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Used Toyota Highlander for Sale near Pawling, NY

187 results
Pawling, NY
2023 Toyota Highlander XLE AWD Toyota City

2023 Toyota Highlander

XLE AWD

46,023 miles

$34,490

Fair Deal
Mamaroneck, NY
44 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:
46,023
Stock number:
U4525
VIN:
5TDKDRBH8PS040483

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

48,667 miles

$31,973

Fair Deal
West Haven, CT
37 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
48,667
Stock number:
12583A
VIN:
5TDHZRBH9MS156251

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

38,967 miles

$29,900

Great Deal
Brookfield, CT
13 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:
38,967
Stock number:
Z4169
VIN:
5TDGZRBH2MS117383

Sponsored

2017 Toyota Highlander XLE AWD

2017 Toyota Highlander

XLE AWD

120,153 miles

$18,497

Good Deal
North Haven, CT
40 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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
120,153
Stock number:
19567MK1
VIN:
5TDJZRFH6HS422018

2022 Toyota Highlander LE AWD

2022 Toyota Highlander

LE AWD

93,573 miles

$26,197

Fair Deal
Store transfer to Waterbury, CT
419 mi away • Price includes $199 shipping Price includes $199 shipping
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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
93,573
Stock number:
27881461
VIN:
5TDBZRBH5NS250408

2018 Toyota Highlander SE AWD

2018 Toyota Highlander

SE AWD

153,724 miles

$17,000

Good Deal
West Simsbury, CT
41 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:
Midnight Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
153,724
Stock number:
SB192863A
VIN:
5TDJZRFH7JS498398

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2025 Toyota Highlander

LE AWD

10,020 miles

$39,824

Good Deal
Certified Pre-Owned
Airmont , NY
42 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,020
Stock number:
SS590018
VIN:
5TDKDRBH1SS590018

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2021 Toyota Highlander

Limited AWD

117,410 miles

$24,999

Good Deal
Bristol, CT
36 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
117,410
Stock number:
UA38375A
VIN:
5TDDZRBH3MS554750

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2021 Toyota Highlander

XSE AWD

83,815 miles

$29,299

Fair Deal
Bristol, CT
36 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
Transmission:
8-Speed Automatic
Mileage:
83,815
Stock number:
UA38102A
VIN:
5TDLZRBH8MS082086

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2019 Toyota Highlander

XLE AWD

73,686 miles

$25,158

Fair Deal
Tarrytown, NY
39 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
73,686
Stock number:
40175
VIN:
5TDJZRFH5KS584259

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2018 Toyota Highlander

XLE AWD

93,356 miles

$20,999

Good Deal
Plantsville, CT
37 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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
93,356
Stock number:
830686
VIN:
5TDJZRFH8JS830686

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2017 Toyota Highlander

Limited AWD

78,713 miles

$22,791

Good Deal
Watertown, CT
25 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:
Shoreline Blue Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Mileage:
78,713
Stock number:
W2041
VIN:
5TDDZRFH2HS460195

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2017 Toyota Highlander

XLE AWD

112,177 miles

$17,495

Great Deal
Poughkeepsie, NY
15 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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
112,177
Stock number:
M12695
VIN:
5TDJZRFH5HS448786

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2023 Toyota Highlander

Platinum AWD

26,514 miles

$38,880

Good Deal
New Rochelle, 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:
Black
Transmission:
8-Speed Automatic
Mileage:
26,514
Stock number:
U39977
VIN:
5TDKDRBH6PS516827

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2023 Toyota Highlander

L AWD

40,917 miles

$31,895

Good Deal
Middletown, CT
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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
40,917
Stock number:
SL441365A
VIN:
5TDKDRBH0PS021409

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2021 Toyota Highlander

XSE AWD

91,552 miles

$27,397

Good Deal
New Rochelle, NY
46 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
Transmission:
8-Speed Automatic
Mileage:
91,552
Stock number:
UC20513TN
VIN:
5TDJZRBH2MS110889

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2024 Toyota Highlander

XLE AWD

32,950 miles

$34,005

Great Deal
Yonkers, NY
44 mi away
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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,950
Stock number:
563281
VIN:
5TDKDRBHXRS563281

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2019 Toyota Highlander

LE Plus FWD

93,800 miles

$20,897

Good Deal
Store transfer to Waterbury, CT
1,163 mi away • Price includes $899 shipping Price includes $899 shipping
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
93,800
Stock number:
28243721
VIN:
5TDZZRFH7KS322097

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2015 Toyota Highlander

XLE

155,675 miles

$13,977

Good Deal
Branford, CT
44 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:
Blue
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
155,675
Stock number:
092206
VIN:
5TDJKRFH6FS092207

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2023 Toyota Highlander

XLE AWD

49,905 miles

$32,444

Great Deal
Waterbury, CT
27 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:
Black
Transmission:
8-Speed Automatic
Mileage:
49,905
Stock number:
U10036
VIN:
5TDKDRBH1PS039112

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2014 Toyota Highlander

XLE AWD

140,793 miles

$14,200

Good Deal
Shelton, CT
32 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:
Nautical Blue Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
140,793
Stock number:
039054
VIN:
5TDJKRFH1ES039054

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2023 Toyota Highlander

XSE AWD

27,127 miles

$37,990

Good Deal
Certified Pre-Owned
Mamaroneck, NY
44 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:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
27,127
Stock number:
U4503
VIN:
5TDKDRBH8PS005619

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2024 Toyota Highlander

LE AWD

11,041 miles

$37,508

Fair Deal
Certified Pre-Owned
New Rochelle, NY
47 mi away
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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,041
Stock number:
U39962A
VIN:
5TDKDRBHXRS555598

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

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,192 currently listed for sale on CarGurus and an **average price of $32,510.00**, 32.3% 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. - **82.7% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, a suite of advanced safety features, and a choice between fuel-efficient hybrid models and powerful gas engine options. ## Why it stands out The 2022 Toyota Highlander is a standout choice among midsize SUVs, combining a reputation for reliability with family-friendly features. Its spacious cabin accommodates up to eight passengers, making it an ideal vehicle for larger families. The recent model year includes enhancements in features and comfort, such as an upgraded infotainment system and standard safety technologies like Toyota Safety Sense, which includes automatic emergency braking and lane-keeping assistance. The Highlander's available hybrid variant also appeals to eco-conscious buyers, providing excellent fuel economy without sacrificing practicality or comfort. Overall, the 2022 model year emphasizes Toyota's commitment to quality and safety, making it a versatile option for everyday use. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,633.00 - Good/great deal percentage: 31.9% - User rating: 4.36 / 5 - Total listings: 4,283 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,110.00 - Good/great deal percentage: 34.8% - User rating: 4.48 / 5 - Total listings: 2,572 These recommendations are based on CarGurus' proprietary market data from March 2, 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 Pawling, NY?

The average Toyota Highlander costs about $26,981.38. The average price has decreased by -6.3% since last year. The 192 for sale near Pawling, NY on CarGurus, range from $4,495 to $50,998 in price.

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

192 out of 192 for sale near Pawling, NY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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