Skip to main content
Skip to Filters
2,152 listings
  • $33,825
    fair price
    $454 above market
    • 40,114 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Westbury Toyota (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Westbury, NY / 36 miles away from Bridgeport, CT

    2021 Toyota Highlander LE Certified. White AWD 8-Speed Automatic 3.5L V6 DOHCTOYOTA CERTIFIED, AWD.Odometer is 11638 miles below market average! 2...

    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: 5TDBZRBH7MS128664
    Stock: WP400
    Certified Pre-Owned: Yes
    Listed since: 06-05-2025

    • 13,987 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Riverhead Ford (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Riverhead, NY / 30 miles away from Bridgeport, CT

    Check out this 2023! It just arrived on our lot this past week! A turbocharger further enhances performance, while also preserving fuel economy. This ...

    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: 5TDKDRBH3PS046241
    Stock: 44194U
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • Price Drop
    $39,590
    great price
    $7,356 below market
    • 25,752 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tampa, FL / 1,055 miles away from Bridgeport, 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: 5TDKDRBH8RS529985
    Stock: 2003698125
    Certified Pre-Owned: No
    Listed since: 06-09-2025

    • 9,708 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • City World Toyota (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bronx, NY / 43 miles away from Bridgeport, CT

    CARFAX One-Owner. Clean CARFAX. Midnight Black Metallic 2023 Toyota Highlander Limited AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...

    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: 5TDKDRBH8PS035381
    Stock: UC29299
    Certified Pre-Owned: No
    Listed since: 06-08-2025

  • Price Drop
    • 38,902 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Kansas City, MO / 1,138 miles away from Bridgeport, 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: 5TDKDRBH5PS039811
    Stock: 2003790961
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • New Listing
    $38,998
    fair price
    $621 below market
    • 23,402 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NJ to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Maple Shade, NJ / 129 miles away from Bridgeport, 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: 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: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH7PS045447
    Stock: 27572870
    Certified Pre-Owned: No

  • Price Drop
    $37,590
    great price
    $4,889 below market
    • 29,429 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Phoenix, AZ / 2,181 miles away from Bridgeport, 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH9RS532735
    Stock: 2003810102
    Certified Pre-Owned: No
    Listed since: 06-10-2025

    • 17,823 miles
    • No accidents, 2 owners, taxi vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • East Coast Toyota (54 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wood Ridge, NJ / 54 miles away from Bridgeport, CT

    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: 5TDKDRBH6PS025366
    Stock: 39415T
    Certified Pre-Owned: Yes
    Listed since: 06-28-2025

  • Price Drop
    • 7,899 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from OR to CT*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Milwaukie, OR / 2,463 miles away from Bridgeport, 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: 5TDKDRBH0PS041059
    Stock: 27469767
    Certified Pre-Owned: No

  • New Listing
    $31,995
    great price
    $1,749 below market
    • 96,406 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • J&M Automotive (21 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Naugatuck, CT / 21 miles away from Bridgeport, CT

    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: 5TDFZRBH8MS110692
    Stock: 2110692
    Certified Pre-Owned: No

    • 28,373 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Atlanta, GA / 802 miles away from Bridgeport, 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: 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: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH2PS039426
    Stock: 2003821823
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • New Listing
    • 9,911 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from UT to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in South Jordan, UT / 2,008 miles away from Bridgeport, 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH6PS017512
    Stock: 26956578
    Certified Pre-Owned: No

    • 15,681 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Newburgh Toyota (55 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Newburgh, NY / 55 miles away from Bridgeport, CT

    Only 15,681 Miles! Boasts 28 Highway MPG and 21 City MPG! Dealer Certified Pre-Owned. This Toyota Highlander delivers a Intercooled Turbo Regular Unle...

    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: 5TDKDRBH2PS528389
    Stock: TS528389
    Certified Pre-Owned: Yes
    Listed since: 06-25-2025

  • New Listing
    $38,998
    fair price
    $653 above market
    • 12,309 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AZ to CT*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Gilbert, AZ / 2,174 miles away from Bridgeport, 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: 5TDKDRAH7PS522976
    Stock: 27572012
    Certified Pre-Owned: No

  • New Listing
    $43,998
    fair price
    $908 above market
    • 29,759 miles
    • 7 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to CT*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Norcross, GA / 783 miles away from Bridgeport, 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 Unavailable.

