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Used Toyota Highlander for Sale near Kissimmee, FL

193 results
Kissimmee, FL
2019 Toyota Highlander Limited FWD Central Florida Chrysler Dodge Jeep RAM

2019 Toyota Highlander

Limited FWD

102,813 miles

$19,749

Great Deal
Orlando, FL
10 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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
102,813
Stock number:
I620797A
VIN:
5TDYZRFH3KS298389

Sponsored

2020 Toyota Highlander XLE FWD

2020 Toyota Highlander

XLE FWD

85,066 miles

$23,600

Good Deal
Deland, FL
48 mi away
Year:
2020
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
Transmission:
8-Speed Automatic
Mileage:
85,066
Stock number:
LS510686
VIN:
5TDHZRAH7LS510686

Sponsored

2024 Toyota Highlander XSE FWD

2024 Toyota Highlander

XSE FWD

38,581 miles

$34,999

Good Deal
Lakeland, FL
38 mi away
Year:
2024
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
Transmission:
Automatic
Mileage:
38,581
Stock number:
LTRS536349
VIN:
5TDKDRAH2RS536349

Sponsored

2018 Toyota Highlander XLE

2018 Toyota Highlander

XLE

71,890 miles

$21,661

Good Deal
Leesburg, FL
45 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
71,890
Stock number:
G708477A
VIN:
5TDKZRFH3JS540442

2011 Toyota Highlander Limited 4WD

2011 Toyota Highlander

Limited 4WD

143,356 miles

$6,995

Great Deal
Plant City, FL
47 mi away
Year:
2011
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
143,356
Stock number:
1253A
VIN:
5TDDK3EH0BS053065

2022 Toyota Highlander L FWD

2022 Toyota Highlander

L FWD

42,678 miles

$24,999

Great Deal
Orlando, FL
9 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
42,678
Stock number:
553113
VIN:
5TDCZRAH3NS553113

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2023 Toyota Highlander

L FWD

42,056 miles

$29,897

Fair Deal
Store transfer to Orlando, FL
868 mi away • Price includes $899 shipping Price includes $899 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:
Black
Transmission:
Automatic
Mileage:
42,056
Stock number:
28217284
VIN:
5TDKDRAH1PS024644

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2021 Toyota Highlander

XLE FWD

60,780 miles

$26,488

Great Deal
Deland, FL
47 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
60,780
Stock number:
S072121T
VIN:
5TDGZRAH7MS072121

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2017 Toyota Highlander

Limited

37,807 miles

$25,249

Good Deal
Clermont, FL
22 mi away
Year:
2017
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)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
37,807
Stock number:
192045
VIN:
5TDYZRFHXHS192045

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2019 Toyota Highlander

Limited AWD

88,823 miles

$25,997

Fair Deal
Store transfer to Orlando, FL
862 mi away • Price includes $999 shipping Price includes $999 shipping
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:
Red (Burgundy)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
CREAM
Transmission:
Automatic
Mileage:
88,823
Stock number:
27645103
VIN:
5TDDZRFH8KS992560

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2023 Toyota Highlander

Limited AWD

29,739 miles

$37,316

Great Deal
Orlando, FL
10 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,739
Stock number:
25988A
VIN:
5TDKDRBH2PS021279

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2023 Toyota Highlander

XLE AWD

20,157 miles

$38,997

Fair Deal
Store transfer to Orlando, FL
2,537 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:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,157
Stock number:
27805727
VIN:
5TDKDRBH4PS034759

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2024 Toyota Highlander

LE FWD

36,223 miles

$28,849

Great Deal
Orlando, FL
19 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,223
Stock number:
55030371
VIN:
5TDKDRAH3RS054750

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2024 Toyota Highlander

XSE FWD

38,581 miles

$34,999

Good Deal
Lakeland, FL
38 mi away
Year:
2024
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
Transmission:
Automatic
Mileage:
38,581
Stock number:
LTRS536349
VIN:
5TDKDRAH2RS536349

Preparing for a close up...

