Used Toyota Highlander for Sale in Windsor, CT
Shop for a versatile Toyota Highlander in the city where Adaora was born
Skip to Filters
1,356 listings
- $15,995fair price$502 below market
- 154,419 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Toyota of Colchester (26 mi away)
Close
Located in Colchester, CT / 26 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH8GS322716
Stock: N18059A
Certified Pre-Owned: No
Listed since: 06-12-2025 - $16,299fair price$214 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)
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 - $38,725fair price$131 below market
- 39,799 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of Wallingford (28 mi away)
Close
Located in Wallingford, CT / 28 miles away from Windsor, CT
2023 Toyota Highlander XLE Certified. CARFAX One-Owner. 22/29 City/Highway MPGNEW ARRIVAL, HEATED LEATHER SEATS, PREMIUM SOUND, LOADED WITH LUXURY, TO...
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 - $19,850great price$2,647 below market
- 119,460 miles
- 1 accident, 3 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Auto Care (10 mi away)
Close
Located in Vernon Rockville, CT / 10 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH8JS897897
Stock: 897897
Certified Pre-Owned: No - New Listing
- 30,151 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Hartford (5 mi away)
Close
Located in Hartford, CT / 5 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: No
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: 5TDJZRBHXMS143333
Stock: 27524142
Certified Pre-Owned: No - $33,977fair price$74 above market
- 41,516 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Lia Honda Enfield (10 mi away)
- Home delivery*
Close
Located in Enfield, CT / 10 miles away from Windsor, CT
2021 Toyota Highlander XLE in Moondust Metallic. Leather, power moonroof, heated front seats, power tailgate, power front seats, and much more. 1 owne...
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: 5TDGZRBH2MS146026
Stock: MS146026TL
Certified Pre-Owned: No
Listed since: 02-28-2025 - Price Drop
- 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)
Close
Located in Wallingford, CT / 26 miles away from 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 - Price Drop
- 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)
Close
Located in Wallingford, CT / 26 miles away from 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 - Price Drop
- 155,293 miles
- No accidents, 2 owners, personal use
- 8 Seats, 18 City / 24 Hwy MPG
- Car Central Sales and Service (26 mi away)
Close
Located in Wallingford, CT / 26 miles away from Windsor, CT
The 2015 Toyota Highlander XLE is a mid-size crossover SUV that offers a blend of comfort, practicality, and reliability. As part of the third generat...
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: 5TDJKRFH1FS146574
Stock: 146574
Certified Pre-Owned: No - New Listing$34,925fair price$556 below market
- 30,529 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Wallingford (28 mi away)
Close
Located in Wallingford, CT / 28 miles away from Windsor, CT
2023 Toyota Highlander LE Recent Arrival! Certified. Clean CARFAX. CARFAX One-Owner. 21/28 City/Highway MPG Odometer is 550 miles below market average...
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: 5TDKDRBH3PS519507
Stock: 250712A
Certified Pre-Owned: Yes
Listed since: 06-18-2025 - $14,482great price$2,306 below market
- 147,195 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- Auto Care (10 mi away)
Close
Located in Vernon Rockville, CT / 10 miles away from 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH7GS301050
Stock: 301050
Certified Pre-Owned: No - $30,990fair price$228 below market
- 66,329 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Middletown Toyota (20 mi away)
Close
Located in Middletown, CT / 20 miles away from Windsor, CT
Recent Arrival! Certified. Clean CARFAX.2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCFresh oil change, 160 point Toyota Certificat...
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: 5TDGZRBH1LS035482
Stock: 2504311U
Certified Pre-Owned: Yes
Listed since: 06-09-2025 - New Listing$45,495fair price$531 below market
- 13,794 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Greentree Toyota (50 mi away)
Close
Located in Danbury, CT / 50 miles away from Windsor, CT
Recent Arrival!Certified. CARFAX One-Owner. 2022 Toyota Highlander Platinum AWDAWD.Highlander AWD Platinum AWD White 3.5L V6 DOHC 8-Speed Automatic...
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: 5TDFZRBH0NS238121
Stock: U22567
Certified Pre-Owned: Yes
Listed since: 06-21-2025 - $25,199great price$2,460 below market
- 74,758 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Prestige Auto Cars (15 mi away)
- Home delivery*
Close
Located in New Britain, CT / 15 miles away from 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 - 82,688 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Toyota of Colchester (26 mi away)
Close
Located in Colchester, CT / 26 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/26 Highway)
Listing Information:
VIN: 5TDJZRFH5HS458153
Stock: 20251
Certified Pre-Owned: No
Listed since: 05-21-2025- $22,490great price$1,793 below market
- 90,764 miles
- 1 accident, 4 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Faris Auto Mall (9 mi away)
Close
Located in Manchester, CT / 9 miles away from 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH0JS874133
Stock: NV11431
Certified Pre-Owned: No - New Listing$41,995fair price$592 above market
- 23,173 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Greentree Toyota (50 mi away)
Close
Located in Danbury, CT / 50 miles away from Windsor, CT
Certified. CARFAX One-Owner. 2023 Toyota Highlander XLE AWDAWD.Highlander AWD XLE AWD White 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH3PS037667
Stock: U22565R
Certified Pre-Owned: Yes
Listed since: 05-03-2023 - Price Drop
- 169,329 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Car Central Sales and Service (26 mi away)
Close
Located in Wallingford, CT / 26 miles away from Windsor, CT
The 2017 Toyota Highlander XLE Sport Utility 4D is a mid-sized crossover SUV that combines practicality with upscale features and a smooth, comfortabl...
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: 5TDJZRFH7HS512018
Stock: 512018
Certified Pre-Owned: No - Price Drop
- 111,205 miles
- 1 accident, 3 owners, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Car Central Sales and Service (26 mi away)
Close
Located in Wallingford, CT / 26 miles away from Windsor, CT
The 2017 Toyota Highlander LE Plus is a well-equipped mid-level trim of Toyota's midsize SUV, blending practicality with upgraded features. It offers ...
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: 5TDBZRFH0HS368347
Stock: 368347
Certified Pre-Owned: No - $42,998fair price$328 above market
- 28,310 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- McGee Toyota of Putnam (41 mi away)
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 Platinum! ---------- ONE (1) OWNER TRADE-IN, CLEAN CARFAX, AWD, 3...
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: 5TDFZRBH5NS224294
Stock: 25629TA
Certified Pre-Owned: No
Listed since: 06-14-2025 - 34,020 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Girard Toyota (45 mi away)
Close
Located in New London, CT / 45 miles away from 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
Showing 22 - 42 out of 1,356 listings
Filters
Skip to ResultsApplied Filters4Active
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
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.