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Used Toyota Highlander for Sale near Chatham, NY

616 results
Chatham, NY
2021 Toyota Highlander XSE AWD Watertown Mitsubishi

2021 Toyota Highlander

XSE AWD

81,208 miles

$30,991

Fair Deal
Watertown, CT
58 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Mileage:
81,208
Stock number:
W2070
VIN:
5TDLZRBH3MS110909

Sponsored

2019 Toyota Highlander LE AWD

2019 Toyota Highlander

LE AWD

101,546 miles

$18,212

Good Deal
Ramsey, NJ
93 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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
101,546
Stock number:
VW20418A
VIN:
5TDBZRFH5KS998811

Sponsored

2025 Toyota Highlander XLE AWD

2025 Toyota Highlander

XLE AWD

55,221 miles

$36,988

Fair Deal
Certified Pre-Owned
Yonkers, NY
95 mi away
Year:
2025
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
Mileage:
55,221
Stock number:
WU30064
VIN:
5TDKDRBHXSS578854

Sponsored

2023 Toyota Highlander Platinum AWD

2023 Toyota Highlander

Platinum AWD

30,701 miles

$39,888

Good Deal
Mamaroneck, NY
96 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
30,701
Stock number:
U4216
VIN:
5TDKDRBH3PS034686

2015 Toyota Highlander LE AWD

2015 Toyota Highlander

LE AWD

82,524 miles

$17,000

Good Deal
Meriden, CT
69 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver Sky Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
82,524
Stock number:
118108
VIN:
5TDBKRFH2FS118108

2012 Toyota Highlander Limited AWD

2012 Toyota Highlander

Limited AWD

128,259 miles

$12,995

Fair Deal
Manchester, CT
65 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
128,259
Stock number:
A8856
VIN:
5TDDK3EH1CS143262

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2022 Toyota Highlander

L AWD

20,010 miles

$28,595

Great Deal
Certified Pre-Owned
Kingston, NY
35 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,010
Stock number:
NS582654
VIN:
5TDCZRBH8NS582654

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2014 Toyota Highlander

XLE AWD

85,752 miles

$17,995

Fair Deal
Hudson, NY
13 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

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2017 Toyota Highlander

Limited Platinum AWD

119,332 miles

$19,500

Great Deal
New London, CT
100 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:
Salsa Red Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
119,332
Stock number:
ML24440A
VIN:
5TDDZRFHXHS379185

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2022 Toyota Highlander

XSE AWD

35,904 miles

$34,699

Great Deal
Tarrytown, NY
90 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
35,904
Stock number:
39360
VIN:
5TDLZRBH6NS237333

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2023 Toyota Highlander

XLE AWD

42,450 miles

$32,250

Great Deal
Poughkeepsie, NY
47 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
42,450
Stock number:
18289T
VIN:
5TDKDRBH8PS527845

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2018 Toyota Highlander

Limited AWD

164,335 miles

$16,495

Good Deal
Northborough, MA
97 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:
Brown (Beige)
Transmission:
Automatic
Mileage:
164,335
Stock number:
C9205
VIN:
5TDDZRFH7JS806165

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2018 Toyota Highlander

XLE AWD

128,956 miles

$17,000

Great Deal
Newburgh, NY
63 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
128,956
Stock number:
17065T
VIN:
5TDJZRFH0JS835493

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2017 Toyota Highlander

XLE AWD

102,856 miles

$19,698

Great Deal
Westborough, MA
97 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:
Alumina Jade Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
102,856
Stock number:
VW1908A
VIN:
5TDJZRFH0HS363645

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2016 Toyota Highlander

XLE AWD

66,378 miles

$21,999

Good Deal
Worcester, MA
89 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:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
Automatic
Mileage:
66,378
Stock number:
07425
VIN:
5TDJKRFH2GS310030

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2019 Toyota Highlander

LE AWD

101,546 miles

$18,212

Good Deal
Ramsey, NJ
93 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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
101,546
Stock number:
VW20418A
VIN:
5TDBZRFH5KS998811

