Used 2025 Toyota Highlander for Sale nearChesterton, IN
77 vehicles found
See the total price upfront.
Only show listings that include dealer fees- 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
Sponsored by Chicago Northside Toyota
2024 Toyota Highlander
LE AWD
49,121 mi
Chicago, IL
42 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,313
- Stock #:
- B6N565596
- VIN:
- 5TDKDRBH1RS565596
New arrival
Sponsored Listing
2024 Toyota Highlander
Platinum AWD
11,313 mi
Merrillville, IN
16 mi away
Fair Deal
$51,233
- 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
Sponsored Listing
2024 Toyota Highlander
XLE AWD
55,834 mi
Niles, IL
46 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,353
- Stock #:
- H8292A
- VIN:
- 5TDKDRBH1RS542965
2024 Toyota Highlander
Limited AWD
12,353 mi
Stevensville, MI
40 mi away
Good Deal
$44,773
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,025
- Stock #:
- 28729331
- VIN:
- 5TDKDRBHXRS530815
New arrival
2024 Toyota Highlander
XLE AWD
38,025 mi
Store transfer to Merrillville, IN
Price includes $1,699 shipping
Good Deal
$38,697
- 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 $685 shipping
Fair Deal
$37,484
- 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
Price drop
-$1,065
2025 Toyota Highlander
XLE AWD
18,171 mi
Highland, IN
23 mi away
Great Deal
$42,122
$41,057
- 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
42 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:
- 20,585
- Stock #:
- 70042852
- VIN:
- 5TDKDRBH0RS566464
New arrival
2024 Toyota Highlander
XLE AWD
20,585 mi
Store transfer to Merrillville, IN
Price includes $1,099 shipping
Fair Deal
$42,097
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,695
- Stock #:
- 19241
- VIN:
- 5TDKDRBH2SS578038
2025 Toyota Highlander
LE AWD
35,695 mi
Home delivery from Paris, KY
Price includes $698 shipping
Fair Deal
$38,384
- 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
Price drop
-$1,573
2025 Toyota Highlander
XSE AWD
24,931 mi
Calumet City, IL
28 mi away
Great Deal
$43,583
$42,010
- 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:
- 23,408
- Stock #:
- M9148P
- VIN:
- 5TDKDRBHXSS586257
2025 Toyota Highlander
XSE AWD
23,408 mi
Mishawaka, IN
44 mi away
Good Deal
$44,000
- 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:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,018
- Stock #:
- 70049695
- VIN:
- 5TDKDRAH9RS531360
2024 Toyota Highlander
XSE FWD
25,018 mi
Store transfer to Merrillville, IN
Price includes $1,999 shipping
Fair Deal
$40,997
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:
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,026
- Stock #:
- B10790
- VIN:
- 5TDKDRBH2RS566014
2024 Toyota Highlander
LE AWD
25,026 mi
Home delivery from Bellingham, WA
Price includes $2,667 shipping
Fair Deal
$36,167
- 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
42 mi away
Good Deal
$31,868
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,521
- Stock #:
- T13679
- VIN:
- 5TDKDRBH1SS577964
2025 Toyota Highlander
LE AWD
34,521 mi
Home delivery from Delaware, OH
Price includes $395 shipping
Great Deal
$36,543
- 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 $190 shipping
Good Deal
$38,580
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,683
- Stock #:
- 260718A
- VIN:
- 5TDKDRBH5RS536604
2024 Toyota Highlander
LE AWD
31,683 mi
Home delivery from Milwaukee, WI
Price includes $500 shipping
Fair Deal
$34,924
- 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
46 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,468
- Stock #:
- RM558870
- VIN:
- 5TDKDRBH4RS558870
2024 Toyota Highlander
Limited AWD
48,468 mi
Home delivery from Muncie, IN
Price includes $254 shipping
Fair Deal
$40,493
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,825
- Stock #:
- S576363
- VIN:
- 5TDKDRBH3SS576363
2025 Toyota Highlander
XSE AWD
27,825 mi
Home delivery from Defiance, OH
Price includes $282 shipping
Great Deal
$41,936
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,313
- Stock #:
- B6N565596
- VIN:
- 5TDKDRBH1RS565596
New arrival
2024 Toyota Highlander
Platinum AWD
11,313 mi
Merrillville, IN
16 mi away
Fair Deal
$51,233
- 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
Price drop
-$1,065
Sponsored Listing
2025 Toyota Highlander
XLE AWD
18,171 mi
Highland, IN
23 mi away
Great Deal
$42,122
$41,057
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
$41,831
0.3%
2025 Toyota Highlander
Index Price
$29,153
0.4%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The market in Boston, MA ($43,950) reflects a premium likely due to higher demand and limited inventory.
- Lowest Prices in Miami: Miami, FL ($35,425) offers the most competitive pricing, indicating a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Houston (160 listings) and Dallas (127 listings) show a strong inventory presence, correlating with stable pricing around $38K–$42K.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 155 | $43,950 |
| Dallas, TX | 127 | $42,359 |
| Washington, DC | 97 | $42,718 |
| New York, NY | 113 | $40,960 |
| Atlanta, GA | 121 | $40,842 |
| Chicago, IL | 91 | $37,900 |
| Houston, TX | 160 | $38,079 |
| Los Angeles, CA | 142 | $38,473 |
| Philadelphia, PA | 103 | $36,683 |
| Miami, FL | 76 | $35,425 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD (3,181 listings) is the most common trim, indicating strong demand for all-wheel drive options.
- Premium Pricing for Limited Trims: The Limited AWD ($49,525 MSRP) is priced significantly higher, reflecting its luxury features and lower inventory (1,227 listings).
- Value in Base Trims: The LE AWD ($41,920 MSRP) offers a competitive entry point with a solid feature set, appealing to budget-conscious buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,181 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1,396 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1,227 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE AWD | 767 | $41,920 | AWD | 2.4L 265 hp I4 |
| LE FWD | 745 | $40,320 | FWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 377 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $51,737, reflecting a 12.3% increase over its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: The 2019 Highlander shows significant depreciation at -22.9%, suggesting a steep drop in value as the vehicle ages.
- Best Value Years: The 2022 Highlander is priced at $33,940, only -5.1% below MSRP, making it a compelling option for buyers seeking recent models with less depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $51,737 | +12.3% |
| 2024 | $39,270 | $39,197 | -0.2% |
| 2023 | $36,620 | $36,418 | -0.6% |
| 2022 | $35,855 | $33,940 | -5.1% |
| 2021 | $35,085 | $30,923 | -12.0% |
| 2020 | $34,600 | $28,787 | -16.8% |
| 2019 | $31,830 | $24,537 | -22.9% |
| 2018 | $31,230 | $22,596 | -27.7% |
| 2017 | $30,630 | $20,935 | -31.6% |
| 2016 | $30,490 | $18,897 | -38.1% |
| 2015 | $29,765 | $17,326 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Chesterton, IN?
The average 2025 Toyota Highlander costs about $41,831.39. The average price has increased by 2.7% since last year. The 64 for sale near Chesterton, IN on CarGurus, range from $30,367 to $53,998 in price.
How many 2025 Toyota Highlander vehicles in Chesterton, IN have no reported accidents or damage?
64 out of 64 for sale near Chesterton, IN 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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