Skip to FiltersReport abuse
2,188 listings
- $31,699good price$1,051 below market
- 63,614 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Reseda, CA / 2,499 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH1MS528158
Stock: 7VJQC9
Certified Pre-Owned: No
Listed since: 02-28-2025 - $34,898fair price$525 above market
- 20,814 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Stephen Toyota (38 mi away)
Close
Located in Bristol, CT / 38 miles away from Bridgeport, CT
ROOM FOR EVERYONE!! Come in today to see this great looking, one owner, low mileage, Toyota Gold Certified, 2021 Toyota Highlander LE, AWD, SUV, nicel...
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: 5TDBZRBH9MS156787
Stock: UT30278A
Certified Pre-Owned: Yes
Listed since: 04-12-2025 - $32,995fair price$633 below market
- 58,320 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Kinderhook Toyota (84 mi away)
Close
Located in Hudson, NY / 84 miles away from Bridgeport, CT
2021 Toyota Highlander XLE with 58k miles. 1 owner, leather heated seating, moonroof, and more. Toyota Factory Certified to 7 years/100k miles.
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: 5TDGZRBHXMS154228
Stock: U25-26
Certified Pre-Owned: Yes
Listed since: 04-02-2025 - $31,699good price$950 below market
- 64,560 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Riverside, CA / 2,448 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH0MS083086
Stock: 7VSFRT
Certified Pre-Owned: No
Listed since: 02-24-2025 - $35,986fair price$656 below market
- 68,062 miles
- No accidents, 2 owners, rental vehicle
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Lexington, KY / 637 miles away from Bridgeport, CT
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Sta...
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: 5TDFZRBH6MS093293
Stock: MS093293P
Certified Pre-Owned: No - $31,199fair price$911 below market
- 56,596 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Reseda, CA / 2,499 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/29 Highway)
Listing Information:
VIN: 5TDGZRAH0MS521378
Stock: 8CQJFR
Certified Pre-Owned: No
Listed since: 02-14-2025 - $21,590good price$1,204 below market
- 109,695 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Lexus of Brooklyn (59 mi away)
- Home delivery*
Close
Located in Brooklyn, NY / 59 miles away from Bridgeport, 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: 5TDJZRFH9KS608630
Stock: BX23145
Certified Pre-Owned: No
Listed since: 03-13-2025 - Price Drop$39,990fair price$2 below market
- 41,888 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 617 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBHXMS142169
Stock: 2003677629
Certified Pre-Owned: No
Listed since: 04-23-2025 - $30,999fair price
- 92,415 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Abilene, TX / 1,590 miles away from Bridgeport, CT
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats...
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: 5TDLZRAHXMS081748
Stock: 38584TV
Certified Pre-Owned: No - $34,998fair price
- 52,566 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to CT*
Close
Located in San Antonio, TX / 1,624 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/29 Highway)
Listing Information:
VIN: 5TDJZRAH5MS050415
Stock: 27057480
Certified Pre-Owned: No - Price Drop$32,998fair price$858 below market
- 41,482 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from FL to CT*
Close
Located in Orlando, FL / 992 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/29 Highway)
Listing Information:
VIN: 5TDHZRAHXMS525281
Stock: 27321660
Certified Pre-Owned: No - $38,998fair price$175 above market
- 45,753 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from LA to CT*
Close
Located in Baton Rouge, LA / 1,247 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/29 Highway)
Listing Information:
VIN: 5TDFZRAH3MS047891
Stock: 27159777
Certified Pre-Owned: No - 15,657 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from MN to CT*
Close
Located in Brooklyn Park, MN / 1,052 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH1MS537284
Stock: 27410841
Certified Pre-Owned: No- New Listing$35,680good price$1,625 below market
- 39,665 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Farmington Hills, MI / 535 miles away from Bridgeport, CT
Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Liftgate,Heated Seats,Heated St...
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: 5TDDZRBH8MS533134
Stock: MS533134A
Certified Pre-Owned: No - $33,998fair price$820 below market
- 52,539 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from FL to CT*
Close
Located in Fort Myers, FL / 1,123 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH0MS134431
Stock: 27312892
Certified Pre-Owned: No - $30,339fair price$201 below market
- 85,162 miles
- No accidents, 3 owners, rental vehicle
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Billings, MT / 1,790 miles away from Bridgeport, CT
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Remote Start,S...
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: 5TDGZRBH9MS525296
Stock: 53435
Certified Pre-Owned: No - Price Drop$20,595good price$914 below market
- 122,494 miles
- 2 accidents, 2 owners, rental vehicle
- 6cyl automatic
- Prestige Toyota (69 mi away)
Close
Located in Kingston, NY / 69 miles away from Bridgeport, 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: 5TDJZRFHXKS565464
Stock: KS56546A
Certified Pre-Owned: No
Listed since: 03-17-2025 - New Listing$44,947fair price$945 below market
- 25,791 miles
- No accidents, 1 owner, taxi vehicle
- 4cyl automatic
- Hillside Toyota (48 mi away)
- Home delivery*
Close
Located in Jamaica, NY / 48 miles away from Bridgeport, CT
2023 Toyota Highlander Platinum AWD – Certified Luxury, Power, and Sophistication in One Now Available at Titan Hillside Toyota – One...
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: 5TDKDRBH1PS508747
Stock: HU15313T
Certified Pre-Owned: Yes
Listed since: 05-02-2025 - Price Drop$19,988fair price$636 below market
- 139,688 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Driveway (87 mi away)
- Home delivery*
Close
Located in Freehold, NJ / 87 miles away from Bridgeport, CT
CarFax 1-Owner,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Heated Seats,Keyless Start,Lane Keeping Assist,Leat...
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: 5TDDZRFH0KS745419
Stock: FTP7214
Certified Pre-Owned: No - New Listing$34,366fair price$862 above market
- 55,338 miles
- No accidents, 3 owners, rental vehicle
- 6cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 753 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH4MS075279
Stock: 7VYMX3
Certified Pre-Owned: No
Listed since: 04-25-2025 - Price Drop$40,998fair price$727 below market
- 17,195 miles
- 1 accident, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from CA to CT*
Close
Located in Inglewood, CA / 2,498 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: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDFZRAHXMS052621
Stock: 27280286
Certified Pre-Owned: No
Showing 295 - 315 out of 2,188 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Bridgeport, CT Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,521 | $29,289 | $31,063 |
| Clean | $26,935 | $28,651 | $30,370 |
| Average | $25,958 | $27,587 | $29,216 |
| Rough | $24,689 | $26,204 | $27,715 |
The average list price of a used 2021 Toyota Highlander in Bridgeport, Connecticut is $33,331. The average mileage on a used Toyota Highlander 2021 for sale in Bridgeport, Connecticut is 60,443. Based on the average mileage of 60,443 for used 2021 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 2021 in Bridgeport, Connecticut to be $25,958.
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.