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Used Toyota Highlander for Sale near Winsted, CT

216 results
Winsted, CT
2020 Toyota Highlander Limited AWD Prestige Automobiles Inc

2020 Toyota Highlander

Limited AWD

73,521 miles

$30,595

Fair Deal
Certified Pre-Owned
Kingston, NY
46 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
73,521
Stock number:
LS02710A
VIN:
5TDDZRBH7LS027101

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

24,583 miles

$36,544

Fair Deal
Certified Pre-Owned
Northampton, MA
35 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,583
Stock number:
RS562014R
VIN:
5TDKDRBH4RS562014

Sponsored

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

61,305 miles

$29,585

Great Deal
Northampton, MA
35 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,305
Stock number:
V25497A
VIN:
5TDLZRBH8MS067572

Sponsored

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

61,305 miles

$29,585

Great Deal
Northampton, MA
35 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,305
Stock number:
V25497A
VIN:
5TDLZRBH8MS067572

2016 Toyota Highlander Limited AWD

2016 Toyota Highlander

Limited AWD

150,268 miles

$14,999

Good Deal
Hartford, CT
26 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:
Midnight Black Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
150,268
Stock number:
A5739
VIN:
5TDDKRFHXGS342995

2018 Toyota Highlander Limited AWD

2018 Toyota Highlander

Limited AWD

72,009 miles

$23,988

Good Deal
West Springfield, MA
27 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
72,009
Stock number:
KN6454A
VIN:
5TDDZRFH4JS822954

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2012 Toyota Highlander

Limited AWD

167,882 miles

$9,871

Good Deal
Vernon Rockville, CT
32 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:
Ash
Transmission:
Automatic
Mileage:
167,882
VIN:
5TDDK3EH2CS166534

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2022 Toyota Highlander

XLE AWD

42,629 miles

$30,751

Great Deal
Cheshire, MA
41 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
42,629
Stock number:
H25-621AL
VIN:
5TDGZRBH9NS226392

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2022 Toyota Highlander

XSE AWD

55,320 miles

$32,795

Fair Deal
Manchester, CT
32 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
55,320
Stock number:
N0185
VIN:
5TDJZRBH7NS180437

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2014 Toyota Highlander

XLE AWD

85,752 miles

$17,715

Fair Deal
Hudson, NY
39 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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2018 Toyota Highlander

LE AWD

87,430 miles

$19,299

Good Deal
Hartford, CT
27 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:
Automatic
Mileage:
87,430
Stock number:
4252
VIN:
5TDBZRFH7JS901364

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2018 Toyota Highlander

XLE AWD

106,991 miles

$19,980

Good Deal
Southington, CT
24 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
106,991
Stock number:
G6197
VIN:
5TDJZRFH5JS818544

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2021 Toyota Highlander

XSE AWD

71,335 miles

$29,572

Good Deal
Watertown, CT
27 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:
Automatic
Mileage:
71,335
Stock number:
26307
VIN:
5TDJZRBH0MS142420

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2024 Toyota Highlander

Limited AWD

42,135 miles

$37,500

Good Deal
Lake Katrine, NY
46 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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,135
Stock number:
25955A
VIN:
5TDKDRBH6RS553346

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2021 Toyota Highlander

XSE AWD

83,815 miles

$29,399

Fair Deal
Bristol, CT
20 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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2008 Toyota Highlander

Base 4WD

140,811 miles

$7,877

Good Deal
Branford, CT
49 mi away
Year:
2008
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:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
140,811
Stock number:
074230
VIN:
JTEES41A882074230

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2018 Toyota Highlander

XLE AWD

100,659 miles

$19,800

Great Deal
Meriden, CT
34 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:
Automatic
Mileage:
100,659
Stock number:
539361
VIN:
5TDJZRFH4JS539361

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2014 Toyota Highlander

XLE AWD

140,793 miles

$13,900

Good Deal
Shelton, CT
44 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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2016 Toyota Highlander

XLE AWD

115,110 miles

$17,999

Good Deal
Bloomfield, CT
23 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:
Red (Maroon)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
115,110
VIN:
5TDJKRFH6GS325582

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2012 Toyota Highlander

Base V6

163,475 miles

$7,490

Great Deal
East Windsor, CT
25 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
163,475
Stock number:
096499
VIN:
5TDBK3EH5CS096499

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2017 Toyota Highlander

XLE AWD

106,310 miles

$19,990

Good Deal
Bristol, CT
22 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
106,310
Stock number:
S0350
VIN:
5TDJZRFH0HS518176

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2015 Toyota Highlander

XLE

143,050 miles

$14,500

Good Deal
Lake Katrine, NY
46 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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2019 Toyota Highlander

SE AWD

108,829 miles

$23,200

Fair Deal
Pittsfield, MA
35 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
108,829
Stock number:
T51032B
VIN:
5TDJZRFH9KS565228

Sponsored

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Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,590 currently listed for sale on CarGurus and an **average price of $32,499.00**, 25.1% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.2% of 2022 Highlander models on CarGurus are accident-free**. - The 2022 Toyota Highlander features a spacious and comfortable interior along with advanced safety features, solid performance, and a reliable reputation. ## Why it stands out The 2022 Toyota Highlander excels in providing families with a practical solution for their transportation needs. Its spacious interior comfortably accommodates up to eight passengers, and motorists appreciate its smooth ride quality and refined driving dynamics. The Highlander’s reputation for safety is strengthened by its suite of advanced safety technologies included as standard, such as lane-keeping assist and automatic emergency braking. Additionally, the hybrid variant delivers impressive fuel efficiency compared to many competitors in the midsize SUV segment, making it not just family-friendly but economical too. Overall, the 2022 Highlander continues to carry the torch of its predecessors by offering reliability and comfort, making it an appealing option for buyers. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,233.00 - Good/great deal percentage: 26.0% - User rating: 4.82 / 5 - Total listings: 3,161 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,022.00 - Good/great deal percentage: 27.6% - User rating: 4.48 / 5 - Total listings: 2,913 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,136.00 - Good/great deal percentage: 27.6% - User rating: 4.57 / 5 - Total listings: 2,654 These recommendations are based on CarGurus' proprietary market data from February 16, 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 Winsted, CT?

The average Toyota Highlander costs about $26,698.32. The average price has decreased by -7.5% since last year. The 219 for sale near Winsted, CT on CarGurus, range from $4,495 to $49,998 in price.

How many Toyota Highlander vehicles in Winsted, CT have no reported accidents or damage?

219 out of 219 for sale near Winsted, CT have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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