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Used Toyota Highlander for Sale near Winchester, KY

323 results
Winchester, KY
2022 Toyota Highlander Limited AWD Mike Albert Sales & Service

2022 Toyota Highlander

Limited AWD

100,645 miles

$29,389

Good Deal
Cincinnati, OH
89 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:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
100,645
Stock number:
1054101
VIN:
5TDDZRBH1NS249510

Sponsored

2021 Toyota Highlander XLE FWD

2021 Toyota Highlander

XLE FWD

91,997 miles

$24,980

Good Deal
Georgetown, KY
25 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
91,997
Stock number:
P3344
VIN:
5TDGZRAH2MS524315

Sponsored

2021 Toyota Highlander XSE FWD

2021 Toyota Highlander

XSE FWD

81,685 miles

$27,954

Good Deal
Huntington, WV
97 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
81,685
Stock number:
T45318AAA
VIN:
5TDLZRAH7MS061361

Sponsored

2021 Toyota Highlander LE AWD

2021 Toyota Highlander

LE AWD

137,131 miles

$19,988

Fair Deal
Nicholasville, KY
21 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:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
137,131
Stock number:
45769B
VIN:
5TDBZRBH6MS541966

2013 Toyota Highlander Limited V6 AWD

2013 Toyota Highlander

Limited V6 AWD

108,101 miles

$15,900

Fair Deal
Louisville, KY
78 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Exterior color:
Black (Charcoal)
Interior color:
Black
Transmission:
Automatic
Mileage:
108,101
Stock number:
26-004
VIN:
5TDDK3EH6DS243553

2023 Toyota Highlander Platinum AWD

2023 Toyota Highlander

Platinum AWD

23,399 miles

$41,800

Good Deal
Somerset, KY
70 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:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
23,399
Stock number:
X498
VIN:
5TDKDRBH2PS027356

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2025 Toyota Highlander

LE FWD

20,275 miles

$37,547

Good Deal
Store transfer to Lexington, KY
847 mi away • Price includes $549 shipping Price includes $549 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:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,275
Stock number:
28336496
VIN:
5TDKDRAH0SS550725

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2023 Toyota Highlander

67,750 miles

$25,980

Great Deal
Prestonsburg, KY
82 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
67,750
Stock number:
001687
VIN:
5TDKDRAH3PS001687

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2021 Toyota Highlander

XLE FWD

91,997 miles

$24,980

Good Deal
Georgetown, KY
25 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
91,997
Stock number:
P3344
VIN:
5TDGZRAH2MS524315

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2019 Toyota Highlander

XLE AWD

82,292 miles

$23,660

Great Deal
Jeffersontown, KY
75 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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
82,292
Stock number:
H21207A
VIN:
5TDJZRFH1KS956597

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2016 Toyota Highlander

XLE AWD

122,436 miles

$20,247

Fair Deal
Store transfer to Lexington, KY
555 mi away • Price includes $249 shipping Price includes $249 shipping
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:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
122,436
Stock number:
28291563
VIN:
5TDJKRFH4GS225741

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2012 Toyota Highlander

Limited AWD

169,087 miles

$11,181

Good Deal
Florence, KY
75 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:
Black
Fuel type:
Gasoline
Transmission:
5-Speed Automatic Overdrive
Mileage:
169,087
Stock number:
J2635A
VIN:
5TDDK3EH0CS156245

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2019 Toyota Highlander

LE FWD

96,162 miles

$19,444

Good Deal
Fairfield, OH
94 mi away
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:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
96,162
Stock number:
KS042928A
VIN:
5TDZARFH5KS042928

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2012 Toyota Highlander

Limited AWD

133,943 miles

$13,367

Fair Deal
Fairfield, OH
94 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:
Shoreline Blue Pearl
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic
Mileage:
133,943
Stock number:
CS132843
VIN:
5TDDK3EHXCS132843

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2022 Toyota Highlander

XLE AWD

60,959 miles

$33,957

Fair Deal
Ashland, KY
91 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
60,959
Stock number:
T038864A
VIN:
5TDGZRBH9NS569252

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2022 Toyota Highlander

Limited AWD

100,645 miles

$29,389

Good Deal
Cincinnati, OH
89 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:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
100,645
Stock number:
1054101
VIN:
5TDDZRBH1NS249510

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2023 Toyota Highlander

LE FWD

46,150 miles

$30,997

Fair Deal
Store transfer to Lexington, KY
2,025 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
46,150
Stock number:
28183012
VIN:
5TDKDRAHXPS002576

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2022 Toyota Highlander

XSE FWD

29,841 miles

$34,498

Good Deal
Certified Pre-Owned
Cincinnati, OH
75 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,841
Stock number:
T25-1115B
VIN:
5TDLZRAH0NS131395

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2018 Toyota Highlander

XLE AWD

52,286 miles

$27,446

Fair Deal
Cincinnati, OH
75 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:
Silver Sky Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
52,286
Stock number:
JS532864
VIN:
5TDJZRFH6JS532864

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2021 Toyota Highlander

Platinum AWD

56,343 miles

$35,397

Great Deal
Store transfer to Lexington, KY
597 mi away • Price includes $399 shipping Price includes $399 shipping
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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
56,343
Stock number:
28199591
VIN:
5TDFZRBH4MS063788

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2024 Toyota Highlander

XLE AWD

38,459 miles

$35,900

Great Deal
Lexington, KY
15 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:
Moon Dust
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,459
Stock number:
L0915
VIN:
5TDKDRBH4RS563132

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2017 Toyota Highlander

Limited Platinum AWD

131,936 miles

$19,500

Fair Deal
Cincinnati, OH
90 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:
Predawn Gray Mica
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
131,936
Stock number:
836191
VIN:
5TDDZRFH8HS396745

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2022 Toyota Highlander

Limited AWD

92,271 miles

$33,584

Fair Deal
Ashland, KY
91 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
92,271
Stock number:
TP0823
VIN:
5TDDZRBH7NS200828

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Kentucky
  5. / Winchester
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 3,984 currently listed for sale and an **average price of $32,898**, 31.6% 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 provides tons of versatility, a stout V6 engine, and comes standard with essential safety features. ## Why it stands out The 2022 Toyota Highlander excels in delivering a balanced combination of comfort, safety, and performance, making it an ideal choice for families on the go. It features a spacious, three-row interior that offers impressive cargo capacity and utilizes clever storage solutions for ease of family life. The Highlander's robust V6 engine provides commendable power, while the standard suite of advanced safety technologies ensures peace of mind for drivers. Moreover, its versatility allows for various trims and optional features, making it a customizable option for differing needs and budgets. ## Other model years to consider - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,348 - Good/great deal percentage: 35.8% - User rating: 4.57 / 5 - Total listings: 2,215 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,174 - Good/great deal percentage: 33.0% - User rating: 4.36 / 5 - Total listings: 4,076 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,649 - Good/great deal percentage: 35.0% - User rating: 4.76 / 5 - Total listings: 1,142 These recommendations are based on CarGurus' proprietary market data from March 20, 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 Winchester, KY?

The average Toyota Highlander costs about $27,560.67. The average price has decreased by -4.2% since last year. The 602 for sale near Winchester, KY on CarGurus, range from $3,575 to $56,998 in price.

How many Toyota Highlander vehicles in Winchester, KY have no reported accidents or damage?

602 out of 602 for sale near Winchester, KY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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