Used Toyota Highlander for Sale in Middletown, CT
Shop for a versatile Toyota Highlander in the county seat for Middlesex County, Connecticut
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1,240 listings
- $39,590good price$1,414 below market
- 30,339 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Portland, OR / 2,479 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDKDRAH5RS532652
Stock: 2003775355
Certified Pre-Owned: No
Listed since: 06-13-2025 - New Listing$22,998great price$3,148 below market
- 102,691 miles
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to CT*
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Located in Royal Palm Beach, FL / 1,113 miles away from Middletown, 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH3LS002856
Stock: 27310366
Certified Pre-Owned: No - Price Drop$10,493good price$2,149 below market
- 138,359 miles
- No accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Ramsey, NJ / 83 miles away from Middletown, CT
CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Leather Seats,Navigation System,Premium Sound,Satellite R...
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: 5TDBK3EH3BS065489
Stock: L17644P
Certified Pre-Owned: No - Price Drop$41,590good price$2,928 below market
- 19,434 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 1,090 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDKDRAH7RS532216
Stock: 2003728611
Certified Pre-Owned: No
Listed since: 06-18-2025 - $17,400great price$1,193 below market
- 120,209 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- CT Auto (37 mi away)
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Located in Bridgeport, CT / 37 miles away from Middletown, CT
We FINANCE EVERYONE!! Bad Credit is NOT a problem!! No Social Security # needed! We accept Tax ID's. CALL ANYTIME (2**)8**-9*** ALL INTERNET PRICES AS...
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: 5TDBZRFH4HS392070
Stock: 392070
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$34,998great price$2,374 below market
- 52,208 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to CT*
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Located in Spokane Valley, WA / 2,204 miles away from Middletown, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS013785
Stock: 27434884
Certified Pre-Owned: No - New Listing$31,998fair price$918 below market
- 61,486 miles
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to CT*
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Located in Madison, TN / 834 miles away from Middletown, 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH9NS545728
Stock: 27499475
Certified Pre-Owned: No - $32,695great price$1,697 below market
- 75,760 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Mission Hills, CA / 2,516 miles away from Middletown, CT
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,Heated Seats,Heated Steering Whe...
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/29 Highway)
Listing Information:
VIN: 5TDYZRAH4NS542210
Stock: NS542210P
Certified Pre-Owned: No - Price Drop$33,383good price$2,592 below market
- 21,995 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Springfield, VA / 306 miles away from Middletown, CT
CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satellite Radio,Turbo/Supercharged,W...
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: 5TDKDRAH5PS046064
Stock: 24971P
Certified Pre-Owned: No - New Listing$38,590good price$3,563 below market
- 30,107 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 951 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDKDRAH9RS528376
Stock: 2003739107
Certified Pre-Owned: No
Listed since: 06-03-2025 - New Listing$35,998great price$2,798 below market
- 35,178 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NH to CT*
Close
Located in Manchester, NH / 115 miles away from Middletown, 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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH7NS583557
Stock: 27524986
Certified Pre-Owned: No - $13,900good price$1,909 below market
- 150,088 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Shelby Motor Cars (40 mi away)
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Located in Springfield, MA / 40 miles away from Middletown, 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: 5TDJKRFH5ES035976
Stock: 035976
Certified Pre-Owned: No
Listed since: 04-26-2025 - $32,590fair price$330 below market
- 40,303 miles
- No accidents, 2 owners, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Memphis, TN / 1,033 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3PS506404
Stock: 2003822752
Certified Pre-Owned: No
Listed since: 06-18-2025 - Price Drop$31,590fair price$855 below market
- 52,097 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 1,090 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDHZRBH8LS015282
Stock: 2003787053
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$25,998great price$2,663 below market
- 86,667 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to CT*
Close
Located in Sanford, FL / 1,007 miles away from Middletown, 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: 5TDDZRFH5KS700668
Stock: 27634216
Certified Pre-Owned: No - Price Drop$29,590fair price$259 below market
- 31,878 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 1,090 miles away from Middletown, CT
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH4HS514524
Stock: 2003669581
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$41,998good price$1,610 below market
- 27,350 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to CT*
Close
Located in Kennesaw, GA / 833 miles away from Middletown, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS004935
Stock: 27447839
Certified Pre-Owned: No - $16,950good price$1,294 below market
- 97,868 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Hoffman Toyota (21 mi away)
Close
Located in West Simsbury, CT / 21 miles away from Middletown, 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: 5TDBKRFH9FS087505
Stock: SS677193A
Certified Pre-Owned: No
Listed since: 07-09-2025 - $17,827good price
- 135,473 miles
- No accidents, 3 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,462 miles away from Middletown, CT
Rare Find,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Seats,Navigatio...
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: 5TDJZRFH0HS405795
Stock: HS405795A
Certified Pre-Owned: No - New Listing$35,998good price$1,994 below market
- 31,930 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to CT*
Close
Located in Asheville, NC / 679 miles away from Middletown, 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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH6NS230369
Stock: 27265663
Certified Pre-Owned: No - $27,963great price$2,677 below market
- 44,333 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Blasius Cadillac (17 mi away)
Close
Located in Waterbury, CT / 17 miles away from Middletown, 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: 5TDJZRFH2KS597311
Stock: 51470AQ
Certified Pre-Owned: No
Listed since: 07-12-2025
Showing 148 - 168 out of 1,240 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.