Used Toyota Highlander for Sale in Milwaukee, WI
Showing 1-20 of 124 Listings
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$34,995
GOOD DEAL
2023 Toyota Highlander XLE
- 5,671 Miles
- Milwaukee, WI (8 mi away)
- Remaining Lifespan: 11.673659 yrs
- $3,421 Below market value of $38,416
- Listed 4 days ago
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Used 2023 Toyota Highlander XLE for Sale
5,671 Miles
Milwaukee, WI (8 mi away)
| Category | Used Cars |
| Price | $34,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRAH3PS037525 |
| Location | Milwaukee, WI - 8 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 5,671 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
| Positives | clean history |
$28,235
$28,750
GOOD DEAL
2023 Toyota Highlander LE
- 43,829 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 11.671423 yrs
- $1,744 Below market value of $29,979
- Listed 4 days ago
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Used 2023 Toyota Highlander LE for Sale
43,829 Miles
Brookfield, WI (9 mi away)
| Category | Used Cars |
| Price | $28,235 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRAH8PS019313 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 43,829 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
| Positives | clean history |
$41,899
$41,999
GOOD DEAL
2022 Toyota Highlander Platinum
- 26,592 Miles
- Lake Villa, IL (44 mi away)
- Remaining Lifespan: 10.902615 yrs
- $1,188 Below market value of $43,087
- Listed 29 days ago
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Used 2022 Toyota Highlander Platinum for Sale
26,592 Miles
Lake Villa, IL (44 mi away)
| Category | Used Cars |
| Price | $41,899 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDFZRBH0NS180396 |
| Location | Lake Villa, IL - 44 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 26,592 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$31,998
$32,348
GOOD DEAL
2023 Toyota Highlander L
- 17,774 Miles
- Milwaukee, WI (4 mi away)
- Remaining Lifespan: 11.671423 yrs
- $1,632 Below market value of $33,630
- Listed 53 days ago
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Used 2023 Toyota Highlander L for Sale
17,774 Miles
Milwaukee, WI (4 mi away)
| Category | Used Cars |
| Price | $31,998 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRAHXPS011021 |
| Location | Milwaukee, WI - 4 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 17,774 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
$42,997
$43,681
FAIR DEAL
2025 Toyota Highlander XSE
- 18,443 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 13.434248 yrs
- $783 Above market value of $43,780
- Listed 37 days ago
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Used 2025 Toyota Highlander XSE for Sale
18,443 Miles
Brookfield, WI (9 mi away)
| Category | Certified Used Cars |
| Price | $42,997 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH4SS585928 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 18,443 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty, clean history, inspected, certified pre-owned car |
$41,732
$41,800
FAIR DEAL
2025 Toyota Highlander LE
- 8,773 Miles
- Brookfield, WI (9 mi away)
- $880 Above market value of $40,851
- Certified used, Low annual miles
- Listed 23 days ago
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Used 2025 Toyota Highlander LE for Sale
8,773 Miles
Brookfield, WI (9 mi away)
| Category | Certified Used Cars |
| Price | $41,732 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRBH5SS593164 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 8,773 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty, inspected, clean history, certified pre-owned car |
$26,299
$26,999
GOOD DEAL
2021 Toyota Highlander XLE
- 95,240 Miles
- Muskego, WI (14 mi away)
- Remaining Lifespan: 10.21754 yrs
- $1,615 Below market value of $27,914
- Listed 133 days ago
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Used 2021 Toyota Highlander XLE for Sale
95,240 Miles
Muskego, WI (14 mi away)
| Category | Used Cars |
| Price | $26,299 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBHXMS537859 |
| Location | Muskego, WI - 14 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 95,240 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Beige |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$26,835
$27,353
FAIR DEAL
2022 Toyota Highlander LE
- 75,845 Miles
- Bristol, WI (35 mi away)
- Remaining Lifespan: 11.071884 yrs
- $214 Above market value of $26,620
- Listed 46 days ago
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Used 2022 Toyota Highlander LE for Sale
75,845 Miles
Bristol, WI (35 mi away)
| Category | Used Cars |
| Price | $26,835 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDBZRBH1NS174654 |
| Location | Bristol, WI - 35 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 75,845 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Gray |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | one owner, warranty, clean history |
