Used 2020 Toyota Highlander for Sale near Kentucky
236 results
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,643
- Stock #:
- P085696
- VIN:
- 5TDZZRAH1MS085696

Sponsored Listing
2021 Toyota Highlander
LE FWD
53,643 mi
$28,947
- 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:
- 122,028
- Stock #:
- K5661T-1
- VIN:
- 5TDJZRFH1KS932509

Sponsored Listing
2019 Toyota Highlander
XLE AWD
122,028 mi
$21,750
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,716
- Stock #:
- 31LS505635P
- VIN:
- 5TDGZRAH4LS505635

-$671
Sponsored Listing
2020 Toyota Highlander
XLE FWD
111,716 mi
$23,919
$23,248
- 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:
- 8-Speed Automatic
- Mileage:
- 110,555
- Stock #:
- HU8803A
- VIN:
- 5TDFZRBH8MS100745

2021 Toyota Highlander
Platinum AWD
110,555 mi
$29,497
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 76,028
- Stock #:
- 26-2049A
- VIN:
- 5TDDZRBH8MS525194

-$1,181
2021 Toyota Highlander
Limited AWD
76,028 mi
$33,494
$32,313
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,249
- Stock #:
- 28490693
- VIN:
- 5TDBZRBH3LS035316

2020 Toyota Highlander
LE AWD
59,249 mi
$26,597
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,279
- Stock #:
- S531528
- VIN:
- 5TDGZRBH1MS531528

2021 Toyota Highlander
XLE AWD
76,279 mi
$29,790
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,444
- Stock #:
- LS045441
- VIN:
- 5TDDZRBH0LS045441

2020 Toyota Highlander
Limited AWD
83,444 mi
$30,998
- 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:
- 122,028
- Stock #:
- K5661T-1
- VIN:
- 5TDJZRFH1KS932509

2019 Toyota Highlander
XLE AWD
122,028 mi
$21,750
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,266
- Stock #:
- MX4475
- VIN:
- 5TDBZRFH6KS953103

2019 Toyota Highlander
LE AWD
69,266 mi
$24,040
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,107
- Stock #:
- 076613
- VIN:
- 5TDLZRBH8MS076613

2021 Toyota Highlander
XSE AWD
72,107 mi
$30,659
- 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:
- 8-Speed Automatic
- Mileage:
- 93,525
- Stock #:
- TT252B
- VIN:
- 5TDGZRBH9MS527324

2021 Toyota Highlander
XLE AWD
93,525 mi
$29,168
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 62,803
- Stock #:
- PH1896
- VIN:
- 5TDGZRBH6MS136860

2021 Toyota Highlander
XLE AWD
62,803 mi
$29,512
CarGurus Analysis:
2020 Toyota Highlander
With 3,113 currently listed for sale and an average price of $28,406.00, 34.4% 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.
70.7% of 2020 Highlander models on CarGurus are accident-free.
The 2020 Toyota Highlander boasts a redesigned interior focused on passenger comfort, advanced safety features, and a smooth ride, making it an appealing 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,530
- Stock #:
- C041012
- VIN:
- 5TDDZRBH1LS041012

2020 Toyota Highlander
Limited AWD
73,530 mi
$31,606
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,322
- Stock #:
- T056565
- VIN:
- 5TDYZRAH1MS056565

2021 Toyota Highlander
Limited FWD
76,322 mi
$32,124
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,930
- Stock #:
- 29142
- VIN:
- 5TDCZRBHXMS530280

2021 Toyota Highlander
L AWD
89,930 mi
$24,232
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 66,785
- Stock #:
- S006528
- VIN:
- 5TDYZRAH0LS006528

2020 Toyota Highlander
Limited FWD
66,785 mi
$29,942
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,895
- Stock #:
- S086453
- VIN:
- 5TDZZRAH2MS086453

2021 Toyota Highlander
LE FWD
73,895 mi
$25,507
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,643
- Stock #:
- P085696
- VIN:
- 5TDZZRAH1MS085696

2021 Toyota Highlander
LE FWD
53,643 mi
$28,947
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,768
- Stock #:
- 15140
- VIN:
- 5TDHZRAH8LS506453

2020 Toyota Highlander
XLE FWD
102,768 mi
$25,522
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 132,841
- Stock #:
- 951
- VIN:
- 5TDGZRBH3LS025858

2020 Toyota Highlander
XLE AWD
132,841 mi
$23,074
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 66,855
- Stock #:
- 651T26-2109C
- VIN:
- 5TDZARFH5KS057302

2019 Toyota Highlander
LE FWD
66,855 mi
$23,368
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,373
- Stock #:
- 31KS056023P
- VIN:
- 5TDZARFH7KS056023

