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Used
Toyota Highlander
for sale
near
Medford, NY
under $899,990
46 matches
30 miles from 11763
Be the first to know!
Est.
$400
/mo*
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2025 Toyota Highlander XSE
10 mi.
$52,991
$2,000 price drop
Smithtown Toyota
Vehicle information
Ext. color: Red
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
21-28
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.4L I-4 port/direct injection, DOHC, variable valve control, in
Stock #: U47098B
VIN: 5TDKDRBH7SS591089
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Smithtown Toyota review
I love my Toyota!
I just bought a 2023 Highlander! Everything about the process was direct, easy and quick. Trish got me the car I wanted and went over in full detail everything about it. She made herself available to me for any questions and concerns. Diego handled the financing and explained everything. I was hesitant because my last experience at another dealer was overwhelming, this was the exact opposite. The whole process made the car buying process so much better. Everyone went out of their way to make me feel welcomed into the Toyota Family!
No photo available
Used
2023 Toyota Highlander LE
10,819 mi.
$34,991
Smithtown Toyota
Vehicle information
Ext. color: Black
Int. color: Black
Drivetrain: Front-wheel Drive
MPG:
22-29
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.4L I-4 port/direct injection, DOHC, VVT-i variable valve contr
Stock #: U47348T
VIN: 5TDKDRAH5PS524354
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Third Row Seating
Reviews
Smithtown Toyota review
purchased 2023 tacoma
my experience purchasing the tacoma was extremely excellent my salesperson was the best informative and made the experience fun a great time the dealer and the truck are the best
2023 Toyota Highlander LE review
Have had our 2023 Highlander XLE AWD since April 2023.
Have had our 2023 Highlander XLE AWD since April 2023. Live in Chicago area and have driven to Arizona and Maine. Zero problems with the car. We put a large Thule box on the roof, multiple mountain bikes on a bike carrier and a kayak. Lots of luggage, got 27 miles per gallon on both trips. Plenty of power in the Rocky Mountains. Would recommend the car to others. We have a great Toyota dealership but all we have needed is schedule maintenance.
No photo available
Used
2025 Toyota Highlander XSE
10 mi.
$52,991
$2,000 price drop
Smithtown Toyota
Vehicle information
Ext. color: Red
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
21-28
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.4L I-4 port/direct injection, DOHC, variable valve control, in
Stock #: U47097B
VIN: 5TDKDRBH7SS590637
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Smithtown Toyota review
Exceptional car buying experience particularly my
Exceptional car buying experience particularly my salesperson Trish. She is caring, detailed and walks you through all aspects of what you need to do and what you can expect. Highly recommend you ask for her.
No photo available
Used
2017 Toyota Highlander Limited
67,066 mi.
$25,991
Smithtown Toyota
Vehicle information
Ext. color: White
Int. color: Saddle Tan
Drivetrain: All-wheel Drive
MPG:
20-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic Electronic with ECT-i
Engine: 3.5L V-6 port/direct injection, DOHC, VVT-i variable valve contr
Stock #: U47333
VIN: 5TDDZRFH0HS404675
Features
Convenience:
Adaptive Cruise Control, Cooled Seats, Heated Seats, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment:
Bluetooth®, CD Player, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Smithtown Toyota review
Very happy with our new car purchase at Smithtown
Very happy with our new car purchase at Smithtown Toyota. Our salesperson was Trisha and she managed us through the smoothest transaction we've ever experienced. We had a question or two after the purchase, and Trisha got back to us right away. Thank you Trisha and to the entire team at Smithtown Toyota!
2017 Toyota Highlander Limited review
Highlander-roomy, easy to drive and dependable!
I've always loved the look and feel of a Toyota Highlander. But I never thought I could afford one. I found my Highlander at Alton Toyota, Alton, Il. and fell in love. I asked about the price and I couldn't believe it was right in my price range. I test drove it and it was love at first drive. Everyone from the Sales-person, finance and even the Technicians. were friendly, helpful and answered all my questions. They even went above and beyond making sure I got the best loan that fit me. I love my highlander and just got back from Myrtle Beach SC, driving round trip. It is so fun to drive and all the room is unbelievable. I highly recommend both the highlander and Alton Toyota dealership!
No photo available
Used
2013 Toyota Highlander SE
105,586 mi.
$16,991
Smithtown Toyota
Vehicle information
Ext. color: Sandy Beach Metallic
Int. color: Sand Beige
Drivetrain: All-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 5-Speed Automatic with Overdrive
Engine: 3.5L V-6 DOHC, VVT-i variable valve control, regular unleaded, e
Stock #: U47340
VIN: 5TDBK3EH3DS206984
Features
Convenience:
Keyless Entry
Entertainment:
Bluetooth®, CD Player
Exterior:
Alloy Wheels, Roof Rack, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating:
Third Row Seating
Reviews
Smithtown Toyota review
Nice place to do business.
Nice place to do business. Professional and courteous salesman. This car was exactly what I was looking for.
2013 Toyota Highlander SE review
I have had this car since 2013.
I have had this car since 2013. I have a feeling it is going to last me a long time. The only thing I don't like about it is the spare being underneath the car where I cannot get to it to check the air or put air in it. I would rather have the spare inside somewhere.
Used
2025 Toyota Highlander LE
6 mi.
