Used Toyota Highlander for Sale near Windermere, FL

208 results

Windermere, FL

Sort by:

2023 Toyota Highlander

XSE FWD

48,888 miles

$33,900

Good Deal

Saint Cloud, FL

24 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:: Celestial Silver Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,888
Stock number:: 025491T
VIN:: 5TDKDRAH7PS025491

Sponsored

2023 Toyota Highlander

L FWD

39,127 miles

$31,499

Fair Deal

Lakeland, FL

39 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:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 39,127
Stock number:: PS036439
VIN:: 5TDKDRAH5PS036439

Sponsored

2018 Toyota Highlander

Limited AWD

70,746 miles

$22,942

Great Deal

Deland, FL

38 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:: White (BLIZZARD PEARL)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 70,746
Stock number:: 9122585A
VIN:: 5TDDZRFH0JS911226

Sponsored

2018 Toyota Highlander

Limited AWD

70,746 miles

$22,942

Great Deal

Deland, FL

38 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:: White (BLIZZARD PEARL)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 70,746
Stock number:: 9122585A
VIN:: 5TDDZRFH0JS911226

2017 Toyota Highlander

Limited

73,929 miles

$18,900

Great Deal

Leesburg, FL

28 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:: Salsa Red Pearl
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 73,929
Stock number:: H20137A
VIN:: 5TDYZRFH5HS202514

2022 Toyota Highlander

L FWD

10,035 miles

$29,498

Good Deal

Orlando, FL

8 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:: 10,035
Stock number:: W158317A
VIN:: 5TDCZRAH0NS550931

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE

93,357 miles

$19,599

Great Deal

Lake Wales, FL

42 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:: Midnight Black Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 93,357
Stock number:: 1T25619C
VIN:: 5TDKZRFH2JS541453

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

91,472 miles

$19,591

Good Deal

Plant City, FL

45 mi away

Year:: 2019
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 295 hp 3.5L V6
Exterior color:: Black
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 91,472
Stock number:: KS292361
VIN:: 5TDZZRFH0KS292361

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Limited FWD

92,000 miles

$24,991

Good Deal

Leesburg, FL

31 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:: Celestial Silver Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 92,000
Stock number:: 7337084B
VIN:: 5TDYZRAH0LS007601

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

45,871 miles

$30,749

Great Deal

Orlando, FL

8 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:: Red (Ruby Flare Pearl)
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 45,871
Stock number:: S023852
VIN:: 5TDKDRAH3PS023852

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE FWD

77,387 miles

$24,567

Great Deal

Orlando, FL

10 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:: Blueprint
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 77,387
Stock number:: 023782
VIN:: 5TDGZRAH6LS023782

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE FWD

48,888 miles

$33,900

Good Deal

Saint Cloud, FL

24 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:: Celestial Silver Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,888
Stock number:: 025491T
VIN:: 5TDKDRAH7PS025491

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Limited FWD

94,940 miles

$25,998

Fair Deal

Leesburg, FL

29 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:: Blueprint
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 94,940
Stock number:: 260587A
VIN:: 5TDYZRAHXLS024518

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

Limited

73,022 miles

$22,798

Fair Deal

Plant City, FL

45 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:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 73,022
Stock number:: HS199034
VIN:: 5TDYZRFH7HS199034

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

109,539 miles

$24,691

Good Deal

Clermont, FL

8 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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 109,539
Stock number:: PM2754A
VIN:: 5TDGZRBH5MS549305

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

20,061 miles

$35,999

Fair Deal

Leesburg, FL

29 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:: Magnetic Gray Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 20,061
Stock number:: 260466A
VIN:: 5TDKDRBH3RS549318

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE FWD

86,040 miles

$23,994

Fair Deal

Leesburg, FL

29 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:: Ooh La La Rouge Mica
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 86,040
Stock number:: 17556
VIN:: 5TDKZRFH6KS313327

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

Limited Platinum

115,754 miles

$18,779

Fair Deal

Orlando, FL

12 mi away

Year:: 2016
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Creme Brulee Mica
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 115,754
Stock number:: 183042T
VIN:: 5TDYKRFHXGS183042

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

XLE AWD

91,324 miles

$19,799

Great Deal

Sanford, FL

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:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 91,324
Stock number:: HS479991
VIN:: 5TDJZRFH7HS479991

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE FWD

85,395 miles

$24,997

Great Deal

Certified Pre-Owned

Orlando, FL

10 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:: Celestial Silver Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 85,395
Stock number:: B08434A
VIN:: 5TDGZRAH1MS033587

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

L FWD

113,359 miles

$19,990

Fair Deal

Orlando, FL

7 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:: Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 113,359
Stock number:: 500187
VIN:: 5TDCZRAH2LS500187

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Limited FWD

61,633 miles

$33,787

Fair Deal

Certified Pre-Owned

Plant City, FL

46 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:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 61,633
Stock number:: 38857A
VIN:: 5TDKDRAH8PS014886

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

34,281 miles

$34,774

Fair Deal

Cocoa, FL

49 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:: Blueprint
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 34,281
Stock number:: PS014103
VIN:: 5TDKDRAH5PS014103

Sponsored

Overview

Reviews

FAQs

CarGurus recommends the 2022 Toyota Highlander

## Summary - With 3,958 currently listed for sale on CarGurus and an **average price of $32,739.00**, 31.5% 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. - **82.2% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander is commended for its safety, comfort, and the ability to deliver a smooth ride, along with a range of trims and features that cater to various family needs. ## Why it stands out The 2022 Toyota Highlander excels as a family-friendly SUV, combining essential capabilities with a touch of style. It offers a spacious three-row seating configuration, robust V6 performance, and a suite of advanced safety features, all designed to meet the demands of family life. With options for all-wheel drive and impressive towing capacity, it stands ready for both daily commutes and weekend adventures. Additionally, the Highlander's modern interior, equipped with user-friendly technology, provides convenience for busy families. Its reputation for reliability and comfort further solidifies its appeal to buyers looking for a dependable vehicle to carry their loved ones. ## Other model years to consider - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,640.00 - Good/great deal percentage: 37.8% - User rating: 4.76 / 5 - Total listings: 1,197 - **[2016 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2016-Toyota-Highlander-c25184)** - Average price: $17,934.00 - Good/great deal percentage: 37.6% - User rating: 4.63 / 5 - Total listings: 1,614 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,223.00 - Good/great deal percentage: 35.2% - User rating: 4.57 / 5 - Total listings: 2,380 These recommendations are based on CarGurus' proprietary market data from March 9, 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 Windermere, FL?

The average Toyota Highlander costs about $27,291.67. The average price has decreased by -5.2% since last year. The 209 for sale near Windermere, FL on CarGurus, range from $3,200 to $53,998 in price.

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

209 out of 209 for sale near Windermere, FL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.