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New & Used 2026 Toyota Highlander for Sale near Big Pine Key, FL

44 results

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:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,619
Stock #:
SS552017
VIN:
5TDKDRAH5SS552017
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$900

HGreg Nissan Kendall

Sponsored by HGreg Nissan Kendall

2025 Toyota Highlander

LE FWD

28,619 mi

Palmetto Bay, FL
88 mi away
Great Deal

$33,098

$32,198

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:
Magnetic Gray Metallic
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
10,552
Stock #:
SS554095
VIN:
5TDKDRAH2SS554095
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

XLE FWD

10,552 mi

Homestead, FL
75 mi away
Fair Deal

$42,075

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:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
6,860
Stock #:
C007978A
VIN:
5TDKDRAH7SS557669
Heavy Metal 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE FWD

6,860 mi

Homestead, FL
78 mi away
Fair Deal

$44,713

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:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,619
Stock #:
SS552017
VIN:
5TDKDRAH5SS552017
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$900

 

2025 Toyota Highlander

LE FWD

28,619 mi

Palmetto Bay, FL
88 mi away
Great Deal

$33,098

$32,198

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:
Magnetic Gray Metallic
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
10,552
Stock #:
SS554095
VIN:
5TDKDRAH2SS554095
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

XLE FWD

10,552 mi

Homestead, FL
75 mi away
Fair Deal

$42,075

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:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $2,280 shipping
Fair Deal

$47,170

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $2,318 shipping
Fair Deal

$43,972

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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,528
Stock #:
28734437
VIN:
5TDKDRAHXSS553891
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

32,528 mi

Store transfer to Miami, FL
Price includes $1,999 shipping
Fair Deal

$34,997

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:
Automatic
Mileage:
31,307
Stock #:
28734436
VIN:
5TDKDRBH3SS583376
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

31,307 mi

Store transfer to Miami, FL
Price includes $1,999 shipping
Fair Deal

$42,997

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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,042
Stock #:
1TT89976
VIN:
5TDKDRBH2SS589976
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

10,042 mi

Home delivery from Greensboro, NC
Price includes $1,098 shipping
Fair Deal

$46,892

Year:
2026
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
Transmission:
Automatic
Mileage:
8,444
Stock #:
29008088
VIN:
5TDKDRBH8TS597906
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$2,000

 

2026 Toyota Highlander

XLE AWD

8,444 mi

Store transfer to Miami, FL
Free shipping to Miami, FL
Fair Deal

$48,998

$46,998

CarGurus Analysis:

2026 Toyota Highlander

  • With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.3% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.

Research summarized using AI

 

Year:
2026
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:
6,867
Stock #:
28062597
VIN:
5TDKDRBH0TS595339
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

6,867 mi

Store transfer to Miami, FL
Price includes $1,199 shipping
Fair Deal

$51,197

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:
27,233
Stock #:
28888607
VIN:
5TDKDRAH2SS554792
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

27,233 mi

Store transfer to Miami, FL
Price includes $99 shipping
Fair Deal

$36,097

Year:
2026
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:
4,495
Stock #:
27152554
VIN:
5TDKDRBH2TS603957
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

4,495 mi

Store transfer to Miami, FL
Price includes $1,499 shipping
Fair Deal

$53,497

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal [Extra_Cost_Color]
Fuel type:
Gasoline
Interior color:
Black Softex®/Fabric Mixed Media Trim
Transmission:
8-Speed Dual Clutch
Mileage:
11
Stock #:
TS611402
VIN:
5TDKDRBH8TS611402
Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

 

2026 Toyota Highlander

XSE AWD

New car

Home delivery from Delray Beach, FL
Price includes $288 shipping

New car

TSRP $53,061

$54,646

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal [Extra_Cost_Color]
Fuel type:
Gasoline
Interior color:
Black Softex®/Fabric Mixed Media Trim
Transmission:
8-Speed Dual Clutch
Mileage:
11
Stock #:
TS611786
VIN:
5TDKDRBH8TS611786
Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

 

2026 Toyota Highlander

XSE AWD

New car

Home delivery from Delray Beach, FL
Price includes $288 shipping

New car

TSRP $53,061

$54,646

Year:
2026
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:
10
Stock #:
011806
VIN:
5TDKDRBHXTS611806
White 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XSE AWD

New car

Miami, FL
97 mi away

New car

TSRP $54,338

$55,675

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
5
Stock #:
TS610612
VIN:
5TDKDRBH3TS610612
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Miami, FL
Price includes $158 shipping

New car

TSRP $55,120

$56,439

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
TS610530
VIN:
5TDKDRBH1TS610530
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Miami, FL
Price includes $158 shipping

New car

TSRP $55,120

$56,439

Year:
2026
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
Fuel type:
Gasoline
Interior color:
Black Softex®/Fabric Mixed Media Trim
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH8TS27J751
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

XSE AWD

New car

Home delivery from Delray Beach, FL
Price includes $288 shipping

New car

TSRP $52,586

$54,171

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:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,333
Stock #:
SS553904
VIN:
5TDKDRAH4SS553904
Blueprint 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

29,333 mi

Palmetto Bay, FL
88 mi away
Great Deal

$33,798

Page 1 of 3

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.3% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.

Why it stands out

The 2026 Toyota Highlander stands out in the competitive midsize SUV market through its blend of spaciousness, reliability, and a strong safety reputation. It has a solid record of comfort and practicality, with up to 84.3 cubic feet of cargo space available with the seats folded down. While its driving dynamics may not excite buyers, the Highlander's sedan-like ride, quiet interior, and efficient hybrid options have made it a favored choice for families. The introduction of more upscale features over the years, such as enhanced infotainment systems and robust safety protocols via Toyota Safety Sense, ensures that it remains a frontrunner. The Highlander has maintained its affordability and reliability, standing as a wise long-term investment for those in the market for a used SUV.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,151.00
    • Good/great deal percentage: 36.1%
    • User rating: 5 / 5
    • Total listings: 4,033
  • 2023 Toyota Highlander

    • Average price: $36,362.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,615
  • 2021 Toyota Highlander

    • Average price: $30,529.00
    • Good/great deal percentage: 35.0%
    • User rating: 4.86 / 5
    • Total listings: 3,229

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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