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2,327 listings
- $36,974fair price$609 below market
- 55,841 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Brustolon Buick GMC (63 mi away)
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Located in Mystic, CT / 63 miles away from Bridgeport, CT
Priced below KBB Fair Purchase Price! CARFAX One-Owner. Moon Dust 2021 Toyota Highlander Platinum 4D Sport Utility AWD 8-Speed Automatic 3.5L V6 DOHC ...
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: 5TDFZRBH8MS114144
Stock: 6606P
Certified Pre-Owned: No
Listed since: 04-05-2025 - New Listing$38,998fair price$341 below market
- 22,058 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax East Haven (15 mi away)
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Located in East Haven, CT / 15 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/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS008189
Stock: 27449974
Certified Pre-Owned: No - $34,991good price$1,163 below market
- 28,313 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Toyota of Hackensack (51 mi away)
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Located in Hackensack, NJ / 51 miles away from Bridgeport, CT
Blizzard Pearl 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! Odometer is 23378 miles below market average! 20/27...
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: 5TDHZRBH3MS531874
Stock: A251576A
Certified Pre-Owned: No
Listed since: 05-22-2025 - $34,290good price$1,360 below market
- 41,676 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Middletown Toyota (37 mi away)
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Located in Middletown, CT / 37 miles away from Bridgeport, CT
Recent Arrival! Certified. Clean CARFAX.2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC160 point Toyota Certification Inspected, AWD...
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: 5TDHZRBH1MS542002
Stock: 2505355U
Certified Pre-Owned: Yes
Listed since: 05-19-2025 - $33,998fair price$47 below market
- 30,123 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax East Haven (15 mi away)
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Located in East Haven, CT / 15 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/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS031370
Stock: 26324009
Certified Pre-Owned: No - New Listing$36,965fair price$162 below market
- 70,681 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 28 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,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Free Li...
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: 5TDKDRBH9PS019254
Stock: BTP11738
Certified Pre-Owned: No - Price Drop$34,790fair price$765 below market
- 29,529 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Charles Toyota (59 mi away)
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Located in Norwich, CT / 59 miles away from Bridgeport, CT
2021 Toyota Highlander XLE 4D Sport Utility AWD in Celestial Silver Metallic!!! Heated Front Bucket Seats, Premium Audio w/Navigation, Apple CarPlay/A...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH7MS127184
Stock: 56173
Certified Pre-Owned: No
Listed since: 02-05-2025 - $34,398fair price$661 below market
- 45,072 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Herb Chambers Hyundai of Auburn (96 mi away)
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Located in Auburn, MA / 96 miles away from Bridgeport, CT
INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...
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: 5TDGZRBH7MS548964
Stock: H4027
Certified Pre-Owned: No
Listed since: 04-04-2025 - $32,901good price$1,308 below market
- 36,903 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Maserati of Monmouth (81 mi away)
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Located in Ocean Township, NJ / 81 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH8MS543319
Stock: S543319
Certified Pre-Owned: No
Listed since: 09-02-2024 - New Listing$37,990good price$1,615 below market
- 23,338 miles
- 7 Seats, 21 City / 28 Hwy MPG
- Riverhead Hyundai (29 mi away)
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Located in Riverhead, NY / 29 miles away from Bridgeport, CT
Pearl 2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD.Head East to pay the least! Recent Arr...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH4PS504434
Stock: U22051P
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing$40,944fair price$127 above market
- 18,286 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Danbury Kia (21 mi away)
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Located in Danbury, CT / 21 miles away from Bridgeport, CT
CARFAX 1-Owner, LOW MILES - 18,286! XLE trim. EPA 28 MPG Hwy/21 MPG City! Heated Seats, Sunroof, 3rd Row Seat, Power Liftgate, Turbo, Quad Seats, All ...
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: 5TDKDRBH7PS040362
Stock: K8722
Certified Pre-Owned: No
Listed since: 05-29-2025 - $30,990fair price$526 below market
- 56,690 miles
- 2 accidents, 2 owners, rental vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Riverhead Hyundai (29 mi away)
Close
Located in Riverhead, NY / 29 miles away from Bridgeport, CT
Gy 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 Residual Value Awa...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH8MS137766
Stock: U21734
Certified Pre-Owned: No
Listed since: 03-27-2025 - $36,925fair price$794 below market
- 59,248 miles
- 2 accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Wallingford (27 mi away)
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Located in Wallingford, CT / 27 miles away from Bridgeport, CT
2023 Toyota Highlander XLE Certified. CARFAX One-Owner. 21/28 City/Highway MPGBOUGHT AND SERVICED HERE SINCE NEW!, LOCAL TRADE, HEATED LEATHER SEATS, ...
