Used Toyota Highlander for Sale near Islamorada, FL
513 results
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,715
- Stock #:
- G453336A
- VIN:
- 5TDKDRBH3RS548377
Sponsored by Hollywood Kia
2024 Toyota Highlander
XLE AWD
37,715 mi
$38,084
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,228
- Stock #:
- PBMS034823
- VIN:
- 5TDGZRAH3MS034823
Sponsored Listing
2021 Toyota Highlander
XLE FWD
38,228 mi
$30,832
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,023
- Stock #:
- TPS000119
- VIN:
- 5TDKDRAH5PS000119
Sponsored Listing
2023 Toyota Highlander
Limited FWD
26,023 mi
$38,217
- 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:
- Shoreline Mist
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 27,156
- Stock #:
- T51318A
- VIN:
- 5TDZZRFH9KS316916
2019 Toyota Highlander
LE Plus FWD
27,156 mi
$25,563
- 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:
- 19,370
- Stock #:
- TMS038404
- VIN:
- 5TDFZRAH9MS038404
2021 Toyota Highlander
Platinum FWD
19,370 mi
$36,222
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,878
- Stock #:
- 463823A
- VIN:
- 5TDKDRAH0PS509129
2023 Toyota Highlander
L FWD
18,878 mi
$34,286
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,632
- Stock #:
- 317259
- VIN:
- 5TDKZRFH2KS317259
2019 Toyota Highlander
XLE FWD
110,632 mi
$17,995
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,543
- Stock #:
- TDPS527352
- VIN:
- 5TDKDRAH5PS527352
2023 Toyota Highlander
XLE FWD
32,543 mi
$33,628
- Year:
- 2018
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,434
- Stock #:
- T51079A
- VIN:
- 5TDZARFH8JS035731
2018 Toyota Highlander
LE
81,434 mi
$20,563
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,941
- Stock #:
- 489879A
- VIN:
- 5TDLZRAH5NS091492
2022 Toyota Highlander
XSE FWD
57,941 mi
$33,731
- 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:
- 8-Speed Automatic
- Mileage:
- 80,323
- Stock #:
- MS517393
- VIN:
- 5TDCZRAH0MS517393
2021 Toyota Highlander
L FWD
80,323 mi
$22,490
- 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:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 31,790
- Stock #:
- MS536756T
- VIN:
- 5TDDZRBH2MS536756
2021 Toyota Highlander
Limited AWD
31,790 mi
$37,952
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,852
- Stock #:
- NS112309
- VIN:
- 5TDGZRAH5NS112309
2022 Toyota Highlander
XLE FWD
43,852 mi
$33,642
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,027 currently listed for sale and an average price of $39,234.00, 35.6% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.6% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features an innovative interior design with advanced technology, including a large touchscreen infotainment system and ample cargo space, making it a prime choice for families.
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,502
- Stock #:
- PS526231
- VIN:
- 5TDKDRAHXPS526231
2023 Toyota Highlander
XLE FWD
26,502 mi
$35,666
- 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:
- 48,040
- Stock #:
- U087720
- VIN:
- 5TDGZRAH5MS087720
2021 Toyota Highlander
XLE FWD
48,040 mi
$31,485
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- Automatic
- Mileage:
- 38,445
- Stock #:
- 429662A
- VIN:
- 5TDKDRAH0PS520003
2023 Toyota Highlander
XLE FWD
38,445 mi
$34,728
- 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:
- 50,129
- Stock #:
- KS301886
- VIN:
- 5TDKZRFH4KS301886
2019 Toyota Highlander
XLE FWD
50,129 mi
$25,824
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 52,181
- Stock #:
- TGB44365A
- VIN:
- 5TDGZRAHXNS130076
2022 Toyota Highlander
XLE FWD
52,181 mi
$26,880
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 19,370
- Stock #:
- T51089A
- VIN:
- 5TDZZRAH6NS122680
2022 Toyota Highlander
LE FWD
19,370 mi
$31,563
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,727
- Stock #:
- PS038099
- VIN:
- 5TDKDRAH6PS038099
2023 Toyota Highlander
XLE FWD
33,727 mi
$34,553
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,482
- Stock #:
- 033134CA1
- VIN:
- 5TDKDRAH1PS033134
2023 Toyota Highlander
XLE FWD
43,482 mi
$33,389
- 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:
- 70,210
- Stock #:
- P090353A
- VIN:
- 5TDCZRAH8MS084311
2021 Toyota Highlander
L FWD
70,210 mi
$24,069
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,619
- Stock #:
- SS552017
- VIN:
- 5TDKDRAH5SS552017
-$1,400
Sponsored Listing
2025 Toyota Highlander
LE FWD
28,619 mi
$34,498
$33,098
FAQs
How much does the Toyota Highlander cost in Islamorada, FL?
