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Used Toyota Highlander for Sale near Southold, NY

806 results
Southold, NY
2017 Toyota Highlander Limited AWD J&M Automotive

2017 Toyota Highlander

Limited AWD

55,939 miles

$26,995

Fair Deal
Naugatuck, CT
43 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:
Almond
Transmission:
8-Speed Automatic
Mileage:
55,939
Stock number:
1767805
VIN:
5TDDZRFH5HS467805

Sponsored

2025 Toyota Highlander LE AWD

2025 Toyota Highlander

LE AWD

6,497 miles

$38,880

Great Deal
Certified Pre-Owned
New Rochelle, NY
71 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
6,497
Stock number:
U40092R
VIN:
5TDKDRBH5SS588577

Sponsored

2013 Toyota Highlander

2013 Toyota Highlander

196,352 miles

$8,995

Good 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

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

20,355 miles

$36,495

Great Deal
Lynbrook, NY
72 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:
20,355
Stock number:
U3341T
VIN:
5TDKDRBH4RS562692

2024 Toyota Highlander XSE AWD

2024 Toyota Highlander

XSE AWD

18,738 miles

$39,000

Good Deal
Valley Stream, NY
73 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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
18,738
Stock number:
U29105T
VIN:
5TDKDRBH2RS547754

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

48,550 miles

$28,740

Fair Deal
Mansfield, MA
92 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
48,550
Stock number:
B2575A
VIN:
5TDJZRFH0KS610931

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2024 Toyota Highlander

XLE AWD

32,950 miles

$35,650

Great Deal
Eastchester, NY
73 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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2015 Toyota Highlander

XLE V6 AWD

104,752 miles

$16,995

Great Deal
Blackstone, MA
80 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
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
104,752
Stock number:
170598
VIN:
5TDJKRFH3FS170598

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2018 Toyota Highlander

XLE AWD

89,708 miles

$20,495

Great Deal
Certified Pre-Owned
New Rochelle, NY
71 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:
Toasted Walnut Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
89,708
Stock number:
JS821422
VIN:
5TDJZRFH6JS821422

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2021 Toyota Highlander

XLE AWD

53,106 miles

$29,998

Good Deal
Certified Pre-Owned
Fairfield, CT
43 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
Transmission:
8-Speed Automatic
Mileage:
53,106
Stock number:
U7146A
VIN:
5TDGZRBH1MS099619

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2021 Toyota Highlander

LE AWD

36,103 miles

$27,490

Good Deal
Staten Island, NY
92 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
36,103
Stock number:
107680
VIN:
5TDBZRBHXMS107680

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2022 Toyota Highlander

Limited AWD

29,096 miles

$37,495

Fair Deal
West Islip, NY
52 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 (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
29,096
Stock number:
U35900T
VIN:
5TDDZRBH8NS206833

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2018 Toyota Highlander

70,746 miles

$23,999

Good Deal
Certified Pre-Owned
Middletown, RI
67 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
70,746
Stock number:
T9722A
VIN:
5TDJZRFH2JS812748

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2024 Toyota Highlander

LE AWD

51,576 miles

$31,697

Good Deal
Store transfer to East Haven, CT
1,716 mi away • Price includes $1,699 shipping Price includes $1,699 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,576
Stock number:
28159838
VIN:
5TDKDRBH5RS537428

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2022 Toyota Highlander

XLE AWD

60,559 miles

$32,842

Good Deal
Holyoke, MA
78 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 (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
60,559
Stock number:
B7090A
VIN:
5TDGZRBH3NS170773

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2023 Toyota Highlander

XLE AWD

30,027 miles

$35,999

Great Deal
Middletown, RI
67 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black Softex
Transmission:
Automatic
Mileage:
30,027
Stock number:
T9641A
VIN:
5TDKDRBH7PS025702

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2015 Toyota Highlander

Limited AWD

73,156 miles

$20,900

Good Deal
Fall River, MA
78 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
Fuel type:
Gasoline
Interior color:
Limited
Transmission:
6-Speed Automatic Overdrive
Mileage:
73,156
Stock number:
25565A
VIN:
5TDDKRFH3FS092806

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2021 Toyota Highlander

XSE AWD

71,811 miles

$30,682

Good Deal
Johnston, RI
71 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Unk
Transmission:
8-Speed Automatic
Mileage:
71,811
Stock number:
JG3121A
VIN:
5TDJZRBH8MS102280

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2023 Toyota Highlander

L FWD

26,748 miles

$30,488

Good Deal
East Providence, RI
76 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,748
Stock number:
T26H073A
VIN:
5TDKDRAH5PS501009

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2023 Toyota Highlander

XSE AWD

47,979 miles

$36,697

Fair Deal
Blauvelt, NY
79 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:
Bl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
47,979
Stock number:
38258T
VIN:
5TDKDRBH0PS016422

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2014 Toyota Highlander

XLE AWD

164,410 miles

$11,990

Good Deal
Paterson, NJ
92 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:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
164,410
Stock number:
054673
VIN:
5TDJKRFH5ES054673

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2018 Toyota Highlander

LE Plus AWD

73,082 miles

$21,000

Great Deal
Johnston, RI
71 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 Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
73,082
Stock number:
R6695A
VIN:
5TDBZRFH1JS903367

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2013 Toyota Highlander

V6 AWD

159,577 miles

$11,995

Fair Deal
Fall River, MA
79 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Blue
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
159,577
Stock number:
380
VIN:
5TDBK3EH2DS276993

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / New York
  5. / Southold
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 3,898 currently listed for sale and an **average price of $33,089.00**, 30.5% 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. - **82.6% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious interior, powered by a stout V6 engine that delivers a smooth riding experience while including an extensive suite of standard safety features that buyers are looking for. ## Why it stands out The 2022 Toyota Highlander stands out in the competitive midsize SUV market by delivering a perfect blend of functionality, comfort, and cutting-edge safety features tailored for families. This three-row SUV is acclaimed for its spacious interiors and versatility, accommodating various configurations for passengers and cargo. Additionally, the Highlander boasts a powerful V6 engine, providing ample horsepower, while its user-friendly technology and standard advanced safety features are capable of enhancing the driving experience. Whether you're navigating daily commutes or family road trips, the Highlander's proven safety reputation and stylish design resonate well with a wide array of buyers. ## Other model years to consider - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,467.00 - Good/great deal percentage: 34.8% - User rating: 4.57 / 5 - Total listings: 2,166 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,417.00 - Good/great deal percentage: 31.6% - User rating: 4.36 / 5 - Total listings: 3,970 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,730.00 - Good/great deal percentage: 34.2% - User rating: 4.76 / 5 - Total listings: 1,144 These recommendations are based on CarGurus' proprietary market data from March 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 Southold, NY?

The average Toyota Highlander costs about $27,684.29. The average price has decreased by -3.5% since last year. The 551 for sale near Southold, NY on CarGurus, range from $3,724 to $56,998 in price.

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

551 out of 551 for sale near Southold, NY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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