Used 2021 Toyota Highlander for Sale near Connecticut
220 vehicles found
- 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:
- 80,756
- Stock #:
- 25F437A
- VIN:
- 5TDGZRBH6MS155845
Sponsored by Stevens Ford of Milford
2021 Toyota Highlander
XLE AWD
80,756 mi
$28,895
- Year:
- 2022
- 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:
- 41,092
- Stock #:
- UP43298
- VIN:
- 5TDLZRBH3NS243669
Sponsored Listing
2022 Toyota Highlander
XSE AWD
41,092 mi
$37,992
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,047
- Stock #:
- 260737A
- VIN:
- 5TDGZRBH5MS098151
Sponsored Listing
2021 Toyota Highlander
XLE AWD
72,047 mi
$31,824
- Year:
- 2022
- 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:
- 22,779
- Stock #:
- KN6577A
- VIN:
- 5TDGZRBH5NS594973
2022 Toyota Highlander
XLE AWD
22,779 mi
$37,272
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,567
- Stock #:
- TS724509A
- VIN:
- 5TDLZRBH5NS183071
2022 Toyota Highlander
XSE AWD
55,567 mi
$37,599
- 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:
- 46,579
- Stock #:
- 24024BT
- VIN:
- 5TDGZRBH3MS154488
2021 Toyota Highlander
XLE AWD
46,579 mi
$33,539
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Automatic
- Mileage:
- 71,213
- Stock #:
- 121020
- VIN:
- 5TDLZRBHXMS121020
2021 Toyota Highlander
XSE AWD
71,213 mi
$28,564
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,567
- Stock #:
- 57017
- VIN:
- 5TDFZRBH6NS205754
2022 Toyota Highlander
Platinum AWD
52,567 mi
$38,811
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,367
- Stock #:
- X7803
- VIN:
- 5TDGZRBH4LS027649
2020 Toyota Highlander
XLE AWD
87,367 mi
$27,255
- 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:
- 76,993
- Stock #:
- U10239
- VIN:
- 5TDLZRBH9MS153120
2021 Toyota Highlander
XSE AWD
76,993 mi
$30,519
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 128,324
- Stock #:
- A-035436
- VIN:
- 5TDHZRBHXLS035436
2020 Toyota Highlander
XLE AWD
128,324 mi
$23,699
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,643
- Stock #:
- 110507
- VIN:
- 5TDGZRBH1MS122591
-$766
2021 Toyota Highlander
XLE AWD
49,643 mi
$32,742
$31,976
- 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
$38,288
CarGurus Analysis:
2021 Toyota Highlander
With 3,307 currently listed for sale and an average price of $30,474.00, 34.7% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
78.2% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features upgraded safety technology as standard, enhancing its reputation for reliability and performance in the highly competitive three-row crossover market.
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,094
- VIN:
- 5TDGZRBHXMS545153
2021 Toyota Highlander
XLE AWD
41,094 mi
$33,695
- 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
$31,004
- Year:
- 2022
- 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:
- 68,265
- Stock #:
- 27028I
- VIN:
- 5TDDZRBH9NS191582
2022 Toyota Highlander
Limited AWD
68,265 mi
$33,456
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,763
- Stock #:
- U2000743
- VIN:
- 5TDDZRBH9LS011059
2020 Toyota Highlander
Limited AWD
64,763 mi
$31,923
- 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:
- [1G3] Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 58,766
- Stock #:
- 553783S
- VIN:
- 5TDGZRAH2NS553783
![[1G3] Magnetic Gray Metallic 2022 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/04/24/00/34/2022_toyota_highlander-pic-1285140681254082234-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2022 Toyota Highlander
XLE FWD
58,766 mi
$29,700
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,750
- Stock #:
- U1400315
- VIN:
- 5TDGZRBH4NS177568
2022 Toyota Highlander
XLE AWD
33,750 mi
$37,208
- 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:
- 98,194
- Stock #:
- H25609A
- VIN:
- 5TDGZRBH2MS551366
2021 Toyota Highlander
XLE AWD
98,194 mi
$27,975
- 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
$22,699
- 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:
- 113,517
- Stock #:
- 513675
- VIN:
- 5TDGZRBH3LS513675
2020 Toyota Highlander
XLE AWD
113,517 mi
$25,170
- Year:
- 2022
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,783
- Stock #:
- 200763
- VIN:
- 5TDGZRBH9NS200763
Sponsored Listing
2022 Toyota Highlander
XLE AWD
85,783 mi
$31,994
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 3,307 currently listed for sale and an average price of $30,474.00, 34.7% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
78.2% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features upgraded safety technology as standard, enhancing its reputation for reliability and performance in the highly competitive three-row crossover market.
