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3,598 listings
- $38,182great price$2,695 below market
- 32,984 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Generation Buick GMC (40 mi away)
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Located in Bohemia, NY / 40 miles away from New Haven, CT
Black 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! Odometer is 16809 miles below market average! 20/27 Cit...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH7MS071187
Stock: U1160TS
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$28,488great price$3,144 below market
- 41,401 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Certified Auto Group (55 mi away)
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Located in Hempstead, NY / 55 miles away from New Haven, CT
We take pride in providing high-quality vehicles and exceptional customer service. Our extensive inventory offers a wide variety of cars to suit every...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS027788
Stock: G17136
Certified Pre-Owned: No
Listed since: 05-24-2025 - $39,988great price$2,750 below market
- 25,059 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Conicelli Toyota of Conshohocken (150 mi away)
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Located in Conshohocken, PA / 150 miles away from New Haven, CT
AWD, CarFax One Owner! This Toyota Highlander is CERTIFIED! Back-up Camera, Bluetooth, This 2023 Toyota Highlander XSE, has a great Magnetic Gray Meta...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS511270
Stock: T254090A
Certified Pre-Owned: Yes
Listed since: 05-16-2025 - New Listing$34,998great price$5,594 below market
- 29,905 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to CT*
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Located in Bakersfield, CA / 2,503 miles away from New Haven, CT
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS042425
Stock: 27452448
Certified Pre-Owned: No - $28,897great price$2,575 below market
- 75,897 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Hillside Toyota (63 mi away)
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Located in Jamaica, NY / 63 miles away from New Haven, CT
2021 Toyota Highlander XLE AWD — Certified Luxury and Versatility Titan Motor Group is proud to offer this exceptional 2021 Toyota Highlander ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH6MS532369
Stock: HU15096T
Certified Pre-Owned: Yes
Listed since: 04-04-2025 - $34,495great price
- 27,216 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,489 miles away from New Haven, CT
3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satellite Radio,Turbo/Supercharged,WiFi Hotspot,Pow...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS009860
Stock: PS009860A
Certified Pre-Owned: No - $40,632good price$4,351 below market
- 14,406 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Paul Miller Toyota of West Caldwell (78 mi away)
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Located in West Caldwell, NJ / 78 miles away from New Haven, CT
***Apple CarPlay***, ***Pre-Collision Sys***, ***Dynamic Radar Cruise Control***, ***Lane Departure Alert w/ Steering Assist***, ***Android Auto***, A...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS036270
Stock: W5919
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$41,998good price$2,242 below market
- 20,481 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from SC to CT*
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Located in Greenville, SC / 680 miles away from New Haven, CT
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS520248
Stock: 27446252
Certified Pre-Owned: No - $25,481great price$3,102 below market
- 94,893 miles
- 4 accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Mercedes-Benz of West Chester (169 mi away)
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Located in West Chester, PA / 169 miles away from New Haven, CT
1 OWNER FULL DEALER SERVICE HISTORY. NEW MERCEDES-BENZ TRADE. 3RD ROW SEATING, POWER MOONROOF, BLIND SPOT MONITOR WITH CROSS TRAFFIC ALERT, HEATED SEA...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH3MS149193
Stock: MS149193T
Certified Pre-Owned: No
Listed since: 04-08-2025 - $31,998good price$2,058 below market
- 33,372 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to CT*
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Located in Lynnwood, WA / 2,429 miles away from New Haven, CT
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS004021
Stock: 27194782
Certified Pre-Owned: No - $40,998good price
- 13,716 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to CT*
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Located in San Antonio, TX / 1,648 miles away from New Haven, CT
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS013032
Stock: 27424373
Certified Pre-Owned: No - New Listing$33,998good price$2,648 below market
- 13,701 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from VA to CT*
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Located in Fredericksburg, VA / 323 miles away from New Haven, CT
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1PS525646
Stock: 27239898
Certified Pre-Owned: No - Price Drop$33,498great price$2,687 below market
- 66,449 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Clovis, CA / 2,498 miles away from New Haven, CT
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Remote Start,Satellite Radio,Sunroof / Moon...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH7PS016191
Stock: PS016191PR
Certified Pre-Owned: No - Price Drop$29,996great price$2,017 below market
- 69,608 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Lancaster Hyundai (198 mi away)
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Located in East Petersburg, PA / 198 miles away from New Haven, CT
