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2,213 listings
- Price Drop$43,998fair price$1,095 below market
- 11,583 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NV to CT*
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Located in Las Vegas, NV / 2,272 miles away from Bridgeport, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS036332
Stock: 27581466
Certified Pre-Owned: No - Price Drop$36,990fair price$750 below market
- 19,690 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Buffalo, NY / 313 miles away from Bridgeport, 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: 5TDKDRBHXPS522940
Stock: 2003772375
Certified Pre-Owned: No
Listed since: 06-06-2025 - Price Drop$34,565good price$1,592 below market
- 25,972 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- East Hills Chrysler Jeep Dodge Ram (36 mi away)
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Located in Greenvale, NY / 36 miles away from Bridgeport, CT
CARFAX One-Owner. Midnight Black Metallic 2021 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWD 18" Machined Alloy Wheels, 3rd row seats: spli...
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: 5TDHZRBH3MS079599
Stock: 24866U
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$38,841good price$2,302 below market
- 36,455 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Eastchester Chrysler Jeep Dodge Ram (41 mi away)
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Located in Bronx, NY / 41 miles away from Bridgeport, CT
Clean. JUST REPRICED FROM $40,989, PRICED TO MOVE $3,300 below J.D. Power Retail! Heated Seats, Moonroof, Third Row Seat, Power Liftgate, Turbo Charge...
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: 5TDKDRBH8PS014918
Stock: EUPS014918
Certified Pre-Owned: No
Listed since: 04-05-2025 - New Listing$46,998fair price$13 below market
- 9,505 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OR to CT*
Close
Located in Salem, OR / 2,490 miles away from Bridgeport, 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: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS518758
Stock: 27099897
Certified Pre-Owned: No - Price Drop$38,900good price$1,580 below market
- 28,827 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Hoffman Toyota (46 mi away)
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Located in West Simsbury, CT / 46 miles away from Bridgeport, 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: 5TDKDRBH9PS502002
Stock: 11415TB
Certified Pre-Owned: Yes
Listed since: 06-03-2025 - $32,998good price$1,887 below market
- 30,392 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from MO to CT*
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Located in Independence, MO / 1,128 miles away from Bridgeport, 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/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS006777
Stock: 27014623
Certified Pre-Owned: No - $38,998great price$2,466 below market
- 25,619 miles
- No accidents, 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 Roseville, CA / 2,520 miles away from Bridgeport, 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/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS026153
Stock: 27236517
Certified Pre-Owned: No - New Listing$38,888fair price$1,434 below market
- 27,951 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota City (34 mi away)
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Located in Mamaroneck, NY / 34 miles away from Bridgeport, CT
1 OWNER. CLEAN CARFAX. TOYOTA CERTIFIED PRE-OWNED - INCLUDES 100,000 MILE WARRANTY., MAINTENANCE PACKAGE. ROADSIDE ASSISTANCE. DEALER SERVICED. LOW MI...
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: 5TDKDRBH3PS018777
Stock: U4096
Certified Pre-Owned: Yes
Listed since: 06-14-2025 - Price Drop$34,995fair price$297 above market
- 41,837 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Greentree Toyota (21 mi away)
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Located in Danbury, CT / 21 miles away from Bridgeport, CT
Certified. 2021 Toyota Highlander XLE AWDAWD.Highlander AWD XLE AWD Silver 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Odometer is 12747 miles 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: 5TDGZRBH4MS069241
Stock: U22549
Certified Pre-Owned: Yes
Listed since: 06-12-2025 - $29,500good price$2,119 below market
- 50,750 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Route 22 Toyota (65 mi away)
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Located in Hillside, NJ / 65 miles away from Bridgeport, CT
INFO ABOUT THIS VEHICLE: Our Celestial Silver Metallic 2021 Toyota Highlander LE has 50724 miles with Black interior color. Stock Number 254159A Imp...
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: 5TDBZRBH3MS112185
Stock: 254159A
Certified Pre-Owned: Yes
Listed since: 07-01-2025 - $36,977fair price$1,667 below market
- 33,407 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Blasius Cadillac (26 mi away)
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Located in Waterbury, CT / 26 miles away from Bridgeport, CT
Moon Dust 2023 Toyota Highlander L AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp HEATED LEATHER SEATS, MOONROOF/SUNROOF, ...
