Skip to main content
Skip to Filters
1,362 listings
  • Price Drop
    $17,995
    great price
    $4,811 below market
    • 97,221 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - **Mileage**: Only 97,221 miles, offering a wealth of adventures ahead. - **Luxury Interior**: Gray leather-trimmed seats with dual-zone automatic c...

    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: 5TDKZRFH3HS214845
    Stock: 214845N
    Certified Pre-Owned: No

  • $22,995
    great price
    $2,067 below market
    • 101,020 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Experience luxury and comfort with the 2019 Toyota Highlander SE's plush leather interior and advanced infotainment system. - Feel the power of the...

    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: 5TDJZRFH6KS602669
    Stock: 602669N
    Certified Pre-Owned: No

  • Price Drop
    $15,995
    great price
    $2,188 below market
    • 100,300 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Experience luxury with a sophisticated black exterior and plush gray leather interior. - Powered by a robust 3.5L V6 engine delivering 270hp with 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH4FS161358
    Stock: 161358N
    Certified Pre-Owned: No

  • $10,995
    good price
    $1,487 below market
    • 133,554 miles
    • No accidents, 3 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Experience the perfect blend of power and efficiency with a robust 3.5L V6 engine delivering 270 horsepower. - Enjoy peace of mind with top accolad...

    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/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH9CS100411
    Stock: 100411N
    Certified Pre-Owned: No

  • $11,750
    good price
    $932 below market
    • 164,012 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wilbraham, MA / 22 miles away from 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDDK3EH5CS098441
    Stock: CS098441T
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $10,995
    good price
    $1,103 below market
    • 90,842 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Impressive 270hp V6 engine with smooth 5-Speed Automatic transmission, perfect for power and efficiency. - Luxurious leather interior with award-wi...

    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: JTEES42A682045078
    Stock: 45078N
    Certified Pre-Owned: No

  • Price Drop
    $11,495
    good price
    $955 below market
    • 113,382 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Reliable and powerful 3.5L V6 engine with 270 horsepower - Spacious interior with second-row rear vents and privacy glass - Award-winning family 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH8BS062068
    Stock: 62068N
    Certified Pre-Owned: No

  • $9,495
    great price
    $3,216 below market
    • 131,779 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 25 Hwy MPG
    • First Choice Auto (49 mi away)
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Aux Audio Inputs
    Close

    Located in Wingdale, NY / 49 miles away from 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/25 Highway)

    Listing Information:

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

  • $22,995
    good price
    $775 below market
    • 97,051 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 26 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - **Low Mileage & Powerful Performance**: With only 97,051 miles, this 2018 Toyota Highlander SE is equipped with a robust 3.5L V6 engine delivering 2...

    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

  • $40,384
    fair price
    $11 below market
    • 19,180 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • D'Addario Nissan (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Shelton, CT / 45 miles away from Windsor, CT

    2022 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC AWD. Clean CARFAX. CARFAX One-Owner. Odometer is 11739 miles below market average! 20/27...

    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: 5TDLZRBH6NS248431
    Stock: G5269B
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • $14,995
    fair price
    $1,071 below market
    • 99,437 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • A Better Way Wholesale Autos (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 30 miles away from Windsor, CT

    - Experience the perfect blend of power and efficiency with a robust 3.5L V6 engine delivering 270hp. - Luxurious leather interior ensures comfort an...

    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: 5TDDK3EH0CS160389
    Stock: 160389N
    Certified Pre-Owned: No

  • $6,450
    fair price
    $1,302 below market
    • 144,525 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 16 City / 22 Hwy MPG
    • Choice Motor Car (18 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    Close

    Located in Plainville, CT / 18 miles away from 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

  • $36,598
    fair price
    $70 below market
    • 35,335 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • McGee Toyota of Putnam (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Putnam, CT / 41 miles away from Windsor, CT

    McGee Toyota of Putnam is proud to present you with this 2022 Toyota Highlander XLE AWD! ---------- ONE (1) OWNER, CLEAN CARFAX, AWD, 3.5L V6 EN...

    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: 5TDGZRBH1NS205374
    Stock: 25399A
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • Stock photo**
    $34,290
    good price
    $1,653 below market
    • 41,676 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Middletown Toyota (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Middletown, CT / 20 miles away from Windsor, CT

    Recent Arrival! Certified. Clean CARFAX.2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC160 point Toyota Certification Inspected, AWD...

    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: 5TDHZRBH1MS542002
    Stock: 2505355U
    Certified Pre-Owned: Yes
    Listed since: 05-19-2025

  • $41,998
    fair price
    $74 below market
    • 40,739 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • McGee Toyota of Putnam (41 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Putnam, CT / 41 miles away from Windsor, CT

    McGee Toyota of Putnam is proud to present you with this 2023 Toyota Highlander Platinum! ---------- ONE OWNER, CLEAN CARFAX, AWD, 2.4 I-4 TURBO...

    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: 5TDKDRBH5PS031403
    Stock: 25357A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • New Listing
    $34,998
    fair price
    $343 above market
    • 32,016 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax East Haven (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in East Haven, CT / 41 miles away from 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: 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: 5TDGZRBH9MS060762
    Stock: 27164624
    Certified Pre-Owned: No

  • $32,995
    good price
    $2,126 below market
    • 24,139 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Greentree Toyota (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Danbury, CT / 50 miles away from Windsor, CT

    Recent Arrival!Certified. CARFAX One-Owner. 2022 Toyota Highlander L AWDAWD.Highlander AWD L AWD Midnight Black 3.5L V6 DOHC 8-Speed Automatic 4D S...

    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: 5TDCZRBH3NS225088
    Stock: U22539
    Certified Pre-Owned: Yes
    Listed since: 06-13-2025

  • Price Drop
    $33,000
    good price
    $1,520 below market
    • 34,760 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Brandfon Hyundai (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    CLEAN CARFAX!, ALL WHEEL DRIVE!, ONE OWNER!, MARKET BASED PRICE DEALER!. 20/27 City/Highway MPG 20/27 City/Highway MPG Awards: * ALG Residual Value Aw...

    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: 5TDGZRBH0MS157025
    Stock: H8498A
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • $34,900
    good price
    $961 below market
    • 50,101 miles
    • No accidents, 1 owner, personal use
    • 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 Windsor, CT

    Moon Dust 2022 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWDOne Owner *, Clean Car-Fax *, Service Records Available *, Back Up Camera *, Bl...

    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: 5TDGZRBH3NS238084
    Stock: NS238084TL
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • $37,925
    good price
    $965 below market
    • 35,830 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Wallingford (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Wallingford, CT / 28 miles away from Windsor, CT

    2022 Toyota Highlander XLE Recent Arrival! Priced below KBB Fair Purchase Price! Certified. Clean CARFAX. CARFAX One-Owner. 20/27 City/Highway MPG Odo...

    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: 5TDGZRBH5NS212070
    Stock: 250659A
    Certified Pre-Owned: Yes
    Listed since: 06-12-2025

  • $16,299
    fair price
    $207 below market
    • 144,793 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Lia Toyota of Wilbraham (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wilbraham, MA / 22 miles away from 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFHXFS181551
    Stock: FS181551T
    Certified Pre-Owned: No
    Listed since: 05-28-2025

Showing 1 - 21 out of 1,362 listings
Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius50 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.