Used Toyota Highlander for Sale in Chicago, IL
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$17,995
FAIR DEAL
2018 Toyota Highlander LE Plus
- 122,667 Miles
- Valparaiso, IN (44 mi away)
- Remaining Lifespan: 8.003442 yrs
- $162 Above market value of $17,832
- Listed 4 days ago
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Used 2018 Toyota Highlander LE Plus for Sale
122,667 Miles
Valparaiso, IN (44 mi away)
| Category | Used Cars |
| Price | $17,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDZZRFH6JS254129 |
| Location | Valparaiso, IN - 44 mi. |
| Features | bluetooth, child safety, navigation, backup camera, alloy wheels |
| Mileage | 122,667 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | Front-wheel drive |
$30,000
$30,490
GREAT DEAL
2023 Toyota Highlander L
- 40,856 Miles
- Elgin, IL (33 mi away)
- $5,828 Below market value of $35,828
- 1 Owner, Low annual miles
- Listed 44 days ago
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Used 2023 Toyota Highlander L for Sale
40,856 Miles
Elgin, IL (33 mi away)
| Category | Used Cars |
| Price | $30,000 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRBH4PS501307 |
| Location | Elgin, IL - 33 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 40,856 mi. |
| Transmission | Automatic |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | inspected |
$3,995
GREAT DEAL
2007 Toyota Highlander Limited
- 234,330 Miles
- Chicago, IL (5 mi away)
- Remaining Lifespan: 5.209997 yrs
- $1,110 Below market value of $5,105
- Listed 2 days ago
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Used 2007 Toyota Highlander Limited for Sale
234,330 Miles
Chicago, IL (5 mi away)
| Category | Used Cars |
| Price | $3,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEDP21A970132700 |
| Location | Chicago, IL - 5 mi. |
| Features | captain's chair, child safety, power outlet, anti-theft system |
| Mileage | 234,330 mi. |
| Transmission | Automatic |
| Exterior Color | Gold |
| Interior Color | Beige |
| MPG | 19 combined |
| Drivetrain | Front-wheel drive |
$13,699
$14,257
GREAT DEAL
2013 Toyota Highlander SE
- 92,598 Miles
- Des Plaines, IL (16 mi away)
- Remaining Lifespan: 5.6791267 yrs
- $2,115 Below market value of $15,814
- Listed 16 days ago
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Used 2013 Toyota Highlander SE for Sale
92,598 Miles
Des Plaines, IL (16 mi away)
| Category | Used Cars |
| Price | $13,699 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDZK3EH3DS130147 |
| Location | Des Plaines, IL - 16 mi. |
| Features | bluetooth, child safety, backup camera, leather upholstery, sunroof |
| Mileage | 92,598 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Brown |
| MPG | 20 combined |
| Drivetrain | Front-wheel drive |
$23,995
GREAT DEAL
2021 Toyota Highlander XLE
- 107,222 Miles
- Palos Hills, IL (13 mi away)
- $3,341 Below market value of $27,336
- 1 Owner, High annual miles
- Listed 26 days ago
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Used 2021 Toyota Highlander XLE for Sale
107,222 Miles
Palos Hills, IL (13 mi away)
| Category | Used Cars |
| Price | $23,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBH1MS537169 |
| Location | Palos Hills, IL - 13 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 107,222 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| Interior Color | Beige |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$34,899
GREAT DEAL
2025 Toyota Highlander XLE
- 15,915 Miles
- Carol Stream, IL (24 mi away)
- $6,918 Below market value of $41,817
- Listed 2 days ago
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Used 2025 Toyota Highlander XLE for Sale
15,915 Miles
Carol Stream, IL (24 mi away)
| Category | Used Cars |
| Price | $34,899 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRAH9SS552182 |
| Location | Carol Stream, IL - 24 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 15,915 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Gray |
| Drivetrain | Front-wheel drive |
$28,999
$29,000
GREAT DEAL
2021 Toyota Highlander XLE
- 49,753 Miles
- Waukegan, IL (36 mi away)
- $4,031 Below market value of $33,030
- Low annual miles
- Listed 2 days ago
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Used 2021 Toyota Highlander XLE for Sale
49,753 Miles
Waukegan, IL (36 mi away)
| Category | Used Cars |
| Price | $28,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH3MS526752 |
| Location | Waukegan, IL - 36 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 49,753 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| Interior Color | Gray |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | inspected |
$39,000
GREAT DEAL
2025 Toyota Highlander XLE
- 12,602 Miles
- Fox Lake, IL (46 mi away)
- $5,161 Below market value of $44,161
- Low annual miles
- Listed 3 days ago
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Used 2025 Toyota Highlander XLE for Sale
12,602 Miles
Fox Lake, IL (46 mi away)
| Category | Used Cars |
| Price | $39,000 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH1SS577222 |
| Location | Fox Lake, IL - 46 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 12,602 mi. |
| Transmission | Automatic |
| Exterior Color | Unknown |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$28,341
$31,658
GREAT DEAL
2023 Toyota Highlander L
- 33,285 Miles
- Bristol, WI (52 mi away)
- $5,040 Below market value of $33,381