$44,991
$1,000 price drop
Smithtown Toyota
Vehicle information
Ext. color: White
Int. color: Gray
Drivetrain: All-wheel Drive
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.4L I-4 port/direct injection, DOHC, variable valve control, in
Stock #: U46549B
VIN: 5TDAAAB56SS082266
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start, Navigation System, Power Liftgate
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Memory Seat, Third Row Seating
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
Certified
2022 Toyota Highlander XLE
61,896 mi.
$34,495
$300 price drop
Westbury Toyota
Vehicle information
Ext. color: Magnetic Gray Metallic
Int. color: Harvest Beige
Drivetrain: All-wheel Drive
MPG:
20-27
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: WP552
VIN: 5TDGZRBH9NS589095
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Third Row Seating
Used
2022 Toyota Highlander XLE
39,019 mi.
$34,995
North Shore Honda
Vehicle information
Ext. color: Magnetic Gray Metallic
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
20-27
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: 18940
VIN: 5TDHZRBH9NS580143
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Third Row Seating
Used
2023 Toyota Highlander XLE
22,804 mi.
$36,889
$986 price drop
Penn Toyota
Vehicle information
Ext. color: Moon Dust
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
21-28
Fuel type: Gasoline
Transmission: Automatic
Engine: Intercooled Turbo Regular Unleaded I-4 2.4 L/146
Stock #: U29908D
VIN: 5TDKDRBH7PS501138
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Power Liftgate
Entertainment:
Bluetooth®, HomeLink, Satellite Radio, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
Seating:
Third Row Seating
Used
2023 Toyota Highlander Platinum
18,484 mi.
$45,998
CarMax East Haven
Vehicle information
Ext. color: White
Int. color: BLACK
Drivetrain: Four-wheel Drive
MPG:
21-28
Fuel type: Gasoline
Transmission: Automatic
Engine: Turbo Gas
Stock #: 27828321
VIN: 5TDKDRBH5PS029148
Features
Convenience:
Heated Steering Wheel
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Blind Spot Monitor, Lane Departure Warning, Rain Sensing Wipers
Seating:
Leather Seats, Memory Seat, Third Row Seating
Used
2019 Toyota Highlander XLE
48,646 mi.
$26,990
Acura of Valley Stream
Vehicle information
Ext. color: Black
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
20-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.5L V6 24V PDI DOHC
Stock #: 13784
VIN: 5TDJZRFH2KS611465
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Navigation System, Power Liftgate
Entertainment:
Bluetooth®, CD Player, Satellite Radio
Exterior:
Alloy Wheels, Sunroof/Moonroof
Safety:
Backup Camera, Brake Assist, Stability Control
Seating:
Leather Seats, Third Row Seating
Used
2022 Toyota Highlander XLE
71,331 mi.
$30,700
$200 price drop
Hamden Chevrolet
Vehicle information
Ext. color: Wind Chill Pearl
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
20-27
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: P6803
VIN: 5TDGZRBH9NS560809
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Third Row Seating
Used
2018 Toyota Highlander LE
64,899 mi.
$20,498
$1,400 price drop
New Country Lexus of Great Neck
Vehicle information
Ext. color: Predawn Gray Mica
Int. color: Ash
Drivetrain: All-wheel Drive
MPG:
19-26
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, VVT-iW/VVT-i variable valv
Stock #: JS908844
VIN: 5TDBZRFH1JS908844
Features
Convenience:
Adaptive Cruise Control, Keyless Entry
Entertainment:
Bluetooth®, CD Player, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Seating:
Third Row Seating
Used
2016 Toyota Highlander LE Plus
100,362 mi.
$18,000
$1,000 price drop
DARCARS Greenwich Infiniti
Vehicle information
Ext. color: Nautical Blue Metallic
Int. color: Ash
Drivetrain: All-wheel Drive
MPG:
18-24
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 DOHC, VVT-i variable valve control, regular unleaded, e
Stock #: 517666A
VIN: 5TDBKRFH2GS326653
Features
Convenience:
Keyless Entry, Navigation System, Power Liftgate
Entertainment:
Bluetooth®, CD Player, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating:
Leather Seats, Third Row Seating
Certified
2022 Toyota Highlander XLE
32,970 mi.
$35,390
$100 price drop
Toyota City
Vehicle information
Ext. color: Wind Chill Pearl
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
20-27
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: U4377
VIN: 5TDGZRBH4NS591031
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Third Row Seating
Used
2019 Toyota Highlander XLE
24,784 mi.
$28,995
Millennium Toyota
Vehicle information
Ext. color: Midnight Black Metallic
Int. color: Black
Drivetrain: All-wheel Drive
MPG:
20-26
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, VVT-iE/VVT-i variable valv
Stock #: U1250T
VIN: 5TDJZRFH1KS610534
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Navigation System, Power Liftgate
Entertainment:
Bluetooth®, CD Player, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Third Row Seating
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Toyota Highlander by price
Compare the Toyota Highlander
Toyota Highlander under $899,990 by city
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5 Great Deals out of 60 listings starting at $8,985
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4 Great Deals out of 39 listings starting at $8,985
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5 Great Deals out of 57 listings starting at $8,985
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4 Great Deals out of 43 listings starting at $8,985
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5 Great Deals out of 43 listings starting at $8,985
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6 Great Deals out of 54 listings starting at $8,985
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5 Great Deals out of 54 listings starting at $8,985
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6 Great Deals out of 66 listings starting at $8,985
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