Used Toyota Highlander for Sale nearCanaan, CT
210 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2018
- 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:
- 164,032
- Stock #:
- 4956
- VIN:
- 5TDJZRFH0JS560658
Sponsored by Gale Toyota
2018 Toyota Highlander
XLE AWD
164,032 mi
$17,399
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,189
- Stock #:
- HA0608A
- VIN:
- 5TDJZRFH3KS599536
Sponsored Listing
2019 Toyota Highlander
94,189 mi
$25,207
- 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:
- 98,512
- Stock #:
- P585111
- VIN:
- 5TDJZRFH0KS585111
Sponsored Listing
2019 Toyota Highlander
XLE AWD
98,512 mi
$23,894
- 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:
- 98,512
- Stock #:
- P585111
- VIN:
- 5TDJZRFH0KS585111
2019 Toyota Highlander
XLE AWD
98,512 mi
$23,894
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Exterior color:
- Red (Sizzling Crimson Mica)
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,231
- VIN:
- 5TDDK3EH6DS278500
-$1,175
2013 Toyota Highlander
Limited V6 AWD
102,231 mi
$16,596
$15,421
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Cypress Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- Automatic
- Mileage:
- 71,398
- VIN:
- 5TDDK3EH0CS148033
2012 Toyota Highlander
Limited AWD
71,398 mi
$16,672
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,953
- Stock #:
- 26127A
- VIN:
- 5TDKDRBH7PS039762
2023 Toyota Highlander
LE AWD
26,953 mi
$35,478
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,648
- Stock #:
- C50939A
- VIN:
- 5TDBZRFH1HS408547
2017 Toyota Highlander
LE Plus AWD
73,648 mi
$22,061
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,759
- Stock #:
- S2005A
- VIN:
- 5TDBKRFH1GS287277
2016 Toyota Highlander
LE Plus AWD
77,759 mi
$21,504
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,419
- Stock #:
- 70007029
- VIN:
- 5TDZARFH0KS056459
2019 Toyota Highlander
LE FWD
80,419 mi
$21,797
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 100,563
- Stock #:
- N26395A
- VIN:
- 5TDJKRFH5GS265925
2016 Toyota Highlander
XLE AWD
100,563 mi
$19,637
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Walnut
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 164,093
- Stock #:
- 3740A
- VIN:
- 5TDJZRFH4HS476045
-$1,341
2017 Toyota Highlander
XLE AWD
164,093 mi
$17,675
$16,334
- Year:
- 2023
- 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
- Transmission:
- Automatic
- Mileage:
- 60,258
- Stock #:
- 260595A
- VIN:
- 5TDKDRBH2PS005857
2023 Toyota Highlander
Platinum AWD
60,258 mi
$39,103
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 3,845 currently listed for sale and an average price of $39,166.00, 38.0% 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.
88.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it an excellent choice for families.
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,636
- Stock #:
- 11639TB
- VIN:
- 5TDKDRBHXPS028075
2023 Toyota Highlander
XSE AWD
53,636 mi
$37,299
- 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:
- 83,438
- Stock #:
- C107744B
- VIN:
- 5TDJZRFH7KS579919
2019 Toyota Highlander
XLE AWD
83,438 mi
$25,489
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,340
- Stock #:
- FEU7775A
- VIN:
- 5TDKDRBH2PS520065
2023 Toyota Highlander
Platinum AWD
62,340 mi
$35,669
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 104,070
- VIN:
- 5TDDZRBH6LS047405
2020 Toyota Highlander
Limited AWD
104,070 mi
$26,690
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,189
- Stock #:
- HA0608A
- VIN:
- 5TDJZRFH3KS599536
2019 Toyota Highlander
94,189 mi
$25,207
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 117,466
- Stock #:
- 313186N
- VIN:
- 5TDDKRFH8GS313186
2016 Toyota Highlander
Limited AWD
117,466 mi
$17,985
- 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:
- 129,418
- Stock #:
- M-016252
- VIN:
- 5TDGZRBHXLS016252
2020 Toyota Highlander
XLE AWD
129,418 mi
$22,850
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,066
- Stock #:
- FEU7305A
- VIN:
- 5TDKDRBH0PS028201
2023 Toyota Highlander
XLE AWD
33,066 mi
$35,164
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 103,465
- Stock #:
- 393
- VIN:
- 5TDBK3EH5BS062299
2011 Toyota Highlander
Base
103,465 mi
$13,933
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,759
- Stock #:
- S2005A
- VIN:
- 5TDBKRFH1GS287277
Sponsored Listing
2016 Toyota Highlander
LE Plus AWD
77,759 mi
$21,504
FAQs
How much does the Toyota Highlander cost in Canaan, CT?