- 1 Owner, Low annual miles
- Listed 94 days ago
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Used 2023 Toyota Highlander L for Sale
33,285 Miles
Bristol, WI (52 mi away)
| Category | Used Cars |
| Price | $28,341 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRAH9PS046908 |
| Location | Bristol, WI - 52 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 33,285 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
| Positives | warranty, one owner, clean history |
$23,605
$23,999
GREAT DEAL
2017 Toyota Highlander XLE
- 57,041 Miles
- Glendale Heights, IL (22 mi away)
- Remaining Lifespan: 7.608614 yrs
- $2,819 Below market value of $26,424
- Listed 16 days ago
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Used 2017 Toyota Highlander XLE for Sale
57,041 Miles
Glendale Heights, IL (22 mi away)
| Category | Used Cars |
| Price | $23,605 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH1HS459610 |
| Location | Glendale Heights, IL - 22 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 57,041 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$14,288
$14,988
GREAT DEAL
2015 Toyota Highlander LE
- 105,981 Miles
- Barrington, IL (33 mi away)
- Remaining Lifespan: 6.982882 yrs
- $1,791 Below market value of $16,079
- Listed 59 days ago
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Used 2015 Toyota Highlander LE for Sale
105,981 Miles
Barrington, IL (33 mi away)
| Category | Used Cars |
| Price | $14,288 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDZARFH5FS016450 |
| Location | Barrington, IL - 33 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 105,981 mi. |
| Transmission | Automatic |
| Exterior Color | Creme brulee mica |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | Front-wheel drive |
| Positives | warranty, one owner, clean history |
$8,295
$8,395
GREAT DEAL
2011 Toyota Highlander Limited
- 187,509 Miles
- Des Plaines, IL (18 mi away)
- Remaining Lifespan: 5.4597297 yrs
- $1,574 Below market value of $9,869
- Listed 137 days ago
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Used 2011 Toyota Highlander Limited for Sale
187,509 Miles
Des Plaines, IL (18 mi away)
| Category | Used Cars |
| Price | $8,295 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDK3EH2BS072393 |
| Location | Des Plaines, IL - 18 mi. |
| Features | bluetooth, child safety, backup camera, leather upholstery, sunroof |
| Mileage | 187,509 mi. |
| Transmission | Automatic |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$25,933
$26,156
GREAT DEAL
2020 Toyota Highlander Platinum
- 105,558 Miles
- Naperville, IL (25 mi away)
- $3,102 Below market value of $29,035
- 1 Owner
- Listed 57 days ago
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Used 2020 Toyota Highlander Platinum for Sale
105,558 Miles
Naperville, IL (25 mi away)
| Category | Used Cars |
| Price | $25,933 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDFZRBH5LS029759 |
| Location | Naperville, IL - 25 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 105,558 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Gray |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$7,891
$8,250
GREAT DEAL
2011 Toyota Highlander Base
- 179,986 Miles
- Crystal Lake, IL (44 mi away)
- Remaining Lifespan: 5.4592676 yrs
- $1,287 Below market value of $9,178
- Listed 30 days ago
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Used 2011 Toyota Highlander Base for Sale
179,986 Miles
Crystal Lake, IL (44 mi away)
| Category | Used Cars |
| Price | $7,891 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDZA3EH5BS015212 |
| Location | Crystal Lake, IL - 44 mi. |
| Features | child safety, alloy wheels, power outlet |
| Mileage | 179,986 mi. |
| Transmission | Automatic |
| MPG | 22 combined |
| Drivetrain | Front-wheel drive |
$10,800
GREAT DEAL
2013 Toyota Highlander Plus
- 138,800 Miles
- Lisle, IL (22 mi away)
- Remaining Lifespan: 5.679451 yrs
- $1,709 Below market value of $12,509
- Listed 47 days ago
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Used 2013 Toyota Highlander Plus for Sale
138,800 Miles
Lisle, IL (22 mi away)
| Category | Used Cars |
| Price | $10,800 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDBK3EH5DS237251 |
| Location | Lisle, IL - 22 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, power outlet |
| Mileage | 138,800 mi. |
| Transmission | Automatic |
| Exterior Color | Classic silver metallic |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$13,999
$14,499
GREAT DEAL
2013 Toyota Highlander Limited
- 93,502 Miles
- Waukegan, IL (36 mi away)
- Remaining Lifespan: 5.6791267 yrs
- $2,505 Below market value of $16,504
- Listed 146 days ago
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Used 2013 Toyota Highlander Limited for Sale
93,502 Miles
Waukegan, IL (36 mi away)
| Category | Used Cars |
| Price | $13,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDK3EH6DS186478 |
| Location | Waukegan, IL - 36 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 93,502 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Gray |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$30,490
$30,990
GREAT DEAL
2023 Toyota Highlander L
- 44,802 Miles
- Streamwood, IL (29 mi away)
- $4,739 Below market value of $35,229
- 2 Price Drops in 39 days
- Listed 38 days ago
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Used 2023 Toyota Highlander L for Sale
