Used 2021 Toyota Highlander for Sale nearBoston, MA
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 44,366
- Stock #:
- P3750
- VIN:
- 5TDGZRBH8NS579531
Sponsored by Honda Stratham
2022 Toyota Highlander
XLE AWD
44,366 mi
$35,597
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,923
- Stock #:
- 261123B
- VIN:
- 5TDDZRBH2NS564722
Sponsored Listing
2022 Toyota Highlander
Limited AWD
56,923 mi
$36,922
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,382
- Stock #:
- B148487XX
- VIN:
- 5TDFZRBHXMS148487
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
65,382 mi
$36,097
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,733
- Stock #:
- HBOTS151243
- VIN:
- 5TDHZRBH7MS151243
-$747
2021 Toyota Highlander
XLE AWD
56,733 mi
$32,046
$31,299
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,662
- Stock #:
- 261071A
- VIN:
- 5TDHZRBH9NS180695
2022 Toyota Highlander
XLE AWD
41,662 mi
$35,501
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,784
- Stock #:
- 110574
- VIN:
- 5TDGZRBHXMS108656
2021 Toyota Highlander
XLE AWD
77,784 mi
$28,995
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 115,220
- Stock #:
- 005836
- VIN:
- 5TDGZRBH3LS005836
2020 Toyota Highlander
XLE AWD
115,220 mi
$24,900
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,748
- Stock #:
- CJ1368A
- VIN:
- 5TDFZRBH7MS123501
2021 Toyota Highlander
Platinum AWD
56,748 mi
$35,794
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,018
- Stock #:
- VW07873T
- VIN:
- 5TDBZRBHXLS513442
2020 Toyota Highlander
LE AWD
86,018 mi
$25,539
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,926
- Stock #:
- NS568397
- VIN:
- 5TDBZRBH5NS568397
2022 Toyota Highlander
LE AWD
51,926 mi
$30,592
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,585
- Stock #:
- 093409T
- VIN:
- 5TDGZRBH4MS093409
-$1,000
2021 Toyota Highlander
XLE AWD
56,585 mi
$32,057
$31,057
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,660
- Stock #:
- 287156A
- VIN:
- 5TDFZRBHXMS084810
2021 Toyota Highlander
Platinum AWD
65,660 mi
$35,987
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,175
- Stock #:
- C26347A
- VIN:
- 5TDGZRBH7MS145180
2021 Toyota Highlander
XLE AWD
86,175 mi
$29,844
CarGurus Analysis:
2021 Toyota Highlander
With 280 currently listed for sale near Boston, MA and an average price of $30,564.00, 38.2% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,856
- Stock #:
- N0801636A
- VIN:
- 5TDFZRBH8NS190674
2022 Toyota Highlander
Platinum AWD
60,856 mi
$37,516
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 47,704
- Stock #:
- 62N00381A
- VIN:
- 5TDJZRBH1NS163150
2022 Toyota Highlander
XSE AWD
47,704 mi
$37,915
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,027
- Stock #:
- Y67210A
- VIN:
- 5TDDZRBH6MS081300
2021 Toyota Highlander
Limited AWD
52,027 mi
$35,208
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,384
- Stock #:
- 16662P
- VIN:
- 5TDGZRBH7NS565894
2022 Toyota Highlander
XLE AWD
62,384 mi
$33,686
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 44,366
- Stock #:
- P3750
- VIN:
- 5TDGZRBH8NS579531
2022 Toyota Highlander
XLE AWD
44,366 mi
$35,597
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,895
- Stock #:
- 7561B
- VIN:
- 5TDBZRBH9NS184672
-$1,500
2022 Toyota Highlander
LE AWD
67,895 mi
$29,390
$27,890
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic (218)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite (10))
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,127
- Stock #:
- UP4773
- VIN:
- 5TDCZRBH8LS503660
2020 Toyota Highlander
L AWD
56,127 mi
$26,321
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Mileage:
- 93,933
- Stock #:
- HRFTMS530698
- VIN:
- 5TDGZRBHXMS530698
-$911
2021 Toyota Highlander
XLE AWD
93,933 mi
$28,154
$27,243
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,870
- Stock #:
- KU1147A
- VIN:
- 5TDDZRBH5LS018350
-$1,600
2020 Toyota Highlander
Limited AWD
74,870 mi
$33,495
$31,895
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Mileage:
- 93,933
- Stock #:
- HRFTMS530698
- VIN:
- 5TDGZRBHXMS530698
-$911
Sponsored Listing
2021 Toyota Highlander
XLE AWD
93,933 mi
$28,154
$27,243
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 280 currently listed for sale near Boston, MA and an average price of $30,564.00, 38.2% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
Why it stands out
The 2021 Toyota Highlander is a standout in the competitive three-row SUV market, known for its comfort, reliability, and family-friendly features. With a powerful 3.5-liter V6 engine producing 295 horsepower, it offers a smooth and predictable driving experience, ideal for family trips. The Highlander also boasts a high-quality interior with ample space for passengers and cargo, making it practical for everyday use. Notably, it comes equipped with Toyota Safety Sense 2.5+, enhancing its safety profile with features like automatic emergency braking and adaptive cruise control. While some may find the styling uninspired and the base engine underwhelming, the overall value, especially in terms of safety and comfort, makes the Highlander an appealing choice for buyers.