-$993
Sponsored Listing
2019 Toyota Highlander
LE FWD
100,373 mi
$19,238
$18,245
CarGurus Analysis: 2020 Toyota Highlander
overall

Summary
With 3,113 currently listed for sale and an average price of $28,406.00, 34.4% 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.
70.7% of 2020 Highlander models on CarGurus are accident-free.
The 2020 Toyota Highlander boasts a redesigned interior focused on passenger comfort, advanced safety features, and a smooth ride, making it an appealing choice for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the crowded midsize SUV segment with its remarkable combination of comfort, spaciousness, and standard advanced safety features. Designed from the ground up, it offers a luxurious feel that rivals some higher-end vehicles, such as Lexus models, making driving it a serene experience. Although some users note concerns about the handling and interior material quality, the vast majority appreciate its smooth ride and extensive technology. The Highlander's advanced infotainment options, including compatibility with Apple CarPlay and Android Auto, coupled with a solid set of safety systems like Toyota Safety Sense 2.0, ensure that it meets the needs of modern families. It's worth mentioning that while the Highlander excels in providing a comfortable passenger experience, the lack of excitement in driving dynamics may not appeal to all buyers.
Other model years to consider
- Average price: $39,151.00
- Good/great deal percentage: 36.1%
- User rating: 5 / 5
- Total listings: 4,033
- Average price: $36,362.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,615
- Average price: $30,529.00
- Good/great deal percentage: 35.0%
- User rating: 4.86 / 5
- Total listings: 3,229
This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles

The Best Three-Row SUVs of 2026
There’s no escaping it: SUVs are everywhere. Minivans offer the space for the most passengers and gear, but big, three-row SUVs deliver on both while offering some level of performance, on and off the paved roads.

The Best Used SUVs Under $10,000 in 2026
Can you get a great SUV for less than $10,000? Heck, yes! Our guide runs through the top 10, with options including family favorites and some upscale options.

Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this comprehensive overview will help you research your next pre-owned Toyota Highlander.
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 |
| LE AWD | $38,400 |
| Limited FWD | $43,650 |
| 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
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Price in Boston: The city of Boston, MA shows the highest average price at $29,072, potentially indicative of higher demand and lower inventory.
- Lowest Price in New York City: In contrast, New York, NY captures the lowest average price at $28,132, suggesting a more price-sensitive market.
- Price Consistency Across Major Markets: Cities like Chicago, Dallas, and Philadelphia have average prices ranging from $27,559 to $27,914, indicating a stable pricing environment across these urban hubs.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 314 | $29,072 |
| Philadelphia, PA | 254 | $27,914 |
| Chicago, IL | 229 | $27,379 |
| Dallas, TX | 234 | $27,559 |
| New York, NY | 309 | $28,132 |
| Los Angeles, CA | 193 | $24,949 |
| Miami, FL | 162 | $25,096 |
| Washington, DC | 300 | $27,979 |
| Atlanta, GA | 257 | $28,033 |
| Houston, TX | 231 | $27,040 |
Pricing by Trim Packages
Key Insights
- Dominant Trim Supply: The XLE AWD trim leads inventory with 3,089 listings, highlighting its popularity among consumers.
- Limited AWD Holds Value: The Limited AWD trim, priced at $45,600, commands a premium position, reflecting its loaded features and likely consumer preference for luxury options.
- Affordable Base Trim: The LE AWD, with an MSRP of $38,400, offers a middle ground, balancing cost and features for value-oriented buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3089 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1352 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1177 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE FWD | 804 | $36,800 | FWD | 3.5L 295 hp V6 |
| LE AWD | 789 | $38,400 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 558 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 374 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 301 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Recent Years Maintain Premium Pricing: The 2026 model is priced significantly higher at $51,668, reflecting strong demand and limited depreciation in new models.
- Older Models Show Steep Depreciation: Models from 2015 to 2019 exhibit decreasing prices, with the 2019 Highlander down ~23% compared to its original MSRP.
- Stable Pricing for Mid-Aged Models: The 2021 Highlander is priced at $30,885, indicating a depreciation that suggests it remains a robust option at a competitive price point.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,668 | +12.4% |
| 2025 Toyota Highlander | $40,320 | $41,691 | +3.4% |
| 2024 Toyota Highlander | $39,270 | $39,368 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $36,497 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,186 | -4.7% |
| 2021 Toyota Highlander | $35,085 | $30,885 | -12.0% |
| 2019 Toyota Highlander | $31,830 | $24,529 | -23.0% |
| 2018 Toyota Highlander | $31,230 | $22,686 | -27.6% |
| 2017 Toyota Highlander | $30,630 | $20,960 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $19,184 | -37.0% |
| 2015 Toyota Highlander | $29,765 | $17,240 | -42.2% |
These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.