Used 2027 Toyota Grand Highlander for Sale nearMilwaukee, WI
54 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,882
- Stock #:
- P23496
- VIN:
- 5TDAAAB51TS105955
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
15,882 mi
Milwaukee, WI
7 mi away
Fair Deal
$48,980
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,882
- Stock #:
- P23496
- VIN:
- 5TDAAAB51TS105955
2026 Toyota Grand Highlander
XLE AWD
15,882 mi
Milwaukee, WI
7 mi away
Fair Deal
$48,980
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,891
- Stock #:
- TS127885
- VIN:
- 5TDAAAB56TS127885
2026 Toyota Grand Highlander
XLE AWD
17,891 mi
Home delivery from Kalamazoo, MI
Price includes $322 shipping
Good Deal
$48,206
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,535
- Stock #:
- PKB111810
- VIN:
- 5TDAAAB55TS111810
2026 Toyota Grand Highlander
Limited AWD
4,535 mi
Home delivery from Parker, CO
Price includes $1,362 shipping
Fair Deal
$55,357
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,027
- Stock #:
- 8GFJ3H
- VIN:
- 5TDAAAB54TS123818
New arrival
2026 Toyota Grand Highlander
XLE AWD
23,027 mi
Waukesha, WI
15 mi away
Good Deal
$47,325
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 13,050
- Stock #:
- HL2617A
- VIN:
- 5TDAAAB54TS115783
New arrival
2026 Toyota Grand Highlander
Platinum AWD
13,050 mi
Home delivery from Muscatine, IA
Price includes $390 shipping
Great Deal
$55,385
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,676
- Stock #:
- 29269102
- VIN:
- 5TDAAAA54TS047700
New arrival
2026 Toyota Grand Highlander
Limited FWD
2,676 mi
Store transfer to Milwaukee, WI
Price includes $499 shipping
Fair Deal
$56,497
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,460
- Stock #:
- TS037691
- VIN:
- 5TDAAAA51TS037691
New arrival
2026 Toyota Grand Highlander
XLE FWD
81,460 mi
Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal
$37,100
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- TS158811
- VIN:
- 5TDAAAB50TS158811
New arrival
2026 Toyota Grand Highlander
XLE AWD
Mt Pleasant, WI
22 mi away
New car
TSRP $48,613
$49,050
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- K6714
- VIN:
- 5TDAAAB50TS43F476
Price drop
-$2,711
2026 Toyota Grand Highlander
XLE AWD
Fox Lake, IL
47 mi away
New car
TSRP $49,623
$49,869
$47,158
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Ea20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 620
- Stock #:
- VP652
- VIN:
- 5TDAAAB51TS146571
New arrival
2026 Toyota Grand Highlander
XLE AWD
620 mi
Menomonee Falls, WI
13 mi away
No Rating
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDAAAB5XTS43G781
2026 Toyota Grand Highlander
XLE AWD
Milwaukee, WI
7 mi away
New car
TSRP $51,368
$52,366
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black SofTex® trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 155699
- VIN:
- 5TDAAAB56TS155699
2026 Toyota Grand Highlander
XLE AWD
Home delivery from DeRidder, LA
Price includes $1,342 shipping
New car
TSRP $49,372
$50,714
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDAAAB51TS41G757
2026 Toyota Grand Highlander
Limited AWD
Milwaukee, WI
7 mi away
New car
TSRP $54,268
$55,266
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Portobello Leather
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 154937
- VIN:
- 5TDAAAB52TS154937
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $1,342 shipping
New car
TSRP $58,437
$59,780
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- T5F140374
- VIN:
- 5TDAAAB52TS140374
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from Davenport, IA
Price includes $248 shipping
New car
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- T68934
- VIN:
- 5TDAAAB50TS156394
2026 Toyota Grand Highlander
Limited AWD
Kenosha, WI
33 mi away
New car
TSRP $56,575
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDAAAB52TS42F614
2026 Toyota Grand Highlander
Platinum AWD
Milwaukee, WI
7 mi away
New car
TSRP $58,518
$59,516
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Fuel type:
- Gasoline
- Interior color:
- Light Gray SofTex® trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 152516
- VIN:
- 5TDAAAB51TS152516
2026 Toyota Grand Highlander
XLE AWD
Home delivery from DeRidder, LA
Price includes $1,342 shipping
New car
TSRP $55,813
$57,156
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Mileage:
- 5
- Stock #:
- 261139
- VIN:
- 5TDAAAB56TS157436
2026 Toyota Grand Highlander
Limited AWD
Milwaukee, WI
7 mi away
New car
TSRP $56,103
$57,101
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12
- Stock #:
- T17350
- VIN:
- 5TDAAAB57TS151726
2026 Toyota Grand Highlander
Limited AWD
Brookfield, WI
13 mi away
New car
TSRP $59,286
$59,803
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- 08x8
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- T262992
- VIN:
- 5TDAAAB56TS157758
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Kenosha, WI
33 mi away
New car
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- 08x8
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T263008
- VIN:
- 5TDAAAB53TS158074
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Kenosha, WI
33 mi away
New car
No Price Listed
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Portobello Leather
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 153605A
- VIN:
- 5TDAAAB55TS153605
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $1,342 shipping
New car
TSRP $61,422
$62,764
2027 Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| XLE FWD | $45,430 |
| Platinum AWD | $55,745 |
| Limited AWD | $51,660 |
| Limited FWD | $50,060 |
| LE AWD | $44,160 |
| LE FWD | $42,560 |
| XLE AWD | $47,030 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
2027 Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Grand Highlander
Index Price
$28,631
1.1%
All used vehicles
2027 Toyota Grand Highlander Pricing Analysis: Milwaukee, WI Market Report
Pricing by Trim Packages
Key Insights
- Volume Leader: The XLE AWD trim leads with 61 listings, indicating strong demand for this configuration.
- Premium Spread: The Platinum AWD trim has the highest MSRP at $55,745, reflecting a $8,715 premium over the XLE AWD.
- Drivetrain Effect: All trims feature the same engine, but the AWD variants generally command higher prices, as seen with the Limited AWD priced at $51,660.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 61 | $47,030 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 17 | $55,745 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 19 | $45,430 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 26 | $51,660 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 9 | $50,060 | FWD | 2.4L 265 hp I4 |
| LE FWD | 1 | $42,560 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year shows an average price of $47,903, which is 13.4% above its starting MSRP of $42,260.
- Depreciation Curve: The 2025 model year has the steepest depreciation at 14.5%, indicating a significant drop in value shortly after purchase.
- Best Value Sweet Spot: The 2024 model year is priced closest to its starting MSRP, with an average price of $44,254, just 2.2% above the MSRP of $43,320.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $42,260 | $47,903 | +13.4% |
| 2025 | $40,860 | $46,791 | +14.5% |
| 2024 | $43,320 | $44,254 | +2.2% |
These recommendations are based on CarGurus' proprietary market data from October 21, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Grand Highlander vehicles in Milwaukee, WI have no reported accidents or damage?
11 out of 12 for sale near Milwaukee, WI have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Grand Highlander?
Depending on the engine and options, the 2027 Toyota Grand Highlander gets between 22 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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