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259 listings
- Price Drop$48,997great price$3,423 below market
- 1,598 miles
- No accidents, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Honda City Chicago (121 mi away)
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Located in Chicago, IL / 121 miles away from Madison, WI
2025 Toyota Grand Highlander XLE AWD Only ~1,600 miles, nearly new condition. This one owner, accident free SUV seamlessly blends Toyotas latest techn...
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: 5TDAAAB5XSS088832
Stock: C19753AA
Certified Pre-Owned: No
Listed since: 07-02-2025 - $56,259fair price$517 above market
- 11,575 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Sunshine Toyota (218 mi away)
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Located in Battle Creek, MI / 218 miles away from Madison, WI
LEATHER, HEATED SEATS, TOYOTA CERTIFIED VEHICLE, BOUGHT HERE SERVICED HERE, ONE OWNER LOCAL TRADE, NAVIGATION, GREAT VEHICLE HISTORY, BLUETOOTH, BACK-...
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: 5TDAAAB55SS070898
Stock: N26824A
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - Price Drop$47,879fair price$1,214 below market
- 24,410 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Zeigler Toyota of Racine (76 mi away)
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Located in Mount Pleasant, WI / 76 miles away from Madison, WI
One Owner - Clean History Report Showing No Accidents ++, Apple CarPlay + Android CarPlay ++, Blind Spot Monitor ++, ABS brakes, Active Cruise Control...
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: 5TDAAAB56SS086124
Stock: SS086124
Certified Pre-Owned: Yes
Listed since: 08-18-2025 - Price Drop$57,956fair price$223 below market
- 2,420 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Burnsville Toyota (226 mi away)
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Located in Burnsville, MN / 226 miles away from Madison, WI
*TOYOTA CERTIFIED*, *CLEAN 1-OWNER CARFAX*, *CRUISE CONTROL*, *HEATED FRONT SEATS*, LEATHER SEATS*, BACKUP CAMERA*, MOONROOF*, ALLOY WHEELS*, BLUETOOT...
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: 5TDAAAB55SS086955
Stock: 1036453
Certified Pre-Owned: Yes
Listed since: 05-15-2025 - New Listing$55,900fair price$249 below market
- 9,524 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Byers Toyota (378 mi away)
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Located in Delaware, OH / 378 miles away from Madison, WI
Recent Arrival! 2025 Storm Cloud Toyota Grand Highlander Platinum AWD This Toyota Grand Highlander has many features and is well equipped including, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB53SS082810
Stock: T251306A
Certified Pre-Owned: Yes
Listed since: 08-26-2025 - New Listing$49,977fair price$294 below market
- 15,203 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Midnight Black Metallic 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cylin...
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: 5TDAAAB55SS085773
Stock: PL25677
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing$49,977fair price$252 below market
- 15,529 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Wind Chill Pearl 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cylinder ABS...
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: 5TDAAAB54SS086316
Stock: PL25678
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing
Photos not available$49,977fair price$42 below market- 17,172 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Blueprint 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cylinder FORWARD CO...
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: 5TDAAAB56SS085443
Stock: PL25679
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing$49,977fair price$27 below market
- 17,287 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Celestial Silver Metallic 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cyl...
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: 5TDAAAB53SS085092
Stock: PL25680
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing$49,977fair price$30 above market
- 17,738 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Storm Cloud 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cylinder FORWARD ...
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: 5TDAAAB5XSS086661
Stock: PL25675
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing$49,977fair price$282 above market
- 19,707 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Maplewood Toyota (227 mi away)
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Located in Maplewood, MN / 227 miles away from Madison, WI
Recent Arrival! Clean CARFAX. CARFAX One-Owner. Certified. Celestial Silver Metallic 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-Cyl...
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: 5TDAAAB55SS086504
Stock: PL25676
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - 7 miles
- No accidents, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Germain Toyota (300 mi away)
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Located in Dundee, MI / 300 miles away from Madison, WI
Clean CARFAX. Odometer is 3912 miles below market average!Black 2025 Toyota Grand Highlander Platinum 2.4L 4-Cylinder 4D Sport Utility 8-Speed Automat...
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: 5TDAAAB59SS094931
Stock: 1151
Certified Pre-Owned: No
Listed since: 08-04-2025- 3 miles
- No accidents, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Germain Toyota (300 mi away)
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Located in Dundee, MI / 300 miles away from Madison, WI
Recent Arrival!This vehicle was purchased by our dealership and is titled in our name. This makes it a pre-owned vehicle by law. It is basically a 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA54SS028594
Stock: 1147
Certified Pre-Owned: No
Listed since: 08-04-2025- New Listing
- 469 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Crown Toyota (418 mi away)
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Located in Lawrence, KS / 418 miles away from Madison, WI
Look at this 2025 Toyota Grand Highlander . Its Automatic transmission and Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engine will keep you going...
