Skip to main content
Skip to Filters
1,162 listings
  • $19,995
    great price
    $3,816 below market
    • 101,600 miles
    • No accidents, 1 owner, taxi vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

  • Price Drop
    $26,444
    great price
    $3,152 below market
    • 81,354 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Empire Chevrolet of Huntington (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Huntington, NY / 40 miles away from New Haven, CT

    Priced below KBB Fair Purchase Price! Bl 2020 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Odometer is 13546 miles below market av...

    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: 5TDDZRBH1LS030303
    Stock: U15700I
    Certified Pre-Owned: No
    Listed since: 12-02-2024

  • New Listing
    Stock photo**
    $32,990
    great price
    $3,558 below market
    • 23,887 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Stream Auto Outlet Amity (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Amityville, NY / 50 miles away from New Haven, CT

    Recent Arrival!<br>2022 Toyota Highlander XLE Wind Chill Pearl AWD 3.5L V6 DOHC<br><br>* NYS INSPECTION INCLUDED *, * FULL INTERIOR / EXTERIOR DETAIL *, * BACK...

    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: 5TDGZRBH3NS173639
    Stock: 5546
    Certified Pre-Owned: No
    Listed since: 01-15-2025

  • $4,999
    great price
    $3,537 below market
    • 144,000 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Choice Motor Car (24 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    Close

    Located in Plainville, CT / 24 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:

    19 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: JTEEP21A550080550
    Stock: 080550
    Certified Pre-Owned: No
    Listed since: 09-10-2024

  • Price Drop
    $21,949
    great price
    $2,477 below market
    • 55,303 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Victory Cars Central (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Levittown, NY / 50 miles away from New Haven, 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: 5TDBZRFH6KS916780
    Stock: 1799C
    Certified Pre-Owned: No
    Listed since: 01-07-2025

  • $32,995
    great price
    $3,006 below market
    • 67,271 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Toyota of Colchester (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Colchester, CT / 36 miles away from New Haven, CT

    Certified. Celestial Silver Metallic 2022 Toyota Highlander XLE 4D Sport Utility AWD 8-Speed Automatic 3.5L V6 DOHC 20/27 City/Highway MPGToyota 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: 5TDHZRBH9NS176050
    Stock: N17454A
    Certified Pre-Owned: Yes
    Listed since: 11-08-2024

  • Price Drop
    $23,670
    great price
    $1,599 below market
    • 77,163 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Ingersoll Auto of Danbury (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danbury, CT / 27 miles away from New Haven, CT

    Clean CARFAX. ABS brakes, Active Cruise Control, Alloy wheels, Auto-dimming Rear-View mirror, Electronic Stability Control, Exterior Parking Camera Re...

    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: 5TDJZRFH5JS555942
    Stock: T555942
    Certified Pre-Owned: No
    Listed since: 01-06-2025

  • Price Drop
    $29,999
    great price
    $2,172 below market
    • 62,622 miles
    • No accidents, 1 owner, rental vehicle
    • 6cyl automatic
    • Enterprise Car Sales East Hartford (35 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in East Hartford, CT / 35 miles away from New Haven, CT

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 5TDGZRBH2MS072056
    Stock: 8C5QR2
    Certified Pre-Owned: No
    Listed since: 10-25-2024

  • Stock photo**
    $33,987
    great price
    $2,720 below market
    • 50,879 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Middletown Toyota (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Middletown, CT / 23 miles away from New Haven, CT

    New Price! Certified. CARFAX One-Owner. Clean CARFAX.<br><br>2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC<br><br>AWD.<br><br>Serving Middletown Connect...

    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: 5TDGZRBH2NS178573
    Stock: A09180U
    Certified Pre-Owned: Yes
    Listed since: 09-26-2024

  • $23,998
    fair price
    $314 below market
    • 101,014 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax East Haven (3 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Haven, CT / 3 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH8JS528279
    Stock: 26603338
    Certified Pre-Owned: No

  • New Listing
    $39,998
    fair price
    $451 below market
    • 24,970 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • CarMax Waterbury (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Waterbury, CT / 16 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDJZRBH4NS172442
    Stock: 26778385
    Certified Pre-Owned: No

  • New Listing
    $35,998
    good price
    $1,102 below market
    • 38,077 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax Hartford (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Hartford, CT / 36 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH2NS208249
    Stock: 26816777
    Certified Pre-Owned: No

  • $35,995
    fair price
    $468 below market
    • 30,662 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Acura Of Bay Shore (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Bay Shore, NY / 43 miles away from New Haven, CT

    Midnight Black Metallic exterior and BLACK interior. Heated Seats, Moonroof, Third Row Seat, iPod/MP3 Input, Satellite Radio, Back-Up Camera, Rear Air...

