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2,140 listings
- $31,999fair price$398 below market
- 55,179 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Milwaukie, OR / 2,465 miles away from Bridgeport, CT
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDKDRBH5PS007070
Stock: 8DXPDT
Certified Pre-Owned: No
Listed since: 07-01-2025 - New Listing$41,990fair price$188 above market
- 35,053 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 585 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: 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: 5TDKDRAH3PS507472
Stock: 2003921099
Certified Pre-Owned: No
Listed since: 07-24-2025 - $31,248fair price$613 below market
- 61,387 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Billings, MT / 1,790 miles away from Bridgeport, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8PS502234
Stock: 53652
Certified Pre-Owned: No - 12,820 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Yonkers Auto Gallery (39 mi away)
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Located in Yonkers, NY / 39 miles away from Bridgeport, CT
ABOUT THIS VEHICLE You can find this 2023 Toyota Highlander L AWD and many others like it at Yonkers Auto Gallery. Want more room? Want more style? Th...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS027679
Stock: 027679
Certified Pre-Owned: No
Listed since: 01-06-2025- Price Drop$43,998fair price$219 above market
- 15,759 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from MD to CT*
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Located in Laurel, MD / 241 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: 5TDKDRBH3PS509110
Stock: 27584045
Certified Pre-Owned: No - Price Drop$36,999good price$1,641 below market
- 41,019 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Reno, NV / 2,428 miles away from Bridgeport, CT
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDKDRBH3PS509656
Stock: 7WVWF5
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$37,000fair price$566 below market
- 27,517 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Plaza Toyota (57 mi away)
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Located in Brooklyn, NY / 57 miles away from Bridgeport, CT
2021 Toyota Highlander Limited AWD | Plaza Certified Pre-Owned | Brooklyn NY | $ 37000. Odometer is 27996 miles below market average! 20/27 City/Highw...
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: 5TDDZRBH9MS535314
Stock: TN048
Certified Pre-Owned: Yes
Listed since: 06-21-2025 - $30,688fair price$214 below market
- 65,921 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (87 mi away)
- Home delivery*
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Located in North Brunswick, NJ / 87 miles away from Bridgeport, 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: 5TDGZRBH7MS070495
Stock: BTP11775
Certified Pre-Owned: No - $40,495fair price$1,477 above market
- 28,237 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- New Country Lexus of Westport (9 mi away)
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Located in Westport, CT / 9 miles away from Bridgeport, CT
"THIS PRICE HAS JUST BEEN REDUCED!!! CARFAX One-Owner. Clean CARFAX. Wind Chill Pearl 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Tur...
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: 5TDKDRBH2PS012534
Stock: PS012534P
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop$37,998fair price$374 above market
- 17,225 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to CT*
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Located in Duarte, CA / 2,472 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: 5TDKDRAH9PS006022
Stock: 27483131
Certified Pre-Owned: No - Price Drop$30,799fair price$619 above market
- 60,966 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Hampton, VA / 334 miles away from Bridgeport, 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: 5TDKDRAHXPS503533
Stock: PS503533E
Certified Pre-Owned: No - $40,883fair price$543 above market
- 25,486 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Sunrise Toyota (30 mi away)
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Located in Oakdale, NY / 30 miles away from Bridgeport, CT
Sunrise Toyota your (MVP) Market Value Priced dealer. Wow - Have you seen dealers that advertise a price that includes a down payment?! Sunrise Toyota...
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: 5TDKDRBH5PS011426
Stock: 352811
Certified Pre-Owned: Yes
Listed since: 06-29-2025 - 13,632 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Cleveland, OH / 444 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: 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: 5TDKDRAH6PS517476
Stock: 2003800005
Certified Pre-Owned: No
Listed since: 06-17-2025- $28,999fair price$617 above market
- 72,196 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Honda of Westport (9 mi away)
- Home delivery*
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Located in Westport, CT / 9 miles away from Bridgeport, CT
CARFAX One-Owner.Black 2021 Toyota Highlander LE 4D Sport Utility AWD 8-Speed Automatic 3.5L V6 DOHC 20/27 City/Highway MPG
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: 5TDBZRBH7MS072063
Stock: 30983
Certified Pre-Owned: No
Listed since: 04-29-2025 - $31,999fair price
- 69,727 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Arlington, TX / 1,439 miles away from Bridgeport, CT
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDKDRBH7PS008799
Stock: 8GY4TX
Certified Pre-Owned: No
Listed since: 07-14-2025 - $38,999fair price$790 below market
- 46,500 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in San Leandro, CA / 2,591 miles away from Bridgeport, CT
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDKDRAH1PS037247
Stock: 8F2V40
Certified Pre-Owned: No
Listed since: 06-04-2025 - New Listing$40,998fair price$78 below market
- 15,592 miles
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from VA to CT*
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Located in Richmond, VA / 340 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS029125
Stock: 27565370
Certified Pre-Owned: No - New Listing$32,990fair price$112 below market
- 38,090 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Denvery, CO / 1,670 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: 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: 5TDKDRAH1PS511763
Stock: 2003780762
Certified Pre-Owned: No
Listed since: 06-06-2025 - New Listing$42,998fair price$338 below market
- 16,831 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to CT*
Close
Located in Wilmington, NC / 543 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: 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: 5TDKDRBH5PS016822
Stock: 27249604
Certified Pre-Owned: No - Price Drop
- 20,068 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Hampton, VA / 334 miles away from Bridgeport, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS518757
Stock: PS518757T
Certified Pre-Owned: No - Price Drop
- 44,360 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Richmond, VA / 341 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: 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS012366
Stock: 2003769486
Certified Pre-Owned: No
Listed since: 06-10-2025
Showing 316 - 336 out of 2,140 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 LE 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,716 | $31,666 | $33,866 |
| Clean | $29,343 | $31,236 | $33,371 |
| Average | $28,723 | $30,519 | $32,545 |
| Rough | $27,916 | $29,588 | $31,472 |
The average list price of a used 2023 Toyota Highlander in Bridgeport, Connecticut is $36,387. The average mileage on a used Toyota Highlander 2023 for sale in Bridgeport, Connecticut is 37,313. Based on the average mileage of 37,313 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 $28,723.
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