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: 5TDKDRBH6PS035041
Stock: 51483AQ
Certified Pre-Owned: No
Listed since: 07-15-2025 - $37,865fair price$738 above market
- 34,136 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Westbury Toyota (36 mi away)
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Located in Westbury, NY / 36 miles away from Bridgeport, CT
2021 Toyota Highlander Limited Gray AWD 8-Speed Automatic 3.5L V6 DOHCAWD.Clean CARFAX. Odometer is 19346 miles below market average! 20/27 City/H...
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: 5TDDZRBH6MS069003
Stock: W255232SA
Certified Pre-Owned: No
Listed since: 06-19-2025 - New Listing$32,998good price$1,701 below market
- 16,226 miles
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to CT*
Close
Located in Spokane Valley, WA / 2,193 miles away from Bridgeport, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS518833
Stock: 27194328
Certified Pre-Owned: No - New Listing$38,998fair price$191 above market
- 19,355 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to CT*
Close
Located in Roswell, GA / 784 miles away from Bridgeport, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH2PS033045
Stock: 27606383
Certified Pre-Owned: No - $37,998fair price
- 16,717 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to CT*
Close
Located in Pharr, TX / 1,762 miles away from Bridgeport, 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: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS004978
Stock: 27578270
Certified Pre-Owned: No - $33,998fair price$67 above market
- 17,169 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to CT*
Close
Located in Knoxville, TN / 697 miles away from Bridgeport, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS514991
Stock: 27385624
Certified Pre-Owned: No - $38,889good price$1,218 below market
- 36,008 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Westbrook Toyota (37 mi away)
Close
Located in Westbrook, CT / 37 miles away from Bridgeport, CT
CARFAX 1-Owner, Toyota Certified, Spotless. REDUCED FROM $41,845!, $700 below Kelley Blue Book!, EPA 28 MPG Hwy/21 MPG City! Moonroof, Third Row Seat,...
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: 5TDKDRBH1PS029373
Stock: 56727
Certified Pre-Owned: Yes
Listed since: 02-22-2025 - Price Drop$35,800good price$1,083 below market
- 23,485 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Route 22 Toyota (65 mi away)
Close
Located in Hillside, NJ / 65 miles away from Bridgeport, CT
INFO ABOUT THIS VEHICLE: Our Midnight Black Metallic 2021 Toyota Highlander XLE has 23548 miles with Black interior color. Stock Number 254311A Impo...
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: 5TDGZRBH6MS524638
Stock: 254311A
Certified Pre-Owned: Yes
Listed since: 07-10-2025 - $33,590fair price
- 42,371 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,421 miles away from Bridgeport, 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: 5TDKDRBH5PS041185
Stock: 2003769000
Certified Pre-Owned: No
Listed since: 06-06-2025 - $39,995good price$3,326 below market
- 25,153 miles
- 7 Seats, 22 City / 29 Hwy MPG
- Dream Auto Mall (51 mi away)
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Located in Long Island City, NY / 51 miles away from Bridgeport, CT
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS509432
Stock: 509432
Certified Pre-Owned: No
Listed since: 05-19-2025
Showing 253 - 273 out of 2,213 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Hot Garbage
Koopa, 10/08/2023
2023 Toyota Highlander Limited 4dr SUV AWD (2.4L 4cyl Turbo 8A)
Stay away from the turbo 4-cyl. After about 3500-4000 miles on the odometer it performs completely different than when new. Horrible lag from the turbo and then an unexpected rush of power causing the car to behave squirrelly. The dealer will look at you like you’re nuts when you try to explain the problem as well. The infotainment is complicated and cumbersome. The seats aren’t great … and the armrest position on the drivers door is lacking. What other car company charges a monthly fee for remote start that doesn’t even stay running when you open the door? As a long time Toyota household, and a 3-time Highlander owning family, this is a very disappointing vehicle. We won’t even consider another Toyota product that doesn’t have a naturally aspirated engine because of this hot garbage. After 6k miles, we traded it in on a brand new 2023 Honda Pilot. Very happy with the Pilot.
Used 2023 Toyota Highlander in Bridgeport, CT Values
Estimated values
2023 Toyota Highlander Platinum 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $38,051 | $40,661 | $43,608 |
| Clean | $37,574 | $40,109 | $42,970 |
| Average | $36,779 | $39,189 | $41,907 |
| Rough | $35,747 | $37,992 | $40,525 |
The average list price of a used 2023 Toyota Highlander in Bridgeport, Connecticut is $37,275. The average mileage on a used Toyota Highlander 2023 for sale in Bridgeport, Connecticut is 27,267. Based on the average mileage of 27,267 for used 2023 Toyota Highlander for sale in Bridgeport, CT and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2023 in Bridgeport, Connecticut to be $36,779.
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