How many Toyota Highlander vehicles in Canaan, CT 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 | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
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
- New Model Premium: The 2026 Toyota Highlander is priced at $52,518, representing a 13.5% increase over its MSRP, indicating strong demand for the latest model.
- Steep Depreciation for Older Models: The 2016 Highlander shows a significant depreciation of -38.5% from its original MSRP, reflecting the typical depreciation curve for vehicles over time.
- Best Value Year: The 2021 model is currently priced at $30,878, which is -12.4% below MSRP, making it an attractive option for budget-conscious buyers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $52,518 | +13.5% |
| 2025 Toyota Highlander | $40,320 | $41,288 | +2.4% |
| 2024 Toyota Highlander | $39,270 | $39,387 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,349 | -0.7% |
| 2022 Toyota Highlander | $35,855 | $33,872 | -5.5% |
| 2021 Toyota Highlander | $35,085 | $30,878 | -12.4% |
| 2020 Toyota Highlander | $34,600 | $28,579 | -17.5% |
| 2019 Toyota Highlander | $31,830 | $24,400 | -23.3% |
| 2018 Toyota Highlander | $31,230 | $22,487 | -28.0% |
| 2017 Toyota Highlander | $30,630 | $20,990 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,777 | -38.5% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The New York, NY market has the highest average price at $26,708, likely due to higher demand and lower inventory.
- Lowest Prices in Chicago: Chicago, IL offers the lowest average price at $24,600, indicating a more competitive market with potentially higher inventory levels.
- Price Variation Across Cities: Significant price differences exist, with Los Angeles, CA averaging $25,841, suggesting regional preferences and demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 648 | $26,708 |
| Los Angeles, CA | 523 | $25,841 |
| Chicago, IL | 350 | $24,600 |
| Dallas, TX | 369 | $26,691 |
| Philadelphia, PA | 272 | $28,176 |
| Houston, TX | 372 | $25,539 |
| Miami, FL | 201 | $29,898 |
| Washington, DC | 467 | $26,938 |
| Atlanta, GA | 306 | $27,223 |
| Boston, MA | 657 | $28,482 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,171 listings, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited Trim: The Limited AWD trim, priced at $50,725, reflects a significant markup due to its luxury features, appealing to buyers seeking higher-end options.
- Consistent Drivetrain Preference: All trims listed are AWD, suggesting a strong market demand for all-weather capability in the Highlander lineup.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,171 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,233 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 702 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 566 | $53,925 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 3,845 currently listed for sale and an average price of $39,166.00, 38.0% 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.
88.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it an excellent choice for families.
Why it stands out
The 2024 Toyota Highlander continues to build on its reputation as a reliable and family-friendly SUV. With its spacious interior and comfortable seating for up to eight passengers, it is designed to accommodate families and their gear with ease. The Highlander is equipped with a suite of advanced safety features, including Toyota Safety Sense, which enhances driver confidence. Its smooth ride and refined handling make it a pleasure to drive, while the availability of hybrid models offers excellent fuel efficiency. Overall, the Highlander is a well-rounded vehicle that appeals to buyers looking for practicality and reliability in a midsize SUV.
Other model years to consider
- Average price: $36,159.00
- Good/great deal percentage: 37.2%
- User rating: 4.75 / 5
- Total listings: 4,496
- Average price: $30,445.00
- Good/great deal percentage: 36.1%
- User rating: 4.86 / 5
- Total listings: 3,248
- Average price: $33,455.00
- Good/great deal percentage: 36.6%
- User rating: 4.44 / 5
- Total listings: 4,837
These recommendations are based on CarGurus' proprietary market data from July 13, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,135
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$27,907
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,323
- User rating4.8636
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