How many Toyota Highlander vehicles in Islamorada, FL have no reported accidents or damage?
What fuel types are available?
4.7 Overall rating
Customers say
Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
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.
Luong S
Reviewed a 2012 Toyota Base on Apr 26, 2026
This car's features are very good and have great value the only missing is it has only one key.
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.
Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,525 |
| XLE AWD | $45,870 |
| XSE AWD | $47,940 |
| Limited AWD | $50,325 |
Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Highlander prices has changed over time.
See more price trendsToyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Strong Premium for Newer Models: The 2026 Highlander is priced at $51,951, indicating a 13.7% increase from its MSRP, reflecting a strong market demand for the latest model year.
- Significant Depreciation in Older Models: The 2016 Honda Highlander shows the most depreciation, with an average price of $18,838, representing a drop of −38.2% from MSRP, highlighting a steep depreciation curve with age.
- Best Value in Recent Model Years: Models from 2022 and 2021 are priced at $34,319 and $30,840, respectively, suggesting they offer greater value with lower depreciation rates compared to older vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,951 | +13.7% |
| 2025 Toyota Highlander | $40,320 | $41,475 | +2.9% |
| 2024 Toyota Highlander | $39,270 | $40,239 | +2.5% |
| 2023 Toyota Highlander | $36,620 | $36,508 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,319 | -4.3% |
| 2021 Toyota Highlander | $35,085 | $30,840 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,946 | -16.5% |
| 2019 Toyota Highlander | $31,830 | $24,576 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,621 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $21,100 | -30.7% |
| 2016 Toyota Highlander | $30,490 | $18,838 | -38.2% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The average price in New York, NY is $27,006, likely driven by higher demand and lower inventory in metropolitan areas.
- Lowest Prices in Houston: Conversely, Houston, TX offers the most competitive pricing at $25,135, indicating a potentially greater inventory or lower demand in that region.
- Price Variations by City: Cities like Dallas and Philadelphia demonstrate moderate pricing fluctuations, with average prices of $27,871 and $29,320, respectively, reflecting different supply-demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 736 | $27,006 |
| Dallas, TX | 363 | $27,871 |
| Philadelphia, PA | 271 | $29,320 |
| Houston, TX | 362 | $25,135 |
| Chicago, IL | 392 | $26,250 |
| Los Angeles, CA | 506 | $25,717 |
| Atlanta, GA | 327 | $26,659 |
| Boston, MA | 657 | $28,457 |
| Miami, FL | 219 | $28,650 |
| Washington, DC | 447 | $26,894 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Common: The XLE AWD trim has the highest listings at 3,124, reflecting strong consumer preference for its features and price point.
- Limited AWD Holds Premium: The Limited AWD trim has the highest MSRP at $50,325, indicating strong demand for luxury features in this segment.
- XSE AWD Offers Strong Features at Mid-Range Price: With 721 listings and an MSRP of $47,940, the XSE AWD trim balances features and pricing effectively, appealing to a wide range of buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3124 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1196 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 721 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,525 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from June 11, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,027 currently listed for sale and an average price of $39,234.00, 35.6% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.6% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features an innovative interior design with advanced technology, including a large touchscreen infotainment system and ample cargo space, making it a prime choice for families.
Why it stands out
The 2024 Toyota Highlander continues the legacy of its predecessors with its spacious design, reliability, and family-friendly features. With a well-rounded reputation built over generations, this latest model boasts enhanced comfort and advanced safety technologies that appeal to a wide range of consumers. The Highlander not only offers seating for up to eight passengers but also includes optional hybrid variants, presenting an efficient choice for families needing both space and fuel economy. Its smooth ride and quality fit-and-finish resonate well with buyers looking for a dependable midsize SUV.
Other model years to consider
- Average price: $36,398.00
- Good/great deal percentage: 34.1%
- User rating: 4.75 / 5
- Total listings: 4,613
- Average price: $33,757.00
- Good/great deal percentage: 33.9%
- User rating: 4.44 / 5
- Total listings: 4,876
- Average price: $16,191.00
- Good/great deal percentage: 32.2%
- User rating: 4.78 / 5
- Total listings: 1,161
These recommendations are based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,398
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,278
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,402
- User rating4.8636
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