$19,824
$20,166
FAIR DEAL
2016 Toyota Highlander XLE
- 101,941 Miles
- Gurnee, IL (47 mi away)
- Remaining Lifespan: 7.068756 yrs
- $118 Above market value of $19,942
- Listed 39 days ago
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Used 2016 Toyota Highlander XLE for Sale
101,941 Miles
Gurnee, IL (47 mi away)
| Category | Used Cars |
| Price | $19,824 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDJKRFHXGS262485 |
| Location | Gurnee, IL - 47 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 101,941 mi. |
| Transmission | Automatic |
| Exterior Color | Creme brulee mica |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history, inspected |
$44,300
FAIR DEAL
2023 Toyota Highlander Platinum
- 13,022 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 11.671423 yrs
- $264 Above market value of $44,035
- Listed 2 days ago
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Used 2023 Toyota Highlander Platinum for Sale
13,022 Miles
Brookfield, WI (9 mi away)
| Category | Used Cars |
| Price | $44,300 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH3PS038169 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 13,022 mi. |
| Transmission | Automatic |
| Exterior Color | Wind chill pearl |
| Interior Color | Gray |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$43,498
$43,500
FAIR DEAL
2025 Toyota Highlander XSE
- 19,241 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 13.431732 yrs
- $105 Above market value of $43,603
- Listed 30 days ago
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Used 2025 Toyota Highlander XSE for Sale
19,241 Miles
Brookfield, WI (9 mi away)
| Category | Used Cars |
| Price | $43,498 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH5SS583735 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 19,241 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history |
$25,240
FAIR DEAL
2018 Toyota Highlander XLE
- 72,521 Miles
- West Bend, WI (23 mi away)
- Remaining Lifespan: 7.745779 yrs
- $149 Above market value of $25,389
- Listed 4 days ago
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Used 2018 Toyota Highlander XLE for Sale
72,521 Miles
West Bend, WI (23 mi away)
| Category | Used Cars |
| Price | $25,240 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH7JS546658 |
| Location | West Bend, WI - 23 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 72,521 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$19,999
FAIR DEAL
2017 Toyota Highlander Limited
- 124,925 Miles
- Mchenry, IL (51 mi away)
- Remaining Lifespan: 7.3808827 yrs
- $648 Above market value of $19,351
- Listed 18 days ago
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Used 2017 Toyota Highlander Limited for Sale
124,925 Miles
Mchenry, IL (51 mi away)
| Category | Used Cars |
| Price | $19,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRFHXHS383754 |
| Location | Mchenry, IL - 51 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 124,925 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$35,995
$36,395
FAIR DEAL
2023 Toyota Highlander XLE
- 46,338 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 11.831882 yrs
- $655 Above market value of $35,339
- Listed 16 days ago
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Used 2023 Toyota Highlander XLE for Sale
46,338 Miles
Brookfield, WI (9 mi away)
| Category | Used Cars |
| Price | $35,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH1PS037005 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 46,338 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history |
$34,992
$34,999
FAIR DEAL
2023 Toyota Highlander XLE
- 55,676 Miles
- Brookfield, WI (9 mi away)
- Remaining Lifespan: 11.671423 yrs
- $677 Above market value of $34,314
- Listed 11 days ago
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Used 2023 Toyota Highlander XLE for Sale
55,676 Miles
Brookfield, WI (9 mi away)
| Category | Used Cars |
| Price | $34,992 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH0PS030174 |
| Location | Brookfield, WI - 9 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 55,676 mi. |
| Transmission | Automatic |
| Exterior Color | Wind chill pearl |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | clean history |
$19,256
FAIR DEAL
2015 Toyota Highlander XLE
- 100,230 Miles
- Jefferson, WI (44 mi away)
- Remaining Lifespan: 6.80342 yrs
- $319 Above market value of $18,936
- Listed 32 days ago
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Used 2015 Toyota Highlander XLE for Sale
100,230 Miles
Jefferson, WI (44 mi away)
| Category | Used Cars |
| Price | $19,256 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDJKRFH6FS194118 |
| Location | Jefferson, WI - 44 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 100,230 mi. |
| Transmission | Automatic |
| Exterior Color | Blue |
| Interior Color | Gray |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$36,067
FAIR DEAL
2022 Toyota Highlander XLE
- 43,248 Miles
- West Bend, WI (23 mi away)