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH3PS045737
    Stock: 27331497
    Certified Pre-Owned: No

    • 20,756 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota World of Lakewood (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lakewood, NJ / 93 miles away from Bridgeport, CT

    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: 5TDKDRBH9PS035826
    Stock: PS035826
    Certified Pre-Owned: No
    Listed since: 07-03-2025

    • 15,114 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Columbus, OH / 524 miles away from Bridgeport, 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: 5TDKDRBHXPS012572
    Stock: 2003840154
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • New Listing
    • 32,720 miles
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IN to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Indianapolis, IN / 696 miles away from Bridgeport, 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 Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS034575
    Stock: 27439000
    Certified Pre-Owned: No

  • New Listing
    $31,000
    fair price
    $151 below market
    • 96,854 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • Plaza Toyota (57 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brooklyn, NY / 57 miles away from Bridgeport, CT

    2021 Toyota Highlander XSE AWD | Toyota Gold Certified Pre-Owned | Brooklyn NY | $ 31000. CARFAX One-Owner. 20/27 City/Highway MPG Toyota Gold Certifi...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH3MS091858
    Stock: TN090
    Certified Pre-Owned: Yes
    Listed since: 07-08-2025

  • New Listing
    • 22,402 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Advantage Toyota (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Valley Stream, NY / 47 miles away from Bridgeport, CT

    The Finance For amount is reflective after $1995 down, subject to primary lenders approval.Price subject to change. Subject to primary lenders approva...

    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: 5TDKDRBH2PS527789
    Stock: U28277T
    Certified Pre-Owned: No
    Listed since: 07-17-2025

    • 19,331 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Quality Auto Center of Springfield (71 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Springfield, NJ / 71 miles away from Bridgeport, CT

    This outstanding example of a 2021 Toyota Highlander L is offered by Quality Auto Center. This Toyota Highlander L is an incredibly versatile vehicle ...

    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: 5TDBZRBH8MS103109
    Stock: 14050
    Certified Pre-Owned: No
    Listed since: 05-15-2025

Showing 379 - 399 out of 2,152 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
3.4 out of 5 stars46 Reviews
Write a vehicle reviewSee all 46 reviews
  • 5 star
    (37%)
  • 4 star
    (15%)
  • 3 star
    (13%)
  • 2 star
    (24%)
  • 1 star
    (11%)
2 out of 5 stars

Hot Garbage

Koopa, 10/08/2023
2023 Toyota Highlander Limited 4dr SUV AWD (2.4L 4cyl Turbo 8A)
Stay away from the turbo 4-cyl. After about 3500-4000 miles on the odometer it performs completely different than when new. Horrible lag from the turbo and then an unexpected rush of power causing the car to behave squirrelly. The dealer will look at you like you’re nuts when you try to explain the problem as well. The infotainment is complicated and cumbersome. The seats aren’t great … and the armrest position on the drivers door is lacking. What other car company charges a monthly fee for remote start that doesn’t even stay running when you open the door? As a long time Toyota household, and a 3-time Highlander owning family, this is a very disappointing vehicle. We won’t even consider another Toyota product that doesn’t have a naturally aspirated engine because of this hot garbage. After 6k miles, we traded it in on a brand new 2023 Honda Pilot. Very happy with the Pilot.
Report abuse

Used 2021 Toyota Highlander in Bridgeport, CT Values

Estimated values
2021 Toyota Highlander LE 4dr SUV AWD (3.5L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$27,598$30,188$32,785
Clean$27,011$29,530$32,054
Average$26,032$28,434$30,836
Rough$24,758$27,008$29,252

The average list price of a used 2021 Toyota Highlander in Bridgeport, Connecticut is $39,548. The average mileage on a used Toyota Highlander 2021 for sale in Bridgeport, Connecticut is 28,887. Based on the average mileage of 28,887 for used 2021 Toyota Highlander for sale in Bridgeport, 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 Bridgeport, Connecticut to be $26,032.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius100 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.