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1,324 listings
- Price Drop$32,990fair price$61 below market
- 53,691 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Chicago (25 mi away)
- Home delivery*
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Located in Chicago, IL / 25 miles away from Naperville, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH6MS557241
Stock: 2003943482
Certified Pre-Owned: No
Listed since: 08-09-2025 - Price Drop$26,713fair price$522 above market
- 82,979 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Elgin Hyundai (16 mi away)
- Home delivery*Five Star Dealer
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Located in Bartlett, IL / 16 miles away from Naperville, IL
2019 Toyota Highlander XLE AWD Available Now at Elgin Hyundai, Part of the Bob Loquercio Auto GroupNo accidents or damage reported to CARFAXCARFAX 1-O...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH5KS601402
Stock: H22440A
Certified Pre-Owned: No
Listed since: 08-11-2025 - $32,763fair price$241 below market
- 69,920 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Raymond Chevrolet (47 mi away)
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Located in Antioch, IL / 47 miles away from Naperville, IL
Midnight Black 2021 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Brake assist, Exterior Parking Camera Re...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH4MS075188
Stock: 47014A
Certified Pre-Owned: No
Listed since: 08-02-2025 - $25,800fair price$528 above market
- 94,122 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Car City (26 mi away)
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Located in Palatine, IL / 26 miles away from Naperville, IL
2019 Toyota Highlander XLE AWD 1 Owner Clean Carfax Technology Package Fully LoadedAvailable at Car City Inc 2232 N Rand Rd, Palatine, IL 60074Ca...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH7KS586496
Stock: 6206
Certified Pre-Owned: No - $24,407fair price$245 above market
- 74,288 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- Schimmer Hyundai (59 mi away)
- Home delivery*
Close
Located in Peru, IL / 59 miles away from Naperville, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH9KS987794
Stock: H809602
Certified Pre-Owned: No
Listed since: 08-06-2025 - $36,988fair price$4 below market
- 37,000 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- McGrath Lexus of Chicago (26 mi away)
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Located in Chicago, IL / 26 miles away from Naperville, IL
Recent Arrival! Midnight Black Metallic 2021 Toyota Highlander XSE **APPLE CARPLAY & ANDROID AUTO, **HEATED SEATS, **SUNROOF/MOONROOF, **AWD, **BACK-U...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH2MS066912
Stock: S1656A
Certified Pre-Owned: No
Listed since: 09-01-2025 - Price Drop$34,590fair price$354 above market
- 64,941 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Chicago (25 mi away)
- Home delivery*
Close
Located in Chicago, IL / 25 miles away from Naperville, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH8MS157129
Stock: 2003916454
Certified Pre-Owned: No
Listed since: 08-18-2025 - New Listing$29,998fair price$354 below market
- 96,513 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Bloomington (99 mi away)
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Located in Bloomington, IL / 99 miles away from Naperville, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH1MS070949
Stock: 27580650
Certified Pre-Owned: No - $26,500fair price$38 above market
- 127,357 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- iDrive Motor Sports (19 mi away)
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Located in Berwyn, IL / 19 miles away from Naperville, IL
This 2021 Toyota Highlander XSE, has a Magnetic Gray Metallic exterior and an Black interior color. 127,357 miles. Stock Number 10365. You can...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDLZRBHXMS090237
Stock: 10365
Certified Pre-Owned: No
Listed since: 08-08-2025 - $33,259fair price$575 above market
- 49,572 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Taylor Chrysler Dodge Jeep Ram (45 mi away)
- Home delivery*
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Located in Bourbonnais, IL / 45 miles away from Naperville, IL
2021 Toyota Highlander XLERed3.5L V6 DOHC 8-Speed Automatic AWDCheck out this 2021 Highlander available now at Taylor Chrysler Dodge Jeep Ram in...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXMS542723
Stock: B5216A
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$34,998fair price$326 above market
- 55,379 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Tinley Park (25 mi away)
Close
Located in Tinley Park, IL / 25 miles away from Naperville, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH5MS059114
Stock: 27589852
Certified Pre-Owned: No - New Listing
- 106,323 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Carvana - Chicago (25 mi away)
- Home delivery*
Close
Located in Chicago, IL / 25 miles away from Naperville, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDZZRFH5KS309090
Stock: 2003987082