    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: 5TDGZRBH8NS565631
    Stock: T20839
    Certified Pre-Owned: No
    Listed since: 12-04-2024

  • New Listing
    $19,995
    good price
    $832 below market
    • 85,200 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

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

    2023 DealerRater Consumer Satisfaction Award winner - Connecticut's highest volume independent auto dealer! We have the area's largest selection of p...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH0HS434654
    Stock: 434654N
    Certified Pre-Owned: No

  • $17,895
    fair price
    $952 below market
    • 82,222 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Premier Autos (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Huntington Station, NY / 41 miles away from New Haven, CT

    We are a full service New York used car dealer located in Huntington serving the towns of Suffolk County, Nassau County, Long Island NY, Queens NY, Co...

    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: 5TDBKRFH3ES044955
    Stock: 988
    Certified Pre-Owned: No

  • $40,495
    good price
    $2,937 below market
    • 8,619 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Greentree Toyota (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Danbury, CT / 27 miles away from New Haven, CT

    Certified. CARFAX One-Owner. 2023 Toyota Highlander XLE AWD<br>AWD, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front ...

    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/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS512226
    Stock: U22026A
    Certified Pre-Owned: Yes
    Listed since: 11-18-2024

  • Price Drop
    $51,820
    good price
    $1,758 below market
    • 9,452 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Greentree Toyota (27 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Danbury, CT / 27 miles away from New Haven, CT

    Certified. CARFAX One-Owner. 2024 Toyota Highlander Platinum AWD<br>AWD, 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: 5TDKDRBH1RS556008
    Stock: U21993A
    Certified Pre-Owned: Yes
    Listed since: 11-06-2024

  • $38,845
    fair price
    $1,159 below market
    • 15,483 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Land Rover Huntington (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Huntington, NY / 40 miles away from New Haven, CT

    2023 Toyota Highlander Midnight Black Metallic CARFAX One-Owner. Clean CARFAX. Long term financing and low interest rates are available for qualified...

    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: 5TDKDRBH9PS026530
    Stock: 5358S
    Certified Pre-Owned: No
    Listed since: 01-04-2025

  • $41,525
    fair price
    $738 above market
    • 22,881 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Toyota of Wallingford (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wallingford, CT / 13 miles away from New Haven, CT

    2023 Toyota Highlander XLE Certified. Clean CARFAX. CARFAX One-Owner. 21/28 City/Highway MPGNEW ARRIVAL, HEATED LEATHER SEATS, PREMIUM SOUND, LOADED W...

    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: 5TDKDRBH2PS046456
    Stock: P5093
    Certified Pre-Owned: No
    Listed since: 12-15-2024

  • $14,500
    fair price
    $277 below market
    • 141,618 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Wallingford Auto Park (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Wallingford, CT / 12 miles away from New Haven, CT

    CALL TODAY 888-451-0820<br>Wallingford Auto Park has been exceeding clients expectations and building our reputation as the most trusted Used Car Dealers...

    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: 5TDBKRFH9ES041784
    Stock: 18918
    Certified Pre-Owned: No
    Listed since: 11-07-2024

  • New Listing
    $16,000
    good price
    $1,303 below market
    • 36,387 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Stoler Lexus (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Farmingdale, NY / 47 miles away from New Haven, CT

    2011 Toyota Highlander Limited Magnetic Gray Metallic AWD 5-Speed Automatic with Overdrive 3.5L V6 SMPI DOHC<br><br>1 OWNER, CLEAN CARFAX, WELL MAINTAINED, ...

    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: 5TDDK3EH5BS049948
    Stock: SU33817T
    Certified Pre-Owned: No
    Listed since: 01-16-2025

Showing 1 - 21 out of 1,162 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 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.