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2022 Toyota Highlander

XLE AWD

23,457 miles

$33,543

Great Deal
Watertown, CT
58 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
23,457
Stock number:
T3366A
VIN:
5TDGZRBH8NS595941

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2024 Toyota Highlander

XLE AWD

16,201 miles

$41,197

Fair Deal
Store transfer to Albany, NY
487 mi away • Price includes $199 shipping Price includes $199 shipping
Year:
2024
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:
16,201
Stock number:
28151649
VIN:
5TDKDRBH1RS552346

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2012 Toyota Highlander

Base AWD

118,242 miles

$12,290

Good Deal
Southington, CT
59 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
118,242
Stock number:
G6043
VIN:
5TDBK3EH9CS144263

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2023 Toyota Highlander

XLE AWD

33,865 miles

$33,199

Great Deal
Bennington, VT
43 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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
33,865
Stock number:
H2624A
VIN:
5TDKDRBH4PS009652

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2016 Toyota Highlander

LE Plus AWD

100,362 miles

$17,000

Good Deal
Greenwich, CT
91 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:
Nautical Blue Metallic
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
100,362
Stock number:
517666A
VIN:
5TDBKRFH2GS326653

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2020 Toyota Highlander

LE AWD

106,471 miles

$21,800

Good Deal
Worcester, MA
88 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:
Black
Transmission:
Automatic
Mileage:
106,471
Stock number:
09167
VIN:
5TDBZRBH5LS509167

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2013 Toyota Highlander

196,352 miles

$8,995

Fair Deal
Worcester, MA
89 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
270 hp 3.5L V6
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
196,352
Stock number:
13056
VIN:
5TDZK3EH1DS139056

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

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,394 currently listed for sale on CarGurus and an average price of $33,778.00, 36.1% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 84.2% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander hybrid achieved an impressive 35 mpg combined, making it one of the most fuel-efficient midsize SUVs available.

Why it stands out

The 2022 Toyota Highlander excels as a versatile family hauler, offering spacious three-row seating and ample cargo capacity, making it ideal for transporting kids and their gear. Its robust V6 engine ensures reliable performance, while standard safety features and high safety ratings provide peace of mind for families on the go. Additionally, the Highlander's blend of practicality and comfort, along with various trim options to suit different budgets, solidifies its position as a top choice in the midsize SUV segment.

Other model years to consider

When considering the Toyota Highlander, the 2015 and 2019 model years stand out as particularly suitable alternatives due to their affordability and strong quality ratings. The 2015 Highlander offers a great balance of value at an average price of around $16,812, while still maintaining a high user rating of 4.8/5 and a favorable inventory of good deals. Similarly, the 2019 model provides a modern option with an average price of approximately $24,070 and a solid user rating of 4.6/5, making it an attractive choice for those seeking reliability without stretching their budget.

Additionally, for buyers prioritizing budget-friendly options, the 2012 Highlander presents a compelling case with its low average price of about $11,483 and excellent user rating of 4.7/5. Overall, these model years offer quality vehicles with good market availability that cater to various needs and budgets.

Model years to approach with caution

When considering the Toyota Highlander, specific model years warrant a cautious approach due to their market positioning and user feedback. For instance, the 2014 and 2018 models show relatively low percentages of good or great deals at 67% and 64%, respectively, suggesting that many buyers may not feel they are receiving fair value for their investment. Additionally, despite decent user ratings, the consistent trend of high percentages of unsatisfactory deals indicates potential concerns regarding long-term value retention and overall satisfaction among owners.

These recommendations are based on CarGurus' proprietary market data from December 9, 2025, 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.

Kristy E
5.0
Reviewed a 2010 Toyota Highlander on Jan 25, 2024

Great car that has a reputation for durability. Love the features.

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

Toyota Highlander FAQs

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

The average Toyota Highlander costs about $27,593.71. The average price has decreased by -5.7% since last year. The 707 for sale near Chatham, NY on CarGurus, range from $4,175 to $54,998 in price.

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

707 out of 707 for sale near Chatham, NY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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