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: 5TDKDRBH9PS029007
Stock: 250551A
Certified Pre-Owned: Yes
Listed since: 05-08-2025 - Not Priced
- 31,989 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Major World Chevrolet (50 mi away)
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Located in Long Island City, NY / 50 miles away from Bridgeport, CT
2023 Toyota Highlander L AM/FM radio: SiriusXM, Auto High-beam Headlights, Automatic temperature control, Exterior Parking Camera Rear, Front dual zon...
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: 5TDKDRAH1PS008766
Stock: M74757
Certified Pre-Owned: No
Listed since: 04-17-2025 - New Listing$38,795fair price$634 below market
- 24,916 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Lynnes Nissan City (61 mi away)
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Located in Bloomfield, NJ / 61 miles away from Bridgeport, CT
This 2023 Toyota Highlander has passed the Lynnes comprehensive 172 point inspection with flying colors. Our ASE certified technicians have inspected ...
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: 5TDKDRBH5PS025777
Stock: E8380P
Certified Pre-Owned: No
Listed since: 05-27-2025 - Price Drop$30,995fair price$617 above market
- 32,587 miles
- No accidents, 1 owner, personal use
- 8 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 L Certified. Blueprint AWD 8-Speed Automatic 3.5L V6 DOHCTOYOTA CERTIFIED, CLEAN CAR FAX NO ACCIDENTS, AWD.Recent Arrival! ...
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: 5TDCZRBH6MS126201
Stock: W254371AA
Certified Pre-Owned: Yes
Listed since: 05-24-2025 - $37,649fair price$380 above market
- 50,744 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales Elmwood Park (55 mi away)
- Home delivery*
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Located in Elmwood Park, NJ / 55 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: 5TDKDRBH5PS501414
Stock: 8DYND9
Certified Pre-Owned: No
Listed since: 02-27-2025 - $42,998fair price$175 above market
- 40,746 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- McGee Toyota of Putnam (83 mi away)
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Located in Putnam, CT / 83 miles away from Bridgeport, CT
Recent Arrival!AWD.Here at McGee Toyota of Dudley, we take pride in being a family owned business, with over 40 years of automotive experience in ...
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: 5TDKDRBH5PS031403
Stock: 25357A
Certified Pre-Owned: No
Listed since: 05-17-2025 - $35,995fair price$710 above market
- 37,495 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Greentree Toyota (21 mi away)
Close
Located in Danbury, CT / 21 miles away from Bridgeport, CT
Certified. CARFAX One-Owner. 2021 Toyota Highlander XLE AWDAWD.Highlander AWD XLE AWD Black 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Odometer...
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: 5TDGZRBH2MS147404
Stock: U22402
Certified Pre-Owned: Yes
Listed since: 04-29-2025 - Not Priced
- 64,353 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Girard Toyota (55 mi away)
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Located in New London, CT / 55 miles away from Bridgeport, CT
AWD.Silver 2021 Toyota Highlander XLE 4D Sport Utility AWD Automatic 3.5L V6 DOHC 20/27 City/Highway MPGCALL OUR INTERNET SALES MANAGER FOR MORE DETAI...
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: 5TDGZRBH5MS539745
Stock: 46663
Certified Pre-Owned: No
Listed since: 04-17-2025 - New Listing$39,998fair price$756 above market
- 33,423 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Herb Chambers Toyota of Auburn (96 mi away)
Close
Located in Auburn, MA / 96 miles away from Bridgeport, CT
INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...
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: 5TDKDRBH2PS046487
Stock: A285622B
Certified Pre-Owned: No
Listed since: 05-29-2025
Showing 190 - 210 out of 2,327 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Rolling again
Ken S, 10/28/2021
2022 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
Just replaced a 2018 Highlander due to accident. Of course the car is comfortable and nice to drive but I especially appreciate it after the accident. The 2018 was totaled because of a head on collision. My wife and I only had minor injuries that I attribute to the strength of the vehicle and the air bags that completely isolated us.
Used 2021 Toyota Highlander in Bridgeport, CT Values
Estimated values
2021 Toyota Highlander Platinum 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $37,696 | $40,282 | $42,875 |
| Clean | $36,893 | $39,404 | $41,919 |
| Average | $35,556 | $37,941 | $40,326 |
| Rough | $33,817 | $36,039 | $38,255 |
The average list price of a used 2021 Toyota Highlander in Bridgeport, Connecticut is $36,399. The average mileage on a used Toyota Highlander 2021 for sale in Bridgeport, Connecticut is 39,715. Based on the average mileage of 39,715 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 $35,556.
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