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Used Toyota Highlander for Sale near Windsor, NY

650 results
Windsor, NY
2023 Toyota Highlander XLE AWD Toyota of Stroudsburg

2023 Toyota Highlander

XLE AWD

52,646 miles

$34,229

Fair Deal
East Stroudsburg, PA
76 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
52,646
Stock number:
49254A
VIN:
5TDKDRBH6PS043219

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2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

31,419 miles

$36,499

Fair Deal
Elmira, NY
63 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,419
Stock number:
WT5425LB
VIN:
5TDKDRBH3PS028824

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2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

59,812 miles

$30,899

Fair Deal
Scranton, PA
43 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
59,812
Stock number:
U9144
VIN:
5TDDZRBH1LS054682

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2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

65,605 miles

$25,995

Good Deal
Wolcott, NY
99 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
65,605
Stock number:
A9560
VIN:
5TDJZRFH8KS629341

2014 Toyota Highlander XLE AWD

2014 Toyota Highlander

XLE AWD

85,752 miles

$17,715

Fair Deal
Hudson, NY
98 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
85,752
Stock number:
1688
VIN:
5TDJKRFH2ES017385

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

35,239 miles

$29,499

Great Deal
Forest City, PA
31 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,239
Stock number:
F6101
VIN:
5TDGZRBH6MS545411

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2016 Toyota Highlander

XLE AWD

77,030 miles

$20,299

Good Deal
Scranton, PA
43 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
6-Speed Automatic Overdrive
Mileage:
77,030
Stock number:
K82819A
VIN:
5TDJKRFHXGS281862

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2011 Toyota Highlander

Limited 4WD

148,093 miles

$11,969

Fair Deal
Berwick, PA
77 mi away
Year:
2011
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
148,093
Stock number:
FP2629B
VIN:
5TDDK3EH9BS074531

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2017 Toyota Highlander

XLE AWD

134,443 miles

$17,655

Good Deal
Auburn, NY
82 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
134,443
Stock number:
479189
VIN:
5TDJZRFHXHS479189

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2015 Toyota Highlander

XLE

143,050 miles

$13,500

Good Deal
Lake Katrine, NY
85 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
Automatic
Mileage:
143,050
Stock number:
26067A
VIN:
5TDJKRFH4FS164423

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2022 Toyota Highlander

XLE AWD

80,888 miles

$26,999

Great Deal
Ithaca, NY
51 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
80,888
Stock number:
26T318A
VIN:
5TDHZRBH2NS597480

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2023 Toyota Highlander

L AWD

41,378 miles

$35,300

Good Deal
Yorkville, NY
74 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,378
Stock number:
26209A
VIN:
5TDKDRBH0PS040042

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2018 Toyota Highlander

SE AWD

97,004 miles

$22,950

Fair Deal
Rome, NY
81 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Brown
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
97,004
Stock number:
7796T
VIN:
5TDJZRFH2JS867796

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2025 Toyota Highlander

LE FWD

34,922 miles

$34,297

Good Deal
Store transfer to Easton, PA
724 mi away • Price includes $299 shipping Price includes $299 shipping
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,922
Stock number:
28430909
VIN:
5TDKDRAH8SS551881

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2018 Toyota Highlander

XLE AWD

74,445 miles

$23,500

Fair Deal
Mansfield, PA
76 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
74,445
Stock number:
D1695B
VIN:
5TDJZRFH5JS531429

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2016 Toyota Highlander

XLE AWD

142,238 miles

$15,985

Fair Deal
Stroudsburg, PA
79 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Predawn Gray Mica - 1H1
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Ash - 10
Transmission:
Automatic
Mileage:
142,238
Stock number:
F27585
VIN:
5TDJKRFH4GS227585

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  1. Home
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  4. / New York
  5. / Windsor
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,445 currently listed for sale on CarGurus and an **average price of $32,524.00**, 32.8% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.5% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious interior with a comfortable ride, solid fuel efficiency, and advanced safety features like Toyota Safety Sense. ## Why it stands out The 2022 Toyota Highlander stands out in the competitive midsize SUV market thanks to its blend of practicality, comfort, and reliability. With a redesign that emphasizes both interior space and a smooth driving experience, this model caters to families and individuals looking for a dependable vehicle. The introduction of hybrid technology in this generation enhances its fuel economy, while the spacious cabin provides ample room for passengers and cargo alike. Additionally, the inclusion of advanced safety features has solidified the Highlander's reputation as a safe and secure option for any driver. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,272.00 - Good/great deal percentage: 33.6% - User rating: 4.82 / 5 - Total listings: 3,016 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,159.00 - Good/great deal percentage: 34.8% - User rating: 4.57 / 5 - Total listings: 2,580 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,061.00 - Good/great deal percentage: 34.4% - User rating: 4.48 / 5 - Total listings: 2,823 These recommendations are based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Windsor, NY?

The average Toyota Highlander costs about $26,612.47. The average price has decreased by -7.7% since last year. The 633 for sale near Windsor, NY on CarGurus, range from $3,774 to $51,170 in price.

How many Toyota Highlander vehicles in Windsor, NY have no reported accidents or damage?

428 out of 633 for sale near Windsor, NY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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