Used 2020 Toyota Highlander for Sale nearJacksonville, FL
209 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 8-Speed Automatic
- Mileage:
- 90,803
- Stock #:
- OA38802A
- VIN:
- 5TDHZRAH4MS083808


Sponsored by Nissan of Orange Park
2021 Toyota Highlander
XLE FWD
90,803 mi
$28,629
- 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:
- 108,198
- Stock #:
- 63434G
- VIN:
- 5TDLZRBH6MS062144

Sponsored Listing
2021 Toyota Highlander
XSE AWD
108,198 mi
$28,332
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,594
- Stock #:
- 005215S
- VIN:
- 5TDYZRAH7LS005215

Sponsored Listing
2020 Toyota Highlander
Limited FWD
81,594 mi
$30,078
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Exterior color:
- White
- Interior color:
- Black
- Mileage:
- 110,348
- Stock #:
- 31675
- VIN:
- 5TDJZRFH3KS624953

2019 Toyota Highlander
XLE AWD
110,348 mi
$20,995
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,594
- Stock #:
- 005215S
- VIN:
- 5TDYZRAH7LS005215

2020 Toyota Highlander
Limited FWD
81,594 mi
$30,078
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 124,406
- Stock #:
- KS338157
- VIN:
- 5TDKZRFH0KS338157

-$701
2019 Toyota Highlander
XLE FWD
124,406 mi
$22,198
$21,497
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,632
- Stock #:
- 096047H
- VIN:
- 5TDGZRBH0MS096047

2021 Toyota Highlander
XLE AWD
36,632 mi
$33,894
- 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:
- 58,911
- Stock #:
- 4JT029
- VIN:
- 5TDZARFH0KS051617

2019 Toyota Highlander
LE FWD
58,911 mi
$23,806
- 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:
- 100,847
- Stock #:
- 26952A
- VIN:
- 5TDBZRFH8KS746096

-$1,000
2019 Toyota Highlander
LE Plus AWD
100,847 mi
$21,339
$20,339
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,952
- Stock #:
- 912
- VIN:
- 5TDJZRAH3MS048517

2021 Toyota Highlander
XSE FWD
51,952 mi
$32,388
- 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:
- 108,198
- Stock #:
- 63434G
- VIN:
- 5TDLZRBH6MS062144

2021 Toyota Highlander
XSE AWD
108,198 mi
$28,332
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 78,017
- Stock #:
- Y0821
- VIN:
- 5TDZZRAH6MS055531

-$500
2021 Toyota Highlander
LE FWD
78,017 mi
$25,834
$25,334
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,750
- Stock #:
- A55322
- VIN:
- 5TDFZRBH8LS055322

-$2,100
2020 Toyota Highlander
Platinum AWD
107,750 mi
$29,913
$27,813
CarGurus Analysis:
2020 Toyota Highlander
With 208 currently listed for sale near Jacksonville, FL and an average price of $27,156.00, 20.7% 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.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is praised for its smooth ride, advanced safety features, and spacious interior, making it a popular choice for families.
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 101,030
- Stock #:
- 061273
- VIN:
- 5TDZARFH0KS061273

2019 Toyota Highlander
LE FWD
101,030 mi
$19,722
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,697
- Stock #:
- 524190
- VIN:
- 5TDGZRAH8MS524190

2021 Toyota Highlander
XLE FWD
96,697 mi
$24,842
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,787
- Stock #:
- MS146789
- VIN:
- 5TDLZRBH1MS146789

2021 Toyota Highlander
XSE AWD
105,787 mi
$28,732
- 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:
- 8-Speed Automatic
- Mileage:
- 90,803
- Stock #:
- OA38802A
- VIN:
- 5TDHZRAH4MS083808

2021 Toyota Highlander
XLE FWD
90,803 mi
$28,629
- 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
$21,756
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,629
- Stock #:
- 368583
- VIN:
- 5TDKZRFH2KS368583

2019 Toyota Highlander
XLE FWD
101,629 mi
$22,462
$21,962
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 108,599
- Stock #:
- 551647
- VIN:
- 5TDKZRFH8KS551647

2019 Toyota Highlander
XLE FWD
108,599 mi
$20,903
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,782
- Stock #:
- R40098A
- VIN:
- 5TDZZRFH8KS346831

