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1,571 listings
  • Price Drop
    $33,300
    great price
    $2,892 below market
    22,031 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Westbury Toyota (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Westbury, NY / 86 miles away from Pine Plains, NY

    2021 Toyota Highlander XLE Blizzard Pearl AWD 8-Speed Automatic 3.5L V6 DOHC ONE OWNER, TOYOTA CERTIFIED, CLEAN CAR FAX NO ACCIDENTS, AWD. CARFAX On...

    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: 5TDHZRBH1MS113636
    Stock: UP34562
    Certified Pre-Owned: No
    Listed since: 03-30-2024

  • $30,490
    great price
    $4,022 below market
    33,491 miles
    1 Accident, 1 Owner, Personal use
    6cyl Automatic
    Stream Auto Outlet (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Valley Stream, NY / 92 miles away from Pine Plains, NY

    Recent Arrival! 2021 Toyota Highlander XLE Silver AWD 3.5L V6 DOHC * NYS INSPECTION INCLUDED *, * FULL INTERIOR / EXTERIOR DETAIL *, * BACK UP CAMERA...

    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: 5TDHZRBH5MS106236
    Stock: 4536
    Certified Pre-Owned: No
    Listed since: 04-20-2024

  • $22,400
    great price
    $3,538 below market
    55,242 miles
    1 Accident, 1 Owner, Corporate fleet vehicle
    6cyl Automatic
    JD Motors (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Elizabeth, NJ / 97 miles away from Pine Plains, NY

    This 2020 Toyota Highlander 4dr LE AWD . It is equipped with a 8 Speed Automatic transmission. The vehicle is Midnight Black Metallic with a Black int...

    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: 5TDBZRBH3LS507479
    Stock: 07479
    Certified Pre-Owned: No
    Listed since: 12-28-2023

  • $26,500
    great price
    $3,600 below market
    50,045 miles
    1 Accident, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    JD Motors (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Elizabeth, NJ / 97 miles away from Pine Plains, NY

    This 2020 Toyota Highlander 4dr XLE AWD features a 3.5L V6 CYLINDER 6cyl Gasoline engine. It is equipped with a 8 Speed Automatic transmission. The ve...

    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: 5TDGZRBH1LS018911
    Stock: 018911
    Certified Pre-Owned: No
    Listed since: 03-22-2024

  • New Listing
    $19,995
    great price
    $2,418 below market
    112,700 miles
    No accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 47 miles away from Pine Plains, NY

    For sale at A Better Way Wholesale Autos - 2023 DealerRater Consumer Satisfaction Award winner - Connecticut's highest volume independent auto dealer!...

    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: 5TDJZRFHXHS401768
    Stock: 401768AA
    Certified Pre-Owned: No

  • $34,543
    great price
    $2,550 below market
    13,327 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Westbury Toyota (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Westbury, NY / 86 miles away from Pine Plains, NY

    2021 Toyota Highlander XLE Ruby Flare Pearl AWD 8-Speed Automatic 3.5L V6 DOHC ONE OWNER, TOYOTA CERTIFIED, CLEAN CAR FAX NO ACCIDENTS, AWD. CARFAX ...

    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: 5TDHZRBH6MS075336
    Stock: UP33619
    Certified Pre-Owned: No
    Listed since: 10-30-2023

  • $37,500
    great price
    $3,475 below market
    42,955 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Genesis of Albany (52 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Albany, NY / 52 miles away from Pine Plains, NY

    Genesis of Albany is proud to present this Pre Owned 2022 Toyota Highlander Platinum. This vehicle features: Magnetic Gray Metallic Exterio...

    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: 5TDFZRBH6NS176997
    Stock: HY13026AX
    Certified Pre-Owned: No
    Listed since: 04-08-2024

  • $14,990
    great price
    $2,181 below market
    139,579 miles
    No accidents, 3 Owners, Corporate fleet vehicle
    6cyl Automatic
    Premier Autos (81 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Huntington Station, NY / 81 miles away from Pine Plains, NY

    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: 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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDYKRFH4ES009786
    Stock: 774
    Certified Pre-Owned: No

  • $21,900
    great price
    $2,694 below market
    72,742 miles
    No accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    Auto Outlet (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elizabeth, NJ / 97 miles away from Pine Plains, NY

    This 2017 Toyota Highlander 4dr XLE V6 AWD . It is equipped with a 8 Speed Automatic transmission. The vehicle is Midnight Black Metallic with a Black...

    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: 5TDJZRFH4HS369450
    Stock: 369450
    Certified Pre-Owned: No
    Listed since: 09-26-2023

  • Price Drop
    $31,717
    great price
    $2,610 below market
    14,469 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Plaza Toyota (96 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Brooklyn, NY / 96 miles away from Pine Plains, NY

    2021 Toyota Highlander LE 8-Speed Automatic AWD. Certification Program Details: Plaza Auto Mall Certified

    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: 5TDBZRBH4MS108226
    Stock: T8727LR
    Certified Pre-Owned: Yes
    Listed since: 04-19-2024

  • Price Drop
    Stock photo © eVox Productions**
    $28,895
    great price
    $3,288 below market
    28,356 miles
    No accidents, Personal use only
    6cyl Automatic
    Toyota of Manhattan (87 mi away)
    Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in New York, NY / 87 miles away from Pine Plains, NY

    Buy any preowned vehicle from our large inventory here at Toyota of Manhattan drive worry free. All of our hand selected vehicles are put through a ri...

