
- User rating: 5 / 5
- Total listings: 3,978
- Average price: $36,251.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,632
- Average price: $16,128.00
- Good/great deal percentage: 34.6%
- User rating: 4.78 / 5
- Total listings: 1,225
This analysis is based on CarGurus' proprietary market data from July 6, 2026, CarGurus experts' opinions, and generative AI.
2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,917
0.1%
2025 Toyota Highlander
Index Price
$29,169
0.5%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The city of Boston, MA ($43,731) has the highest average price, likely reflecting a combination of demand and limited inventory.
- Lowest Prices in Houston: Houston, TX ($37,184) offers the lowest average price, indicating a more competitive market with potentially higher inventory levels.
- Price Variation Across Major Cities: Cities like Dallas ($42,656) and Miami ($42,695) show elevated pricing, suggesting regional demand for larger vehicles like the Highlander.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 167 | $43,731 |
| Dallas, TX | 113 | $42,656 |
| Miami, FL | 71 | $42,695 |
| New York, NY | 120 | $37,755 |
| Los Angeles, CA | 132 | $38,737 |
| Chicago, IL | 87 | $37,393 |
| Philadelphia, PA | 104 | $39,718 |
| Washington, DC | 94 | $41,654 |
| Atlanta, GA | 109 | $40,772 |
| Houston, TX | 145 | $37,184 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,169 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $49,525 MSRP, reflects a significant markup due to its luxury features, appealing to buyers seeking high-end options.
- Value in Base Trims: The LE FWD trim, with 745 listings and a MSRP of $40,320, offers a competitive entry point for budget-conscious shoppers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3169 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1382 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1235 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE FWD | 745 | $40,320 | FWD | 2.4L 265 hp I4 |
| LE AWD | 729 | $41,920 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 702 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 566 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 379 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $52,518, reflecting a 13.5% increase over its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: Older models, particularly the 2015 Highlander, show significant depreciation, with an average price of $17,262, down 42.5% from its original MSRP.
- Best Value Years: The 2022 Highlander is priced at $33,872, representing a modest depreciation of -5.5%, making it an attractive option for buyers seeking a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $52,518 | +13.5% |
| 2024 | $39,270 | $39,387 | +0.3% |
| 2023 | $36,620 | $36,349 | -0.7% |
| 2022 | $35,855 | $33,872 | -5.5% |
| 2021 | $35,085 | $30,878 | -12.0% |
| 2020 | $34,600 | $28,579 | -17.5% |
| 2019 | $31,830 | $24,400 | -23.3% |
| 2018 | $31,230 | $22,487 | -28.0% |
| 2017 | $30,630 | $20,990 | -31.5% |
| 2016 | $30,490 | $18,777 | -38.5% |
| 2015 | $29,765 | $17,262 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Winnetka, IL?
The average 2025 Toyota Highlander costs about $41,917.31. The average price has increased by 4.1% since last year. The 84 for sale near Winnetka, IL on CarGurus, range from $28,221 to $52,237 in price.
How many 2025 Toyota Highlander vehicles in Winnetka, IL have no reported accidents or damage?
84 out of 84 for sale near Winnetka, IL have no reported accidents or damage.
What is the fuel economy of the 2025 Toyota Highlander?
Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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