Used 2020 Toyota Highlander for Sale nearBoston, MA
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,272
- Stock #:
- H27233B
- VIN:
- 5TDGZRBHXLS512829
Sponsored by Commonwealth Motors
2020 Toyota Highlander
XLE AWD
84,272 mi
$28,658
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,381
- Stock #:
- P8515
- VIN:
- 5TDGZRBH4LS512695
Sponsored Listing
2020 Toyota Highlander
XLE AWD
60,381 mi
$31,294
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,919
- Stock #:
- 26689A
- VIN:
- 5TDDZRBH3LS014152
Sponsored Listing
2020 Toyota Highlander
Limited AWD
88,919 mi
$30,146
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 77,116
- Stock #:
- 19L147A
- VIN:
- 5TDJZRFH3KS582686
2019 Toyota Highlander
77,116 mi
$27,500
- Year:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,080
- Stock #:
- T15310C
- VIN:
- 5TDJZRFH8KS591917
2019 Toyota Highlander
XLE AWD
73,080 mi
$27,486
- 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:
- 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:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,601
- Stock #:
- 66F06080
- VIN:
- 5TDJZRFH1KS565952
2019 Toyota Highlander
XLE AWD
93,601 mi
$24,859
- 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:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 104,222
- Stock #:
- 261099XA
- VIN:
- 5TDJZRFH1KS592973
2019 Toyota Highlander
XLE AWD
104,222 mi
$23,777
- 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:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,597
- Stock #:
- 80372A
- VIN:
- 5TDDZRFH8KS993448
-$800
2019 Toyota Highlander
Limited Platinum AWD
48,597 mi
$33,386
$32,586
- Year:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,624
- Stock #:
- FV240
- VIN:
- 5TDJZRFH6KS590426
2019 Toyota Highlander
XLE AWD
78,624 mi
$26,020
CarGurus Analysis:
2020 Toyota Highlander
With 312 currently listed for sale near Boston, MA and an average price of $29,091.00, 31.1% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
99.4% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety features, and a smooth ride, making it a popular choice for families.
- 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:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,280
- Stock #:
- MR5224A
- VIN:
- 5TDJZRFH3KS977533
2019 Toyota Highlander
XLE AWD
120,280 mi
$23,535
- 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:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Acv
- Transmission:
- Automatic
- Mileage:
- 88,786
- Stock #:
- 2992
- VIN:
- 5TDJZRFH8KS730914
2019 Toyota Highlander
SE AWD
88,786 mi
$22,900
- Year:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 133,532
- Stock #:
- 7765
- VIN:
- 5TDDZRFH0KS967765
2019 Toyota Highlander
Limited AWD
133,532 mi
$21,225
- 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
- Year:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,321
- Stock #:
- U0800558A
- VIN:
- 5TDJZRFH0KS605017
2019 Toyota Highlander
XLE AWD
69,321 mi
$28,516
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 158,283
- Stock #:
- 15
- VIN:
- 5TDJZRFH7KS950447
2019 Toyota Highlander
XLE AWD
158,283 mi
$19,299
- Year:
- 2019
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,624
- Stock #:
- FV240
- VIN:
- 5TDJZRFH6KS590426
Sponsored Listing
2019 Toyota Highlander
XLE AWD
78,624 mi
$26,020
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 312 currently listed for sale near Boston, MA and an average price of $29,091.00, 31.1% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
99.4% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety features, and a smooth ride, making it a popular choice for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the competitive midsize SUV market with its exceptional comfort and spaciousness, making it an ideal choice for families. Redesigned for 2020, it boasts a refined interior that rivals luxury vehicles, with high-quality materials and a quiet cabin that enhances the driving experience. The Highlander is equipped with a robust 3.5-liter V6 engine, delivering a smooth and powerful performance, while its advanced safety features, including Toyota Safety Sense 2.0, provide peace of mind for drivers and passengers alike. Although some users have noted that the front seats could be more comfortable and the handling could be improved, the overall package of comfort, technology, and safety makes the Highlander a compelling option for buyers seeking a reliable family SUV.
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: $30,564.00
- Good/great deal percentage: 38.2%
- User rating: 4.86 / 5
- Total listings: 280
- Average price: $24,478.00
- Good/great deal percentage: 27.6%
- User rating: 4.76 / 5
- Total listings: 283
This analysis is based on CarGurus' proprietary market data from July 14, 2026, CarGurus experts' opinions, and generative AI.
4.6 Overall rating
Filter by rating
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Anonymous
Reviewed a 2020 Toyota Highlander on Nov 8, 2020
Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.
Kris B
Reviewed a 2020 Toyota Highlander on May 22, 2023
Absolutely love this car. Great comfortable family vehicle with plenty of space, and features
Lee W
Reviewed a 2020 Toyota Highlander on Feb 28, 2020
The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.
2020 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| L AWD | $36,200 |
| LE FWD | $36,800 |
| Limited FWD | $43,650 |
| LE AWD | $38,400 |
| Platinum AWD | $48,800 |
| Limited AWD | $45,600 |
| XLE FWD | $39,600 |
| XLE AWD | $41,200 |
2020 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Toyota Highlander prices has changed over time.
See more price trends2020 Toyota Highlander Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in Plymouth: The city of Plymouth, MA has the highest average price at $30,067, indicating a strong demand or limited supply in that area.
- Lowest Prices in Chicopee: Chicopee, MA offers the lowest average price at $25,399, suggesting a more price-sensitive market or higher inventory turnover.
- Inventory Variation: Cities like Groton (315 listings) and Worcester (331 listings) have substantial inventory, which may contribute to more stable pricing around the regional average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Plymouth, MA | 283 | $30,067 |
| Groton, MA | 315 | $28,748 |
| Worcester, MA | 331 | $28,619 |
| Providence, RI | 295 | $28,306 |
| Manchester, NH | 278 | $28,312 |
| Portsmouth, NH | 265 | $28,190 |
| New Bedford, MA | 257 | $29,852 |
| Chicopee, MA | 261 | $25,399 |
| Hartford, CT | 252 | $26,554 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD trim is the most common with 271 listings, reflecting strong demand for all-wheel drive options.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $45,600 MSRP, commands a significant premium, indicating a market preference for luxury features.
- Value in Base Trims: The LE FWD trim, with 44 listings and a $36,800 MSRP, offers a more budget-friendly option while still providing essential features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 271 | $41,200 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 111 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE AWD | 94 | $38,400 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 46 | $39,600 | FWD | 3.5L 295 hp V6 |
| LE FWD | 44 | $36,800 | FWD | 3.5L 295 hp V6 |
| Platinum AWD | 64 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 14 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 32 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models at a Premium: The 2026 Toyota Highlander is priced at $54,325, which is +17.4% above its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2015 Highlander shows a steep decline, priced at $16,712, reflecting a -43.1% depreciation from its original MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $34,051, which is -5.0% below MSRP, making it a compelling option for buyers seeking value without sacrificing recency.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $54,325 | +17.4% |
| 2025 | $40,320 | $43,754 | +8.5% |
| 2024 | $39,270 | $40,480 | +3.1% |
| 2023 | $36,620 | $36,463 | -0.4% |
| 2022 | $35,855 | $34,051 | -5.0% |
| 2021 | $35,085 | $30,884 | -12.0% |
| 2019 | $31,830 | $24,398 | -23.4% |
| 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 | -43.1% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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