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: 5TDAAAA58SS024838
Stock: PT9118
Certified Pre-Owned: No
Listed since: 05-06-2025 - New Listing
- 5,539 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Reliable Superstore (452 mi away)
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Located in Springfield, MO / 452 miles away from Madison, WI
6 Speakers, ABS brakes, Alloy wheels, AM/FM radio: SiriusXM, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Seat...
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: 5TDAAAB52SS089232
Stock: SS089232P
Certified Pre-Owned: No
Listed since: 08-21-2025 - New Listing
- 13,341 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Inver Grove Toyota (223 mi away)
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Located in Inver Grove Heights, MN / 223 miles away from Madison, WI
Certified. Wind Chill Pearl 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-CylinderRecent Arrival! 21/27 City/Highway MPGToyota Gold 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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB57SS089548
Stock: A14883
Certified Pre-Owned: Yes
Listed since: 08-27-2025 - New Listing
- 15,976 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Inver Grove Toyota (223 mi away)
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Located in Inver Grove Heights, MN / 223 miles away from Madison, WI
Certified. Blueprint 2025 Toyota Grand Highlander XLE AWD 8-Speed Automatic 2.4L 4-CylinderRecent Arrival! 21/27 City/Highway MPGToyota Gold Certified...
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: 5TDAAAB54SS089877
Stock: A14882
Certified Pre-Owned: Yes
Listed since: 08-25-2025 - $44,590great price$7,556 below market
- 18,783 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana - Cleveland (407 mi away)
- Home delivery*
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Located in Cleveland, OH / 407 miles away from Madison, 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: 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: 5TDAAAB57RS063784
Stock: 2003627729
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing$50,780
- 17,433 miles
- No accidents, 1 owner, rental vehicle
- Rolling Hills Toyota (359 mi away)
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Located in Saint Joseph, MO / 359 miles away from Madison, WI
2025 Toyota Grand Highlander The Spacious SUV That Moves Your Family ForwardWhen your family's world keeps growing, your vehicle needs to grow with it...
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:
Listing Information:
VIN: 5TDAAAB56SS075172
Stock: TP3211
Certified Pre-Owned: No
Listed since: 08-28-2025 - $51,427great price$3,482 below market
- 14,954 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Subaru of Gallatin (486 mi away)
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Located in Gallatin, TN / 486 miles away from Madison, WI
Red 2024 Toyota Grand Highlander Limited FWD 8-Speed Automatic 2.4L 4-Cylinder 20" Aluminum Alloy Wheels, ABS brakes, Active Cruise Control, Alloy whe...
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: 5TDAAAA51RS003226
Stock: PS003226
Certified Pre-Owned: No
Listed since: 08-05-2025 - Price Drop$43,092great price$3,058 below market
- 21,209 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- Jeff Wyler Honda of Colerain (363 mi away)
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Located in Cincinnati, OH / 363 miles away from Madison, WI
Jeff Wyler Honda of Colerain is very proud to offer this great-looking 2024 Toyota Grand Highlander XLE in Celestial Silver Metallic. Well equipped 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB50RS004818
Stock: 2749243A
Certified Pre-Owned: No
Listed since: 07-31-2025
Showing 1 - 21 out of 259 listings
Consumer Reviews for the Toyota Grand Highlander
Read recent reviews for the Toyota Grand Highlander
Never again
(ex)Loyal Toyota lover , 06/27/2024
2024 Toyota Grand Highlander Limited 4dr SUV AWD (2.4L 4cyl Turbo 8A)
We (collectively as a family including my parents) have owned over 30 Toyotas in our life. We have loved everyone of them except this one. We made the HUGE mistake of being the first in NM to grab one right as it came off the finish line last June. Within a month we started having issues with the head unit. We took it in 3 times. They " reset or updated", it and then told us that … there had to be 3000 complaints about the same issue before they could do any more OR it had to duplicate the issue for them. ( We had videos each time on the first three visits). 23 videos later ( one which lasted 17 minutes) we took it back in and told them to keep it and drive it as long as they had to , to reduplicate the issue as it was happening several times a week. ( Navigation would not work, and the rearview camara would pop on while driving down the road- super distractive when you have this massive screen next to your driving wheel. wheel). Anyhow miraculously the car acted up for them and ta dah.... the head unit. The same thing we had told them from the first visit. Fast forward 6 weeks. The part was on back order. ( keep in mind there was supposedly no one else having these issues.). Car goes back to the shop two weeks ago, only to have the WRONG head unit. Promised they found one in Phoenix and issue would be fixed the following morning. Here we sit......... ( did I mention we have been waiting on a part that is only a six hour drive from us for 6 days???). I am to take back my rental tomorrow, because now they have no idea when the part will be in. I have never been SO disgusted with a dealership over a car as I am right now. I seriously want out of this car BAD but I only have about 8,000 in equity which is not sufficient to find another large SUV I can afford.
Used 2025 Toyota Grand Highlander in Madison, WI Values
Estimated values
2025 Toyota Grand Highlander XLE 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $36,927 | $37,980 | $39,243 |
| Clean | $36,732 | $37,727 | $38,928 |
| Average | $36,408 | $37,306 | $38,404 |
| Rough | $35,986 | $36,758 | $37,721 |
The average list price of a used 2025 Toyota Grand Highlander in Madison, Wisconsin is $50,750. The average mileage on a used Toyota Grand Highlander 2025 for sale in Madison, Wisconsin is 12,375. Based on the average mileage of 12,375 for used 2025 Toyota Grand Highlander for sale in Madison, 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 Grand Highlander 2025 in Madison, Wisconsin to be $36,408.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.