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1,401 listings
- $26,888great price$2,959 below market
- 111,400 miles
- 2 accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Chicago Auto Place (6 mi away)
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Located in Downers Grove, IL / 6 miles away from Naperville, IL
Thank you for visiting another one of Chicago Auto Place's exclusive listings! CALL US NOW FOR A FREE QUOTE 630-422-1122 FOR MORE PHOTOS VISIT WWW.CHI...
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: 5TDFZRBH4LS054202
Stock: H9069B
Certified Pre-Owned: No
Listed since: 08-05-2025 - Price Drop$32,110fair price$492 below market
- 38,896 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Elgin Hyundai (16 mi away)
- Five Star Dealer
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Located in Bartlett, IL / 16 miles away from Naperville, IL
Refined Versatility and All-Weather Capability 2020 Toyota Highlander XLE AWD at Elgin Hyundai!If youre searching for a midsize SUV that blends sophis...
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: 5TDHZRBH7LS033420
Stock: H22805A
Certified Pre-Owned: No
Listed since: 07-26-2025 - Price Drop$25,995good price$1,386 below market
- 93,111 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Napleton Off Lease - Arlington Heights (26 mi away)
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Located in Arlington Heights, IL / 26 miles away from Naperville, IL
2020 Toyota Highlander XLE V6 Celestial Silver Metallic AWD* CLEAN CARFAX *Apple CarPlay/Android Auto, Automatic Temperature Control, Exterior Parking...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH5LS502872
Stock: OL3439
Certified Pre-Owned: No
Listed since: 08-08-2025 - $30,459good price$950 below market
- 39,252 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- KNB Motors (16 mi away)
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Located in Northlake, IL / 16 miles away from Naperville, IL
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: 5TDGZRBH6LS511046
Stock: 11881
Certified Pre-Owned: No - $40,949fair price$50 above market
- 14,719 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Liberty Chrysler Jeep Dodge Ram (36 mi away)
- Home delivery*
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Located in Libertyville, IL / 36 miles away from Naperville, IL
CARFAX One-Owner. Clean CARFAX. Ruby Flare Pearl 2020 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC ***ONE OWNER***, ***CLEAN CARFAX**...
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: 5TDFZRBH6LS035540
Stock: 30260A
Certified Pre-Owned: No
Listed since: 08-30-2025 - New Listing$30,279good price$787 below market
- 57,309 miles
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Brookfield (90 mi away)
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Located in Brookfield, WI / 90 miles away from Naperville, IL
Moon Dust 2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! Odometer is 12945 miles below market average! 20/27 City...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXLS008720
Stock: T15610A
Certified Pre-Owned: No
Listed since: 08-28-2025 - 61,328 miles
- No accidents, 1 owner, personal use
- 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: 5TDGZRBH5LS511801
Stock: 2003792730
Certified Pre-Owned: No
Listed since: 06-07-2025- 83,649 miles
- No accidents, 2 owners, corporate fleet vehicle
- 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
2020 Toyota Highlander XLE **TOYOTA CERTIFIED, **CLEAN CARFAX, **NAVIGATION, **BLUETOOTH, **LEATHER SEATS, **HEATED SEATS, **POWER MOONROOF, **REAR BA...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXLS504455
Stock: P10058
Certified Pre-Owned: Yes
Listed since: 08-27-2025- Price Drop
- 94,410 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- BMW of Orland Park (18 mi away)
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Located in Orland Park, IL / 18 miles away from Naperville, IL
2020 Toyota Highlander XLE 3RD ROW SEAT, APPLE CARPLAY COMPATIBILITY, FOLD REAR SEATS, HEATED FRONT SEATS, LOCAL TRADE, NAVIGATION, ONE OWNER, REAR CA...
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: 5TDHZRBHXLS045707
Stock: BG6369A
Certified Pre-Owned: No
Listed since: 08-18-2025 - $36,500great price$2,207 below market
- 46,292 miles
- No accidents, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (43 mi away)
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Located in Gurnee, IL / 43 miles away from Naperville, IL
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Blind Spot Monitor, ** Bluetooth, H...
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: 5TDFZRBH8MS157298
Stock: GM29396R
Certified Pre-Owned: No
Listed since: 07-24-2025 - $21,990great price$1,739 below market
- 111,269 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH6KS610061
Stock: 2003831711
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$14,288great price$1,125 below market
- 205,508 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Audi Westmont (9 mi away)
- Home delivery*
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Located in Westmont, IL / 9 miles away from Naperville, IL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatAll-Weather Floor Liner Package (Tms)Body Side Molding (Tms)Lane Keeping AssistKeyless St...