Other model years to consider
- Average price: $40,465.00
- Good/great deal percentage: 53.9%
- User rating: 5 / 5
- Total listings: 219
- Average price: $24,478.00
- Good/great deal percentage: 27.6%
- User rating: 4.76 / 5
- Total listings: 283
- Average price: $36,634.00
- Good/great deal percentage: 59.0%
- User rating: 4.75 / 5
- Total listings: 227
This analysis is based on CarGurus' proprietary market data from July 14, 2026, CarGurus experts' opinions, and generative AI.
4.9 Overall rating
Filter by rating
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Tony T
Reviewed a 2021 Toyota Highlander on Jul 5, 2022
Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.
Melissa C
Reviewed a 2021 Toyota Highlander on May 6, 2024
Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.
Frederick and Mariah P
Reviewed a 2021 Toyota Platinum AWD on Mar 5, 2023
Absolutely love the upgraded features of this car. The panoramic sunroof is stunning, the infotainment screen is huge and easy to operate, the seats are insanely comfortable, and the ride is so smooth and surprisingly quiet on the inside. We haven’t had the car for long but we are absolutely loving it so far. We are so glad that we decided to go with the platinum trim!
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE AWD | $38,885 |
| LE FWD | $37,285 |
| XSE FWD | $41,680 |
| XSE AWD | $43,630 |
| Limited AWD | $45,990 |
| Platinum AWD | $49,190 |
| XLE FWD | $40,085 |
| XLE AWD | $41,685 |
2021 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Toyota Highlander prices has changed over time.
See more price trends2021 Toyota Highlander Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in Portsmouth, NH: The market in Portsmouth commands the highest average price at $31,840, likely due to higher demand and lower inventory.
- Lowest Prices in New Bedford, MA: Conversely, New Bedford offers the lowest average price at $29,904, indicating a more price-sensitive market or higher inventory turnover.
- Stable Pricing Across Major Cities: Cities like Worcester ($30,514) and Groton ($30,826) show relatively stable pricing, suggesting a balanced supply and demand in these areas.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Portsmouth, NH | 233 | $31,840 |
| Manchester, NH | 247 | $31,185 |
| Hartford, CT | 217 | $30,988 |
| Groton, MA | 279 | $30,826 |
| Plymouth, MA | 243 | $30,667 |
| Worcester, MA | 288 | $30,514 |
| Chicopee, MA | 227 | $30,933 |
| Providence, RI | 250 | $30,225 |
| Brattleboro, VT | 200 | $29,897 |
| New Bedford, MA | 216 | $29,904 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: The XLE AWD trim leads with 271 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $45,990, reflects a significant markup due to its luxury features, appealing to buyers seeking higher-end options.
- FWD Trims Show Lower Inventory: The Limited FWD trim has the least inventory with only 14 listings, suggesting lower demand for front-wheel drive configurations in this market.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 271 | $41,685 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 111 | $45,990 | AWD | 3.5L 295 hp V6 |
| XSE AWD | 100 | $43,630 | AWD | 3.5L 295 hp V6 |
| LE AWD | 94 | $38,885 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 46 | $40,085 | FWD | 3.5L 295 hp V6 |
| LE FWD | 44 | $37,285 | FWD | 3.5L 295 hp V6 |
| Platinum AWD | 63 | $49,190 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 14 | $44,040 | FWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models Command Premium Prices: The 2026 Highlander is priced at $54,325, reflecting a 17.4% increase over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,398, which is -23.5% compared to its original MSRP, highlighting the rapid depreciation typical of vehicles over time.
- Best Value in Recent Models: The 2022 Highlander is priced at $34,051, only -6.9% below its MSRP, making it a compelling option for buyers looking for newer vehicles with less depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $54,325 | +17.4% |
| 2025 | $40,320 | $43,754 | +8.4% |
| 2024 | $39,270 | $40,480 | +3.1% |
| 2023 | $36,620 | $36,463 | -0.4% |
| 2022 | $35,855 | $34,051 | -6.9% |
| 2020 | $34,600 | $28,764 | -16.8% |
| 2019 | $31,830 | $24,398 | -23.5% |
| 2018 | $31,230 | $21,900 | -30.0% |
| 2017 | $30,630 | $20,136 | -34.2% |
| 2016 | $30,490 | $18,354 | -39.9% |
| 2015 | $29,765 | $16,712 | -43.8% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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