-$400
2019 Toyota Highlander
LE FWD
104,782 mi
$22,813
$22,413
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,810
- Stock #:
- LS511812T
- VIN:
- 5TDGZRAH8LS511812

2020 Toyota Highlander
XLE FWD
78,810 mi
$24,427
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 101,030
- Stock #:
- 061273
- VIN:
- 5TDZARFH0KS061273

Sponsored Listing
2019 Toyota Highlander
LE FWD
101,030 mi
$19,722
CarGurus Analysis: 2020 Toyota Highlander
overall

Summary
With 208 currently listed for sale near Jacksonville, FL and an average price of $27,156.00, 20.7% 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.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is praised for its smooth ride, advanced safety features, and spacious interior, making it a popular choice for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the crowded midsize SUV market with its exceptional comfort and spacious interior, making it an ideal choice for families. Redesigned for 2020, it offers a quiet ride and a plush cabin that rivals luxury vehicles, providing a serene driving experience. The Highlander is equipped with a robust 3.5-liter V6 engine that delivers 295 horsepower, ensuring brisk acceleration while maintaining fuel efficiency. Notably, it features a comprehensive suite of safety technologies, including Toyota Safety Sense 2.0, which enhances driver confidence. While some reviewers have noted that the handling could be improved and the styling is somewhat uninspired, the overall quality, advanced features, and comfort make the Highlander a compelling option for buyers seeking a reliable and family-friendly SUV.
Other model years to consider
- Average price: $37,204.00
- Good/great deal percentage: 47.5%
- User rating: 5 / 5
- Total listings: 162
- Average price: $33,257.00
- Good/great deal percentage: 46.3%
- User rating: 4.75 / 5
- Total listings: 214
- Average price: $27,928.00
- Good/great deal percentage: 29.9%
- User rating: 4.86 / 5
- Total listings: 184
This analysis is based on CarGurus' proprietary market data from July 7, 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 |
|---|---|
| Platinum FWD | $46,850 |
| 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: Jacksonville, FL Market Report
Pricing by Nearby Locations
Market Area: Jacksonville, FL
Key Insights
- Lowest Prices in Leesburg: The market in Leesburg, FL ($26,611) offers the most competitive pricing, likely due to higher inventory levels.
- Saint Augustine Commands Higher Prices: In contrast, Saint Augustine, FL ($27,217) has the highest average price, suggesting a more affluent buyer demographic or lower inventory.
- Stable Pricing Across Cities: The average prices across nearby cities range from $26,611 to $27,217, indicating a relatively stable market with minor fluctuations.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Saint Augustine, FL | 202 | $27,217 |
| Ocala, FL | 200 | $27,679 |
| Daytona Beach, FL | 195 | $26,969 |
| Brunswick, GA | 194 | $26,849 |
| Leesburg, FL | 208 | $26,611 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Available Trim: The XLE AWD trim leads the inventory with 118 listings, indicating strong demand for this configuration.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $45,600 MSRP, reflects a significant markup due to its luxury features, appealing to buyers seeking high-end options.
- FWD vs. AWD Dynamics: The inventory shows a preference for AWD trims, with XLE FWD and LE FWD having fewer listings compared to their AWD counterparts, suggesting a regional preference for all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 118 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 87 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 73 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE FWD | 60 | $36,800 | FWD | 3.5L 295 hp V6 |
| LE AWD | 31 | $38,400 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 28 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 34 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 26 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2025 Highlander is currently priced at $36,943, which is about -16.5% below its original MSRP, indicating a strong demand for newer models.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation at -49.3% compared to its original MSRP, highlighting the rapid value loss typical of older vehicles.
- Best Value in Recent Years: The 2022 Highlander is priced at $31,449, reflecting a modest depreciation of -12.5%, making it a compelling option for buyers seeking a balance of price and modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 | $40,320 | $36,943 | -8.5% |
| 2024 | $39,270 | $37,604 | -4.3% |
| 2023 | $36,620 | $33,301 | -8.8% |
| 2022 | $35,855 | $31,449 | -12.5% |
| 2021 | $35,085 | $27,551 | -21.5% |
| 2019 | $31,830 | $23,021 | -27.5% |
| 2018 | $31,230 | $21,188 | -32.1% |
| 2017 | $30,630 | $18,516 | -39.7% |
| 2016 | $30,490 | $19,208 | -37.0% |
| 2015 | $29,765 | $15,054 | -49.3% |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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