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2,438 listings
- Price Drop$37,999good price$1,346 below market
- 49,496 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Raleigh, NC / 452 miles away from Middletown, NY
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: 5TDFZRBH5MS072791
Stock: 8DWVMN
Certified Pre-Owned: No
Listed since: 04-29-2025 - $41,474fair price$388 below market
- 36,400 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Middletown Toyota (90 mi away)
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Located in Middletown, CT / 90 miles away from Middletown, NY
New Price! Certified. CARFAX One-Owner. Clean CARFAX.2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30...
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: 5TDKDRBH0PS002312
Stock: BL04396U
Certified Pre-Owned: Yes
Listed since: 04-25-2025 - Price Drop$10,995good price$1,343 below market
- 137,089 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- PA Auto Sales (100 mi away)
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Located in Philadelphia, PA / 100 miles away from Middletown, NY
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH2DS178790
Stock: 178790
Certified Pre-Owned: No
Listed since: 03-22-2025 Appraise
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- New Listing$11,995good price$985 below market
- 168,854 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Bergey's Chevrolet (94 mi away)
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Located in Colmar, PA / 94 miles away from Middletown, NY
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS257603
Stock: CCU3711A
Certified Pre-Owned: No
Listed since: 06-19-2025 - $31,498good price$1,697 below market
- 42,911 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Axis Chevrolet (56 mi away)
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Located in Jersey City, NJ / 56 miles away from Middletown, NY
CARFAX One-Owner. Clean CARFAX. AWD. Silver 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCAxis Motorcars has one of the largest selecti...
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: 5TDGZRBH6MS559583
Stock: MS559583
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$36,495good price$1,808 below market
- 32,825 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- BMW of Bridgeport (66 mi away)
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Located in Bridgeport, CT / 66 miles away from Middletown, NY
Priced below KBB Fair Purchase Price! Odometer is 30183 miles below market average! Clean CARFAX. CARFAX One-Owner.Apple CarPlay/Android Auto, Automat...
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: 5TDJZRBHXMS123129
Stock: B25284A1
Certified Pre-Owned: No
Listed since: 04-13-2025 - Price Drop$38,988good price$2,281 below market
- 24,898 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Westchester Toyota (46 mi away)
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Located in Yonkers, NY / 46 miles away from Middletown, NY
INFO ABOUT THIS VEHICLE: Our Cypress 2023 Toyota Highlander XLE has 24898 miles with Black interior color has been certified and is rea...
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: 5TDKDRBH8PS504050
Stock: WU29587
Certified Pre-Owned: Yes
Listed since: 06-17-2025 - $23,550good price
- 112,023 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Grapevine, TX / 1,374 miles away from Middletown, NY
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Star...
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: 5TDBZRBH2MS156100
Stock: MS156100DW
Certified Pre-Owned: No - $39,751good price$1,722 below market
- 33,377 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Faulkner Toyota Trevose (98 mi away)
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Located in Trevose, PA / 98 miles away from Middletown, NY
Certified. 2023 Toyota Highlander Celestial Silver Metallic Local Trade-in, Fresh Oil Change, 1 Year Free Maintenance, 2.4L I4 PDI Turbocharged DOHC 1...
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: 5TDKDRBH7PS041690
Stock: PS041690A
Certified Pre-Owned: Yes
Listed since: 05-29-2025 - Price Drop$30,998good price$2,531 below market
- 41,482 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to NY*
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Located in Sanford, FL / 959 miles away from Middletown, NY
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 - New Listing$32,499good price$1,553 below market
- 42,628 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Magic Auto Sales (47 mi away)
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Located in Little Ferry, NJ / 47 miles away from Middletown, NY
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: 5TDHZRBH2MS105626
Stock: 105626
Certified Pre-Owned: No - $30,971good price$1,037 below market
- 49,875 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Healey Brothers Ford (28 mi away)
Close
Located in Poughkeepsie, NY / 28 miles away from Middletown, NY
Blueprint 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC Dealer Detailed, Oil Change, Dealer Inspected, 18" Machined Alloy Wheels, 3.00...