New Price! Highlander XLE AWD.Gray 2021 Toyota HighlanderXLEAWD 8-Speed Automatic 3.5L V6 DOHCCLICK TO LEARN MORE. 20/27 City/Highway MPGAwards: * ALG...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH3MS063550
Stock: H15037B
Certified Pre-Owned: No
Listed since: 03-21-2025 - Price Drop$34,990great price$5,155 below market
- 33,327 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Sacramento, CA / 2,545 miles away from New Haven, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS042026
Stock: 2003579844
Certified Pre-Owned: No
Listed since: 03-27-2025 - $38,985good price$2,987 below market
- 28,950 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- TSF Auto Sales (68 mi away)
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Located in Hasbrouck Heights, NJ / 68 miles away from New Haven, CT
This 2023 Toyota Highlander 4dr XLE AWD CARPLAY REAR CAMERA LEATHER SUNROOF 3RD ROW SEAT LOADED! features a 2.4L 4 CYLINDER 4cyl Gasoline engine. It i...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH0PS516001
Stock: 516001CH
Certified Pre-Owned: No
Listed since: 05-23-2025 - $33,495fair price$793 below market
- 36,483 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Atlantic Chevrolet (44 mi away)
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Located in Bay Shore, NY / 44 miles away from New Haven, CT
*The Internet Price is reflective after $1,995 down. Price subject to change Subject to primary lenders approval. All prices exclude tax, title, deale...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH4MS544195
Stock: 53293T
Certified Pre-Owned: No
Listed since: 04-17-2025 - $28,990great price$2,390 below market
- 77,597 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Elite Mitsubishi (63 mi away)
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Located in Jamaica, NY / 63 miles away from New Haven, CT
Advertised price does not include tax, title, license inspection, finance charges, lender fees (if applicable). To take advantage of advertised pricin...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDLZRAH0MS081712
Stock: EU1723
Certified Pre-Owned: No
Listed since: 05-22-2025 - $40,989good price$3,141 below market
- 36,455 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Eastchester Chrysler Jeep Dodge Ram (56 mi away)
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Located in Bronx, NY / 56 miles away from New Haven, CT
XSE trim. Clean. PRICED TO MOVE $500 below J.D. Power Retail! Heated Seats, Sunroof, 3rd Row Seat, Power Liftgate, Turbo Charged, All Wheel Drive, All...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8PS014918
Stock: EUPS014918
Certified Pre-Owned: No
Listed since: 04-05-2025 - $37,758good price$1,565 below market
- 42,045 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Dartmouth (104 mi away)
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Located in North Dartmouth, MA / 104 miles away from New Haven, CT
Low miles! 16,081 Miles Below Average 2021 Toyota Highlander XSE 50 State Emissions, All-Weather Floor Liner Package, Alloy Wheel Locks - Chrome, Prem...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH0MS138514
Stock: N69712A
Certified Pre-Owned: Yes
Listed since: 04-26-2025 - $32,400great price$2,325 below market
- 40,682 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- McGovern Hyundai 93 (124 mi away)
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Located in Wilmington, MA / 124 miles away from New Haven, CT
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH5MS554598
Stock: H4253A
Certified Pre-Owned: No
Listed since: 02-28-2025
Showing 421 - 441 out of 3,598 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Love the vehicle, Infotainment is unusable
bbells, 04/16/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Love the gas mileage, 30+mpg in eco mode. Towing capacity. Comfort. Nice vehicle except the "drive connect" app advertisement makes the entertainment system unusable. It will lock up the system for 1 to 10 minutes so no music, no google maps, no phone, nothing, until it decides to clear itself. Toyota says you can pay $200 a year to remove the advertisement by subscribing to drive … connect. This makes it the definition of ransomware. But there is nothing in the app I need or want. Neither ToyotaUSA, their tech department, or the dealer can fix it. I will either be selling the vehicle or replacing the entertainment system when the free trial of drive connect ends in a couple months. For those of us who use their phone for maps, texts or communication the system makes the vehicle unusable. Update: Can't put in different infotainment system, it is integrated into the vehicle. Toyota gave me a free trial of drive connect. Unfortunately anytime i am in an area without internet the display is locked up asking for a password. Can't enter a password until i get into an internet area, then go s back to asking for a password when i leave it. Worthless and unusable. Toyota wouldn't fix it. After 7 months they bought it back from me. Last Toyota.
Used 2021 Toyota Highlander in New Haven, CT Values
Estimated values
2021 Toyota Highlander Platinum 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $37,831 | $40,049 | $42,273 |
| Clean | $37,025 | $39,176 | $41,331 |
| Average | $35,683 | $37,721 | $39,760 |
| Rough | $33,938 | $35,830 | $37,718 |
The average list price of a used 2021 Toyota Highlander in New Haven, Connecticut is $34,822. The average mileage on a used Toyota Highlander 2021 for sale in New Haven, Connecticut is 40,697. Based on the average mileage of 40,697 for used 2021 Toyota Highlander for sale in New Haven, CT and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2021 in New Haven, Connecticut to be $35,683.
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