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH5KS584424
Stock: KS584424
Certified Pre-Owned: No
Listed since: 08-08-2025 - $27,649fair price$528 below market
- 66,609 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Autos of Chicago (24 mi away)
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Located in Arlington Heights, IL / 24 miles away from Naperville, IL
Take your place behind the wheel of our 2019 Toyota Highlander SE AWD presented in Blizzard Pearl! Powered by a 3.5 Liter V6 that produces 295hp conne...
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: 5TDJZRFH3KS569971
Stock: 3914A
Certified Pre-Owned: No
Listed since: 08-02-2025 - $20,981good price$887 below market
- 138,514 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Murgado Ford of Chicago (26 mi away)
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Located in Chicago, IL / 26 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: 5TDJZRFH0KS960110
Stock: FB07005A
Certified Pre-Owned: No
Listed since: 06-25-2025 - $37,029fair price$713 below market
- 28,168 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Buick GMC of Lincolnwood (27 mi away)
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Located in Lincolnwood, IL / 27 miles away from Naperville, IL
2021 Toyota Highlander Limited Black AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION WARNING SYSTEM...
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: 5TDDZRBH9MS130117
Stock: PA8187
Certified Pre-Owned: No
Listed since: 08-18-2025 - Price Drop$36,999good price$942 below market
- 31,667 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Brilliance Honda of Crystal Lake (34 mi away)
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Located in Crystal Lake, IL / 34 miles away from Naperville, IL
ONE OWNER HIGHLANDER XSE V6 AWD!! 3.5L V6 with 8 SPEED AUTOMATIC TRANSMISSION!! 5000LB TOWING CAPACITY!! 20 INCH WHEELS WITH SPORT-TUNED SUSPENSION!! ...
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: 5TDJZRBH5MS076043
Stock: H251060B
Certified Pre-Owned: No
Listed since: 07-14-2025 - $29,345fair price$133 above market
- 77,686 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Autos of Chicago (24 mi away)
Close
Located in Arlington Heights, IL / 24 miles away from Naperville, IL
Step up to our 2019 Toyota Highlander Limited Platinum AWD that's ready for your active family in Blizzard Pearl! Powered by a 3.5 Liter V6 that produ...
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: 5TDDZRFH4KS710933
Stock: 4197
Certified Pre-Owned: No
Listed since: 07-21-2025 - $27,490good price$674 below market
- 89,250 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Autos of Chicago (24 mi away)
Close
Located in Arlington Heights, IL / 24 miles away from Naperville, IL
Explore in comfort with our one owner 2021 Toyota Highlander XLE that excels at family fun in Celestial Silver Metallic! Featuring a 3.5 Liter V6 that...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH2MS534598
Stock: 4171
Certified Pre-Owned: No
Listed since: 07-07-2025 - $34,928fair price$80 below market
- 29,602 miles
- No accidents, 1 owner, rental vehicle
- 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
Gray 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, MOONROOF/SUNROOF, ALL WHEEL DRIVE, POWER BACK DOOR, **AWD/4WD**, ALLOY WHEELS,...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH7MS057083
Stock: 40336A
Certified Pre-Owned: No
Listed since: 08-09-2025 - New Listing$19,999good price$1,512 below market
- 104,912 miles
- 8 Seats, 19 City / 26 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 AWD 4dr SUV features: 3.5L V6 engine 8-speed automatic transmission All-wheel drive 18-inch alloy wheels Automatic projector...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH6KS937239
Stock: WYC-937239
Certified Pre-Owned: No
Listed since: 09-05-2025 - New Listing$34,987fair price$801 below market
- 73,311 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- The Audi Exchange (33 mi away)
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Located in Highland Park, IL / 33 miles away from Naperville, IL
ALG Residual Value Awards, Residual Value Awards. Scores 27 Highway MPG and 20 City MPG! This Toyota Highlander boasts a Regular Unleaded V-6 3.5 L/21...
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: 5TDFZRBH1MS089832
Stock: A251331A
Certified Pre-Owned: No
Listed since: 08-21-2025
Showing 1 - 21 out of 1,401 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 2020 Toyota Highlander in Naperville, IL Values
Estimated values
2020 Toyota Highlander Platinum 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,648 | $31,953 | $34,173 |
| Clean | $28,880 | $31,116 | $33,266 |
| Average | $27,601 | $29,720 | $31,756 |
| Rough | $25,938 | $27,906 | $29,792 |
The average list price of a used 2020 Toyota Highlander in Naperville, Illinois is $29,655. The average mileage on a used Toyota Highlander 2020 for sale in Naperville, Illinois is 76,041. Based on the average mileage of 76,041 for used 2020 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 2020 in Naperville, Illinois to be $27,601.
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