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1,493 listings
- $37,900fair price$302 below market
- 17,622 miles
- 1 accident, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Bredemann Toyota (15 mi away)
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Located in Park Ridge, IL / 15 miles away from Chicago, IL
FRESH OIL CHANGE - NEW CABIN AIR FILTER - NEW ENGINE FILTER - NEW WIPERS ONLY 17K MILES AND FULLY DETAILED! For 100 years, families have trusted the B...
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: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS037749
Stock: TP7795
Certified Pre-Owned: No
Listed since: 07-17-2025 - $36,999fair price$372 above market
- 8,848 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Pauly Toyota (41 mi away)
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Located in Crystal Lake, IL / 41 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Celestial Silver Metallic 2023 Toyota Highlander L TOYOTA GOLD CERTIFIED FWD 8-Speed Automatic 2.4L I4 PDI ...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS500123
Stock: 40083B
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - Price Drop$36,984fair price$917 below market
- 43,747 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (87 mi away)
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Located in Brookfield, WI / 87 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Wind Chill Pearl 2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH7PS507943
Stock: PSW1013
Certified Pre-Owned: Yes
Listed since: 06-04-2025 - New Listing$43,220good price$1,241 below market
- 12,535 miles
- 7 Seats, 21 City / 28 Hwy MPG
- Umansky Toyota (87 mi away)
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Located in Milwaukee, WI / 87 miles away from Chicago, IL
Premium, powerful, and family-ready—the 2023 Toyota Highlander Limited is available now at Umansky Toyota in Milwaukee, Wisconsin. Finished in stunnin...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6PS033581
Stock: T90235A
Certified Pre-Owned: No
Listed since: 07-31-2025 - 65,580 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales Aurora (31 mi away)
- Home delivery*
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Located in Aurora, IL / 31 miles away from Chicago, IL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS007450
Stock: 8GJ1HD
Certified Pre-Owned: No
Listed since: 06-23-2025- Price Drop
- 16,736 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Schaumburg Toyota (27 mi away)
- Home delivery*
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Located in Schaumburg, IL / 27 miles away from Chicago, IL
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Automatic Emergency Braking, ** Backup Camera, ** Blin...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH1SS575700
Stock: Q9443
Certified Pre-Owned: Yes
Listed since: 07-01-2025 - Price Drop$37,590great price$9,171 below market
- 25,281 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,005 miles away from Chicago, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS536272
Stock: 2003697875
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing$33,590great price$8,236 below market
- 25,262 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Kansas City, MO / 412 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS534667
Stock: 2003425667
Certified Pre-Owned: No
Listed since: 01-28-2025 - 46,800 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Zeigler Subaru of Schererville (31 mi away)
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Located in Schererville, IN / 31 miles away from Chicago, IL
*BACKUP CAMERA, *BLUETOOTH, *LEATHER, *SUNROOF/MOONROOF, *BLINDSPOT WARNING, *WIRELESS STREAMING, *HEATED SEATS, AWD, *CRUISE CONTROL, USB CHARGING PO...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS034138
Stock: 1240SP
Certified Pre-Owned: No
Listed since: 06-03-2025- Price Drop$38,590great price$8,068 below market
- 25,752 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,005 miles away from Chicago, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS529985
Stock: 2003698125
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$36,590great price$6,462 below market
- 29,429 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Phoenix, AZ / 1,447 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9RS532735
Stock: 2003810102
Certified Pre-Owned: No
Listed since: 06-10-2025 - New Listing$35,590great price$5,926 below market
- 27,281 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Washington, DC / 596 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0RS530985
Stock: 2003505310
Certified Pre-Owned: No
Listed since: 04-06-2025 - $39,998great price$3,700 below market
- 14,259 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OR to IL*
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Located in Beaverton, OR / 1,760 miles away from Chicago, 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: 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: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2RS539914
Stock: 27272092
Certified Pre-Owned: No - Price Drop$39,590great price$4,332 below market
- 21,781 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Colorado Springs, CO / 930 miles away from Chicago, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXRS529339
Stock: 2003681625
Certified Pre-Owned: No
Listed since: 05-01-2025 - 66,615 miles
- Frame damage reported, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Guaranteed Motor Cars - Lansing (22 mi away)
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Located in Lansing, IL / 22 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS004110
Stock: PH1062
Certified Pre-Owned: No
Listed since: 02-28-2025- New Listing$34,990great price$5,396 below market
- 34,696 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Baltimore, MD / 606 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1RS538092
Stock: 2003751610
Certified Pre-Owned: No
Listed since: 05-27-2025 - Price Drop$37,990great price$6,435 below market
- 20,674 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,005 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4RS532514
Stock: 2003684676
Certified Pre-Owned: No
Listed since: 05-28-2025 - $37,590great price$4,164 below market
- 25,729 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 589 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXRS537698
Stock: 2003579428
Certified Pre-Owned: No
Listed since: 03-14-2025 - Price Drop$37,590great price$5,356 below market
- 30,107 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 580 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9RS528376
Stock: 2003739107
Certified Pre-Owned: No
Listed since: 06-03-2025 - New Listing$37,590great price$4,045 below market
- 26,503 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in New Orleans, LA / 835 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS532451
Stock: 2003442437
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$34,590great price$5,882 below market
- 34,131 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 1,447 miles away from Chicago, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH2RS537906
Stock: 2003701260
Certified Pre-Owned: No
Listed since: 05-15-2025
Showing 22 - 42 out of 1,493 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Rattling noise from moonroof
Carl, 05/29/2023
2023 Toyota Highlander Limited 4dr SUV (2.4L 4cyl Turbo 8A)
A month after driving the new 2023 highlander limited, rattling noise is consistent (seems to be from moon roof's centre panel). The noise is similar to having a cart go over a pebble road. Reported to the service department and waiting to hear back if similar complaints are received.
The 2.4 litre engine doesn't save any more on gas as opposed to our traded in 2017 3.5 litre engine … Highlander Limited. Disappointed on both issues.
Used 2023 Toyota Highlander in Chicago, IL Values
Estimated values
2023 Toyota Highlander LE 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $30,869 | $33,017 | $35,441 |
| Clean | $30,482 | $32,569 | $34,922 |
| Average | $29,837 | $31,821 | $34,058 |
| Rough | $29,000 | $30,850 | $32,935 |
The average list price of a used 2023 Toyota Highlander in Chicago, Illinois is $37,760. The average mileage on a used Toyota Highlander 2023 for sale in Chicago, Illinois is 29,494. Based on the average mileage of 29,494 for used 2023 Toyota Highlander for sale in Chicago, 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 2023 in Chicago, Illinois to be $29,837.
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