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2019 Toyota Highlander

XLE AWD

73,061 miles

$24,897

Good Deal
Store transfer to Orlando, FL
821 mi away • Price includes $899 shipping Price includes $899 shipping
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:
Automatic
Mileage:
73,061
Stock number:
27430398
VIN:
5TDJZRFH9KS952331

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2019 Toyota Highlander

Limited FWD

102,813 miles

$19,749

Great Deal
Orlando, FL
10 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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
102,813
Stock number:
I620797A
VIN:
5TDYZRFH3KS298389

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2023 Toyota Highlander

Limited FWD

62,830 miles

$29,645

Great Deal
Orlando, FL
13 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 (Wind Chill Pearl)
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
62,830
Stock number:
PS021791
VIN:
5TDKDRAHXPS021791

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2023 Toyota Highlander

L AWD

17,304 miles

$35,997

Fair Deal
Store transfer to Orlando, FL
2,200 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:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
17,304
Stock number:
28040001
VIN:
5TDKDRBH8PS514870

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2018 Toyota Highlander

LE Plus

84,571 miles

$21,597

Fair Deal
Store transfer to Orlando, FL
597 mi away • Price includes $599 shipping Price includes $599 shipping
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
84,571
Stock number:
26897221
VIN:
5TDZZRFH5JS239640

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2023 Toyota Highlander

LE FWD

33,621 miles

$28,750

Good Deal
Clermont, FL
22 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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
33,621
Stock number:
S018224
VIN:
5TDKDRAH4PS018224

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2022 Toyota Highlander

XSE AWD

71,981 miles

$29,999

Great Deal
Lakeland, FL
38 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
71,981
Stock number:
NS211873
VIN:
5TDLZRBH7NS211873

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2022 Toyota Highlander

XLE FWD

50,614 miles

$27,998

Great Deal
Kissimmee, FL
3 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
50,614
Stock number:
NS121749
VIN:
5TDGZRAH1NS121749

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2020 Toyota Highlander

LE FWD

100,275 miles

$16,995

Great Deal
Orlando, FL
11 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
100,275
Stock number:
015309
VIN:
5TDZZRAH5LS015309

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Florida
  5. / Kissimmee
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,308 currently listed for sale on CarGurus and an average price of $33,572.40, 35.5% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 83.7% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander featured an impressive 84.3 cubic feet of cargo space with seats folded down, making it highly versatile for families and adventures.

Why it stands out

The 2022 Toyota Highlander stands out in the family SUV segment due to its spacious three-row seating, making it ideal for families needing ample room for passengers and cargo. It features a robust V6 engine that delivers reliable performance, coupled with standard safety technologies that enhance peace of mind on the road. With a variety of trims available, the Highlander caters to diverse preferences and budgets while maintaining Toyota's reputation for reliability and efficiency.

Other model years to consider

For buyers considering the Toyota Highlander, model years 2015 and 2021 stand out as attractive options. The 2015 Highlander combines a competitive average price with an impressive user rating of 4.8/5 and a high percentage of good deals, making it a strong value proposition for those seeking reliability and satisfaction. Similarly, the 2021 model offers modern features at a reasonable price point while maintaining high user satisfaction ratings, positioning it well in today’s marketplace.

Other noteworthy alternatives include the 2019 Highlander, which offers solid user feedback and value for money, as well as the 2016 version, which has an appealing price point along with high user ratings. These models collectively provide diverse options that cater to different budgets while ensuring consistent quality and satisfaction among users.

Model years to approach with caution

The Toyota Highlander model years 2014, 2018, and 2011 should be approached with caution due to several financial and quality considerations. Despite decent user ratings, a significant percentage of these models are categorized as not providing good or great deals, indicating potential overpricing in the market. Furthermore, as newer models become available, availability constraints for earlier years may limit options for buyers seeking a balance between quality and price.

These recommendations are based on CarGurus' proprietary market data from December 17, 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 Kissimmee, FL?

The average Toyota Highlander costs about $27,458.65. The average price has decreased by -5.8% since last year. The 194 for sale near Kissimmee, FL on CarGurus, range from $3,000 to $46,998 in price.

How many Toyota Highlander vehicles in Kissimmee, FL have no reported accidents or damage?

194 out of 194 for sale near Kissimmee, FL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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