Certified Pre-Owned: No
Listed since: 08-17-2025 - Price Drop
- 90,737 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana - Chicago (25 mi away)
- Home delivery*
Close
Located in Chicago, IL / 25 miles away from Naperville, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH7KS574784
Stock: 2003966892
Certified Pre-Owned: No
Listed since: 08-22-2025 - 75,133 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Rosen Hyundai of Algonquin (28 mi away)
- Home delivery*
Close
Located in Algonquin, IL / 28 miles away from Naperville, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH9KS621913
Stock: X7325A
Certified Pre-Owned: No
Listed since: 08-09-2025- 30,893 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Pauly Toyota (31 mi away)
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Located in Crystal Lake, IL / 31 miles away from Naperville, IL
CARFAX One-Owner. Clean CARFAX. Certified. Moon Dust 2021 Toyota Highlander XLE TOYOTA GOLD CERTIFIED AWD 8-Speed Automatic 3.5L V6 DOHC Toyota Gold C...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS155473
Stock: XX7473
Certified Pre-Owned: Yes
Listed since: 05-19-2025- 64,130 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Orland Toyota (21 mi away)
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Located in Tinley Park, IL / 21 miles away from Naperville, IL
2021 Toyota Highlander LE **TOYOTA CERTIFIED, **BLACK BEAUTY, **CLEAN CARFAX, **BLUETOOTH, **CLOTH SEATS, **REAR BACK-UP CAMERA, **ALLOY WHEELS, **LUX...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH9MS531545
Stock: P10074
Certified Pre-Owned: Yes
Listed since: 08-31-2025- New Listing$17,999good price$1,398 below market
- 155,040 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- I-80 Auto Sales (27 mi away)
Close
Located in Hazel Crest, IL / 27 miles away from Naperville, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH4KS565514
Stock: 565514
Certified Pre-Owned: No - Price Drop$22,995fair price$396 below market
- 64,553 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 20 City / 24 Hwy MPG
- Midway Autohaus (18 mi away)
Close
Located in Bridgeview, IL / 18 miles away from Naperville, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH3KS051580
Stock: 27056
Certified Pre-Owned: No - 125,440 miles
- Issue reported, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- Your Choice Autos - Waukegan (42 mi away)
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Located in Waukegan, IL / 42 miles away from Naperville, IL
2019 Toyota Highlander LE 4dr SUV (3.5L V6) FEATURES Mechanical 3.5L V6 engine 8-speed shiftable automatic transmission Front wheel drive Four-wheel i...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDZZRFH3KS368946
Stock: WYC-368946
Certified Pre-Owned: No
Listed since: 08-27-2025- Not provided
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Orland Toyota (21 mi away)
Close
Located in Tinley Park, IL / 21 miles away from Naperville, IL
2021 Toyota Highlander Limited
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH5MS524567
Stock: 41364
Certified Pre-Owned: No
Listed since: 12-14-2020- 82,096 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Victory Nissan Chesterton (55 mi away)
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Located in Chesterton, IN / 55 miles away from Naperville, IL
This Toyota Highlander was recently traded in to our store here in Chesterton. This Vehicle is a one Owner, no accidents and is ready to find its new ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH8MS120882
Stock: 91E09002
Certified Pre-Owned: No
Listed since: 09-02-2025
Showing 22 - 42 out of 1,324 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
"Some Adjustment Needed"
Bill, 01/11/2020
2020 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 8A)
Test drove the 2020 Limited. V-6 engine was responsive and ride was very quiet. Very good standard technology and driving safety packages. Interior had quality materials and good fit and finish. Second row captains chair seats are comfortable with plenty of room behind first row, third row seats useless except for small children which you would want in second row. Big disappointment … was drivers seat height adjustment; you better be 5'4" or above to have clear visibility over steering wheel and dash. Also, passenger seat has NO height adjustment; passengers 6'3" or above will be at or close to the ceiling. Except for the lack of adequate front seat height adjustments, I loved the car.
Used 2021 Toyota Highlander in Naperville, IL Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,487 | $29,221 | $30,958 |
| Clean | $26,902 | $28,584 | $30,268 |
| Average | $25,926 | $27,523 | $29,118 |
| Rough | $24,659 | $26,143 | $27,622 |
The average list price of a used 2021 Toyota Highlander in Naperville, Illinois is $30,260. The average mileage on a used Toyota Highlander 2021 for sale in Naperville, Illinois is 76,196. Based on the average mileage of 76,196 for used 2021 Toyota Highlander for sale in Naperville, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2021 in Naperville, Illinois to be $25,926.
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