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2,240 listings
  • New Listing
    • 39,829 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax Waterbury (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waterbury, CT / 26 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: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH2KS619310
    Stock: 27018950
    Certified Pre-Owned: No

    • 48,582 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Westbrook Toyota (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Westbrook, CT / 37 miles away from Bridgeport, CT

    JUST REPRICED FROM $39,995, FUEL EFFICIENT 27 MPG Hwy/20 MPG City! Excellent Condition, CARFAX 1-Owner, Toyota Certified, ONLY 48,582 Miles! Heated Le...

    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: 5TDDZRBH2MS159331
    Stock: 56762
    Certified Pre-Owned: Yes
    Listed since: 03-29-2025

  • Stock photo**
    • 40,919 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • City World Toyota (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    Midnight Black Metallic 2021 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC * AWD, * SUNROOF / MOONROOF, * LEATHER, * ALLOY WHEELS, * BLUE T...

    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: 5TDLZRBH0MS084690
    Stock: UC29197
    Certified Pre-Owned: No
    Listed since: 05-08-2025

    • 24,322 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Curry Toyota (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Cortlandt Manor, NY / 39 miles away from Bridgeport, CT

    Certified. Magnetic Gray Metallic 2021 Toyota Highlander LE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! 20/27 City/Highway MPGToyota Gold C...

    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: 5TDBZRBH2MS153505
    Stock: 8349C
    Certified Pre-Owned: Yes
    Listed since: 04-23-2025

  • Stock photo**
    • 88,966 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 21 City / 29 Hwy MPG
    • Emos Auto Sales (55 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Paterson, NJ / 55 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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH0MS052079
    Stock: 052079
    Certified Pre-Owned: No
    Listed since: 05-10-2025

    • 60,261 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Rivera Toyota of Mount Kisco (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Kisco, NY / 30 miles away from Bridgeport, CT

    ONE OWNER, ALL WHEEL DRIVE, BACK UP CAMERA, BLUETOOTH/HANDS FREE CELL PHONE, 2 SETS OF KEYS, AWD. 2021 Toyota Highlander XLE AWD 8-Speed Automatic Mag...

    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: 5TDGZRBH7MS559365
    Stock: U10629
    Certified Pre-Owned: No
    Listed since: 04-21-2025

  • New Listing
    $36,998
    fair price
    $907 above market
    • 31,682 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MD to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Laurel, MD / 241 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH6MS158275
    Stock: 27249190
    Certified Pre-Owned: No

  • New Listing
    • 96,330 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • MG Enterprise USA (62 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Bloomingdale, NJ / 62 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBHXMS116663
    Stock: 116663
    Certified Pre-Owned: No

    • Not provided
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Penn Toyota (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    WHY BUY NEW SAVE THOUSANDS ON A PRE-OWN!!!! TOYOTA GOLD CERTIFIED!!!20/27 City/Highway MPGOur Business Practices are Old School! We Put Our Best Foot ...

    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: 5TDGZRBH2MS559709
    Stock: U29538D
    Certified Pre-Owned: Yes
    Listed since: 04-24-2025

    • 45,217 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Yes Autos (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Elmhurst, NY / 49 miles away from Bridgeport, CT

    1 OWNER,HIGHLANDER XLE MODEL WITH 3RD ROW SEATINGBACK UP CAMERA & NAVIGATION- OUT OF STATE CAR... LOW MILES.GARAGE KEPT, OUT OF STATE CARWe Finance Ev...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH0MS134912
    Stock: 45217
    Certified Pre-Owned: No
    Listed since: 01-18-2025

  • New Listing
    • 36,524 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wilmington, NC / 543 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH6MS141802
    Stock: 27019321
    Certified Pre-Owned: No

  • New Listing
    • 85,758 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • EMG Auto Sales (73 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Avenel, NJ / 73 miles away from Bridgeport, CT

    Contact CAR REVOLUTION today for information on dozens of vehicles like this 2021 Toyota Highlander XSE. Want more room? Want more style? This Toyota ...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH5MS067285
    Stock: 14816
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • New Listing
    • 37,631 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to CT*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Memphis, TN / 998 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: No

    Features and Specs:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDGZRAHXMS051179
    Stock: 27322056
    Certified Pre-Owned: No

  • New Listing
    • 45,024 miles
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Bakersfield, CA / 2,494 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDCZRBH6MS106725
    Stock: 27395996
    Certified Pre-Owned: No

  • New Listing
    $40,998
    fair price
    $756 above market
    • 40,973 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to CT*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tampa, FL / 1,047 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH9MS084698
    Stock: 27291259
    Certified Pre-Owned: No

  • New Listing
    • 43,618 miles
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AL to CT*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Hoover, AL / 925 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/29 Highway)

    Listing Information:

    VIN: 5TDLZRAHXMS088733
    Stock: 26907092
    Certified Pre-Owned: No

  • New Listing
    • 55,674 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Richmond, VA / 341 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 Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH5MS063122
    Stock: 2003720911
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    $30,990
    fair price
    $70 above market
    • 90,971 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 21 City / 29 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Birmingham, AL / 916 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: No

    Features and Specs:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDLZRAH7MS083005
    Stock: 2003719079
    Certified Pre-Owned: No
    Listed since: 05-10-2025

  • New Listing
    • 50,891 miles
    • 2 accidents, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • car zone (69 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Linden, NJ / 69 miles away from Bridgeport, CT

    Welcome to Car Zone. We are a full service New Jersey used car dealer located in Linden serving the towns of Union County NJ, Elizabeth NJ, Westfield ...

    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: 5TDCZRBH9MS136818
    Stock: 136818
    Certified Pre-Owned: No
    Listed since: 09-25-2024

  • New Listing
    • 46,381 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NM to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Albuquerque, NM / 1,850 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH3MS547878
    Stock: 27114819
    Certified Pre-Owned: No

  • $32,998
    good price
    $1,742 below market
    • 57,020 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to CT*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Jacksonville, FL / 897 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: No

    Features and Specs:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDYZRAH7MS074987
    Stock: 26459657
    Certified Pre-Owned: No

Showing 463 - 483 out of 2,240 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
3.6 out of 5 stars94 Reviews
Write a vehicle reviewSee all 94 reviews
  • 5 star
    (44%)
  • 4 star
    (17%)
  • 3 star
    (17%)
  • 2 star
    (4%)
  • 1 star
    (18%)
5 out of 5 stars

Couldn’t be happier!

S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
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Used 2019 Toyota Highlander in Bridgeport, CT Values

Estimated values
2019 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$25,286$27,856$30,141
Clean$24,515$27,000$29,207
Average$23,231$25,573$27,649
Rough$21,562$23,717$25,624

The average list price of a used 2019 Toyota Highlander in Bridgeport, Connecticut is $35,161. The average mileage on a used Toyota Highlander 2019 for sale in Bridgeport, Connecticut is 53,329. Based on the average mileage of 53,329 for used 2019 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 2019 in Bridgeport, Connecticut to be $23,231.

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