44,802 Miles
Streamwood, IL (29 mi away)
| Category | Used Cars |
| Price | $30,490 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRBH4PS041050 |
| Location | Streamwood, IL - 29 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 44,802 mi. |
| Transmission | Automatic |
| Exterior Color | Wind chill pearl |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$23,777
$24,777
GREAT DEAL
2020 Toyota Highlander XLE
- 87,543 Miles
- Chicago, IL (3 mi away)
- $3,341 Below market value of $27,118
- 8 Price Drops in 43 days
- Listed 42 days ago
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Used 2020 Toyota Highlander XLE for Sale
87,543 Miles
Chicago, IL (3 mi away)
| Category | Used Cars |
| Price | $23,777 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH1LS504599 |
| Location | Chicago, IL - 3 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 87,543 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$26,989
$26,995
GREAT DEAL
2023 Toyota Highlander L
- 58,337 Miles
- Lake Geneva, WI (64 mi away)
- $3,919 Below market value of $30,908
- Listed 103 days ago
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Used 2023 Toyota Highlander L for Sale
58,337 Miles
Lake Geneva, WI (64 mi away)
| Category | Used Cars |
| Price | $26,989 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRAH5PS040913 |
| Location | Lake Geneva, WI - 64 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 58,337 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Gray |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
$12,477
$12,977
GREAT DEAL
2013 Toyota Highlander Limited
- 131,429 Miles
- Joliet, IL (32 mi away)
- Remaining Lifespan: 5.6814423 yrs
- $1,577 Below market value of $14,054
- Listed 246 days ago
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Used 2013 Toyota Highlander Limited for Sale
131,429 Miles
Joliet, IL (32 mi away)
| Category | Used Cars |
| Price | $12,477 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDK3EH4DS205917 |
| Location | Joliet, IL - 32 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 131,429 mi. |
| Transmission | Automatic |
| Exterior Color | Blue |
| Interior Color | Brown |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$24,995
$26,500
GREAT DEAL
2021 Toyota Highlander XLE
- 98,978 Miles
- Hammond, IN (20 mi away)
- $3,093 Below market value of $28,088
- 2 Price Drops in 43 days
- Listed 42 days ago
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Used 2021 Toyota Highlander XLE for Sale
98,978 Miles
Hammond, IN (20 mi away)
| Category | Used Cars |
| Price | $24,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBH6MS130058 |
| Location | Hammond, IN - 20 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 98,978 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
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Used Toyota Highlander in Chicago
How to save money when buying a used Toyota Highlander in Chicago?
| Engine | A 4-Cylinder Highlander costs $4,636 less than a 6-Cylinder |
| Drive Type | A front-wheel drive (FWD) Toyota Highlander can be priced $2,211 less than an all-wheel drive (AWD) |
What colors are the best deals for a Toyota Highlander in Chicago?
Least Expensive Color
Gold
$1,850
Average Savings
Most Expensive Color
Blue
$955
Average Premium
Average car color pricing for a used Toyota Highlander in Chicago?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Gold | $1,850 Savings | |
| Brown | $742 Savings | |
| Orange | $675 Savings | |
| Silver | $603 Savings | |
| Black | $200 Savings | |
| White | $18 Savings | |
| Red | $63 Higher | |
| Green | $191 Higher | |
| Gray | $329 Higher | |
| Blue | $955 Higher |
What Toyota Highlander color has the best resale value in Chicago?
Price differences by car color compared to the average price of a used Toyota Highlander in Chicago
What is the best time to buy a used Toyota Highlander in Chicago?
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.
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Explore other cities
| Average Price | Deals | Listings | |
|---|---|---|---|
| Toyota Highlander in Indianapolis | $25,245 | Save $5,018 on 64 deals | 120 listings |
Average Price of Toyota Highlander Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
|
Toyota Highlander XLE (2014-2020) |
$28,157 | 5,879 Listings |
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Toyota Highlander Limited (2002-2020) |
$22,612 | 2,456 Listings |
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Toyota Highlander LE (2014-2020) |
$26,845 | 2,051 Listings |
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Toyota Highlander L (2020) |
$30,831 | 787 Listings |
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Toyota Highlander XSE (2021) |
$35,216 | 762 Listings |
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Toyota Highlander Platinum (2020) |
$38,195 | 716 Listings |
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Toyota Highlander SE (2010-2013, 2017-2019) |
$16,997 | 677 Listings |
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Toyota Highlander Base (2001-2013) |
$8,691 | 577 Listings |
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Toyota Highlander Limited Platinum (2014-2020) |
$22,218 | 384 Listings |
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Toyota Highlander LE Plus (2014-2019) |
$18,708 | 357 Listings |
|