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1,239 listings
  • $18,495
    fair price
    $29 above market
    • 117,470 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Brandfon Hyundai (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in New Haven, CT / 41 miles away from South Windsor, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH1GS326400
    Stock: H8498B
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • Price Drop
    $41,253
    fair price
    $426 above market
    • 32,424 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wilbraham, MA / 22 miles away from South Windsor, CT

    Magnetic Gray Metallic 2023 Toyota Highlander XSE 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic AWDOne Owner *, Clean Car-Fax...

    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: 5TDKDRBH6PS029238
    Stock: PS029238TL
    Certified Pre-Owned: No
    Listed since: 06-28-2025

  • New Listing
    Stock photo**
    $33,998
    fair price
    $278 below market
    • 62,902 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wilbraham, MA / 22 miles away from South Windsor, CT

    Recent Arrival! Blueprint 2022 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWDClean Car-Fax *, Service Records Available *, Back Up Camera *,...

    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: 5TDGZRBH3NS596205
    Stock: NS596205T
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • $19,850
    great price
    $1,926 below market
    • 119,460 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Auto Care (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Vernon Rockville, CT / 6 miles away from South Windsor, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH8JS897897
    Stock: 897897
    Certified Pre-Owned: No

  • $25,199
    great price
    $2,647 below market
    • 74,758 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Prestige Auto Cars (16 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in New Britain, CT / 16 miles away from South Windsor, CT

    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: 5TDCZRBH5MS128926
    Stock: 128926
    Certified Pre-Owned: No

  • New Listing
    $38,225
    fair price
    $411 above market
    • 39,799 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 22 City / 29 Hwy MPG
    • Toyota of Wallingford (27 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Wallingford, CT / 27 miles away from South Windsor, CT

    2023 Toyota Highlander XLE Certified. CARFAX One-Owner. 22/29 City/Highway MPG Odometer is 668 miles below market average!NEW ARRIVAL, HEATED LEATHER ...

    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: 5TDKDRAH8PS008683
    Stock: P5161
    Certified Pre-Owned: Yes
    Listed since: 04-10-2025

  • Price Drop
    $30,998
    fair price
    $273 below market
    • 35,196 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • McGee Toyota of Putnam (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Putnam, CT / 36 miles away from South Windsor, CT

    McGee Toyota of Putnam is proud to present you with this 2021 Toyota Highlander LE! ---------- TWO (2) OWNER TRADE-IN, AWD, 3.5L V6 ENGINE, 8-SPE...

    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: 5TDBZRBHXMS124723
    Stock: 25534B
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • $33,998
    fair price
    $82 below market
    • 64,626 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • Herb Chambers Toyota of Auburn (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Auburn, MA / 43 miles away from South Windsor, CT

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...

    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: 5TDGZRBH2NS563986
    Stock: A285665B
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • New Listing
    Stock photo**
    $37,995
    fair price
    $263 below market
    • 24,823 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wilbraham, MA / 22 miles away from South Windsor, CT

    Recent Arrival! Brown 2022 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWD

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBHXNS240026
    Stock: NS240026TL
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • New Listing
    $29,998
    fair price
    $294 below market
    • 60,424 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • CarMax East Haven (41 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in East Haven, CT / 41 miles away from South Windsor, 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: 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: 5TDDZRFH8KS923240
    Stock: 26925119
    Certified Pre-Owned: No

  • Price Drop
    $39,995
    fair price
    $486 below market
    • 41,315 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • D'Addario Nissan (46 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Shelton, CT / 46 miles away from South Windsor, CT

    2022 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC AWD. CARFAX One-Owner. 20/27 City/Highway MPG

    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: 5TDFZRBH9NS216781
    Stock: C5106A
    Certified Pre-Owned: No
    Listed since: 04-29-2025

  • $19,995
    fair price
    $20 above market
    • 131,282 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Toyota of Colchester (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Colchester, CT / 21 miles away from South Windsor, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH2HS391850
    Stock: N18008A
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • New Listing
    Stock photo**
    $35,995
    good price
    $983 below market
    • 36,699 miles
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wilbraham, MA / 22 miles away from South Windsor, CT

    Recent Arrival! Magnetic-G 2022 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWD

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH1NS226158
    Stock: NS226158L
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • $8,995
    good price
    $1,579 below market
    • 196,352 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Worcester Auto Outlet (49 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Worcester, MA / 49 miles away from South Windsor, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDZK3EH1DS139056
    Stock: 13056
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $41,998
    fair price
    $699 above market
    • 31,850 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • McGee Toyota of Putnam (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Putnam, CT / 36 miles away from South Windsor, CT

    McGee Toyota of Putnam is proud to present you with this 2024 Toyota Highlander XLE! ---------- ONE (1) OWNER TRADE-IN, CLEAN CARFAX, AWD, 2.4L I...

    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: 5TDKDRBH4RS529403
    Stock: 25792TA
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • New Listing
    Stock photo**
    $22,995
    fair price
    $169 below market
    • 98,966 miles
    • 7 Seats, 20 City / 26 Hwy MPG
    • McGee Toyota of Putnam (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Putnam, CT / 36 miles away from South Windsor, CT

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH0JS874455
    Stock: 25602TB
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • New Listing
    $25,899
    fair price
    $334 above market
    • 92,986 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Ocean Honda Groton (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Groton, CT / 41 miles away from South Windsor, CT

    ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Bucket Seats, He...

    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: 5TDJZRFH6KS626583
    Stock: 6E07044
    Certified Pre-Owned: No
    Listed since: 07-17-2025

    • 34,020 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Girard Toyota (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in New London, CT / 40 miles away from South Windsor, CT

    AWD.Celestial Silver Metallic 2022 Toyota Highlander LE 4D Sport Utility AWD Automatic 3.5L V6 DOHC 20/27 City/Highway MPGCALL OUR INTERNET SALES MANA...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBHXNS560666
    Stock: 46532
    Certified Pre-Owned: No
    Listed since: 02-07-2025

  • $34,988
    fair price
    $84 above market
    • 56,851 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Herb Chambers Chrysler Dodge Jeep Ram FIAT of Millbury (49 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Millbury, MA / 49 miles away from South Windsor, CT

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...

    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: 5TDGZRBH5NS246610
    Stock: ML25365A
    Certified Pre-Owned: No
    Listed since: 06-19-2025

    • 147,992 miles
    • No accidents, 4 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Car Central Sales and Service (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Wallingford, CT / 26 miles away from South Windsor, CT

    JUST PASSED CT EMISSIONS AS WELL AS FULL CONNECTICUT STATE SAFETY INSPECTION TO ENSURE A SAFE RIDE FOR YOU AND YOUR FAMILY.2008 Toyota Highlander Spor...

    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/23 Highway)

    Listing Information:

    VIN: JTEES43A982009982
    Stock: 009982
    Certified Pre-Owned: No

    • 140,442 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Car Central Sales and Service (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wallingford, CT / 26 miles away from South Windsor, CT

    The 2018 Toyota Highlander XLE Sport Utility 4D is a midsize SUV that blends comfort, performance, and family-friendly features. Designed to accommoda...

    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: 5TDJZRFH4JS884969
    Stock: 884969
    Certified Pre-Owned: No

Showing 22 - 42 out of 1,239 listings
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