Why it stands out
The 2021 Toyota Highlander remains a strong contender in the three-row crossover segment, celebrated for its exemplary comfort, reliability, and versatile features. With a powerful 3.5-liter V6 engine producing 295 horsepower coupled with an eight-speed automatic transmission, the Highlander provides a dependable driving experience, although it may not impress those seeking spirited performance.
For 2021, Toyota has introduced the XSE trim, which features sportier styling and minor performance enhancements while still catering to family needs. Inside, the Highlander impresses with its high-quality interior materials and spacious seating arrangements, particularly in the second row, although it also comes with some limitations like third-row passenger comfort and cargo space compared to rivals.
An extensive suite of safety features, including the upgraded Toyota Safety Sense 2.5+, sets the Highlander apart as a secure choice for families. The incorporation of features such as adaptive cruise control and lane-keeping assist highlights Toyota's commitment to safety without compromising comfort, making the Highlander a top pick for family-oriented buyers.
Other model years to consider
- Average price: $39,141.00
- Good/great deal percentage: 36.5%
- User rating: 5 / 5
- Total listings: 4,139
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
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4.9 Overall rating
Filter by rating
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.
Tony T
Reviewed a 2021 Toyota Highlander on Jul 5, 2022
Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.
Melissa C
Reviewed a 2021 Toyota Highlander on May 6, 2024
Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.
Frederick and Mariah P
Reviewed a 2021 Toyota Platinum AWD on Mar 5, 2023
Absolutely love the upgraded features of this car. The panoramic sunroof is stunning, the infotainment screen is huge and easy to operate, the seats are insanely comfortable, and the ride is so smooth and surprisingly quiet on the inside. We haven’t had the car for long but we are absolutely loving it so far. We are so glad that we decided to go with the platinum trim!
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $37,285 |
| LE AWD | $38,885 |
| XSE FWD | $41,680 |
| Limited AWD | $45,990 |
| XSE AWD | $43,630 |
| Platinum AWD | $49,190 |
| XLE FWD | $40,085 |
| XLE AWD | $41,685 |
2021 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Toyota Highlander prices has changed over time.
See more price trends2021 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Philadelphia: With an average price of $32,340, Philadelphia stands out as the most expensive market, indicating strong demand or limited supply.
- Best Value in Miami: Miami’s average price of $25,937 is significantly lower than other markets, reflecting a more price-sensitive demographic or higher inventory availability.
- Inventory Variation: Cities like New York (333 listings) and Dallas (242 listings) showcase moderate inventory levels, leading to average prices that align closely with the national average range.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Philadelphia, PA | 239 | $32,340 |
| Chicago, IL | 231 | $30,052 |
| Dallas, TX | 242 | $30,500 |
| New York, NY | 333 | $29,717 |
| Houston, TX | 233 | $30,294 |
| Boston, MA | 282 | $31,191 |
| Los Angeles, CA | 197 | $29,364 |
| Washington, DC | 300 | $29,909 |
| Atlanta, GA | 255 | $30,249 |
| Miami, FL | 165 | $25,937 |
Pricing by Trim Packages
Key Insights
- XLE AWD Leading Inventory: The XLE AWD (3,123 listings) is the most commonly available trim, indicating strong consumer demand for this configuration.
- Price Variation Across Trims: The Limited AWD trim, priced at $45,990 MSRP, is the highest, commanding a premium due to its added luxury features, while LE FWD at $37,285 MSRP remains one of the more affordable options.
- AWD Preference: AWD trims dominate the listings, reflecting consumer preference for all-weather capabilities in family SUVs.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3123 | $41,685 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1396 | $40,085 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1239 | $45,990 | AWD | 3.5L 295 hp V6 |
| LE AWD | 782 | $38,885 | AWD | 3.5L 295 hp V6 |
| LE FWD | 781 | $37,285 | FWD | 3.5L 295 hp V6 |
| XSE AWD | 728 | $43,630 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 559 | $49,190 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 377 | $44,040 | FWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- 2026 Model Premium: The 2026 Highlander commands the highest average price of $51,688, marking a 12.6% premium above its MSRP, indicating strong demand for the latest models.
- Significant Depreciation in Older Models: The 2015 Highlander shows a steep depreciation drop, with an average price of $17,323, down ~41% from its original MSRP.
- Value in 2023 Model: The 2023 Highlander is priced at $36,512, maintaining a modest depreciation of -0.3% compared to its MSRP, making it a potentially attractive option for buyers looking for recent model year vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,688 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,521 | +3.0% |
| 2024 Toyota Highlander | $39,270 | $39,398 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,512 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,011 | -5.1% |
| 2020 Toyota Highlander | $34,600 | $28,914 | -16.6% |
| 2019 Toyota Highlander | $31,830 | $24,667 | -22.7% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,971 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $19,010 | -37.6% |
| 2015 Toyota Highlander | $29,765 | $17,323 | -41.8% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
