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1,060 listings
  • $22,995
    great price
    $5,581 below market
    • 70,600 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Sleek and stylish in white with a sophisticated gray cloth interior. - Powered by a robust 3.5L V6 engine delivering 295hp. - Loaded with advanced...

    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: 5TDBZRBH9MS139648
    Stock: 139648N
    Certified Pre-Owned: No

  • $21,995
    great price
    $3,522 below market
    • 89,300 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Elegant white exterior with luxurious brown leather interior - Powerful 3.5L V6 engine with 295hp for a smooth and dynamic drive - Advanced safety...

    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: 5TDDZRFHXJS846496
    Stock: 846496N
    Certified Pre-Owned: No

  • $16,495
    great price
    $2,214 below market
    • 106,800 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Reliable and stylish 2015 Toyota Highlander XLE with a powerful 3.5L V6 engine. - Luxurious black leather interior with advanced technology feature...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFHXFS198981
    Stock: 198981N
    Certified Pre-Owned: No

  • $21,995
    great price
    $2,703 below market
    • 101,600 miles
    • No accidents, 1 owner, taxi vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Sleek black exterior with luxurious black leather interior - Powerful 3.5L V6 engine with 295hp and 263ft. lbs. torque - Advanced safety features:...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH3KS585278
    Stock: 585278NL
    Certified Pre-Owned: No

  • $25,000
    great price
    $2,646 below market
    • 61,788 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Empire Volvo Cars Smithtown (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Saint James, NY / 22 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH1KS708141
    Stock: U1628T
    Certified Pre-Owned: No
    Listed since: 03-15-2025

  • $17,495
    great price
    $2,680 below market
    • 125,300 miles
    • 1 accident, 4 owners, personal use
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Luxurious tan leather interior and sleek white exterior combine sophistication and style. - Powerful 3.5L V6 engine with 295 horsepower for a smoot...

    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: 5TDJZRFH5HS401886
    Stock: 401886N
    Certified Pre-Owned: No

  • $23,195
    great price
    $2,610 below market
    • 70,305 miles
    • 2 accidents, 1 owner, personal use
    • 6cyl automatic
    • Autoland USA (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Selden, NY / 23 miles away from Bridgeport, CT

    This 2019 Toyota Highlander XLE is a reliable and powerful SUV. With an all-wheel drive system and 3.5 liter 6 cylinder engine, this car has been driv...

    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: 5TDJZRFH3KS598242
    Stock: 9165F
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • $17,995
    good price
    $811 below market
    • 100,300 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Experience luxury with a sophisticated black exterior and plush gray leather interior. - Powered by a robust 3.5L V6 engine delivering 270hp with a...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH4FS161358
    Stock: 161358N
    Certified Pre-Owned: No

  • $42,987
    good price
    $1,083 below market
    • 2,238 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Danbury Pre-Owned Center (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Danbury, CT / 24 miles away from Bridgeport, CT

    2024 Toyota Highlander Wind Chill Pearl XLE Like new, Save money, Call now, Local Trade, AWD, ABS brakes, Active Cruise Control, Alloy wheels, Electro...

    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: 5TDKDRBH1RS569728
    Stock: A25342A
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • New Listing
    $33,998
    good price
    $1,162 below market
    • 30,123 miles
    • 4cyl automatic
    • CarMax East Haven (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in East Haven, CT / 15 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: 5TDKDRBH5PS031370
    Stock: 26324009
    Certified Pre-Owned: No

  • Price Drop
    $21,809
    good price
    $1,613 below market
    • 84,160 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Danbury Kia (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    WAS $24,812, $3,200 below J.D. Power Retail!, EPA 26 MPG Hwy/20 MPG City! XLE trim. Heated Leather Seats, 3rd Row Seat, Navigation, Sunroof, Alloy Whe...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH5JS878937
    Stock: K8512
    Certified Pre-Owned: No
    Listed since: 03-05-2025

  • Price Drop
    $36,995
    good price
    $1,765 below market
    • 23,699 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Brandfon Hyundai (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in New Haven, CT / 15 miles away from Bridgeport, CT

    ALL WHEEL DRIVE!, ONE OWNER!, MARKET BASED PRICE DEALER!. 20/27 City/Highway MPG 20/27 City/Highway MPG

    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: 5TDGZRBH0NS585730
    Stock: H7884A
    Certified Pre-Owned: No
    Listed since: 03-31-2025

  • New Listing
    $22,995
    good price
    $599 below market
    • 107,246 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Luxurious interior with other leather seating, offering comfort and style. - Powerful 3.5L V6 engine with 295hp and 263ft. lbs. of torque for a dyn...

