Used Toyota Highlander for Sale in South Windsor, CT
Buy a versatile Toyota Highlander in the city where Jeff Porcaro was born
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1,230 listings
- Price Drop$14,995great price$3,753 below market
- 100,300 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- A Better Way Wholesale Autos (32 mi away)
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Located in Naugatuck, CT / 32 miles away from South 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 - $10,999good price$1,577 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)
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Located in Wilbraham, MA / 22 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH5CS098441
Stock: CS098441T
Certified Pre-Owned: No
Listed since: 05-17-2025 - Price Drop$11,995good price$1,900 below market
- 118,333 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- A Better Way Wholesale Autos (32 mi away)
Close
Located in Naugatuck, CT / 32 miles away from South Windsor, CT
- **Proven Reliability:** Award-winning dependability and quality from J.D. Power and Kelley Blue Book. - **Powerful Performance:** Robust 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH1CS101004
Stock: 101004N
Certified Pre-Owned: No - $10,495good price$1,650 below market
- 133,554 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- A Better Way Wholesale Autos (32 mi away)
Close
Located in Naugatuck, CT / 32 miles away from South 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 - $6,450good price$1,639 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)
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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 - Price Drop$40,688fair price$254 below market
- 30,075 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lia Toyota of Northampton (34 mi away)
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Located in Northampton, MA / 34 miles away from South Windsor, CT
Recent Arrival! Apple CarPlay, Android Auto, Bluetooth - Hands Free, Steering Wheel Audio Controls, Adaptive Cruise Control, Lane Departure Warning, B...
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: 5TDLZRBH6NS179420
Stock: NS179420R
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - New Listing$36,998great price$2,292 below market
- 45,700 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Herb Chambers Toyota of Auburn (43 mi away)
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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: 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: 5TDHZRBH3NS251423
Stock: A285978A
Certified Pre-Owned: No
Listed since: 07-18-2025 - Price Drop$37,998fair price$235 below market
- 35,277 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- McGee Toyota of Putnam (36 mi away)
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Located in Putnam, CT / 36 miles away from South Windsor, CT
McGee Toyota of Putnam is proud to present you with this 2023 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: 5TDKDRBH6PS042250
Stock: 25628TA
Certified Pre-Owned: No
Listed since: 06-13-2025 - $11,495good price$868 below market
- 113,382 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- A Better Way Wholesale Autos (32 mi away)
Close
Located in Naugatuck, CT / 32 miles away from South 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 - $21,995good price$1,906 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)
Close
Located in Naugatuck, CT / 32 miles away from South 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 - $13,995good price$1,958 below market
- 99,437 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- A Better Way Wholesale Autos (32 mi away)
Close
Located in Naugatuck, CT / 32 miles away from South 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 - $40,499fair price$667 below market
- 32,107 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Lia Toyota of Wilbraham (22 mi away)
Close
Located in Wilbraham, MA / 22 miles away from South Windsor, CT
Wind Chill Pearl 2022 Toyota Highlander Limited 3.5L V6 DOHC 8-Speed Automatic AWDOne Owner *, Clean Car-Fax *, Service Records Available *, Back Up 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: 5TDDZRBH1NS185839
Stock: NS185839T
Certified Pre-Owned: No
Listed since: 07-03-2025 - New Listing$33,925fair price$658 below market
- 61,421 miles
- 1 accident, 3 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Wallingford (27 mi away)
Close
Located in Wallingford, CT / 27 miles away from South Windsor, CT
2021 Toyota Highlander XLE Certified. 20/27 City/Highway MPGNEW ARRIVAL, HEATED LEATHER SEATS, PREMIUM SOUND, LOADED WITH LUXURY, TOYOTA CERTIFIED 160...
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: 5TDGZRBH4MS546217
Stock: P5202
Certified Pre-Owned: Yes
Listed since: 06-12-2025 - $35,974good price$1,580 below market
- 55,841 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Brustolon Buick GMC (47 mi away)
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Located in Mystic, CT / 47 miles away from South Windsor, CT
CARFAX One-Owner.Moon Dust 2021 Toyota Highlander Platinum 4D Sport Utility AWD 8-Speed Automatic 3.5L V6 DOHC 20/27 City/Highway MPGFamily owned and ...
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: 5TDFZRBH8MS114144
Stock: 6606P
Certified Pre-Owned: No
Listed since: 04-05-2025 - New Listing$23,995fair price$672 below market
- 72,039 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Family Ford of Enfield (11 mi away)
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Located in Enfield, CT / 11 miles away from South Windsor, CT
Thank you for your interest in one of Family Ford of Enfield's online offerings. Please continue for more information regarding this 2017 Toyota Highl...
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: 5TDJZRFH8HS457272
Stock: D0195A
Certified Pre-Owned: No
Listed since: 07-18-2025 - $40,499good price$1,316 below market
- 40,740 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- McGee Toyota of Putnam (36 mi away)
Close
Located in Putnam, CT / 36 miles away from South 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 - $21,995good price$1,299 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)
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 - $28,975great price$2,555 below market
- 88,832 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Prestige Auto Cars (16 mi away)
- Home delivery*
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Located in New Britain, CT / 16 miles away from South Windsor, CT
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: 5TDHZRBH4MS548828
Stock: 548828
Certified Pre-Owned: No - $24,599fair price$130 above market
- 88,640 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Lia Toyota of Wilbraham (22 mi away)
Close
Located in Wilbraham, MA / 22 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: 5TDJZRFH5JS559067
Stock: JS559067T
Certified Pre-Owned: No
Listed since: 06-30-2025 - $18,495fair price$117 above market
- 117,470 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Brandfon Hyundai (41 mi away)
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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 - $41,599fair price$720 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)
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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
Showing 1 - 21 out of 1,230 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.