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1,112 listings
  • Price Drop
    $19,995
    great price
    $3,336 below market
    • 97,051 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 26 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - **Mileage and Condition**: This 2018 Toyota Highlander SE has 97,051 miles, showcasing its reliability and readiness for more adventures. - **Styli...

    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: 5TDJZRFH1JS822414
    Stock: 822414N
    Certified Pre-Owned: No

  • $27,500
    great price
    $2,646 below market
    • 99,943 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Charles Toyota (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Norwich, CT / 34 miles away from South Windsor, CT

    2021 Toyota Highlander XSE 4D Sport Utility AWD in Blueprint!!! ONE Owner!!! Heated Leather Front Bucket Seats, Power driver seat, Navigation System, ...

    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: 5TDJZRBH9MS061268
    Stock: 56448
    Certified Pre-Owned: No
    Listed since: 08-12-2025

  • $6,450
    great price
    $1,777 below market
    • 144,525 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 16 City / 22 Hwy MPG
    • Choice Motor Car (20 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    Close

    Located in Plainville, CT / 20 miles away from South Windsor, CT

    Nice, clean, loaded up Highlander in great condition inside and out. Leather seats, power sliding sunroof, 4wd, power windows locks and seat, nice ne...

    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

  • $11,995
    great price
    $2,618 below market
    • 124,945 miles
    • 3 accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - Experience the power and efficiency of a robust 3.5L V6 engine with 270 horsepower. - Enjoy luxurious comfort with premium leather interiors and ad...

    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 (17 City/22 Highway)

    Listing Information:

    VIN: 5TDDK3EHXCS134611
    Stock: 134611N
    Certified Pre-Owned: No

  • $19,995
    great price
    $2,493 below market
    • 108,757 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - Luxurious interior with other leather seating and advanced technology features for ultimate comfort and connectivity. - Powerful 3.5L V6 engine wit...

    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: 5TDJZRFHXJS899492
    Stock: 899492N
    Certified Pre-Owned: No

  • New Listing
    $17,995
    great price
    $2,183 below market
    • 137,155 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • The Highline Car Connection (31 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waterbury, CT / 31 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH2HS385367
    Stock: 385367
    Certified Pre-Owned: No
    Listed since: 09-17-2025

  • $19,995
    great price
    $2,758 below market
    • 51,781 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - Low Mileage: With only 51,781 miles, this 2016 Toyota Highlander XLE is primed for many more adventures. - Luxurious Interior: Enjoy the comfort of...

    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: 5TDJKRFH0GS334522
    Stock: 334522N
    Certified Pre-Owned: No

  • Stock photo**
    $35,990
    great price
    $2,596 below market
    • 68,937 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Middletown Toyota (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Middletown, CT / 19 miles away from South Windsor, CT

    Recent Arrival! Certified. CARFAX One-Owner. Clean CARFAX.2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...

    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: 5TDKDRBH3PS015197
    Stock: 2508661U
    Certified Pre-Owned: Yes
    Listed since: 09-08-2025

  • $38,495
    fair price
    $643 below market
    • 35,219 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Lia Hyundai of Enfield (11 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Enfield, CT / 11 miles away from South Windsor, CT

    14 2023 Toyota Highlander XLE 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic AWD 21/28 City/Highway MPGOne Owner - Clean CARFA...

    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: 5TDKDRBHXPS021336
    Stock: PS021336T
    Certified Pre-Owned: No
    Listed since: 08-08-2025

  • Price Drop
    $31,497
    great price
    $2,354 below market
    • 56,852 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 pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the t...

    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

  • $19,999
    good price
    $1,820 below market
    • 125,596 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Green Light Auto Sales (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Bethany, CT / 37 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRFH9KS980747
    Stock: TH980747
    Certified Pre-Owned: No

  • $37,745
    good price
    $2,134 below market
    • 24,583 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Lia Toyota of Northampton (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Northampton, MA / 34 miles away from South Windsor, CT

    Recent Arrival! One Owner - Clean Car Fax, AWD. 21/28 City/Highway MPGToyota Gold Certified Details:* Roadside Assistance for 7 Year / 100,000 Mile. S...

    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: 5TDKDRBH4RS562014
    Stock: RS562014R
    Certified Pre-Owned: Yes
    Listed since: 08-27-2025

  • Price Drop
    $29,995
    good price
    $978 below market
    • 76,475 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 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 2021 Toyota Highlander XLE! ---------- TWO (2) OWNER TRADE-IN, CLEAN CARFAX, AWD, 3.5L V...

    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: 5TDGZRBH8MS120014
    Stock: 25906A
    Certified Pre-Owned: No
    Listed since: 08-14-2025

  • $17,995
    fair price
    $664 below market
    • 115,691 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - Experience power and efficiency with a robust 3.5L V6 engine delivering 295 horsepower. - Seamlessly integrate your life with Bluetooth connectivit...

    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: 5TDBZRFH0HS396200
    Stock: 396200N
    Certified Pre-Owned: No

  • Price Drop
    $32,702
    good price
    $889 below market
    • 62,986 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

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

    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

  • $35,455
    good price
    $1,281 below market
    • 49,756 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Northampton (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Northampton, MA / 34 miles away from South Windsor, CT

    Recent Arrival! One Owner - Clean Car Fax, AWD. 20/27 City/Highway MPGToyota Gold Certified Details:* Limited Warranty: 12 Month/12,000 Mile Limited C...

    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: 5TDGZRBH8NS218381
    Stock: NS218381P
    Certified Pre-Owned: Yes
    Listed since: 09-11-2025

  • Price Drop
    $27,276
    good price
    $1,074 below market
    • 70,502 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Balise Subaru of Hadley (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hadley, MA / 36 miles away from South Windsor, CT

    This 2019 Toyota Highlander Limited in Midnight Black Metallic offers a perfect blend of power, comfort, and advanced safety features. Equipped with a...

    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: 5TDDZRFH2KS729688
    Stock: S25172A
    Certified Pre-Owned: No
    Listed since: 08-27-2025

  • $19,850
    great price
    $2,655 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

  • $19,499
    good price
    $1,116 below market
    • 123,000 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Angela’s Auto Emporium (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in New Haven, CT / 42 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRFH6KS949004
    Stock: CT9004
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • $13,995
    fair price
    $535 below market
    • 118,255 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • A Better Way Wholesale Autos (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 32 miles away from South Windsor, CT

    - Reliable and award-winning 2013 Toyota Highlander Limited with a powerful 3.5L V6 engine. - Luxurious leather interior with advanced tech features,...

    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 (17 City/22 Highway)

    Listing Information:

    VIN: 5TDDK3EH4DS257323
    Stock: 257323N
    Certified Pre-Owned: No

  • $27,525
    fair price
    $686 below market
    • 126,819 miles
    • 1 accident, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Wallingford (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    2022 Toyota Highlander XLE CARFAX One-Owner. 20/27 City/Highway MPGLOCAL TRADE, HEATED LEATHER SEATS, PREMIUM SOUND, LOADED WITH LUXURY, POWER MOON...

    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: 5TDHZRBH7NS195650
    Stock: 250871A
    Certified Pre-Owned: No
    Listed since: 08-01-2025

Showing 1 - 21 out of 1,112 listings
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