Skip to main content
Skip to Filters
914 listings
  • Price Drop
    $9,495
    great price
    $3,129 below market
    • 131,779 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • First Choice Auto (18 mi away)
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Aux Audio Inputs
    Close

    Located in Wingdale, NY / 18 miles away from Poughkeepsie, NY

    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/25 Highway)

    Listing Information:

    VIN: 5TDZA3EH2CS022930
    Stock: 2930
    Certified Pre-Owned: No

  • $30,595
    good price
    $1,424 below market
    • 32,611 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Midnight Black 2022 Toyota Highlander L AWD 8-Speed Automatic 3.5L V6 DOHC20/27 City/Highway MPGToyota Gold Certified Details:* Roadside As...

    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: 5TDCZRBH8NS561755
    Stock: NS561755
    Certified Pre-Owned: Yes
    Listed since: 03-18-2025

  • $33,388
    fair price
    $575 below market
    • 43,974 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/Highway MPGAwards:* ALG Residual Value Awards, Residual Value ...

    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: 5TDGZRBH1MS126477
    Stock: MS126477
    Certified Pre-Owned: Yes
    Listed since: 03-17-2025

  • $33,800
    fair price
    $258 above market
    • 35,159 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Healey Chevrolet (5 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Poughkeepsie, NY / 5 miles away from Poughkeepsie, NY

    Silver 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC 18 Machined Alloy Wheels, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel D...

    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: 5TDGZRBH5MS548865
    Stock: BU0926A
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • $20,494
    fair price
    $265 below market
    • 139,688 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (7 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wappingers Falls, NY / 7 miles away from Poughkeepsie, NY

    CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Lane Keeping 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH0KS745419
    Stock: 618619A
    Certified Pre-Owned: No

  • Price Drop
    $33,949
    good price
    $1,930 below market
    • 36,386 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Romeo Kia of Kingston (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lake Katrine, NY / 20 miles away from Poughkeepsie, NY

    Romeo Kia proudly presents this 2022 Toyota Highlander with 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes,...

    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: 5TDHZRBH0NS211087
    Stock: 25419SA
    Certified Pre-Owned: No
    Listed since: 03-02-2025

  • $36,595
    fair price
    $607 below market
    • 32,681 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Magnetic Gray 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCOdometer is 1310 miles below market average! 20/27 City/Highway ...

    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: 5TDGZRBH6NS166099
    Stock: NS166099
    Certified Pre-Owned: Yes
    Listed since: 02-18-2025

  • $35,999
    fair price
    $401 above market
    • 28,247 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • Romeo Chevrolet Buick GMC (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lake Katrine, NY / 20 miles away from Poughkeepsie, NY

    Romeo GM Center Proudly presents this 2022 Toyota Highlander with 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS b...

    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: 5TDGZRBHXNS564576
    Stock: 25308B
    Certified Pre-Owned: No
    Listed since: 03-21-2025

  • $27,595
    fair price
    $573 below market
    • 87,015 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Celestial Silver 2022 Toyota Highlander LE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/Highway MPGToyota Silver 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: 5TDBZRBHXNS200474
    Stock: NS20047A
    Certified Pre-Owned: Yes
    Listed since: 03-31-2025

  • $45,595
    fair price
    $280 above market
    • 3,864 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Magnetic Gray 2024 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpRecent Arrival! Odometer is 10149 m...

    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: 5TDKDRBH9RS575051
    Stock: RS57505A
    Certified Pre-Owned: Yes
    Listed since: 04-09-2025

  • $33,995
    fair price
    $559 below market
    • 42,333 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/Highway MPGToyota Gold Certi...

    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: 5TDGZRBH1MS083985
    Stock: MS083985
    Certified Pre-Owned: Yes
    Listed since: 03-27-2025

  • $21,388
    fair price
    $436 above market
    • 122,494 miles
    • 2 accidents, 2 owners, rental vehicle
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    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: 5TDJZRFHXKS565464
    Stock: KS56546A
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • $36,995
    fair price
    $303 above market
    • 40,579 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Midnight Black Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/Highway MPGToyota Gold Cert...

    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: 5TDHZRBH4NS211190
    Stock: NS211190
    Certified Pre-Owned: Yes
    Listed since: 03-29-2025

  • $37,595
    fair price
    $361 above market
    • 27,291 miles
    • 1 accident, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Certified. Wind Chill Pearl 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/Highway MPGToyota Gold Certified D...

    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: 5TDGZRBH8NS228098
    Stock: NS228098
    Certified Pre-Owned: Yes
    Listed since: 03-27-2025

    • 21,122 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Midnight Black Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! Odometer is 12412 miles below market average! 20/...

    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: 5TDGZRBH4NS569935
    Stock: NS569935
    Certified Pre-Owned: No
    Listed since: 03-27-2025

  • Price Drop
    Stock photo**
    $17,799
    fair price
    $351 above market
    • 136,864 miles
    • 2 accidents, 2 owners, personal use only
    • 6cyl automatic
    • Romeo Chevrolet Buick GMC (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lake Katrine, NY / 20 miles away from Poughkeepsie, NY

    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: 5TDJKRFH4GS230373
    Stock: 25KM0708RB
    Certified Pre-Owned: No
    Listed since: 04-10-2025

    • 27,599 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 18 miles away from Poughkeepsie, NY

    Midnight Black Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 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: 5TDHZRBH7NS235886
    Stock: NS235886
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    $34,900
    great price
    $4,821 below market
    • 26,858 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Seaside, CA / 2,556 miles away from Poughkeepsie, 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: 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH9RS528023
    Stock: RS528023BR
    Certified Pre-Owned: No

  • Price Drop
    $32,626
    great price
    $5,577 below market
    • 28,944 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Union, NJ / 72 miles away from Poughkeepsie, NY

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

    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: 5TDGZRBH2NS242661
    Stock: NS242661T
    Certified Pre-Owned: No

  • $27,988
    great price
    $7,519 below market
    • 31,991 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Freehold, NJ / 101 miles away from Poughkeepsie, NY

    CarFax 1-Owner,Low Mileage,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leathe...

    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: 5TDJZRFH3KS622426
    Stock: SX286181A
    Certified Pre-Owned: No

  • Price Drop
    $31,759
    great price
    $4,712 below market
    • 66,566 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Temecula, CA / 2,404 miles away from Poughkeepsie, NY

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

    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: 5TDFZRAH4MS060553
    Stock: MS060553P
    Certified Pre-Owned: No

Showing 1 - 21 out of 914 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius25 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.