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1,982 listings
- Price Drop$30,794great price$3,349 below market
- 70,790 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Bob Rohrman Kia (190 mi away)
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Located in Lafayette, IN / 190 miles away from Milwaukee, WI
AWD/4WD, Backup Camera, Bluetooth Handsfree, Local Trade, 112 POINT INSPECTION COMPLETED., Non-Smoker, *{Looking for great deal we got it!!!}, FULLY R...
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: 5TDJZRBH0MS060753
Stock: LK3078A
Certified Pre-Owned: No
Listed since: 05-20-2025 - $29,799good price$1,626 below market
- 79,847 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Seelye Kia Kalamazoo (127 mi away)
- Five Star Dealer
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Located in Kalamazoo, MI / 127 miles away from Milwaukee, WI
CARFAX One-Owner.Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, Silver, All Weather Floor & Cargo Liner (TMS), Alloy wheels...
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: 5TDHZRBHXMS110041
Stock: 25K10186
Certified Pre-Owned: No
Listed since: 06-18-2025 - $37,980good price$775 below market
- 45,463 miles
- No accidents, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (45 mi away)
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Located in Gurnee, IL / 45 miles away from Milwaukee, WI
** 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: 5TDFZRBH2MS159564
Stock: GG29037
Certified Pre-Owned: No
Listed since: 06-17-2025 - $34,497good price$2,216 below market
- 26,966 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Honda City Chicago (86 mi away)
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Located in Chicago, IL / 86 miles away from Milwaukee, WI
2021 Toyota Highlander XLEPriced below KBB Fair Purchase Price! Odometer is 20903 miles below market average! 20/27 City/Highway MPGStop by Honda City...
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: 5TDHZRBH9MS155522
Stock: C20140A
Certified Pre-Owned: No
Listed since: 05-12-2025 - $25,485good price$1,899 below market
- 83,844 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Mike Miller Kia (179 mi away)
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Located in Peoria, IL / 179 miles away from Milwaukee, WI
**ANOTHER MIKE MILLER 1-OWNER**, **LOCAL TRADE IN**, AWD, 3rd row seats: split-bench, Apple CarPlay/Android Auto, Engine Immobilizer, L Grade Package....
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: 5TDCZRBH9MS534000
Stock: K080343A
Certified Pre-Owned: No
Listed since: 06-13-2025 - $32,779good price$1,589 below market
- 72,809 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Buick GMC of Lincolnwood (72 mi away)
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Located in Lincolnwood, IL / 72 miles away from Milwaukee, WI
2021 Toyota Highlander XSE Midnight Black Metallic AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION ...
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: 5TDJZRBH3MS106026
Stock: M25401A
Certified Pre-Owned: No
Listed since: 05-23-2025 - $35,962fair price$614 below market
- 25,739 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Heller Ford (169 mi away)
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Located in El Paso, IL / 169 miles away from Milwaukee, WI
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2MS552100
Stock: U25515
Certified Pre-Owned: No
Listed since: 04-18-2025 - $35,990fair price$302 below market
- 30,246 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Chicago (69 mi away)
- Home delivery*
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Located in Chicago, IL / 69 miles away from Milwaukee, WI
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: 5TDGZRBH5MS160129
Stock: 2003862153
Certified Pre-Owned: No
Listed since: 07-12-2025 - New Listing$38,330fair price$442 above market
- 68,628 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Sunshine Toyota (146 mi away)
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Located in Battle Creek, MI / 146 miles away from Milwaukee, WI
LEATHER, HEATED SEATS, TOYOTA CERTIFIED VEHICLE, NAVIGATION, GREAT VEHICLE HISTORY, BLUETOOTH, BACK-UP CAMERA, BLIND SPOT MONITOR, USB PORT, AWD, 20" ...
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: 5TDFZRBH6MS102395
Stock: 21382
Certified Pre-Owned: Yes
Listed since: 06-18-2025 - $33,955fair price$155 below market
- 91,248 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (7 mi away)
- Home delivery*
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Located in West Allis, WI / 7 miles away from Milwaukee, WI
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,He...
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: 5TDFZRBHXMS124688
Stock: N21399
Certified Pre-Owned: No - $35,100fair price$73 below market
- 73,884 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (45 mi away)
Close
Located in Gurnee, IL / 45 miles away from Milwaukee, WI
** 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: 5TDFZRBH1MS067670
Stock: GL28864
Certified Pre-Owned: No
Listed since: 05-21-2025 - $35,311good price$1,396 below market
- 62,345 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Schaumburg Toyota (69 mi away)
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Located in Schaumburg, IL / 69 miles away from Milwaukee, WI
** 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH6MS148383
Stock: 251835A
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - $32,615fair price$464 below market
- 85,198 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Bergstrom Chevrolet Buick GMC of Oshkosh (76 mi away)
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Located in Oshkosh, WI / 76 miles away from Milwaukee, WI
Recent Arrival! 2021 Toyota Highlander XSE CARFAX One-Owner. Clean CARFAX. Maroon AWD 3.5L V6 DOHC 20/27 City/Highway MPG Bergstrom Chevrolet Buick GM...