- Remaining Lifespan: 10.902615 yrs
- $1,134 Above market value of $34,933
- Listed 10 days ago
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Used 2022 Toyota Highlander XLE for Sale
43,248 Miles
West Bend, WI (23 mi away)
| Category | Used Cars |
| Price | $36,067 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBH4NS164811 |
| Location | West Bend, WI - 23 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 43,248 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$19,995
$19,998
FAIR DEAL
2019 Toyota Highlander XLE
- 148,553 Miles
- Waukegan, IL (48 mi away)
- Remaining Lifespan: 8.185017 yrs
- $662 Above market value of $19,333
- Listed 61 days ago
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Used 2019 Toyota Highlander XLE for Sale
148,553 Miles
Waukegan, IL (48 mi away)
| Category | Used Cars |
| Price | $19,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH8KS726538 |
| Location | Waukegan, IL - 48 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 148,553 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Gray |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$28,333
$28,786
FAIR DEAL
2021 Toyota Highlander XLE
- 100,780 Miles
- Waukesha, WI (12 mi away)
- Remaining Lifespan: 10.215763 yrs
- $826 Above market value of $27,507
- Listed 16 days ago
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Used 2021 Toyota Highlander XLE for Sale
100,780 Miles
Waukesha, WI (12 mi away)
| Category | Used Cars |
| Price | $28,333 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH5MS546744 |
| Location | Waukesha, WI - 12 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 100,780 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$40,588
$40,698
FAIR DEAL
2023 Toyota Highlander Limited
- 36,697 Miles
- Milwaukee, WI (4 mi away)
- Remaining Lifespan: 11.671423 yrs
- $1,564 Above market value of $39,023
- Listed 19 days ago
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Used 2023 Toyota Highlander Limited for Sale
36,697 Miles
Milwaukee, WI (4 mi away)
| Category | Used Cars |
| Price | $40,588 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBHXPS022325 |
| Location | Milwaukee, WI - 4 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 36,697 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Gray |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
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Used Cars for Sale Insights
How to save money when buying a used Toyota Highlander in Milwaukee?
| Engine | A 4-Cylinder Highlander costs $4,340 less than a 6-Cylinder |
| Drive Type | A front-wheel drive (FWD) Toyota Highlander can be priced $2,052 less than an all-wheel drive (AWD) |
What colors are the best deals for a Toyota Highlander in Milwaukee?
Least Expensive Color
Gold
$1,887
Average Savings
Most Expensive Color
Purple
$4,346
Average Premium
Average car color pricing for a used Toyota Highlander in Milwaukee?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Gold | $1,887 Savings | |
| Brown | $1,138 Savings | |
| Orange | $933 Savings | |
| Silver | $648 Savings | |
| Black | $245 Savings | |
| White | $200 Savings | |
| Red | $184 Higher | |
| Gray | $266 Higher | |
| Blue | $1,130 Higher | |
| Green | $1,148 Higher | |
| Purple | $4,346 Higher |
What Toyota Highlander color has the best resale value in Milwaukee?
Price differences by car color compared to the average price of a used Toyota Highlander in Milwaukee
What is the best time to buy a used Toyota Highlander in Milwaukee?
Good times to buy
$274 Average Savings
January, September, October, November, December are good times to buy to find the best prices.
Good times to sell
$198 Average Premium
February, March, April, May, June, July, August are good times to sell to get the best prices.
Average Price of Toyota Highlander Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
|
Toyota Highlander XLE (2014-2020) |
$29,589 | 4,747 Listings |
|
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Toyota Highlander LE (2014-2020) |
$29,796 | 2,119 Listings |
|
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Toyota Highlander Limited (2002-2020) |
$23,626 | 2,083 Listings |
|
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|
Toyota Highlander XSE (2021) |
$38,225 | 900 Listings |
|
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Toyota Highlander Platinum (2020) |
$39,981 | 755 Listings |
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|
Toyota Highlander Base (2001-2013) |
$8,651 | 580 Listings |
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Toyota Highlander SE (2010-2013, 2017-2019) |
$16,738 | 524 Listings |
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Toyota Highlander L (2020) |
$31,311 | 423 Listings |
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Toyota Highlander Limited Platinum (2014-2020) |
$22,809 | 349 Listings |
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Toyota Highlander LE Plus (2014-2019) |
$19,148 | 319 Listings |
|