    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: 5TDDZRFHXJS819234
    Stock: 819234N
    Certified Pre-Owned: No

  • $20,000
    fair price
    $769 below market
    • 100,001 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Honda Of Stamford (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Stamford, CT / 22 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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH1JS830338
    Stock: 29655
    Certified Pre-Owned: No
    Listed since: 02-24-2025

  • Price Drop
    $42,319
    good price
    $1,034 below market
    • 23,555 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Hertz Car Sales Smithtown (23 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Smithtown, NY / 23 miles away from Bridgeport, CT

    At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...

    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: 5TDKDRAH2RS537274
    Stock: 55476
    Certified Pre-Owned: No
    Listed since: 03-03-2025

  • $44,495
    good price
    $1,711 below market
    • 28,956 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Greentree Toyota (21 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Certified. CARFAX One-Owner. 2023 Toyota Highlander Platinum AWDAWD, ABS brakes, Active Cruise Control, Alloy wheels, Digital Rearview Mirror w/HomeL...

    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: 5TDKDRBH3PS008699
    Stock: U22029A
    Certified Pre-Owned: Yes
    Listed since: 11-19-2024

  • Price Drop
    $41,531
    fair price
    $821 below market
    • 27,301 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Hertz Car Sales Smithtown (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Smithtown, NY / 23 miles away from Bridgeport, CT

    At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...

    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: 5TDKDRBH9RS553065
    Stock: 55177
    Certified Pre-Owned: No
    Listed since: 01-31-2025

  • $29,495
    good price
    $739 below market
    • 56,328 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Greentree Toyota (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    Certified. CARFAX One-Owner. 2022 Toyota Highlander L AWDAWD.Highlander AWD L AWD Black 3.5L V6 DOHC 8-Speed Automatic 4D Sport UtilityToyota Gold ...

    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: 5TDCZRBH5NS216943
    Stock: U22298
    Certified Pre-Owned: Yes
    Listed since: 03-28-2025

  • $18,499
    fair price
    $363 above market
    • 122,022 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Ingersoll Auto of Danbury (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Clean CARFAX. Highlander XLE V6, AWD, Exterior Parking Camera Rear, Garage door transmitter, Heated front seats, Navigation System, Power Liftgate, Po...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH1GS285587
    Stock: T285587
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • New Listing
    Stock photo**
    $9,980
    fair price
    $1,047 below market
    • 161,996 miles
    • 6cyl automatic
    • Greentree Toyota (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

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

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 5TDDK3EH7AS004797
    Stock: U22347
    Certified Pre-Owned: No
    Listed since: 04-11-2025

    • 113,382 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Naugatuck, CT / 24 miles away from Bridgeport, CT

    - Reliable and powerful 3.5L V6 engine with 270 horsepower - Spacious interior with second-row rear vents and privacy glass - Award-winning family v...

    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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH8BS062068
    Stock: 62068N
    Certified Pre-Owned: No

Showing 1 - 21 out of 1,060 listings

Buying a Toyota Highlander in Bridgeport Connecticut

For those exploring Bridgeport, CT, the Toyota Highlander stands out as a practical and versatile choice. Its comfortable and quiet ride makes it well-suited for both daily commutes and weekend excursions to local attractions like Beardsley Zoo or the scenic waterfront. The Highlander’s spacious interior can easily accommodate families heading out for day trips, while its solid V6 engine provides a balance of power and fuel efficiency ideal for navigating city streets and longer drives alike.

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