Used Toyota Highlander for Sale in Middletown, CT
Shop for a versatile Toyota Highlander in the county seat for Middlesex County, Connecticut
Skip to Filters
1,238 listings
- New Listing
- 37,760 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Hartford (17 mi away)
Close
Located in Hartford, CT / 17 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH9NS565640
Stock: 27653219
Certified Pre-Owned: No - $14,482fair price$503 below market
- 147,195 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- Auto Care (24 mi away)
Close
Located in Vernon Rockville, CT / 24 miles away from Middletown, 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 - New Listing$31,995good price$1,727 below market
- 96,406 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- J&M Automotive (20 mi away)
Close
Located in Naugatuck, CT / 20 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH8MS110692
Stock: 2110692
Certified Pre-Owned: No - $12,990fair price$374 below market
- 154,379 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Unlimited Auto Sales (46 mi away)
Close
Located in Mt Sinai, NY / 46 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDBKRFH6ES067260
Stock: 067260
Certified Pre-Owned: No - $24,995fair price$454 above market
- 87,442 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- J&M Automotive (20 mi away)
Close
Located in Naugatuck, CT / 20 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: 5TDDKRFH4GS313296
Stock: 1613296
Certified Pre-Owned: No - $23,990fair price$276 below market
- 90,764 miles
- 1 accident, 4 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Faris Auto Mall (16 mi away)
Close
Located in Manchester, CT / 16 miles away from Middletown, 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 - $35,995fair price$230 above market
- 35,766 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- J&M Automotive (20 mi away)
Close
Located in Naugatuck, CT / 20 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS126927
Stock: 2126927
Certified Pre-Owned: No - $28,345fair price$197 below market
- 84,240 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Affordable Motors (37 mi away)
Close
Located in Bridgeport, CT / 37 miles away from Middletown, 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: 5TDBZRBH1NS587299
Stock: 587299
Certified Pre-Owned: No - New ListingNot Priced
- 53,946 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Shoreline Chrysler Dodge Jeep Ram (22 mi away)
Close
Located in Old Saybrook, CT / 22 miles away from Middletown, CT
Blue 2018 Toyota Highlander XLE AWD 8-Speed Automatic Electronic with ECT-i 3.5L V6
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: 5TDJZRFH1JS845482
Stock: N1140
Certified Pre-Owned: No
Listed since: 06-24-2025 - 65,944 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Riverhead Hyundai (43 mi away)
Close
Located in Riverhead, NY / 43 miles away from Middletown, CT
Blizzard Pearl 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Head East to pay the least! 20/27 City/Highway MPGAwards:* ALG Residu...
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: 5TDGZRBH5MS064307
Stock: U22066T
Certified Pre-Owned: No
Listed since: 06-02-2025- 92,199 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- J&M Automotive (20 mi away)
Close
Located in Naugatuck, CT / 20 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFHXKS628160
Stock: 1928160
Certified Pre-Owned: No- 103,320 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Affordable Motors (37 mi away)
Close
Located in Bridgeport, CT / 37 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH1KS612977
Stock: 612977
Certified Pre-Owned: No- 64,492 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Affordable Motors (37 mi away)
Close
Located in Bridgeport, CT / 37 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH0MS128604
Stock: 128604
Certified Pre-Owned: No- New Listing
- 78,909 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 19 City / 26 Hwy MPG
- J&M Automotive (20 mi away)
Close
Located in Naugatuck, CT / 20 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 (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH2KS930787
Stock: 1930787
Certified Pre-Owned: No - Price Drop$39,590great price$7,336 below market
- 25,752 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS529985
Stock: 2003698125
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$37,590good price$4,713 below market
- 29,429 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 2,207 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: 5TDKDRAH9RS532735
Stock: 2003810102
Certified Pre-Owned: No
Listed since: 06-10-2025 - $11,980great price$3,764 below market
- 119,242 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 18 City / 24 Hwy MPG
- AutoMax (13 mi away)
Close
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: 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDYK3EH5DS140125
Stock: 140125
Certified Pre-Owned: No
Listed since: 01-30-2025 - Price Drop$33,590great price$8,226 below market
- 25,262 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Salt Lake City, UT / 2,021 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: 5TDKDRAH6RS534667
Stock: 2003425667
Certified Pre-Owned: No
Listed since: 01-28-2025 - New Listing$31,141great price$8,474 below market
- 15,361 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Doral, FL / 1,174 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,Keyless Start,Lane Kee...
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: 5TDKDRAH6RS049896
Stock: TDRS049896
Certified Pre-Owned: No - Price Drop$38,590great price$8,434 below market
- 25,281 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS536272
Stock: 2003697875
Certified Pre-Owned: No
Listed since: 05-30-2025 - $34,749great price$5,189 below market
- 24,020 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Farmington Hills, MI / 555 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: 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: 5TDKDRBH0PS505502
Stock: PS505502P
Certified Pre-Owned: No
Showing 64 - 84 out of 1,238 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.