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: 5TDGZRBH5MS159045
Stock: FUI6575
Certified Pre-Owned: No
Listed since: 03-19-2025 - $10,995fair price$175 below market
- 164,621 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Lodi Auto Mart (44 mi away)
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Located in Lodi, NJ / 44 miles away from Middletown, NY
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EHXDS185776
Stock: 185776
Certified Pre-Owned: No
Listed since: 06-16-2025 - $31,995good price$1,737 below market
- 58,320 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kinderhook Toyota (70 mi away)
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Located in Hudson, NY / 70 miles away from Middletown, NY
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 - New Listing$40,998fair price$1,040 below market
- 25,966 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CO to NY*
Close
Located in Loveland, CO / 1,589 miles away from Middletown, NY
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: 5TDFZRBH6MS159177
Stock: 27071199
Certified Pre-Owned: No - Price Drop$38,995fair price$888 below market
- 37,951 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (32 mi away)
- Home delivery*
Close
Located in Ramsey, NJ / 32 miles away from Middletown, NY
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: 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: 5TDKDRBH2PS516002
Stock: T25963P
Certified Pre-Owned: No - $35,925fair price$204 below market
- 25,354 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Matthews Buick GMC (92 mi away)
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Located in Vestal, NY / 92 miles away from Middletown, NY
Blue 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! Odometer is 23426 miles below market average! 20/27 City/Highwa...
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: 5TDGZRBH8MS148668
Stock: G4226A
Certified Pre-Owned: No
Listed since: 06-05-2025 - Price Drop$36,399good price$1,322 below market
- 53,651 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Peruzzi Toyota (93 mi away)
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Located in Hatfield, PA / 93 miles away from Middletown, NY
At Peruzzi, our business is you!!2021 Toyota Highlander Limited Magnetic Gray Metallic 3.5L V6 DOHC 8-Speed Automatic AWDClean CARFAX. AWD, 11 Speaker...
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: 5TDDZRBH4MS100930
Stock: 250596A
Certified Pre-Owned: Yes
Listed since: 05-16-2025 - $35,680good price$1,555 below market
- 39,665 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Farmington Hills, MI / 467 miles away from Middletown, NY
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 - $44,250fair price$1,013 above market
- 5,908 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Prestige Toyota (40 mi away)
Close
Located in Kingston, NY / 40 miles away from Middletown, NY
Certified. Magnetic Gray Metallic 2023 Toyota Highlander AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpRecent Arrival! 21/...
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: 5TDKDRBH4PS526689
Stock: PS526689
Certified Pre-Owned: Yes
Listed since: 06-02-2025 - $32,998fair price$1,545 below market
- 65,620 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to NY*
Close
Located in Colma, CA / 2,539 miles away from Middletown, NY
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: 5TDYZRAH4MS088782
Stock: 27006309
Certified Pre-Owned: No
Showing 1,156 - 1,176 out of 2,438 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Wow!
Chris, 03/25/2017
2017 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A)
We traded in our beloved 2007 Highlander for the 2017 because we needed the higher tow capacity. Wow, wow, wow! We feel enveloped in luxury and comfort. The 2017 has a much steadier ride, top quality materials and is more comfortable and roomy. We owned the Sport version previously because I hated the sloppy body roll on the regular 2007 Highlander. The XLE 2017 has a more responsive … ride and corners better, it is much smoother and steadier overall and all of the seats are roomier and very comfortable. Love the telescoping steering wheel, front shelf and pop-up hatch window, too. I am struggling with the new technology, but learning to love and appreciate it fast. The Stop Start system works really well once you get the hang of how and when to use it and is almost undetectable in use. Some of the climate controls are not intuitive (update-after owning this vehicle for one month...I am STILL struggling with the climate controls...only thing I can complain about really) and wondering why MPH not digitally displayed. Hoping this new Highlander is as reliable as our 2007! I am 5'6" husband is 6'5" and we both find it very comfortable, my husband can't stop raving about this vehicle either. Wow! Look forward to every drive now! Update: No issues after a summer of driving and towing. Towing is strong and steady. 1 year update - Vehicle is great, no problems about 10,000 miles. Handles snow and ice superb, my old Highlander did not. Also the 4wd button option has been used numerous times and worked perfectly for the situation for us. EnTune is the only consistent headache for me. It doesn't always work well with my phone/Pandora accounts and I have to reconnect constantly (no Pandora music if I don't). Small issue with rear bumper 'melting' in a small spot near exhaust - Toyota is replacing at no charge. We love the vehicle, it is perfect for our lifestyle of mountain biking, camping, hauling dogs around for hikes and bikes.....2 year update-vehicle running great. No issues.
2022 Update - No issues other than rodent damage repair on a wiring harness.
2023 Update - No issues. Running great.
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