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94 listings
  • New Listing
    $40,998
    great price
    $2,741 below market
    • 47,661 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • CarMax Hartford (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Hartford, CT / 42 miles away from Milford, 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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB57RS008333
    Stock: 27791122
    Certified Pre-Owned: No

  • $52,995
    good price
    $2,557 below market
    • 11,590 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Greentree Toyota (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Certified. CARFAX One-Owner. 2024 Toyota Grand Highlander Limited AWD20" Aluminum Alloy Wheels, ABS brakes, Active Cruise Control, Alloy wheels, Elec...

    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: 5TDAAAB54RS053617
    Stock: U21950A
    Certified Pre-Owned: Yes
    Listed since: 10-22-2024

  • $49,588
    good price
    $2,679 below market
    • 16,207 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 27 Hwy MPG
    • Westchester Toyota (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Yonkers, NY / 44 miles away from Milford, CT

    INFO ABOUT THIS VEHICLE: Our Midnight Black Metallic 2024 Toyota Grand Highlander Limited has 16207 miles with Light Gray interior colo...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB58RS049859
    Stock: WU29557
    Certified Pre-Owned: Yes
    Listed since: 06-10-2025

  • Price Drop
    $45,799
    good price
    $1,498 below market
    • 7,118 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 27 Hwy MPG
    • Tarrytown Honda (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Tarrytown, NY / 43 miles away from Milford, CT

    CARFAX One-Owner. Clean CARFAX.INSPECTED BY OUR FACTORY TRAINED HONDA TECHNICIANS! OUR VEHICLES ARE VERY CLEAN AND HAVE BEEN THROUGHLY CHECKED OVER IN...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB54RS065220
    Stock: 38412
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • Price Drop
    $44,888
    good price
    $2,200 below market
    • 25,779 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 21 City / 27 Hwy MPG
    • Westchester Toyota (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Yonkers, NY / 44 miles away from Milford, CT

    INFO ABOUT THIS VEHICLE: Our Midnight Black Metallic 2024 Toyota Grand Highlander XLE has 25779 miles with Black interior color has bee...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB5XRS028253
    Stock: WU29542
    Certified Pre-Owned: Yes
    Listed since: 06-09-2025

  • Price Drop
    • 8,508 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Westchester Toyota (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Yonkers, NY / 44 miles away from Milford, CT

    INFO ABOUT THIS VEHICLE: Our Storm Cloud 2024 Toyota Grand Highlander Limited has 8508 miles with Light Gray interior color has been ce...

    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: 5TDAAAB53RS055472
    Stock: WU29561
    Certified Pre-Owned: Yes
    Listed since: 06-09-2025

  • Stock photo**
    • 18,757 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Middletown Toyota (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Middletown, CT / 30 miles away from Milford, CT

    Certified. CARFAX One-Owner. Clean CARFAX.2024 Toyota Grand Highlander Limited AWD 8-Speed Automatic 2.4L 4-CylinderFresh oil change, 160 point To...

    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: 5TDAAAB5XRS010884
    Stock: BL06439U
    Certified Pre-Owned: Yes
    Listed since: 06-30-2025

  • Price Drop
    $45,288
    good price
    $1,473 below market
    • 16,772 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 21 City / 27 Hwy MPG
    • Westchester Toyota (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Yonkers, NY / 44 miles away from Milford, CT

    INFO ABOUT THIS VEHICLE: Our Wind Chill Pearl 2024 Toyota Grand Highlander XLE has 16772 miles with Black interior color has been certi...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB5XRS003868
    Stock: WU29560
    Certified Pre-Owned: Yes
    Listed since: 06-13-2025

  • Price Drop
    • 7,028 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • CarMax East Haven (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in East Haven, CT / 10 miles away from Milford, 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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB53RS040647
    Stock: 27653777
    Certified Pre-Owned: No

  • $51,495
    fair price
    $1,304 above market
    • 29,536 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 21 City / 27 Hwy MPG
    • Westbury Toyota (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Westbury, NY / 43 miles away from Milford, CT

    2024 Toyota Grand Highlander Limited Certified. Midnight Black Metallic AWD 8-Speed Automatic 2.4L 4-CylinderONE OWNER, TOYOTA CERTIFIED, SAVE UP TO...

