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
- Price Drop$31,906great price$3,123 below market
- 48,852 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Danbury Hyundai (40 mi away)
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Located in Danbury, CT / 40 miles away from Middletown, CT
Third Row Seat, Moonroof, Heated Seats, iPod/MP3 Input, Satellite Radio, Back-Up Camera, Rear Air, Captains Chairs, All Wheel Drive, Aluminum Wheels, ...
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: 5TDGZRBH7NS256667
Stock: U12473
Certified Pre-Owned: No
Listed since: 06-25-2025 - New Listing$37,998good price$2,429 below market
- 22,765 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to CT*
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Located in Jacksonville, FL / 919 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: 5TDKDRBHXPS515972
Stock: 27606950
Certified Pre-Owned: No - Price Drop$46,900great price$979 below market
- 4,735 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Hoffman Toyota (21 mi away)
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Located in West Simsbury, CT / 21 miles away from Middletown, CT
6 MONTH/6,000 MILE POWERTRAIN WARRANTY INCLUDED WITH PURCHASE (on eligible vehicles). Shop With UsHoffman Toyota brings value to your driveway. Every ...
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: 5TDKDRBH9SS582264
Stock: 11444TB
Certified Pre-Owned: Yes
Listed since: 07-03-2025 - Price Drop$38,892good price$2,621 below market
- 30,645 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,083 miles away from Middletown, CT
3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satellite Radio,Turbo/Supercharged,WiFi Hotspot,Pow...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1PS042819
Stock: PS042819P
Certified Pre-Owned: No - $35,572great price$3,399 below market
- 51,415 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Wesley Chapel, FL / 1,069 miles away from Middletown, CT
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,He...
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: 5TDFZRBH0MS145680
Stock: M145680P
Certified Pre-Owned: No - $31,225great price$4,101 below market
- 58,355 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Temecula, CA / 2,469 miles away from Middletown, CT
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless 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: 5TDGZRBH3NS183202
Stock: NS183202PR
Certified Pre-Owned: No - New Listing$40,990good price$1,764 below market
- 31,790 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Oklahoma City, OK / 1,402 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1RS531903
Stock: 2003511721
Certified Pre-Owned: No
Listed since: 03-11-2025 - $22,999great price$2,289 below market
- 101,800 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Best Value Auto Service and Sales (41 mi away)
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Located in Springfield, MA / 41 miles away from Middletown, CT
2019 Toyota Highlander XLE AWD 4dr SUV 3.5L V6 Heated leather seat. Powered seats Sunroof. Powered liftgate. Three row seating. Clean title. Well mai...
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: 5TDJZRFH8KS604388
Stock: 604388
Certified Pre-Owned: No
Listed since: 07-19-2025 - $8,995fair price$313 below market
- 200,800 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in West Allis, WI / 792 miles away from Middletown, CT
CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,V6 Cylinder Engine,5-Speed A/T,Power Door Locks,Brake Assist,Gasoline Fuel...
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: 5TDBK3EH3DS249303
Stock: N91220
Certified Pre-Owned: No - New Listing$22,998good price
- 128,583 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to CT*
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Located in Corpus Christi, TX / 1,689 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: 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH9LS018933
Stock: 27424468
Certified Pre-Owned: No - $20,983great price$2,221 below market
- 96,114 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Loehmann-Blasius Chevrolet (17 mi away)
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Located in Waterbury, CT / 17 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: 5TDDKRFH5GS296850
Stock: FF069
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$39,900great price$2,296 below market
- 46,119 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Hoffman Toyota (21 mi away)
Close
Located in West Simsbury, CT / 21 miles away from Middletown, CT
6 MONTH/6,000 MILE POWERTRAIN WARRANTY INCLUDED WITH PURCHASE (on eligible vehicles). Shop With UsHoffman Toyota brings value to your driveway. Every ...
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: 5TDFZRBH1NS195702
Stock: SM116804A
Certified Pre-Owned: Yes
Listed since: 06-13-2025 - Price Drop$38,590great price$5,653 below market
- 20,674 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: 5TDKDRAH4RS532514
Stock: 2003684676
Certified Pre-Owned: No
Listed since: 05-28-2025 - $14,980great price$1,616 below market
- 131,869 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- AutoMax (13 mi away)
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Located in West Hartford, CT / 13 miles away from Middletown, CT
We Finance Everyone! Capital One Approved Dealer Certified Vehicles Dealer Fee $699
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: 5TDBKRFH4GS296507
Stock: 296507
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$38,590great price$4,882 below market
- 24,152 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: 5TDKDRAH6RS532935
Stock: 2003732967
Certified Pre-Owned: No
Listed since: 06-07-2025 - Price Drop$36,590good price$4,417 below market
- 35,282 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: 5TDKDRAH7RS528683
Stock: 2003720704
Certified Pre-Owned: No
Listed since: 06-09-2025 - $21,500great price$2,530 below market
- 101,538 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Gates Nissan (27 mi away)
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Located in North Windham, CT / 27 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: 5TDJZRFH1JS546445
Stock: 00046755
Certified Pre-Owned: No
Listed since: 06-18-2025 - $5,995great price$1,227 below market
- 193,736 miles
- 1 accident, 4 owners, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- CT Car Co (25 mi away)
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Located in East Windsor, CT / 25 miles away from Middletown, CT
We Finance!
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/23 Highway)
Listing Information:
VIN: JTEES41A192144734
Stock: 144734
Certified Pre-Owned: No
Listed since: 07-17-2025 - Price Drop$35,777good price$1,838 below market
- 34,347 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Waukesha,, WI / 799 miles away from Middletown, CT
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDGZRBH4NS567053
Stock: NS567053A
Certified Pre-Owned: No - Price Drop$34,584good price$3,562 below market
- 40,773 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Billings, MT / 1,804 miles away from Middletown, CT
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satelli...
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: 5TDKDRBH9PS025801
Stock: 53858
Certified Pre-Owned: No - Price Drop$34,998great price$3,589 below market
- 42,137 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to CT*
Close
Located in Ontario, CA / 2,476 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: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS001281
Stock: 27676080
Certified Pre-Owned: No
Showing 127 - 147 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.