    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: 5TDJZRFH4KS729534
    Stock: T18046
    Certified Pre-Owned: No
    Listed since: 04-01-2024

  • Price Drop
    $29,895
    great price
    $2,928 below market
    21,236 miles
    1 Accident, 1 Owner, Personal use
    6cyl Automatic
    Toyota of Manhattan (87 mi away)
    Five Star Dealer
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in New York, NY / 87 miles away from Pine Plains, NY

    Buy any preowned vehicle from our large inventory here at Toyota of Manhattan drive worry free. All of our hand selected vehicles are put through a ri...

    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: 5TDDZRFH7JS830207
    Stock: T17984
    Certified Pre-Owned: No
    Listed since: 03-06-2024

  • New Listing
    Stock photo**
    $34,385
    great price
    $5,363 below market
    23,864 miles
    4cyl Automatic
    Certified Luxury Motors of Valley Stream (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Valley Stream, NY / 92 miles away from Pine Plains, NY

    Customer satisfaction and selling quality Certified Pre-owned vehicles with guaranteed clean carfax for your peace of mind. We have excellent relation...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS007142
    Stock: 7142
    Certified Pre-Owned: No
    Listed since: 05-01-2024

  • Price Drop
    $38,995
    great price
    $2,785 below market
    22,653 miles
    No accidents, 3 Owners, Personal use
    6cyl Automatic
    Westbury Toyota (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westbury, NY / 86 miles away from Pine Plains, NY

    2022 Toyota Highlander XSE Certified. Blueprint AWD 8-Speed Automatic 3.5L V6 DOHC TOYOTA CERTIFIED, CLEAN CAR FAX NO ACCIDENTS, AWD. Priced below K...

    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: 5TDJZRBH6NS184897
    Stock: U34579
    Certified Pre-Owned: Yes
    Listed since: 04-01-2024

  • $24,000
    great price
    $3,097 below market
    28,389 miles
    2 Accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    JD Motors (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Elizabeth, NJ / 97 miles away from Pine Plains, NY

    This 2020 Toyota Highlander 4dr L AWD features a 3.5L V6 CYLINDER 6cyl Gasoline engine. It is equipped with a 8 Speed Automatic transmission. The vehi...

    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: 5TDCZRBH6LS501924
    Stock: 01924
    Certified Pre-Owned: No
    Listed since: 12-19-2023

  • $26,000
    great price
    $2,444 below market
    45,860 miles
    No accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    JD Motors (97 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Elizabeth, NJ / 97 miles away from Pine Plains, NY

    This 2020 Toyota Highlander 4dr XLE FWD features a 3.5L V6 CYLINDER 6cyl Gasoline engine. It is equipped with a 8 Speed Automatic transmission. The ve...

    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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAHXLS010663
    Stock: 010663
    Certified Pre-Owned: No
    Listed since: 03-22-2024

  • $32,571
    great price
    $2,549 below market
    23,114 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Ford of Port Jeff (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Port Jefferson Station, NY / 81 miles away from Pine Plains, NY

    CARFAX One-Owner.Gray 2021 Toyota Highlander XLE 3.5L V6 DOHC AWDAt Ford of Port Jeff experience a professional and courteous staff offering competiti...

    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: 5TDGZRBH2MS116461
    Stock: JU1802T
    Certified Pre-Owned: No
    Listed since: 03-30-2024

  • Price Drop
    $34,991
    great price
    $2,449 below market
    18,960 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Plaza Toyota (96 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brooklyn, NY / 96 miles away from Pine Plains, NY

    2021 Toyota Highlander XLE 8-Speed Automatic AWD. Certification Program Details: Plaza Auto Mall Certified

    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: 5TDGZRBH3MS541977
    Stock: T8726LR
    Certified Pre-Owned: Yes
    Listed since: 04-19-2024

  • Price Drop
    $26,195
    great price
    $2,668 below market
    50,035 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Driveway (69 mi away)
    Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Ramsey, NJ / 69 miles away from Pine Plains, NY

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...

    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: 5TDBZRBH9MS097756
    Stock: T24809P
    Certified Pre-Owned: No

  • Price Drop
    $33,995
    great price
    $2,427 below market
    26,463 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Lia Toyota of Wilbraham (62 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Wilbraham, MA / 62 miles away from Pine Plains, NY

    White 2021 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWDOne Owner *, Clean Car-Fax *, Service Records Available *, Navigation *, Back Up Ca...

    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: 5TDHZRBH5MS121481
    Stock: MS121481TL
    Certified Pre-Owned: No
    Listed since: 04-08-2024

  • $26,985
    great price
    $2,122 below market
    22,640 miles
    No accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    Certified Luxury Motors of Valley Stream (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Valley Stream, NY / 92 miles away from Pine Plains, NY

    Customer satisfaction and selling quality Certified Pre-owned vehicles with guaranteed clean carfax for your peace of mind. We have excellent relation...

    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: 5TDBZRBH5LS035835
    Stock: C4338
    Certified Pre-Owned: No
    Listed since: 04-05-2024

Showing 43 - 63 out of 1,571 listings
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Edmunds' ratings are backed by 15+ years of pricing research done by our data scientistsHow are ratings determined?We analyze millions of data points to generate our ratings. We look at vehicle configuration, options, history, nearby transactions, market pricing and more — the ratings are up-to-date and relevant to your search area.

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

** This image is a stock photo and may not reflect the model year or color of, and/or equipment offered on, the advertised vehicle.