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB54RS016115
    Stock: WP381
    Certified Pre-Owned: Yes
    Listed since: 05-22-2025

    • 18,634 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Stoler Lexus (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Farmingdale, NY / 40 miles away from Milford, CT

    2024 Toyota Grand Highlander Limited Wind Chill Pearl AWD 8-Speed Automatic 2.4L 4-Cylinder20" Aluminum Alloy Wheels, ABS brakes, Active Cruise Cont...

    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: 5TDAAAB56RS006623
    Stock: SU34388T
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • New Listing
    • 2,666 miles
    • 8 Seats, 21 City / 27 Hwy MPG
    • Nissan of Bayshore (38 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Bay Shore, NY / 38 miles away from Milford, CT

    Only 2,666 Miles! Boasts 27 Highway MPG and 21 City MPG! This Toyota Grand Highlander delivers a Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engi...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB55SS089015
    Stock: UB10303T
    Certified Pre-Owned: No
    Listed since: 07-30-2025

    • Not provided
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Lexus of Freeport (50 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Freeport, NY / 50 miles away from Milford, CT

    2024 Toyota Grand Highlander Platinum AWD 8-Speed Automatic 2.4L 4-Cylinder Wind Chill Pearl11 Speakers, ABS brakes, Active Cruise Control, Alloy wh...

    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: 5TDAAAB53RS015490
    Stock: PF03101
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • Price Drop
    $44,990
    great price
    $8,063 below market
    • 18,783 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cleveland, OH / 448 miles away from Milford, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB57RS063784
    Stock: 2003627729
    Certified Pre-Owned: No
    Listed since: 04-09-2025

  • Price Drop
    $44,990
    great price
    $4,275 below market
    • 13,886 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Sacramento, CA / 2,539 miles away from Milford, 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: 5TDAAAA55RS017372
    Stock: 2003912080
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • Price Drop
    $49,749
    good price
    $3,150 below market
    • 2,285 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Farmington Hills, MI / 537 miles away from Milford, CT

    Low Mileage

    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: 5TDAAAB56RS059628
    Stock: RS059628P
    Certified Pre-Owned: No

    • 18,985 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dallas, TX / 1,426 miles away from Milford, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDAAAB54RS060468
    Stock: 2003754664
    Certified Pre-Owned: No
    Listed since: 05-21-2025

    • 26,496 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Grapevine, TX / 1,435 miles away from Milford, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...

    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: 5TDAAAA55RS002886
    Stock: RS002886A
    Certified Pre-Owned: No

  • New Listing
    $46,998
    good price
    $2,600 below market
    • 12,500 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AL to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Mobile, AL / 1,112 miles away from Milford, 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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDAAAB52RS035195
    Stock: 27731154
    Certified Pre-Owned: No

  • Price Drop
    $51,350
    good price
    $2,019 below market
    • 16,952 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Acura of Milford (3 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Milford, CT / 3 miles away from Milford, CT

    CARFAX 1-Owner, Extra Clean. PRICED TO MOVE $4,700 below J.D. Power Retail! Platinum trim. Heated Leather Seats, Sunroof, NAV, 3rd Row Seat, 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: 5TDAAAB58RS005845
    Stock: 2025319A
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • Price Drop
    $38,425
    good price
    $1,958 below market
    • 55,379 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Phoenix, AZ / 2,185 miles away from Milford, CT

    Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Navigatio...

    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/28 Highway)

    Listing Information:

    VIN: 5TDAAAA57RS013761
    Stock: RS013761T
    Certified Pre-Owned: No

Showing 1 - 21 out of 94 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.