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: 5TDJZRBH6MS075595
Stock: 258039A
Certified Pre-Owned: No
Listed since: 07-19-2025 - $35,791fair price$395 below market
- 39,044 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Zimmerman Honda (169 mi away)
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Located in Moline, IL / 169 miles away from Milwaukee, WI
*Check out this good looking 2021 Toyota Highlander XLE!* Loaded with steering wheel audio controls, integrated navigation, AM/FM stereo, satellite ra...
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: 5TDHZRBH7MS532316
Stock: S1563A
Certified Pre-Owned: No
Listed since: 06-05-2025 - New Listing$37,553fair price$353 below market
- 56,221 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Bergstrom Auto (99 mi away)
- Home delivery*
Close
Located in Green Bay, WI / 99 miles away from Milwaukee, WI
Recent Arrival! 2021 Toyota Highlander Platinum AWD 3.5L V6 DOHC Odometer is 1166 miles below market average! 20/27 City/Highway MPG Bergstrom Subaru ...
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: 5TDFZRBH3MS079173
Stock: T252270A
Certified Pre-Owned: No
Listed since: 07-29-2025 - Price Drop$35,755good price$705 below market
- 82,129 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Sunshine Toyota (146 mi away)
Close
Located in Battle Creek, MI / 146 miles away from Milwaukee, WI
LEATHER, HEATED SEATS, TOYOTA CERTIFIED VEHICLE, NAVIGATION, GREAT VEHICLE HISTORY, BLUETOOTH, BACK-UP CAMERA, BLIND SPOT MONITOR, USB PORT, TOYOTA CE...
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: 5TDFZRBH1MS083951
Stock: 21363
Certified Pre-Owned: Yes
Listed since: 06-04-2025 - $32,997good price$1,114 below market
- 48,726 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Zeigler Toyota of Racine (22 mi away)
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Located in Mount Pleasant, WI / 22 miles away from Milwaukee, WI
One Owner ++, 18" Machined Alloy Wheels, 3rd row seats: split-bench, Front Bucket Seats, Heated front seats, Power driver seat, Power Liftgate, Power ...
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: 5TDGZRBH8MS554093
Stock: MS554093
Certified Pre-Owned: No
Listed since: 05-06-2025 - $27,490fair price$373 below market
- 89,250 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Autos of Chicago (65 mi away)
Close
Located in Arlington Heights, IL / 65 miles away from Milwaukee, WI
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 - $25,950good price$867 below market
- 111,537 miles
- 1 accident, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- iDrive Motor Sports (84 mi away)
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Located in Berwyn, IL / 84 miles away from Milwaukee, WI
This 2021 Toyota Highlander XLE, has a Celestial Silver Metallic exterior and an Black interior color. 111537 miles. Stock Number 10268. You c...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
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: 5TDGZRBH3MS524726
Stock: 10268
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$34,986fair price$138 above market
- 71,291 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Sunshine Toyota (146 mi away)
Close
Located in Battle Creek, MI / 146 miles away from Milwaukee, WI
LEATHER, HEATED SEATS, TOYOTA CERTIFIED VEHICLE, ONE OWNER LOCAL TRADE, NAVIGATION, GREAT VEHICLE HISTORY, BLUETOOTH, BACK-UP CAMERA, BLIND SPOT MONIT...
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: 5TDJZRBH3MS058950
Stock: N26753A
Certified Pre-Owned: Yes
Listed since: 06-20-2025 - Price Drop$32,790fair price$32 above market
- 54,512 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Lexus of Merrillville (112 mi away)
Close
Located in Merrillville, IN / 112 miles away from Milwaukee, WI
BLIND SPOT MONITOR!, LEXUS SAFETY SYSTEM PLUS!, ONE OWNER!, LOW MILEAGE!, MOONROOF!, Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 8-Speed Aut...
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: 5TDGZRBH8MS538895
Stock: LM05511
Certified Pre-Owned: No
Listed since: 07-11-2025
Showing 1 - 21 out of 1,982 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Milwaukee, WI Values
Estimated values
2021 Toyota Highlander XSE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,881 | $31,578 | $34,281 |
| Clean | $28,267 | $30,890 | $33,517 |
| Average | $27,242 | $29,743 | $32,243 |
| Rough | $25,909 | $28,252 | $30,587 |
The average list price of a used 2021 Toyota Highlander in Milwaukee, Wisconsin is $33,424. The average mileage on a used Toyota Highlander 2021 for sale in Milwaukee, Wisconsin is 65,225. Based on the average mileage of 65,225 for used 2021 Toyota Highlander for sale in Milwaukee, WI 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 Milwaukee, Wisconsin to be $27,242.
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